Events in Key West

Kiki's Live Music - KEVIN MCCABE

Enjoy live music at Kiki's with a performance by Kevin McCabe. Kiki's offers entertainment every day, and this show is part of its ongoing lineup.

"SUNSHINE" Sandbar and Sunset

This Salty Bottom Boats outing celebrates the start of Songwriters with relaxed time at a sandbar and a private performance by Erica Sunshine Lee before returning to the dock. Large coolers with ice and water will be on board, and participants may bring their own food and drinks. Tickets are available, with regular admission at $100 and VIP at $150, and space on the boat is limited.

Monday Night Catch the Mania Trivia

Catch the Mania Trivia delivers a lively night hosted by Megan on the mic. Participants can play solo or team up, compete for prizes, and enjoy Happy Hour with drink specials continuing throughout the night. Dinner specials will be available from the kitchen, and the event takes place at Boardwalk Bar and Grill.

Two Buck Shuck at Four Marlins

At Four Marlins, Two Buck Shuck features oysters on the half shell for $2 each. Situated on the shoreline at The Reach Key West, it provides a relaxed setting for simple, fresh flavors with ocean views.

Monday Night Commander

This commander event offers chances to win free promotional items and prize product during play.

Tony Roberts

Tony Roberts performs live on stage at Rams Head Southernmost.

Boondocks Live Music - Victoria Leigh

Kick off the week at Boondocks with live music from Victoria Leigh, blending smooth reggae rhythms and soulful vocals. Enjoy tropical cocktails as the set unfolds for a relaxed, feel-good vibe. Arrive early to play a round of miniature golf.

BINGO

Bingo at the Marathon Moose welcomes the public to a freshly updated, smoke-free hall. Players must be at least 18 to participate. Game options include six-game packets offered in 6-square and 12-square formats, along with two bonus games, Shotgun and Coverall. The Coverall features a progressive prize when completed in 50 balls or fewer. Pull tabs are available for $1. Water, soft drinks, and light snacks can be purchased, and outside food or beverages are not permitted.

Kiki's Live Music - JESSE & JILL

Kiki's presents daily live music, and this show features JESSE & JILL. Information on upcoming events and the band schedule is updated regularly.

Live in Key West

Bill Steely shares the stage with Where’s Dave Band for a performance centered mainly on his own songs. The set highlights original material, with the band supporting his compositions throughout the evening.

Drunk Spelling Bee at Mary Ellen's!

Comedians from Comedy Key West host a Monday night spelling showdown with a boozy twist. The action begins with a beer chug, then contestants step up to spell a given word in front of the entire bar. Some deliver spot-on accuracy, others boldly miss the mark, and the crowd gets a show either way. Champions are crowned at the end, with prizes awarded to the winners.

Justin Angelo at Sloppy Joe's

Justin Angelo takes the stage at Sloppy Joe's Bar, a storied Key West spot once favored by Ernest Hemingway during his time on the island. Known for its lively party atmosphere, the bar provides an energetic setting for his appearance.

Island Dogs Bar Key West — Dave Mininberg

Dave Mininberg performs at Island Dogs Bar, bringing live music to a spot known for a lively yet laid-back atmosphere. It sits just a block from Duval and leans local rather than corporate, offering a more relaxed alternative to the bustle nearby.

Trivia Night Mondays at Key West Cooking School

Put your mind and taste buds to the test at Trivia Night at the Key West Cooking School. Taking place on Mondays, this upbeat event blends delicious bites with question-filled rounds in a good-natured contest. Assemble a team and settle in for an evening that mixes culinary flair with friendly trivia competition.

Kitty Steadman

Kitty Steadman appears regularly at the Original Margaritaville in Key West, presenting shows that blend her own songs with much loved requests from fans of live music. It is a chance to hear her original work alongside familiar favorites chosen by the audience.

Kiki's Live Music - VICTORIA LEIGH

Victoria Leigh performs live at Kiki's, which offers entertainment every day. Details about upcoming events and the band schedule are provided by Kiki's.

Industry Night

Industry Night offers a 20% discount exclusively for service industry workers, providing a friendly chance to relax on the guest side of the bar and enjoy a well-earned break.

Zack Seemiller

A live performance by Zack Seemiller takes place at Rams Head Southernmost.

Kiki's Sandbar - Kirstie Kraus & Danny Spiro

Kiki's Sandbar & Grille welcomes Nashville artists Kirstie Kraus and Danny Spiro for a show. Merchandise and meet and greet opportunities will be available at the show, with online options offered as well.

Trivia Tuesday at Mary Ellen's

Challenge your brain with a spirited trivia session and compete for fun prizes. After the quiz wraps up, $8 draft cocktails are available.

Where’s Dave Band

Bill Steely and Where’s Dave Band bring their Key West residency to a close with a celebratory party at Kaya’s Backyard Bar and EmPOURium. The night centers on high energy country rock and a festive sendoff. Boots, shorts, and cowboy hats fit the vibe.

Havana Nights Salsa Dancing Lessons!

Salsa dancing lessons take place on the cafe patio every Tuesday evening. Bring your dancing shoes, or even flip flops.

Switch & Sip

Settle into Kava & Gaming Night at Kava Key, a non-alcoholic hangout with a playful pirate vibe. Enjoy relaxed, friendly competition on a massive 160-inch screen that brings games to life with crisp clarity. The menu features fresh kava shells, botanical teas, Cuban coffee, and make-your-own ramen for a simple bite. The atmosphere is alcohol free and geared toward locals, visitors, and anyone looking to unwind with laughs and laid-back fun.

Storytime

This free outdoor storytime takes place in the courtyard of the Key West Tropical Forest & Botanical Garden. Created for young children and their caregivers, it features engaging stories, crafts, and activities that celebrate nature and spark imagination. Enjoy time under the trees while introducing little ones to the joy of reading, exploring the tropical forest together, and connecting with other families. The event is held outdoors and is weather permitting, so checking the forecast ahead of time is recommended. No registration is required.

Ross Brown

Ross Brown performs live at Rams Head Southernmost.

Island Dogs Bar Key West — Dave Mininberg

Dave Mininberg performs at Island Dogs Bar in Key West, a relaxed, independent spot just a block off Duval. The setting has a lighthearted vibe that is a little more laid back than Duval.

Help A Local: Jordan’s Benefit at Tat’s & Scars

A community fundraiser at Tattoos & Scars brings friends, patrons, and neighbors together to support Jordan, a longtime bartender who has looked after this crowd for years and is now facing serious health challenges, including a recent Type 1 diabetes diagnosis. Without employer-provided health insurance, the costs of hospital care and an insulin pump have added up, and this gathering focuses on easing that burden. Throughout the event, every Hurricane Shot directly contributes to Jordan’s medical expenses and the purchase of his insulin pump. Guests can also enter raffles with two featured prize packages. The Staycation Raffle, with a $20 entry, offers a two-night stay at the historic Southernmost Mansion, $250 in food and beverage credit at The Marker, two fine dining dinners at locations to be announced, gift cards to local favorites such as Tattoos & Scars, Tiki House, The Roost, and General Horseplay, plus a sunset sail. The Pampered in Paradise package, with a $10 entry, includes a $100 blowout at Glam & Go, a manicure and pedicure at Lady Nails, a spray tan with Michaele Meadows, a $200 facial with Makeup & Giggles, and a $100 Quiet Storm gift card with extra goodies. Additional prizes may be added as new donations arrive. Support is welcome even from those who cannot attend, and the emphasis throughout is simple, helping someone who has always taken care of others.

Mick Fury

Find tickets for Mick Fury at Island Dogs Bar in Key West.

Celtic Conch - Key West Songwriter Festival

Celtic Conch Public House hosts Nashville recording artist Kirstie Kraus for an acoustic set during the Key West Songwriters Festival, showcasing a boardwalk-strolling, bluesy beach take on country that weaves in rock and favorite covers. Expect hit songs like "Largo," "Tide Down," and "Beaches Be Crazy," plus more from her catalog. The Florida-born, Nashville-based performer is a Josie Music Awards Artist of the Year in the Country Music Female category and has been recognized on the Grand Ole Opry stage. Blending country, blues, and rock, she has built an emerging international presence with autograph sessions at CMA Fest, a UK tour that included Country 2 Country at London’s O2 Arena, and shows across the United States. Merchandise and a meet and greet are available at the show, with online options as well.

Kiki's Live Music - ERICA SUNSHINE LEE

This event features live music by Erica Sunshine Lee at Kiki's. The venue provides daily entertainment and shares updates on upcoming events and its band schedule.

John Sausser

Enjoy a live performance by John Sausser at Rams Head Southernmost.

Pierce August

Kiki's presents live music with Pierce August. The venue offers entertainment every day, with regular updates on upcoming events and the band schedule.

Jeffrey Steele & The Brummies

Jeffrey Steele and The Brummies come together for a shared appearance. The event highlights both names on the same bill.

ALAMO SONGWRITERS WEEK!!!

At The Alamo Key West, a week of live music spotlights songwriters and bands across several days. It begins with The Happy Dog and continues with Official Key West Songwriters Festival sets featuring Callie Prince, Emma Klein, Caleb Mitchell, Joey Hyde, Trent Wayne, Benjy Davis, McCoy Moore, Carson Wallace, and Matt Mulhare. The following day brings performances by Just George and the Leap of Faith Band. As the weekend arrives, Jess and Jill share the lineup with The Jack Shealy Band on back-to-back days. The week concludes with sets by Pat Guadagno and the Greg Smith Band.

Dolphin Sunset Celebration

After the gates close at Dolphin Research Center, this once-a-month after-hours experience offers an evening focused on meaningful dolphin encounters and a relaxed sunset setting. Participants take part in the animals’ evening enrichment by hand-feeding dolphin-safe gelatin treats, creating close moments that showcase their personality and curiosity. Marine mammal experts are available for informal conversations about intelligence, training, behavior, and marine conservation, sharing stories and behind-the-scenes insight. As the Florida Keys slips into twilight, a champagne toast pairs with the sound of waves and dolphin calls beneath a colorful sky. Availability is limited and offered monthly. Members can check email for a special booking code to receive the member price.

Nick Norman w. Special Guest Adam Wood

An intimate acoustic night in the Back Stage Listening Room at Key West Theater features Nick Norman with special guest Adam Wood. The format is stripped back, with the two artists trading songs and sharing the stories and inspirations behind them in a true listening-room setting free of distractions. Nick Norman, a Florida Keys singer-songwriter and local favorite, brings heartfelt vocals and warm storytelling shaped by life in the islands. Adam Wood, a seasoned Nashville songwriter whose work has been recorded by major country artists, adds his own perspective and craft. Together they create a close-up experience focused on songs, conversation, and connection. Admission is limited to guests 21 and over.

Jukebox Wizard with Landon!

At Mary Ellen's, Jukebox Wizard with Landon turns music know-how into a lively game show billed as Key West's number one name-that-tune challenge. Landon cues up short song clips, and players use their phones to enter the artist and title. Fresh rounds roll every 15 minutes, so it is easy to jump in at any point. Expect satisfying food, refreshing drinks, plenty of tunes, and comfortably cool air conditioning.

Informal Plein Air Group Meetup

Painters and sketchers of any level are welcome at this casual meetup, which is open to everyone at no cost. Participants should bring their own materials and enjoy creating alongside fellow artists. The location rotates each week, and this session meets at Sandy’s Cafe in the White St area near Truman. Organized by artists from the Key West Art Center.

Key West Songwriters Festival Platinum Pass -2026

The festival’s Platinum Pass centers a packed lineup around Key West Theater and extends across several beloved Key West venues. Wednesday brings a kick-off concert at Ocean Key Resort’s Sunset Pier, a VIP cocktail hour with open bar and hors d’oeuvres, and a show at Key West Theater. Thursday features a performance at Key West Theater with the option to attend another show there or at San Carlos. Friday includes a private pop-up concert reserved for VIP passholders with the performer to be announced, mimosas and pastries, a show at Key West Theater, and the choice of additional performances at La Te Da Cabaret, Key West Theater, or San Carlos. Saturday offers a Bloody Mary Bash at Key West Theater and VIP access to Side Stage Duval for the Duval Main Stage Concert, or the option of a Key West Theater show. Sunday wraps with Sunday Songs at Williams Hall and a closing performance at Key West Theater. Each Platinum passholder receives a Key West Songwriters Festival T-shirt along with extra swag. Attendees must be 21 and over. The schedule and benefits may be updated as details evolve.

Mick Fury

Find tickets for Mick Fury at Margaritaville - Key West in Key West.

Key West Songwriter Fest

The Brummies perform in a ticketed show at Sunset Pier in Key West.

Barrett Thomas

Enjoy a live performance by Barrett Thomas at Rams Head Southernmost.

Pizza For Purpose!

A meal can make a difference. During this fundraiser, fifteen percent of every dine in, pickup, and delivery order supports MARC Key West. The Monroe Association for ReMARCable Citizens is a nonprofit that provides wraparound life services for adults in Monroe County with developmental and intellectual disabilities, including cerebral palsy, spina bifida, Prader-Willi syndrome, and traumatic brain injuries sustained before age 18.

Filet Day at Mary Ellen's!

This special at Mary Ellen's features an 8-ounce filet finished with the house peppercorn sauce and a side of fries for $24.99. The offer is available until sold out.

Grace West

Find tickets for Grace West at Key West Florida in Key West.

Mike Thomas

Find tickets for Mike Thomas at Key West Songwriters Festival.

Presley Tennant

Find tickets to see Presley Tennant perform live in Key West, Florida.

Mikki Zip

Find tickets to see Mikki Zip perform.

Alyssa Flaherty

Find tickets to see Alyssa Flaherty perform at the Key West Songwriters Festival.

Kimberly Dawn

Kimberly Dawn takes the stage as part of the 30th Annual Key West Songwriters Festival in Key West, Florida. Celebrating its thirtieth year, this long running event is counted among the largest songwriter festivals worldwide.

Kitty Steadman in Key West, FL

Kitty Steadman is in the midst of a part-time residency at the Original Margaritaville in Key West. Her set blends original songs with familiar favorites requested by live music fans.

Brandon Bing

Brandon Bing appears at Key West Theater during the Key West Songwriters Festival, recognized as the world's largest event of its kind and a launchpad for country talent. The festival has a proven history of helping artists who later became household names.

John Andrews

Kiki's features live entertainment every day, with updates available on upcoming events and the band schedule.

🧘‍♂️Meditation With Alan 🧘🏻‍♂️

Find a moment of calm with a meditation session led by Alan in the MCC Key West Sanctuary. This quiet gathering offers a restorative break during the week in a peaceful setting.

🧘 Meditation with Allen 🧘

Take a calm break from the week with Meditation with Allen in the MCC Key West Sanctuary. This quiet gathering offers space to reflect, find your center, and renew your energy. Open to everyone, simply show up, settle in, and breathe.

One Piece TCG - Thursday Night League!

A weekly tournament for the One Piece Trading Card Game offers participation rewards for all players. Everyone receives a promo pack, and the competitor with the best record takes home an exclusive winner pack.

Micah

A live performance by Micah takes place at Rams Head Southernmost.

Kiki's Live Music - PIERCE AUGUST

Kiki's features live entertainment every day. Keep up with upcoming events and the band schedule through regular updates.

Smoke Out with DJ Smoke and Mike Stack Official Songwriters Fest Event at the Mothership

DJ Smoke, Mike Stack, and D-Lew team up for a special evening as part of the Key West Songwriters Festival. This is an official festival event highlighting their collaboration. A range of THC, CBD, kava, and nootropic beverages will be available. Food will be offered for purchase from Pop's Smoke Shed. For the complete festival schedule, check the Key West Songwriters Festival app.

Stephen Barker Liles and more

This sunset sailing experience features Stephen Barker Liles and Brian Kelley.

Classic Rock Party

The Stingrays bring a classic rock party to Skipjacks resort in Marathon, Florida, filling the venue with timeless favorites, upbeat rhythms, and a laid back, festive vibe. Expect a fun mix of hits and an easygoing atmosphere that keeps the good times going.

Pokemon League

A Pokémon League offers a welcoming spot to meet fellow fans of the Pokémon Trading Card Game. Bring your own cards to play casual matches, trade with others, and work toward prizes. The focus is on enjoying the game alongside other players who appreciate both collecting and playing.

Singo Night at Boondocks

Singo at Boondocks offers a playful twist on music bingo. Listen for songs, sing along if you want, mark your card, and compete to win. Participation is free, with drinks and food available to complement the music.

Full Moon Kayak Tour

A monthly series of kayak trips at Old Wooden Bridge Resort & Marina navigates the waters around the National Key Deer Refuge, aligned with sunset and moonrise. Reservations are required. Proceeds benefit Friends of the Florida Keys National Wildlife Refuges.

Songwriter Sail on the Schooner Hindu

A sunset sail aboard the Schooner Hindu features an intimate songwriter set from Beth Hataway and Johnny Veres of Electric Blue Yonder, with fine wine, craft beer, and charcuterie included. For more than a decade the duo has kept strong ties to Key West, first between national and international tours and now as full-time residents who treat the island as a creative sanctuary. As the writers and founders of Electric Blue Yonder, they helped shape Space Folk, a style marked by a cinematic outlook and a broadened sense of scale. Their recent work spans featured performances at the UK’s Maverick Festival and a 2025 Grammy-contending campaign for the album MicroPARTY, which expanded their vision into a multi-generational musical universe. Having finished a double album with producer Kevin Ratterman, whose credits include My Morning Jacket and Ray LaMontagne, they are preparing for a 2026 release. On deck they return to the core of their repertoire, highlighting intricate, roots-inspired guitar and luminous vocal harmonies in a close-up performance.

Wicked Bingo

Music trivia bingo returns with themed playlists that challenge participants to identify songs and artists. Winners earn a spin of the Prize Wheel to claim prizes. The game blends bingo with music recognition.

Wait Until Dark

Set in 1944 Greenwich Village, this suspenseful drama follows Susan Hendrix, a blind but resourceful woman confronted by three men inside her apartment. As the pressure rises, she turns her lack of sight into an advantage, with the final confrontation unfolding only after darkness falls in a celebrated thriller. Tickets are $33.00, fees included. Two removable ADA seats are located at the ends of the front row, each with a companion seat. To reserve ADA and companion seating, contact the box office at 305-743-0994, since these seats are not available online.

Lee Thomas Miller, Wendell Mobley, Hardy, Ernest, Craig Wiseman

Key West Theater hosts Lee Thomas Miller, Wendell Mobley, Hardy, Ernest, and Craig Wiseman together on the same stage. This event brings all five artists into one show for an evening at the theater.

KWSF: Thursday- Songwriters In The Round- 8PM

A round-format evening of live music brings multiple songwriters together to share the stage and take turns performing. The lineup features Lee Thomas Miller, Wendell Mobley, HARDY, Ernest, and Craig Wiseman. Attendance is limited to those 21 and over.

Robert Douglas

Enjoy a live performance from Robert Douglas at Rams Head Southernmost.

Key West Songwriter Festival 2026

Key West Songwriter Festival 2026 brings a songwriter-focused music gathering to Southernmost Beach Resort & Guesthouses, celebrating the craft and the creators behind the songs. This festival highlights songwriting in a welcoming environment.

Beach Bash

Set on South Beach next to the Southernmost Beach Cafe, this beach bash opens the Songwriters Festival on a waterfront stage that is among the few of its kind at the event. The lineup brings together Caleb Lathrop, Pistol Pearl, Eli Mosley, Brooke Lynn, Jacob Rice, John Haywood, Sam Blasko, Michael Farren, Lauren Eliza, Gary Frost, Brooke Lee, and Erin Kirby for live performances by the water.

Katie Dietz

A writers round at Tiki House as part of the Key West Songwriters Fest features Katie Dietz. She is a Naples based musician originally from Richmond, Virginia who moved to Florida at 14 and began high school there.

Kitty Steadman

Kitty Steadman continues her part-time residency in Key West, performing sets that combine her original songs with favorites requested by live music fans. Each show features a blend of her own material and crowd-picked tunes.

Celtic Conch - Key West Songwriter Festival

Celtic Conch Public House hosts an intimate acoustic set from Nashville recording artist Kirstie Kraus as part of the Key West Songwriters Festival. Expect a breezy blend of bluesy beach country with touches of rock and familiar cover tunes. The performance will include songs such as Largo, Tide Down, and Beaches Be Crazy, along with more originals. Florida born and Nashville based, Kraus is a Josie Music Awards Artist of the Year recipient in the Country Music Female category and has been recognized on the Grand Ole Opry stage. Recent highlights include autograph sessions at CMA Fest, a UK tour with appearances at Country 2 Country at London’s O2 Arena, and shows across the United States. Merchandise and a meet and greet will be available at the show.

Hawks Cay Grouper Opener Weekend

Hawks Cay Marina welcomes the start of grouper season with a lively waterfront celebration as charter boats return with their first fish. Expect live music, chilled drinks, and plenty of good food, and admission is free for all. Over two days, highlights include a performance by SWITCH featuring Ana, Hook & Cook specials and an after party at Angler and Ale, a friendly charter captains drink contest, local vendors with waterfront pop ups, and appearances by Saltwater Experience and The Qualified Captain. The festivities continue with brunch at Angler and Ale, family activities around the resort, food and cocktails by the courts, and a pickleball party that requires pre registration, plus more to discover. Arrivals by boat or by car are welcome, bringing everyone together where the season gets underway.

Circa 22 - Duo

Enjoy a free show.

Singers & Songwriters

Mary Ellen’s marks Key West Songwriters Fest with live, close-up sets from Country Connected artists. Enjoy intimate performances as musicians share the stories that inspired their songs in a relaxed setting. Performers will take the stage throughout the festival, with daily and evening lineups to be announced.

KWSF: Friday- Songwriters In The Round- 4PM

A Songwriters In The Round session at Key West Theater features performances by Summer Overstreet, Ava Suppelsa, Kylie Frey, Danny Myrick, Paul Jenkins, and Jim McCormick. This event is for ages 21 and over.

Summer Overstreet and more

Key West Theater hosts an event bringing together Summer Overstreet, Ava Suppelsa, Kylie Frey, Danny Myrick, Paul Jenkins, and Jim McCormick. All six artists appear on the same stage for one program at the theater.

🎣 Grouper Opener Day Trip: Hawks Cay Resort™ - Stat at Sun Outdoors Marathon

Celebrate the Atlantic grouper season opener with a dockside gathering at Hawks Cay Resort, a short trip from Sun Outdoors Marathon. The centerpiece is the weigh-in at Hawks Cay Marina, where returning boats showcase their first legal catches of the season. Along the marina promenade, expect live music by SWITCH featuring Ana, local vendors, and cocktails by the water. Anglers who reached their limit can bring fillets to Angler & Ale for a cook-your-catch experience while enjoying marina views. A Captains’ Drink Contest adds friendly competition as local charter skippers mix their best dockside creations. Admission to the marina promenade and celebration is free and open to the public. Boaters launching from Sun Outdoors Marathon can reach Hawks Cay Marina by water, and transient slips may be available. Charter options are offered through Hawks Cay captains for those without a boat. Participants should ensure fishing licenses and reef permits are current.

Switch ft. Ana at Hawk’s Cay Resort

Hawk’s Cay Resort Marina turns into a lively waterfront celebration in the Florida Keys, filled with nonstop marina energy. Enjoy hook and cook specials, explore a vendors village, and take in a variety of entertainment. Complimentary tastings of wine, beer, and liquor add to the festive atmosphere. The soundtrack features live dance music from Switch featuring Ana.

Songwriters on the Sloppy Joe's Stage

Sloppy Joe’s hosts a Key West Songwriters Festival showcase featuring performances by Bobby Pinson with Lee Thomas Miller, Bob DiPiero with Craig Wiseman, and HARDY with Jeffrey Steele. Artists are subject to change without notice. Tables are first come, first served, and reservations are not accepted.

CASH BINGO! Every Friday! 803 Emma Street

This cash bingo event at William Weech American Legion Post 168 features 10-pack card books and daubers. Each round offers cash payouts, and the jackpot grows as more players participate. Raffles are also part of the event.

Sunset Sessions - Key West Songwriters Festival

Part of the iconic Key West Songwriters Festival, Sunset Sessions at The Reach offers an intimate night of live music by the ocean where creators share the stories behind their songs as the sun sets. This curated songwriter round blends celebrated talent with fresh voices, inviting listeners to hear familiar hits alongside new perspectives. The lineup features Lucas Ball, Barrett Baber, and Erin Kirby. Baber gained national attention on The Voice and brings soulful country storytelling and original work. Kirby is a fast-rising country pop artist with viral releases and a growing national following. Ball is a Nashville songwriter crafting material for emerging country artists as well as independent projects. Owen Riegling, Will Terry, and Dan Wilson continue the showcase. Riegling is known for the viral track Old Dirt Roads and small-town narratives. Terry is a Nashville writer with cuts by rising country acts and a strong independent presence. Wilson is a Grammy-winning songwriter and producer behind songs like Someone Like You, Closing Time, and Not Ready to Make Nice, with collaborations spanning Taylor Swift, Chris Stapleton, John Legend, and Pink, and multiple Grammy wins including Song of the Year and Best Country Song for White Horse. The evening culminates with Steve McEwan and Mags Duval. McEwan is a multi-Grammy Award-winning British songwriter whose credits range from Chris Stapleton, Kenny Chesney, and Carrie Underwood to Kylie Minogue, David Archuleta, and Eminem, with Grammy-winning work including Cry, contributions to We Are by Jon Batiste, and Refugee by K'naan. Duval is a Nashville writer known for incisive lyrics and strong melodies, instrumental in breaking Best New Artist Grammy nominee Alex Warren by co-writing his debut album You’ll Be Alright, Kid (Chapter 1), including the global No. 1 Ordinary, the Top 40 single Burning Down, and Carry You Home, with recent cuts for Teddy Swims, Jelly Roll, Warren Zeiders, Benson Boone, and Elizabeth Nichols. Admission is free and seating is limited. Drink specials are available with official Key West Songwriters souvenir cups for purchase or refills. Complimentary parking is offered with a food and beverage purchase.

Sunset Moonrise Sail

This evening sail features a Key West sunset followed by the rise of the Flower Moon. The experience includes tray-passed appetizers along with premium wine selections, craft beer, specialty cocktails, and a variety of nonalcoholic beverages. Tickets are $111 per person. This public sailing takes place on the Argo, is dog friendly, and is smoke-free.

Oceanfront Weekend Brunch at Four Marlins

Enjoy a laid-back weekend brunch at Four Marlins in Key West, featuring fresh plates with coastal flavors, performances by live musicians, and expansive ocean views. Choose an outdoor table beside the water or relax in the indoor dining room, and linger over your meal. Available every Friday, Saturday, and Sunday.

Stormfront Live at Kiki's Sandbar

Stormfront performs live at Kiki's Sandbar & Grille in Little Torch Key. The band brings a lively set to this well-known local spot.

The Fabulous Spectrelles Revue

The Fabulous Spectrelles present a high-energy revue at Kaya Island Eats inside the Key West Empourium Lounge. The performance features upbeat, dance-ready tunes with twist-friendly rhythms and pairs lively entertainment with food from the venue for a dance-filled experience.

Full Moon Magic Ghost Stories

On the Dewey Deck, storytellers share eerie tales from Key West history. This free gathering welcomes all ages. Seating is limited, so reservations are required. To reserve, text "Save Me A Seat" to 717.816.4153.

Haywire Looe Key Tiki Bar

Haywire returns to Looe Key Tiki Bar & Grill with three appearances this month.

The DEVIL Wears PRADA 2

Miranda Priestly is preparing to retire and reconnects with Andy Sachs, leading to a clash with Emily Charlton, a former assistant who is now a rival. Rated PG-13 with a two-hour runtime.

Early Bird Joint Clean Up Duval and Virginia with Realty ONE Group

A one-hour community cleanup, organized with Realty ONE Group Destination, focuses on picking up litter. Participants gather to receive a vest, bucket, and picker, then work together to tidy the area. After the cleanup, the group meets at the Realty ONE Group office in Duval Square for coffee, donuts, and bagels.

Curry Mansion Goes Country presented by Brightwild

This country music night at the Curry Mansion Inn is presented by Brightwild and features performances by McCoy Moore, Aaron Raitiere, and Aniston Pate.

Karaoke Night

At Boardwalk Bar & Grill in Big Pine Key, karaoke takes center stage as guests step up to the microphone for an upbeat night of music. Drink specials are available to keep the celebration going. Bring friends and create lasting memories while performing favorite songs.

Bruce Robison and more

Key West Songwriters Festival brings live music to the San Carlos Institute with performances by Bruce Robison, Jack Ingram, Larry Joe Taylor, Robert Earl Keen, Liz Rose, Lori McKenna, and Gloria Anderson. The lineup is subject to change without notice. For questions, please email boxoffice@thekeywesttheater.com.

Joe the Show & His Wheel of Musical Destiny!

Joe the Show turns the night into a game of chance as a spinning music wheel determines what comes next, from Taylor Swift tracks to 80s favorites, plus possibilities like complimentary tots and shots or a few questionable choices. It all takes place at Mary Ellen’s, with each spin setting the tone for the next surprise.

Marathon Bull & Cow Dolphin Tournament - Stay at Sun Outdoors Marathon

This tournament highlights bull and cow dolphin categories. For details or questions, contact Two Conchs Bait & Tackle at (305) 289-0199 or twoconchstackle@gmail.com.

Paddle Cleanup at Coupon Bight

Take part in a water-based cleanup at Coupon Bight Aquatic Preserve, launching from Sea Camp, with a focus on protecting mangroves and marine life. The effort is organized in collaboration with the Florida Department of Environmental Protection as part of the I.CARE Trash Derby. Bring a personal paddle craft such as a kayak or paddleboard. All cleanup supplies will be provided. A limited number of donated paddle crafts may be available, and you can note this need on the Google Form during registration. Prepare for sun and splashes by wearing sun protection, carrying a reusable water bottle, and dressing in clothing that can get wet, since participants may step into the water to collect debris. RSVP is required through the Google Form located under the tickets section.

General Horseplay (KEY WEST SONGWRITERS FEST)

This writers round spotlights Katie Dietz, a Naples-based musician originally from Richmond, Virginia. She moved to Florida at 14 and began high school there.

Pineapple Pool Party

The Annual Pineapple Pool Party for the Key West Songwriters Festival features live performances by The Beasley Brothers, Cliff Cody, Morgan Lee Powers, Nick Autry, Bennett Bost, Lockwood Barr, Eric Van Houten, Bryan Frazier, Brendan Cooney, Sheena Brook, Pryor Baird, and Daymon Osborn.

Holdyn Barder

Find tickets for Holdyn Barder at Mary Ellens Bar & Restaurant.

Cliff Dorsey: Key West Songwriter's Fest

Cliff Dorsey performs at Celtic Conch Public House for Key West Songwriter’s Fest, showcasing a deep baritone voice and a country style that blends classic and 1990s influences with contemporary storytelling. A Nashville-based artist from High Springs, Florida, he brings a sound rooted in tradition while keeping the narrative feel fresh and modern.

Mike Thomas

Find tickets for Mike Thomas at The Perry Hotel Key West.

Kitty Steadman

Kitty Steadman maintains her part-time residency at the Original Margaritaville in Key West. Each performance blends her own songs with audience favorites requested by fans of live music.

Key West Songwriters Festival: Texas Heritage Songwriters Association Show

The Key West Songwriters Festival is the biggest gathering of its kind anywhere, widely recognized for launching the careers of top country talent. It has helped propel artists who later became household names.

Derby Watch Party

Set on South Beach beside Southernmost Beach Cafe, this Derby party unfolds on a rare waterfront stage within the Key West Songwriters Festival. The music begins with performances by SJ McDonald and Alli Leighann, continues with sets from Hunter Flynn and Slater Nalley, then shifts to a viewing of the Derby. The program concludes with Brian Kelley presenting Surf Post Sessions.

Kentucky Derby Party

At Mary Ellen’s, Derby Day means wall-to-wall coverage of the 152nd Kentucky Derby, with the action from Churchill Downs on every TV. Enjoy a drink, pick a favorite horse, and dive into the race day atmosphere. Live singers and songwriters perform throughout the day to keep the celebration going.

Fury Sunset Sail: The Rum Strummers

A sunset sail featuring The Rum Strummers is happening at Fury Water Adventures Key West.

Aladdin - Kids Musical

Island Groove Dance Studio presents Disney’s Aladdin KIDS at the Big Pine Park Amphitheater in a free community performance suitable for families and audience members of all ages. Staged by Island Groove’s Musical Theater students, this upbeat adaptation runs about 40 minutes and brings the story of Aladdin, Jasmine, Genie, and Jafar to life with humor, heart, and familiar songs. Attendees are encouraged to arrive early and bring their own lawn chairs or blankets for seating. The production also showcases a program that helps young performers develop skills in acting, storytelling, stage presence, character development, movement, and performance. Led by Ms. Nan, whose background in youth theater and stage direction guides the cast throughout the process, the show is presented by arrangement with Music Theatre International.

Sacred Release Full Moon Sound Bath & Yoga Nidra Immersion with Shanthi

Set aside time for a calming full moon ritual that invites deep rest and release. This 90-minute immersion weaves guided Yoga Nidra with the resonant tones of crystal singing bowls, gong, and soft chimes to create a deeply restorative experience. Yoga Nidra gently leads attention through body, breath, feelings, and imagery, settling you into the peaceful place between waking and sleep where true restoration can unfold. Waves of sound are balanced with intentional quiet so the nervous system can absorb and integrate. Attuned to the reflective glow of the May full moon, the evening offers space to notice what has been building, find clarity, and let go with ease. Simply recline, get comfortable, and allow the soundscape to support emotional clearing and stress relief while holding a quiet container to breathe and reset. A simple intention practice adds focus to the release process, and the atmosphere welcomes both newcomers and seasoned practitioners. This experience aims for more than relaxation, guiding a gentle energetic reset. Cost is $33 per person.

GLO Pickleball Party

As daylight fades, the night glows with neon for a pickleball celebration packed with high-energy games, open play, and music. Singles and pairs can sign up, and even if you arrive with a partner you will still rotate and mix with other players throughout the evening. The action is organized into two sessions, with participants grouped by skill level so everyone enjoys plenty of fast-paced court time. A DJ and an emcee keep the energy high while the glow sets the scene for memorable rallies and photos. Early arrivals can kick off the night with food and cocktails. Neon attire is encouraged for standout selfies and a colorful atmosphere. Sponsored by Mr. Pickles Gin and Aperol.

Ernest and more

A free concert on the Duval Street Stage during the Key West Songwriters Festival showcases Ernest as the headliner, with Cody Lohden and Ashley Cooke also performing.

Stormfront

Expect a lighthearted outing filled with lively music, plenty of fun, and a dance-friendly vibe. Bring a partner, gather friends and neighbors, and do not forget your dancing shoes.

Taylor Phillips and more

Taylor Phillips, Tim Nichols, Luke Laird, Tim James, Bobby Pinson, Tia Sillers, and Lindsey Rimes appear together on the Key West Theater stage.

Songwriters in the Round

At Key West Theater, a group of songwriters takes the stage together for a round-style performance featuring Brian Kelley, Taylor Phillips, Johnny Clawson, Tim Nichols, Luke Laird, Tim James, Bobby Pinson, Tia Sillers, and Lindsay Rimes. Attendance is limited to guests who are 21 and over.

Educators Appreciation Day

In appreciation of their work, educators receive complimentary general admission to Dolphin Research Center and may bring up to four guests free of charge.

Surfrider x ICARE Trash Derby Beach Cleanup

A community cleanup in the Lower Keys focused on removing litter at Geiger Key Beach in support of the I.CARE Trash Derby. Coffee, snacks, and cleanup supplies will be available, and participants should bring a reusable water bottle and sun protection.

GRAND OPENING 🫧

Celebrate a grand opening with giveaways for the first 25 customers, a kids bath bomb painting bar available while supplies last, and a complimentary vintage photo included with every purchase as a keepsake of Key West. Pink lemonade and island inspired bites will be available. Attendees can meet the artists behind the designs and browse for a new favorite scent or a thoughtful gift while enjoying the festivities.

🌿🌊 Mangrove Planting at Big Pine Key RV Park! 🌊🌿

At Big Pine Key RV Park, volunteers gather for a hands-on mangrove planting that advances coastal restoration. The effort focuses on bolstering a vital habitat, improving shoreline resilience and supporting the wildlife that relies on it. Bring sun protection, bug spray or long sleeves and pants, and a reusable water bottle. This event is supported by sponsor Tito's Handmade Vodka.

Join the Community Auxiliary Corps: Kickoff Event!

The Community Auxiliary, a new grassroots effort inspired by the historic Civilian Conservation Corps, launches with a hands-on service day at Dolphin Research Center. The focus is on practical tasks that often get sidelined... fixing, cleaning, painting, raking sea grass, repairing fences, and yard cleanups, with work directed to wherever help is most needed. Projects may even be chosen by drawing names to take on a neighbor’s to-do list, encouraging real connections across the community. No experience is required. Tools, gloves, snacks, and guidance are provided, and families and friends are welcome. This kickoff lays the groundwork for an ongoing volunteer corps that will support facility maintenance, community projects, local nonprofits, and local businesses impacted by disasters. Meet at the main entrance.

DJ Sanaris

DJ Sanaris brings a high-energy dance party to Tiki House, spinning favorite jams that keep the floor moving. Set on lively Duval Street, this music-filled night delivers upbeat vibes, familiar tracks, and a festive atmosphere made for nonstop dancing.

Hayley Payne: Key West Songwriters Festival - Rams Head Southernmost Dulce Vida Tequila Stage

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Mick Fury

Find tickets for Mick Fury at Margaritaville - Key West.

Cliff Dorsey: Key West Songwriter's Fest

Cliff Dorsey appears at Celtic Conch Public House for Key West Songwriter's Fest. The Nashville-based country artist, originally from High Springs, Florida, brings a deep baritone and a sound that blends classic and 1990s country with contemporary storytelling.

KWSF: Saturday- Bloody Mary Bash - 11AM

A KWSF Bloody Mary Bash at Key West Theater features Robert Earl Keen and friends. This event is for adults 21 and older.

Key West Songwriter's Festival

Conch Republic Seafood Company hosts a Key West Songwriter's Festival showcase on the Key West Historic Seaport Stage, featuring live sets from Nathan Wilson, Carson Wallace, Madison Spratley, Rhys Rutherford, Sadie Bass, Ava Suppelsa, Heath Warren, Will Terry, and Mia Mantia. Satellite bars will offer drink specials, and the main bar and patio will be open. Admission is free.

Heroes (KEY WEST SONGWRITERS FEST)

Heroes Bar and Liberty Lounge hosts a round for songwriters as part of the Key West Songwriters Festival. The session features Katie Dietz, a musician based in Naples who is originally from Richmond, Virginia and moved to Florida at 14, where she began high school.

Mikki Zip

Find tickets for Mikki Zip at Mary Ellens Bar & Restaurant in Key West.

Ry Rivers

Ry Rivers returns to the renowned Key West Songwriters Festival, the world’s largest event of its kind, bringing an inside look at the stories and songs shaping today’s country music to Tiki House.

Mønarch

MØNARCH makes a first appearance at the Key West Songwriter Festival with a performance at 22&Co.

Celtic Conch Public House — Dave Mininberg

Nick Norman @ Key West Gallery

Key West Gallery features a blend of live music and visual art. Nick Norman performs a solo acoustic set in the gallery’s back bar. During the event, artist Thomas Arvid paints on site and presents a selection of new works, including originals and limited editions.

Andy Thomas

At Green Parrot Bar, guitarist Andy Thomas brings a charged blend of honky tonk spirit and rock and roll drive. With Virginia roots and a craft refined in Florida, he takes the stage as a powerhouse on guitar, delivering vibrant, high-energy playing. The performance is set across three 90-minute sets for an extended run of live music.

Kitty Steadman

Kitty Steadman continues her recurring engagement at the Original Margaritaville in Key West, presenting a mix of her own songs and fan‑requested favorites. Each performance blends originals with popular picks chosen by live music fans for an easygoing night of live tunes.

Key West Songwriters Festival 2026

ERNEST appears at Key West Theater as part of the Key West Songwriters Festival. Recognized by MusicRow for magnetic charisma, he is a rising Nashville artist and songwriter with a multi-faceted style that challenges the usual mold.

Open Music Jam

An open music jam at RockHouse Live Key West sets a casual groove, beginning with live drums alongside classic rock backing tracks. Guitarists and singers are invited to step in as they arrive, building the set together. Local patrons receive discounts on food and beverages. BBQ, including ribs, is available.

Singer Songwriter Sunset Sail

Set out on the Schooner Hindu for a sunset cruise that pairs coastal views with an intimate live performance. Sip fine wine or craft beer and enjoy charcuterie-style bites as the evening light settles over the water. The Love Maximum, an acoustic singer songwriter duo, brings close-knit harmonies, expressive guitar work, and heartfelt originals for a cozy concert at sea. Based in Key West with yearly appearances in Provincetown, they shape a warm, immersive sound meant to be felt as well as heard. The outing blends scenery, refreshments, and music for a relaxed, memorable night aboard a classic vessel.

First Sunday Open Mic Monthly Reading

A welcoming monthly open mic hosted by the Key West Poetry Guild offers poets a space to share their own work or to listen and support fellow writers. This edition features TSKW Poet in Residence Eric Pankey. For close to fifty years, the Guild has met each month, continuing the Island of the Arts tradition and the spirit of Robert Frost’s Sunday Salons that once took place at the former home of Jesse Newton Porter in Key West.

80s & 90s Trivia Night!

At the Retro Room, a live, team-based trivia night spotlights 80s and 90s pop culture. Teams can include up to six players, and participants compete for prizes.

Butter & Grit and more

At Williams Hall, Butter & Grit join Elisha Hoffman, Rebecca Lynn Howard, Tommy Sims, and Chuck Cannon for a tribute to Ronnie Bowman. The event celebrates his life and musical legacy with these artists united in his honor.

All Star Encore

An all star encore from KWSF at Key West Theater features Anna Wilson and Monty Powell performing as Troubadour 77 alongside Steve McEwan, Danny Myrick, Paul Jenkins, and Ronnie Bowman, with additional performers still to be added. This event is for ages 21 and over.

Anna Wilson, Monty Powell, Steve McEwan, Danny Myrick, Paul Jenkins + more

Key West Theater hosts a multi-artist show featuring Anna Wilson, Monty Powell, Steve McEwan, Danny Myrick, and Paul Jenkins, with additional performers rounding out the lineup.

Kitty Steadman in Key West, FL

Kitty Steadman appears as part of an ongoing part-time residency at the Original Margaritaville in Key West. Performances blend her original songs with favorite requests from live music fans.

Sunday Day Sail

Experience a refreshed Sunday sail that pairs tray-passed brunch appetizers with a lineup of seaworthy drinks. Sip bloody marys, mimosas, fine wines, and craft beers while taking it easy on the water. Framed as the ideal beginning or finale to a Key West adventure, this laid-back outing focuses on good flavors and island ease. Tickets are $109 for adults and $85 for children under 12.

Cliff Dorsey

Cliff Dorsey, a Nashville country artist from High Springs, Florida, is recognized for a resonant baritone and a style steeped in classic and 1990s country paired with modern storytelling. He appears at the Key West Songwriter's Fest at Mary Ellen's Bar & Restaurant.

Live Music

South Beach next to the Southernmost Beach Cafe hosts a live music showcase as part of the Key West Songwriter's Festival, featuring performances by Brandon Bing, Brian Roberts, Jess Meuse, Mel Washington, Chris Nurthen, Jason Byrd, Josh Sahunta, Adam Wendler, and Luke Stevens. The artists appear in back to back sets on one of the festival’s few waterfront stages, creating a continuous flow of music by the water.

Jess Meuse

Jess Meuse performs as part of the Key West Songwriters Festival at Southernmost Beach Resort. Official set times and additional details are available on the festival website.

Songwriters on the Sloppy Joe's Stage

Sloppy Joe’s hosts a Key West Songwriters Festival showcase on its stage, featuring performances by Cliff Cody with Arlis Albritton, The Woods, Bobby Pinson with Bridgette Tatum, and Chuck Mead with Guthrie Trapp. Seating is first come, first served and reservations are not accepted. Artist participation may change without notice.

Holdyn Barder

Find tickets for Holdyn Barder at Tiki House in Key West.

One Night of Queen

At Tennessee Williams Theatre, One Night of Queen delivers a two-hour touring stage show that celebrates Queen's onstage theatrics and music. Gary Mullen & The Works perform, led by a vocalist impersonating Freddie Mercury.

Monday Night Catch the Mania Trivia

Test your knowledge at a lively Catch the Mania trivia night hosted by Megan on the mic. Play solo or with a team, compete for drinks and prizes, and arrive early to grab a seat and take advantage of dinner specials from the kitchen. Happy Hour starts the evening, with drink specials continuing later, all paired with friendly service from the Boardwalk Bar and Grill.

Monday Night Commander

Gather for commander play, with chances to win free promos and prize product.

Gi Buxdorf and more

Gi Buxdorf and Chris Thomas bring a lively set to Boondocks with a crowd-pleasing mix of favorites from across the decades. Smooth vocals and skilled musicianship create an easygoing, feel-good atmosphere in the Keys, ideal for enjoying familiar tunes and laid-back vibes.

Yin Yoga | DONATION BASED with Jennifer

This donation-based yin yoga and breathwork class at Evolve Temple encourages a slower pace, deeper breathing, and gentle release. Jennifer, a breathwork facilitator and yin yoga teacher, leads a grounding practice with simple breathing techniques in a calm and supportive setting. Her style reflects years spent in the Florida Keys, bringing an easy, natural rhythm to the experience. The focus is to ease tension, settle the mind, and restore inner balance, offering a quiet reset for the nervous system so participants leave feeling lighter, clearer, and more at ease.

Class: Fused Glass Art Open Workshop

Explore kiln-formed creativity in an introductory open workshop at SuzDesign Studio in Big Pine Key. Learn the essentials of fused glass by designing and assembling your own wall piece, with guidance on cutting, kiln preparation, and the firing process. Beginners focus on core techniques, while experienced makers have access to the full studio setup and standard glass. Choose from a wide range of colors and patterns or craft an original design, and all primary materials are included. Each participant can create work that fills an 8 by 8 inch area, arranging as many elements as will fit. Projects are fired and will be ready for pickup the following week. Specialty glass and add-ons for items like key rings, wine bottle stoppers, and jewelry can be purchased. Bring reading glasses if you use them for fine detail work. Enrollment is limited to six people. The fee is $75, and seats are guaranteed once payment is received. To reserve a spot, reach out directly to register.

Trivia Night Mondays at Key West Cooking Show

The Key West Cooking School’s trivia night blends culinary flavor with brainy challenges for an upbeat evening of food and fun. Put both your taste buds and your knowledge to the test while enjoying good-natured competition. Form a team and take part in a lively experience that pairs great bites with clever questions.

Andy Mauerman

This Cinco de Mayo, Boondocks brings Taco Tuesday to life with Andy Mauerman performing live by the tiki. His soulful vocals and smooth guitar anchor a set that blends beloved classics with current favorites. Tacos, cold drinks, and lively, festive energy create a Keys-style night of good food, great music, and plenty of fun.

Class: Fused Glass Art Open Workshop (Big Pine)

Explore the basics of kiln-fired glass art in an open workshop at SuzDesign Studio in Big Pine Key. Beginners will create a piece of wall art while learning essential steps such as glass cutting, kiln preparation, and firing. Advanced participants can use all studio equipment along with the included supply of basic glass, and there are optional specialty materials and accessories for items like key rings, wine stoppers, and jewelry available for purchase. Each person may arrange work to fill an 8 by 8 area, with finished pieces ready for pickup the following week. Choose from a variety of design ideas and colors or create your own, and all materials are provided. The class is limited to 6 students. The cost is $75, and only paid registrations are guaranteed a spot. Registration is handled directly with the instructor. Participants who need reading glasses should bring them.

Big Pine open Mic, hosting by the "Sting Rays"

An open mic hosted by The Sting Rays highlights the strong pool of local talent on Pine Key. Musicians and singers can take the stage to share their music, and performers may even find a breakout moment.

Cinco de Mayo

Cinco de Mayo at Boondocks Grille and Draft House features tacos, music, and an easygoing Keys atmosphere in a scenic setting. Enjoy buy one, get one margaritas on every style, from top shelf options to the $5 house pour. The menu leans into the festivities with a full selection of tacos and hearty favorites, including $14 beef nachos topped with queso, fresh pico de gallo, sour cream, and guacamole. A sunny coastal vibe sets the tone for a relaxed celebration in the Florida Keys.

Storytime

A free, outdoor storytime for young children and their caregivers takes place in the courtyard of the Key West Tropical Forest & Botanical Garden. Gather under the trees for engaging stories, simple crafts, and activities that highlight nature and spark imagination. It offers a chance to foster a love of reading, enjoy the tropical forest setting, and connect with other families in the community. Since the program is held outside, plans depend on the weather, so checking the forecast in advance is recommended. No registration is required.

Margaritas For Mutts!

At Dockside Boot Key Harbor, this relaxed and festive Cinco de Mayo gathering brings together margaritas and mutts for a good cause. Attendees can enjoy chilled margaritas in a dog friendly setting with live music from The Marshall Morlock Band. A $15 purchase includes a margarita and a souvenir glass, with $5 donated to help animals in care. Dogs can share in the fun with Pawgaritas, a pet friendly mocktail.

C.R.A.P. Euchre Hour

C.R.A.P. Euchre Hour at Southernmost Pint Brewpub offers a relaxed card-game social for both first timers and longtime players. Participation is free, and quick instruction is available so anyone can get started. Euchre moves fast and is played in pairs, with two teams at the table, five cards per player, partners seated across, and the first team to reach 10 points taking the win. Expect lighthearted competition, no buy-in, and a laid-back atmosphere that pairs cards with a cold beer and plenty of laughs.

Bria

Enjoy an evening of live music in a waterfront setting as Bria performs at Bel Mare. Expect a smooth and soulful sound alongside fresh coastal cuisine and carefully crafted cocktails, a combination that shines at golden hour. Settle in, linger a while, and take in the atmosphere as the night unfolds. Reservations are recommended.

Annual Meeting and 30th Anniversary Celebration

At Tennessee Williams Theatre, the Community Foundation of the Florida Keys presents its Annual Meeting alongside a 30th anniversary celebration marking three decades of connecting people, resources, and local needs through philanthropy. The program honors the people and partnerships that have shaped its work, shares updates on impact throughout the Keys, and highlights ways the community can be part of what comes next. Attendance is free with tickets, which help organizers ensure there is enough cake.

Vaccine Clinic

A free pet vaccine clinic at Truman Waterfront Park, presented in partnership with Petco Love through its Vaccinated and Loved campaign, is open to Monroe County residents. Core vaccines available include Rabies, DHPP, and FVRCP. Appointments are not required, and attendees are seen in order of arrival. Please bring identification that shows Monroe County residency. For safety, dogs must be on non-retractable leashes and cats must be secured in carriers. Nail trimming is not offered, and additional services will be available at reduced rates. The clinic focuses on protecting local pets and supporting a healthy, loved community of animals.

Pizza For Purpose - Benefiting United Way of Collier and the Keys!

Pizza For Purpose is a lunchtime promotion held on Wednesdays, with 15 percent of all dine in and online sales donated to United Way of Collier and the Keys. The organization connects people and resources to address community challenges and create lasting improvements in the community. Orders placed during the promotion support this mission.

Eddie Gossling

Eddie Gossling brings more than two decades of comedy experience to the stage. His background includes appearances at festivals and on late-night television, and he is recognized for quick wit and an engaging presence.

🧘‍♂️Meditation With Alan 🧘🏻‍♂️

Pause midweek for a calm meditation session led by Alan in the MCC Key West Sanctuary. Set aside time to breathe, slow down, and recenter in a peaceful setting.

🧘 Meditation with Allen 🧘

Meditation with Allen offers a peaceful midweek reset in the MCC Key West Sanctuary, providing a calm setting for reflection, grounding, and renewal. The environment is welcoming and open to everyone.

One Piece TCG - Thursday Night League!

A weekly One Piece Trading Card Game tournament. All participants receive a promo pack, and the player with the best record earns an exclusive winner pack.

ArtSpark Student Art Show

The ArtSpark Student Show features student artwork and highlights emerging Key West artists. The exhibition opens with a reception and remains on view in the gallery.

Circa 22 - BAND

Circa 22 brings a live performance to Kiki's Sandbar & Grille. There is no cover charge for this show.

Pokemon League

This Pokémon League gathering provides a welcoming space to meet fellow fans of the Pokémon Trading Card Game and enjoy casual play. Attendees bring their own cards to play games, trade with others, and work toward prizes. It brings together players who share the same enthusiasm for collecting and playing.

Singo Night

Boondocks hosts Singo, a playful twist on music bingo. As music plays, mark your card with the matching titles and aim for a winning line. Singing along is completely optional, and the focus is on easygoing fun. Enjoy lively tunes alongside food and drinks from the venue. There is no fee to participate.

Class: Fused Glass Art Open Workshop

Explore fused glass at SuzDesign Studio in Big Pine Key, Florida. This hands-on session welcomes both beginners and advanced makers. New students will create a piece of wall art while learning how to cut glass, assemble designs, prepare work for the kiln, and understand firing basics. Advanced participants have access to all studio equipment and basic glass, with specialty glass and accessories available for purchase for items like key rings, wine bottle stoppers, and jewelry. Each person may fill an 8 by 8 area with as many pieces as will fit, and finished work will be ready for pickup the following week. A wide selection of designs and colors is available, or design your own, and all materials are included. The fee is $75. Space is limited to six participants, and seats are guaranteed only for those who have paid. Bring reading glasses if you need them. To reserve a spot, contact the organizer directly.

The Rotary Club of Key West Weekly Meetings

Meetings of the Rotary Club of Key West at Beachside Key West bring together community leaders, professionals, and service-focused people committed to making a difference locally and around the world. Attendees connect with one another, share ideas, and take part in conversations that spark community service initiatives and help form lasting friendships. These gatherings include long-time Rotarians as well as people interested in learning more about the organization, providing a steady way to stay engaged, learn, and support the Key West community.

Truman Waterfront Market

This outdoor farmers market gathers local growers, food vendors, artists, and makers in a friendly community setting. Visitors can explore produce, foods, art, and handmade items in a relaxed, open setting.

Kitty Steadman in Key West, FL

Kitty Steadman returns to the Original Margaritaville in Key West for her ongoing part-time residency. Each show blends her own songs with fan-requested favorites, creating an evening shaped by live music lovers.

Circa 22

The band Circa 22 performs at Kiki's Sandbar & Grille. Admission is free.

20th Annual Mother's Day Dolphin Tournament

Celebrating its 20th year in the Florida Keys, this Mother’s Day dolphin tournament centers on a single day of fishing for the heaviest mahi, with the entire event raising funds for Habitat Middle Keys to help build more affordable homes in Marathon. Anglers compete across four divisions — Pro, Weekend Warrior, Ladies, and Junior — with donation-based entry fees of $200 for Pro and Weekend Warrior, $125 for Ladies, and $85 for Junior. First place awards include $2,000 for Pro, $2,000 for Weekend Warrior, $2,250 for Lady Angler thanks to a sponsor’s boost in honor of Mother’s Day, and $250 for Junior, with additional prizes for second and third in each division. The schedule features a captain’s meeting, tournament fishing with lines in and out, a public weigh-in, and an awards banquet at Marathon Yacht Club. Promoted as festive and welcoming to newcomers, it offers an approachable way to fish for a cause.

CASH BINGO! Every Friday! 803 Emma Street

William Weech American Legion Post 168 hosts a cash bingo night featuring 10-pack card books with daubers. Each game offers cash prizes, and the jackpot grows with the number of players. Raffles add extra chances to win throughout the event.

Gulfstream

Settle in for an energetic Keys night as Gulfstream Band hits the stage at Boondocks Grille, Drafthouse & Mini Golf. Expect a lively blend of rock, country, and dance-ready favorites that keeps the energy high from the first chord to the final song. Enjoy a drink and make a night of it, all with the signature Boondocks live music vibe.

First Ever Bickis + Gruss Tandem Show!

In Tandem, an inaugural two-artist exhibition presented by Maggie Whitcomb, brings together all-new work by fine art painter and craftsman Steve Bickis with pieces by Brad Gruss, an artist known for native wood sculpture. Local Key West art collectors can explore fresh creations from both artists in a single shared show.

Weekly Club Meeting - Key West Sunrise Rotary Club

The Key West Sunrise Rotary Club holds a weekly breakfast gathering centered on fellowship and purpose. Participants share laughs, learn from guest speakers, and coordinate meaningful service projects. Coffee, connection, and community are part of the experience, and both newcomers and visiting Rotarians are welcome.

Stormfront

Stormfront brings a rock and dance show to Looe Key Tiki Bar & Grill. Bring a partner, invite neighbors and friends, even that person from down the street, for an evening of music and dancing that aims to be fun for everyone.

The Fabulous Spectrelles Revue

The Fabulous Spectrelles bring a lively revue to Kaya Island Eats inside the Key West Empourium Lounge. Dance-friendly tunes and a twist-ready vibe set the tone for an upbeat show, with food from the venue to round out the experience.

Karaoke Night

Boardwalk Bar & Grill in Big Pine Key hosts a karaoke night where guests can take the mic and sing their favorite songs. Drink specials are available while performances unfold, offering a simple way to pair music with a night out with friends.

Mother’s Day Dolphin Tournament

This event is a dolphin fishing tournament held in honor of Mother's Day. For event information, contact Habitat for Humanity of the Middle Keys at (305) 743-9828.

Homeschool Meetup - Beach Cleanup

Mote Marine Laboratory leads a discussion on an eco-contentious mindset, including recycling and composting. Afterward, participants take part in a guided beach cleanup, collecting litter and sorting it by material such as plastic, metal, and glass. As a citizen science activity, quantities and types of debris are recorded, and wildlife like shorebirds, crabs, and shells are counted and observed along the way. This program is for ages 8 to 15. Chaperones must stay with students for the entire session. The fee is $20 per student per session. Registration closes two days before each meetup.

Sip & Shop

Enjoy a three day sip and shop in Key West presented by The Wander Shop and Effortless Creations. Browse curated fashion, handcrafted jewelry, and distinctive gifts, with boutique finds for women and kids and a selection of local goods. Permanent jewelry services will be available. A DJ, refreshments, and raffles add to the lively atmosphere. The event takes place at Effortless Creations.

Burgers & Buffett Tunes

Enjoy a lunchtime musical experience that revisits the 1970s when Jimmy Buffett called Key West home. Caleb Hogan appears as Buffett in a show with live music, storytelling, and humor. The show includes a cheeseburger with chips and a drink.

Kitty Steadman in Key West, FL

Kitty Steadman takes the stage as part of her part-time residency at the Original Margaritaville in Key West. The performance features a mix of her own music and requested favorites from live music fans, blending originals with well-loved picks from the audience.

Island Knights Motorcycle and Car Show

Now in its third year, the Island Knights Motorcycle and Car Show takes place at Founders Park in Islamorada, Florida. Registration is available on site only.

MicroPARTY Live

MicroPARTY Live returns to Key West with two performances at Tropic Cinema’s Carper Theater. This family friendly, all ages production blends live music, dance, puppetry, and immersive multimedia, drawing from Electric Blue Yonder’s MicroPARTY, a NAPPA Award winning children’s album. Created for families of all ages, it aims to inspire a lasting love of learning, compassion, and critical thinking while delivering music and fun for everyone.

Tacos, Reggae & Good Vibes

Enjoy a relaxed poolside fundraiser honoring Bob Marley with tacos, reggae, and good vibes. Triano’s Taco Company will serve tacos in support of Forgotten Felines of the Florida Keys. Admission is $30 and includes three tacos with key lime cilantro rice, non-alcoholic beverages, pool access, and reggae music. A cash bar will be available. Look forward to food, drinks, raffles, and a community gathering to help a worthy cause. All proceeds support TNR efforts and the feeding of hundreds of colony cats throughout the Florida Keys. Tickets are required for entry.

Game On KIDS NIGHT

A lively evening designed for ages 4 to 12 features active games, collaborative challenges, and hands-on crafts in a supportive team setting. Kids can stay active, play, discover new games, and enjoy lighthearted competition with lots of laughter. A pizza dinner is provided. The event takes place at Key West Sports Academy. Pricing is $39 for members and $49 for non-members, with an additional $10 for walk-ins on the day of the event.

May's Community Swim

A community swim at the Shores Pool features live music, free swag, and an appearance by Mermaid Dorian. This monthly gathering is open to the public.

Pierce August Band

At Boondock’s large tiki bar, guests can enjoy live music alongside tasty food and refreshing cocktails. The Pierce August Band delivers a high-energy set featuring country and Americana favorites.

George Thorogood & The Destroyers w/ The Marshall Tucker Band

Rams Head Presents brings George Thorogood & The Destroyers together with The Marshall Tucker Band to Coffee Butler Amphitheater. Thorogood and his longtime band deliver The Baddest Show On Earth Tour with the hard-driving rock and roll they have built across decades, thousands of concerts, and millions of albums sold. Their set draws from staples like Bad to the Bone, One Bourbon, One Scotch, One Beer, Move It On Over, Who Do You Love, I Drink Alone, and Get a Haircut, and reflects a career that includes appearances at Live Aid and SNL plus high-profile runs with John Fogerty, ZZ Top, and Sammy Hagar. Honors along the way include the B.B. King Award from the Montreal International Jazz Festival, recognition from the Bo Diddley Centennial Committee, and an invitation to perform at the Grand Ole Opry. Sharing the bill, The Marshall Tucker Band brings an enduring Southern rock legacy that began in Spartanburg, South Carolina, with a name inspired by a blind piano tuner whose name was inscribed on the key to their original rehearsal space. With more than 20 studio albums and numerous live releases achieving multi-platinum sales, their shows often feature favorites such as Heard It in a Love Song, Can’t You See, Fire on the Mountain, Long Hard Ride, and Ramblin’. The band continues under vocalist and bandleader Doug Gray with B.B. Borden, Ryan Ware, Marcus James Henderson, Chris Hicks, and Rick Willis. This event is open to all ages.

29th Annual Key West Paddle Classic

Florida Keys Watermans Company hosts the 29th annual paddle race in Key West, a tradition that began in 1997 with the vision of Michael O'Shaunessy. The race welcomes both longtime participants and first-timers. Registration is available through Webscorer, and entries already created on Paddle Guru will be moved over. Participants can look forward to a challenging course designed to be affordable and a strong sense of camaraderie on the water. Further updates will be shared.

Conch Classic Volleyball Tournament

A new community beach volleyball tournament comes to Clarence H. Higgs Memorial Beach in Key West, raising funds for Reef Relief’s conservation and education efforts focused on protecting coral reefs. Expect spirited matches and a welcoming atmosphere, with beach rules applied with a light touch to keep play friendly and fun. The competition uses coed teams of four. Each team must include at least four players to register and have at least one female player on the court, and rosters may list up to seven participants. Placeholder names are allowed during registration, with final names to be confirmed with the organizers. Play begins with pool rounds and continues into a single elimination bracket. Please note that Reef Relief does not issue refunds unless the event is canceled.

Adopt a Highway Cleanup

Coastlove and Triton Sea Center present a community highway cleanup in support of the Protect Your Paradise campaign. Volunteers will meet at Triton Sea Center, then split into teams to safely cover both sides of US1 on Big Pine Key from mile marker 29 to mile marker 31, stretching from east of the North Pine Channel Bridge to Industrial Road near the Chamber of Commerce. Participants should be able to walk up to a mile along the side of a busy roadway. Bring a reusable water bottle, a trash grabber if available, reef-friendly sun protection, clothes that can get dirty, and sturdy closed-toe shoes suitable for walking distances. Reusable trash bags, gloves, safety vests, and a water refill station will be provided. The cleanup wraps up back at Triton Sea Center with lunch for participants. Participation is limited to 40 volunteers, and anyone under 18 must be accompanied by an adult. A brief FDOT safety video must be viewed before attending.

Bike Rodeos

BikeSafe is hosting a Bike Rodeo where kids can have fun while learning bicycle handling and safety skills. The University of Miami Miller School of Medicine and KiDZ Neuroscience Center are leading this workshop event, where kids will practice skills on bicycle courses simulating real-world situations. There will be bike repair stations, safety training, and informative setups. Participants should bring their own bikes and helmets, though helmets will be provided to those who do not have one. Sunscreen is encouraged, and a parent or legal guardian should accompany minors ages 15 and under. The event is wheelchair accessible.

Mile Marker Zero Cleanup

KWPHC oversees litter pickup on US 1 between mile markers 0 and 2, and this cleanup is planned to last about an hour. Participants will gather at the MM0 sign before getting started. Please bring gloves and either buckets or small trash bags, and expect larger bags to be provided.

Mermaids

At Aquarium Encounters, mermaids take to the water for swim shows presented each day, followed by opportunities for meet and greets. Visitors can also participate in snorkeling with the mermaids inside the coral reef tank.

Victoria Leigh

Feel the island vibe as Victoria Leigh brings live reggae to Boondocks. Browse the open-air market for local finds and challenge friends to a round of mini golf. BOGO Bloody Marys and Mimosas are available.

Burgers & Buffett Tunes

Enjoy a lunchtime musical experience that revisits the early days of a famous songwriter. A musician will perform in costume, blending live music, storytelling, and humor. The show includes a cheeseburger with chips and a drink. It is a musical celebration of the artists songs, spirit, and the island where the legend began.

Kitty Steadman

As part of an ongoing part-time residency at the Original Margaritaville in Key West, Kitty Steadman takes the stage with a mix of her own material and popular requests from live music enthusiasts. The set celebrates her songwriting while weaving in the tunes audiences ask to hear.

Farm Open House

The Monroe County Sheriff's Office Animal Farm welcomes visitors for a public open house. Admission is free, and donations are welcome.

Open Music Jam

RockHouse Live Key West hosts an open music jam that welcomes musicians to play together. A drummer will perform with classic rock and similar backing tracks until a guitarist or vocalist joins in. Local attendees can access discounts on food and drinks, and barbecue is served, including ribs.

Jonathan Williams

Celebrate Mother’s Day with a Sunday evening of live music at Boondocks featuring Jonathon Williams. With Philadelphia roots and years of performing across the Florida Keys, he brings crowd favorites to life with thoughtful, polished arrangements that keep listeners engaged from the first note to the last. Treat Mom to good music, tasty food, and a breezy island vibe. Settle in, sip a drink, and enjoy a relaxed night of memorable songs at Boondocks.

Mother's Day Breakfast Buffet

A carefully curated Mother’s Day experience by the water features coastal flavors, scenic waterfront views, and elevated touches throughout. The event includes a breakfast buffet and a separate brunch. Pricing is $92 for adults and $36 for children ages 1 to 12, with bottomless mimosas and Bloody Marys available for $28.

Mother's Day Brunch

A laid-back seaside Mother’s Day brunch at Four Marlins features live performances, seasonal offerings, and refined takes on brunch classics, all complemented by expansive Atlantic Ocean views. It provides a warm way to celebrate Mom in a relaxed setting by the water. Capacity is limited, so advance reservations are encouraged.

10,000 Maniacs

10,000 Maniacs deliver an alternative rock concert at Key West Theater that spans their full catalog, blending longtime favorites with new material. The set highlights songs like “These Are Days,” “Like the Weather,” “More Than This,” and “Because the Night,” alongside selections connected to their upcoming release Dawn Chorus. The lineup features Mary Ramsey at the forefront with founding members Jerome Augustyniak, John Lombardo, Dennis Drew, and Steven Gustafson, joined by guitarist Ben Medina. This event is for ages 21 and over.

10,000 Maniacs Tickets

Catch the sound of 10,000 Maniacs, an alternative rock band known for reflective songwriting and standout songs like Because the Night and These Are Days.

Key West Artisan Market

An upbeat open air marketplace featuring artists from the area, craftspeople, and food sellers in an easygoing island atmosphere. Wander through stalls filled with handcrafted pieces and original artwork, discover unique finds, and enjoy the laid back island vibe.

Mother’s Day Brunch

Celebrate Mother’s Day with a specially prepared brunch at Hawks Cay Resort, set amid the Florida Keys’ blue waters and gentle island breezes. Enjoy a menu that showcases seasonal flavors, fresh coastal ingredients, and refined versions of brunch classics, all crafted to make Mom feel truly honored. Seating is available on the Dolphin Deck and at Landings. The experience is open to everyone, with pricing at $95++ for adults, $75++ for teens ages 13 to 20, $35++ for children ages 5 to 12, and complimentary for children 4 and under. Multiple seating options are offered.

Perla Mother’s Day Brunch

Perla hosts a Mother’s Day brunch at La Concha with a menu that highlights seasonal flavors, sweet treats, and coastal-inspired favorites. The meal begins with a seasonal fruit display, an assortment of fresh-baked pastries, a build-your-own parfait bar, a Strawberry Fields salad, and roasted red pepper bisque. Brunch selections include lobster benedict, lamb lollipops, lump crab cake, grand golden waffles, scrambled eggs with herb-roasted potatoes, a butcher’s board with bacon and sausage, and roasted broccolini. Dessert offerings feature key lime pie, blossom beignets, and molten chocolate lava cake. Bottomless mimosas or Bloody Marys are available. Pricing is $65 per adult and $15 per child.

Sunday Day Sail

Enjoy a newly refreshed Sunday sail featuring a selection of passed brunch bites and a bar with nautical themed cocktails like Bloody Marys and mimosas, along with fine wines and craft beers. It offers a relaxed way to begin or wrap up a Key West getaway. Pricing is $109 for adults and $85 for guests under 12.

Boondocks Live Music - Victoria Leigh

Kick off the week at Boondocks with live tunes from Victoria Leigh, blending laid back reggae vibes with rich, soulful vocals. Enjoy tropical cocktails while the music sets the mood. Arrive early to fit in a round of miniature golf before the show.

Trivia Night Mondays

Put both brainpower and taste buds to work at a lively trivia evening at Key West Cooking School. The experience blends food-focused fun with brain-teasing questions in a warm, social setting. Teams are welcome for a good-natured rivalry that adds a flavorful twist to classic trivia.

Sean Patton

Sean Patton is a stand-up comic who now calls New York home after beginning his career in New Orleans. He got his start on Crescent City stages and has since performed at comedy clubs and festivals around the world.

Curtis Jr.

Boondocks presents Curtis Jr. in a performance mixing original songs with covers that span the 1950s to today. The setting offers refreshing drinks, flavorful food, mini-golf, and a continuous flow of live music.

Homeschool Advanced - Reef Builders: Restoring Corals, One Fragment at a Time

Designed for ages 12 to 15, this Homeschool Advanced session explores how reefs are rebuilt one coral fragment at a time. Participants spend time in Mote’s coral restoration lab with Mote scientists, contribute to a continuing project, and take a deeper look at the science behind restoration. Each monthly meeting in this program features a different component of the work, from raising young corals to cultivating algal grazers for aquaculture. This is a drop-off, independent student experience, and parents do not attend. The Advanced Program includes five themed sessions under one registration at a reduced overall rate. Tuition is $150 per student for all five sessions. Registration closes two days prior to the first class.

Wellness Clinic!

This wellness clinic at St. Peter the Fisherman Parish offers walk-in care for pets. No appointment is required, and visitors are assisted in the order they arrive. With support from The Grey Muzzle Organization, dogs eight years and older qualify for complimentary exams, vaccinations, and heartworm testing. For safety, dogs must be on a non-retractable leash and cats must be secured in a carrier. A valid Monroe County ID is needed to receive discounted pricing. Proof of rabies is required for nail trims, and proof of age is needed to access senior dog benefits.

Golden Road’s Sip and Shop!

The third Sip and Shop highlights Ashley Kelshaw of Saltlink “Permanent” Jewelry and showcases the newest brand, Sohana. An auction will feature a dress from the featured brand valued at $226. The dress is a size medium with a flowy fit. The usual sips will be available while exploring many new styles throughout the shop.

Singo Night at Boondocks

Boondocks features Singo, a music themed take on bingo. Hear the songs, mark your card, and go for a win... singing along is optional. There is no cost to participate. Enjoy the soundtrack with food and beverages available.

BleachWatch Training - Summerland Key

This training from Mote Marine Laboratory’s Florida Keys BleachWatch program prepares divers and snorkelers to observe reef health and submit meaningful reports as community scientists. Attendees learn to spot signs of coral bleaching, disease, and predation, and practice completing the data forms needed to share observations with the program. The information gathered, together with environmental data, is compiled into a Current Conditions Report that is shared online. The session takes place at Mote’s International Center for Coral Reef Research & Restoration in Summerland Key. It runs about 60 minutes, no scientific background is required, and seating is limited. The initiative is funded by Mote’s Protect Our Reefs license plate and coordinated by Mote Marine Laboratory in partnership with the Florida Keys National Marine Sanctuary.

Clean Up Smathers Beach near Margaritaville Hotel. Keller Williams Red Day

Smathers Beach will be the focus of a community cleanup in honor of Keller Williams Red Day. Offices around the world pause operations for this day of service to support local projects. Participants can look for the green machine and Keller Williams agents in the parking lot next to Margaritaville to pick up a vest, bucket, and picker before heading out along the shoreline. Even an hour of help can make a big difference, and wearing red is encouraged.

Homeschool Days - Reef Builders: Restoring Corals, One Fragment at a Time

Designed for ages 8 to 11, this hands-on Homeschool Days session focuses on coral restoration. Students explore the work of Mote scientists, help care for corals in a nursery, and take part in a coral nursery workshop. The fee is $30 per student per session. This class is held at the laboratory location in the Lower Florida Keys, and refunds are not available if registered for the wrong location. This is not a drop-off program, so a parent or chaperone must attend with their student. Registration closes two days before the class and often fills 2 to 3 weeks in advance.

Happy Hour with the Historian | Key West at War: How a Sleepy Naval Station Became a World War II Powerhouse

The Key West Art & Historical Society presents Happy Hour with the Historian, a series of engaging history talks. This installment features historian Cori Convertito, Ph.D., with a program on Key West at War that looks at how the community confronted conflict.

Damon Fowler - The Green Parrot, Key West, FL

Damon Fowler brings a soulful mix of roots rock, blues, and sacred steel to The Green Parrot in Key West. The Tampa native is known for expressive vocals and razor-sharp guitar work, with slide playing that often invites comparisons to Johnny Winter, Jeff Beck, and Duane Allman. His career highlights include a featured role with Butch Trucks’ Freight Train Band and a turn as guitarist for the Dickey Betts Band. Having begun turning heads as a teenager, he has since earned praise for original songwriting, seasoned vocals, and refined technique, delivering a performance steeped in the rich traditions of American roots music.

Boondocks Live Music - Jack Fivecoate Solo

Settle into a laid-back evening at Boondocks as Jack Fivecoate delivers reggae tunes. Enjoy a chilled beverage, try something delicious, and let the easy island atmosphere carry you through the night.

Early Bird Clean Up Garrison Bight hosted by Key West Community Sailing Center

Roll up your sleeves for a focused, one hour volunteer cleanup at Garrison Bight. Hosted by Key West Community Sailing Center, this effort introduces a fresh location with room to grow, and the meet up is at the Key West Sailing Club before getting started. Look for the green neon trailer... exact placement to be confirmed. Buckets, vests, and litter pickers are provided, so all the basics are covered. One hour of shared effort can make a noticeable difference at this site.

Boondocks Live Music - Project 9

Boondocks hosts Project 8, bringing high-octane alternative rock from Pennsylvania’s Lehigh Valley. The band is known for raucous, hard-hitting shows and over-the-top video creativity, and their live set is raw, electric, and far from ordinary. Expect surging energy, bold attitude, and memorable moments throughout. Their debut album, Hot Mess, is available on streaming services.

KWHS Fashion Show

Tickets are now available for this annual fashion show. It will highlight the latest creations the organizers have been preparing, offering a look at the work they have been developing.

Compost Village: Monthly Compost Drop-Off & Demonstration

Reduce waste and help build healthy soil at a monthly compost drop-off and learning demonstration held alongside the Native Plant Sale. Walk through the Compost Village to see several outdoor methods in action, including traditional bins, open-air systems, and live vermicomposting, with hands-on guidance from UF/IFAS Master Gardeners. Learn how everyday kitchen scraps are transformed into nutrient-rich compost that supports the island community, strengthens gardens throughout Key West, and benefits the native plant nursery. Finished compost produced at the Garden is available for home gardens and container plants. Accepted items include fruits and vegetables, plain grains such as pasta, bread, and rice, coffee grounds, and eggshells, and frozen scraps are preferred. Items not accepted include meat, dairy, and oily foods. As part of the broader Nature & Nurture offerings, the day also features a Native Plant Sale, a Children’s Nature Art Workshop with a fee and free for members, and a Prime of Life Yoga session with a drop-in fee, inviting the community to celebrate connection, creativity, and sustainability in a tropical garden setting.

Nature is Art: Children’s Art Workshop

Families are invited to the Key West Tropical Forest & Botanical Garden for a hands-on children’s art workshop that blends creativity with the outdoors. Each session features a new nature theme and takes place alongside the Native Plant Sale and the Compost Village Demonstration. Presented in partnership with the Key West Art & Historical Society, the workshop introduces children to different artists and techniques through a nature-focused experience. Children and their grownups create three to four projects using natural and recycled materials, enjoy time outside together, and can explore the Garden or spend time on the playground before or after the workshop. Because it coincides with the plant sale and compost activities, families can drop off kitchen scraps, see composting in action, and take home plants that support local ecosystems. Pre-registration is required and space is limited to 15 children per session, with separate registration needed for each workshop date. This is not a drop-off program and an adult must accompany each child. The workshop is free for Garden members and costs $10 per child for non-members. It is offered every third Saturday.

Pierce August

Boondocks hosts a live solo set from Pierce August with country and Americana covers. Buy-one-get-one Bloody Marys and mimosas will be offered, and an open-air market will showcase local vendors.

Burgers & Buffett Tunes

This lunchtime tribute is performed live on stage in central Key West and offers midday entertainment. Seating is limited, so reserving early is recommended.

The Rotary Club of Key West Casino Night Roaring 20's Speakeasy

Celebrate the spirit of the Roaring Twenties at a yearly casino night presented by the Rotary Club of Key West. Set at Beachside Resort, this upbeat fundraiser brings a classic casino vibe to an evening of 1920s flair.

Boondocks Live Music - Jonathan Williams

Enjoy live music from Jonathon Williams at Boondocks. With Philadelphia roots and years performing around the Florida Keys, he brings familiar favorites to life with a polished, personal touch that holds attention from the first song to the last. Settle in with a drink and soak up relaxed island vibes and a set of well loved tunes.

STORY SLAM: Love Conquers All

An open-mic storytelling competition welcomes anyone prepared to share a three to five minute story or poem. Admission is free, and advance registration is requested. The theme asks whether love truly conquers all, and entries may be true personal narratives or original fiction. Poetry must be original and performed by its author. $100 in cash prizes will be awarded.

Boondocks Live Music - Gi Buxdorf & Jack Fivecoate

Gi Buxdorf and Jack Fivecoate take the stage at Boondocks with rich vocals and acoustic crowd-pleasers that many will recognize. Order a drink, unwind, and enjoy the music.

Library Movie Nights

With extended Wednesday hours, the Community Room opens for movie screenings on the third Wednesday of each month. Details on what is showing are shared in advance.

Italian Wine Tasting & Sons and Daughter of Italy Key West Lodge 47th Birthday Party

An Italian wine tasting hosted by Julie at Grand Vin Wine Bar celebrates the lodge’s 47th anniversary. Attendees can sample Italian selections, purchase featured wines from Grand Vin during the event, and enjoy antipasto and birthday cake honoring 47 years of Italian heritage in Key West. The program also offers a chance to hear Al Romano and to learn about the lodge’s history, including how its founders started the local bocce program with the first courts at Bayview Park before the courts were moved to White Street, where they remain. Additional details will be shared.

Paint and Sip

Settle in for a relaxed Paint and Sip guided by artist Sandra Lee. The $50 fee covers all materials and instruction to create your own 8x10 Coral Reef canvas painting. Seating is limited. Bar service and food will be available for purchase, and the Yacht Club accepts credit and debit cards only, with no cash accepted.

Author Talk with CJ Hauser

Acclaimed writer CJ Hauser leads an author talk. Hauser is a multi-genre, genderqueer author who divides time between rural Central New York and Brooklyn. Their memoir, The Crane Wife, is published by Doubleday in the US and Viking in the UK. They are also the author of two novels, Family of Origin from Doubleday in 2019 and The From-Aways from William Morrow in 2014. Their writing has appeared in Tin House, Narrative Magazine, The Paris Review, TriQuarterly, Esquire, Third Coast, The Kenyon Review, The Guardian, Bon Appetit, Elle Magazine UK, Vogue UK, and The New York Times. Hauser holds an MFA from Brooklyn College and a PhD from Florida State University, and has taught in the English and Creative Writing department at Colgate University since 2016. This appearance is made possible by the Studios of Key West's PEAR program and Books & Books at The Studios. Books will be available for purchase at the event.

Yin & Sound Journey | DONATION-BASED with Ophelia

Settle into a quiet pause with a donation-based Yin and sound experience guided by Ophelia at Evolve Key West Temple. Gentle, supported postures are held for longer stretches to release stored tension in the body while easing emotional and energetic strain. As you rest, soothing sound flows through the room like soft waves, helping the nervous system settle and the mind grow calm so a natural sense of balance can return. There is nothing to achieve... simply receive. All levels are welcome, and no prior experience is needed. Leave feeling grounded, lighter, and deeply restored from within. Space is limited, so arriving a little early makes it easier to settle in.

May's Walk On White

Since 1999, this monthly art walk celebrates more than 20 local businesses in the White Street Gallery District. Visitors can take in new exhibition receptions, step inside working artist studios, watch demonstrations of pottery throwing, browse locally made artwork, and enjoy special activities with complimentary beverages. Galleries, studios, and art-focused shops are open to visitors, showcasing the neighborhood's creative energy.

Singo Night at Boondocks

Boondocks hosts Singo, a music-centered spin on bingo where you listen for songs, mark your card, and play to win. You can sing along if you like or simply focus on the game. Expect upbeat tunes and the option to pair the fun with food and drinks. There is no cost to participate.

Truman Waterfront Market

At the Truman Waterfront Farmers Market, local growers, food vendors, artists, and makers come together in an open-air setting. Browse the offerings, connect with the community, and experience a friendly market atmosphere.

Memorial Day Weekend

At The Reach Key West, oceanfront views, live music, and a full slate of seaside activities set the tone for a festive celebration. Begin the day with beach yoga on the Casa Marina Oceanfront Lawn, then take part in the Southernmost Bubble Party and seashell painting in the Pool and Beach area. Weekend Brunch at Four Marlins highlights coastal dishes, live music, and expansive ocean views, followed by Happy Hour or the Two Buck Shuck oyster special for a laid-back afternoon. As the sun dips toward the water, enjoy live acoustic entertainment at Four Marlins. Expect sunshine, ocean breezes, and relaxed island moments throughout.

Boondocks Live Music - Jack Fivecoate Solo

Settle in for a relaxed night of live reggae as Jack Fivecoate performs solo at Boondocks. Pair the music with a cold drink, enjoy something tasty, and let the island rhythm carry you throughout the evening.

Early Bird Clean Up Duval & Fleming Streets hosted by Kilwin's Key West

This one-hour community litter cleanup is sponsored by Kilwin's Key West. Participants can stop by Kilwins Key West to receive a safety vest, bucket, and litter picker before heading out to tidy the surrounding area. Breakfast goodies are available after the cleanup. Even a single hour of effort can make a big difference.

RESOLVERS IN KEY WEST!

Tickets are available for a performance by The Resolvers at the Green Parrot in Key West.

Edgar Allan Poe Speakeasy: Chapter Two - Key West, FL

Edgar Allan Poe Speakeasy: Chapter Two takes place at Key West Theater. Tickets are available with up-to-the-minute availability, and the listing also makes it easy to explore other upcoming events.

Boondocks Live Music - Pierce August Band

Enjoy live music alongside great food and refreshing cocktails at Boondock’s spacious tiki bar. The Pierce August Band delivers a high-energy set of favorite country and Americana tunes. Bring friends and let the music carry the night at Boondock’s.

Boondocks Live Music - Victoria Leigh

Victoria Leigh brings live reggae to Boondocks with an island groove. Browse the outdoor market, play a round of mini golf with friends, and take advantage of BOGO Bloody Marys and mimosas.

Plant a Million Corals Foundation Legacy Greenhouse Ribbon Cutting

This free open house with the Plant a Million Corals Foundation celebrates the opening of new greenhouses and features tours of the coral restoration nursery, information and demonstrations about the restoration operation, and a chance to meet the team. The expanded facilities will increase coral production capacity by 100,000 corals. The event concludes with a ceremonial coral cutting, using micro-fragmentation, to commemorate the new facility and begin filling the new nursery.

DECADES live at Kiki’s Sandbar

DECADES performs live at Kiki's Sandbar with a setlist of favorites from the 60s, 70s, and 80s. Enjoy a nostalgic mix of songs spanning three decades.

Boondocks Live Music -Jonathan Williams

Jonathon Williams brings live music to Boondocks with a set full of well-loved songs, each refreshed with care and polish to keep the crowd engaged from start to finish. With roots in Philadelphia and a long history performing throughout the Florida Keys, he blends familiar favorites with easygoing island energy for a relaxed evening of entertainment.

Trivia Night Mondays at Key West Cooking Show

Trivia takes a flavorful twist at the Key West Cooking School, blending tasty surroundings with brain-teasing questions for a lively night of good times and playful competition. Teams put their knowledge to work in a culinary setting that celebrates delicious fare and friendly rivalry.

Boondocks Live Music - Erica Sunshine Lee

Boondocks hosts a live performance by Nashville recording artist Erica Sunshine Lee, showcasing a signature mix of country, rock, and Southern soul. Her dynamic vocals and high-energy stage presence bring an easygoing island vibe to every song. The experience pairs live music with cocktails, good food, and a relaxed tiki backdrop.

Dolphin Sunset Celebration at Dolphin Research Center

A new, once-a-month after-hours evening at Dolphin Research Center invites guests to linger after closing for connection and discovery. Participants can take part in the dolphins’ evening enrichment by hand feeding dolphin-safe jello, creating cheerful, close-up moments. Marine mammal experts will chat in a relaxed setting and answer questions about intelligence, training, behavior, and marine conservation. As the sky moves toward twilight, the experience includes a champagne toast to the sunset with the sound of waves, dolphin calls, and the vivid colors of a Florida Keys evening. Availability is limited since it is offered monthly, and members receive a special booking code by email for member pricing.

CAT AMONGST THE PIGEONS - New Album Release PARTY!

The event marks the release of the fifth album from TONY BALTIMORE & the WILDE AWAKE, featuring 13 new tracks. New t-shirts, along with CDs and vinyl, will be available for those who want them.

TONY BALTIMORE & the WILDE AWAKE Album Release Party

Tony Baltimore and the Wilde Awake mark the arrival of their fifth record with an album release party at the Green Parrot in Key West. Titled Cat Amongst the Pigeons, the album features brand new songs recorded in Asheville, NC, with Tony co-producing alongside Jerome Maffeo of Jimmie's Chicken Shack. The release will be available across all platforms.

Singo Night at Boondocks

Experience Singo at Boondocks, a music-themed twist on bingo. Listen to the songs, check off your squares as you recognize them, and aim for a win. You can sing along if you want. Enjoy the soundtrack with food and drinks from the venue. Participation is free.

Truman Waterfront Market Key West

Experience an open air community market where local growers, culinary vendors, artists, and makers gather to share their work in a welcoming setting.

Celtic Conch Public House — Dave Mininberg

Enjoy live music at an authentic Irish pub that features dining and a rooftop lounge. This spot is popular among both locals and tourists. The owner is from Philly, and the venue has become known as "The Southernmost Philly Fan Club."

Indoor Rummage Sale

Explore a rummage sale hosted by Kirk of the Keys, with all sales supporting the Kids Come First Foundation. Proceeds help provide clothing, shoes, personal hygiene items, and school supplies to students who attend Keys Schools through this local 501c3. For questions, contact Melody Tuschel at 904-901-5865.

Boondocks Live Music - Jack Fivecoate Solo

Unwind with a solo set from Jack Fivecoate as he brings laid back reggae rhythms to Boondocks. Enjoy a refreshing drink and something tasty while the music creates a breezy island mood. Settle in and let the grooves flow for a relaxing evening.

Burgers & Buffett Tunes

Enjoy a lunchtime musical experience that revisits the days when Jimmy Buffett called Key West home. Musician Caleb Hogan will appear in costume as Jimmy Buffett, blending live music, storytelling, and humor. Cheeseburgers are included! The show is part lunch theater, part tribute concert, and part educational adventure, celebrating Jimmy’s songs, spirit, and the island where the legend began. Your ticket includes a cheeseburger with chips and a drink. Additional beverages and drink specials will be available for purchase from the bar.

Follow The Rabbit... (6PM)

Follow The Rabbit is scheduled at Key West Theater in Key West, Florida. Tickets are available for this event.

Key West, FL

Boondocks Live Music - Gulfstream

Enjoy a lively Keys-style evening as Gulfstream Band takes the stage at Boondocks Grille, Drafthouse & Mini Golf. The group delivers an upbeat blend of rock, country, and dance-friendly favorites that keeps the energy high from the first song to the last. Order your favorite drink and get ready to dance in the signature Boondocks live music atmosphere.

Stormfront Live at Kiki's Sandbar

Stormfront delivers a high energy show at Kiki's Sandbar & Grille in Little Torch Key, filling this well known venue with live music.

Monthly Community Yard Sale

Browse for finds or take part as a seller at a community yard sale at the MARC Plant Store. Vendor spots are available for a $15 donation, and an advance reservation is required. To reserve a space, contact the MARC Plant Store by phone or visit in person. The event offers a chance to shop, sell, and support the MARC community.

Boondocks Live Music - Pierce August Solo

A live solo performance by Pierce August at Boondocks features country and Americana covers. Buy one get one Bloody Marys and Mimosas are available, and an outdoor market highlights local vendors.

Key West Pride Follies

The event takes place at The Key West Theater in Key West, within Monroe County, Florida, United States.

Boondocks Live Music - Jonathan Williams

Experience live music at Boondocks with Jonathon Williams, an artist with roots in Philadelphia and a long history of performing throughout the Florida Keys. He delivers familiar favorites everyone knows, each refreshed with thoughtful, high quality flair that keeps the audience engaged from beginning to end. Relax with a drink and enjoy laid back island vibes as the set unfolds.

Sunset Moonrise Sail

An evening sail pairs the Key West sunset with the rise of the full Strawberry Moon, viewed from the water. Guests enjoy passed appetizers along with premium wines, craft beers, signature cocktails, and plenty of nonalcoholic choices. The price is $111 per person. The voyage takes place aboard the Argo, where dogs are welcome and the experience is non-smoking.

Key West, FL

Real Men Do Drag-The Epic Key West Mile Marker Fundraiser

A 21 and over drag fundraiser at Aqua Bar and Nightclub in Key West, FL raises support for the Key West Mile Marker. The evening centers on spirited drag entertainment for an adult audience in a lively setting. Tickets are selling quickly.

FAPIA Hook and Cook Dinner

Set at Oasis Cove in Hawks Cay Resort, this fundraiser showcases a hook and cook dinner with fresh, chef-prepared dishes influenced by the day’s tournament catches. Gulf views, live steel band music, and the warm glow of a fire pit create a relaxed Florida Keys atmosphere. It brings great food and great company together for an experience made to remember.

FAPIA FUN FISHING TOURNAMENT 2026

Hosted at Hawks Cay Marina, this fun fishing tournament is part of FAPIA LIVE 2026 and unfolds on the beautiful waters of the Florida Keys alongside friends, colleagues, and fellow public adjusters. The setting is known for top tier fishing and memorable scenery, creating a fitting backdrop for a day on the water. The tournament also raises funds for Public Adjusters for the Insuring Public, supporting advocacy that helps protect the profession and the consumers it serves. Registration coming soon.

Lower Keys Chamber of Commerce Dolphin Tournament

Set at Kiki's Sandbar & Grille, the Lower Keys Chamber of Commerce Dolphin Tournament features a kickoff registration with appetizers and a cash bar, then wraps up with a dinner and awards ceremony. For complete rules and additional details, refer to the official entry form.

Early Bird CleanUp Lazy Way and the historic Bight area hosted by The Marker Resort

A one hour community cleanup focuses on Lazy Way and the historic Bight, hosted by The Marker Resort. Check in beside the Wyland Wall at the end of William Street to pick up a vest, bucket, and picker, then head out to collect litter along Caroline Street and Lazy Way. A new parking pass is available at check in for complimentary parking in the city lot. The goal is to help keep Key West clean and green, and light breakfast treats will be available when the cleanup wraps up.

International Ocean Film Festival (Florida Keys Viewing)

Hosted at Williams Hall, this showcase of ocean themed short films brings together a handpicked mix of work from filmmakers around the world. Expect stories that celebrate the sea, deepen awareness, and encourage conservation. The program begins with a welcoming reception offering light refreshments and opportunities to connect, with a cash bar available. It continues with a screening of insightful short films that share perspectives from across the globe on the ocean, then wraps up with a panel conversation featuring ocean advocates who discuss storytelling, conservation, and the future of the oceans. Proceeds benefit Reef Relief’s education and conservation programs dedicated to protecting coral reef ecosystems for future generations.

9th annual Miami Bimmer Club Florida Keys Poker Run

Now in its ninth year, Miami Bimmer Club hosts a Florida Keys poker rally that welcomes all makes and models for a scenic, non-competitive drive. The route features four planned stops, beginning at Snapper Creek Plaza near the 120th exit of the Florida Turnpike, continuing to Gilbert’s Resort in Key Largo, then a rest area near Breezy Palms Resort in Islamorada, and finishing at Sunset Grille & Raw Bar in Marathon. At the start, each participant receives a grading sheet to present at each stop in order to collect a sealed envelope containing a poker card. All cards are revealed at the final destination, and the best five-card hand wins. No poker experience is needed, as organizers handle scoring and placements. Prizes are awarded from the total pot, with first place receiving 50 percent, second 30 percent, third 15 percent, and fourth 5 percent. The entry fee is $100 per vehicle. Payment can be made via Cash App to $miamibimmerclub or Zelle to 305-992-8405, and participation is confirmed once payment is received, so early payment is encouraged. After paying, email miamibimmerclub@yahoo.com with your full name, vehicle year, and vehicle make and model. All participants must sign a liability waiver before departure and obey all traffic laws at all times, with any violations the responsibility of the individual driver rather than the club or organizers. Participants are encouraged to eat breakfast beforehand, and lunch will be available at Sunset Grille & Raw Bar in Marathon.

License Free Saltwater Fishing Day @ Sun Outdoors Marathon

At Sun Outdoors Marathon, take advantage of special no-license days to experience saltwater fishing without a permit. It offers a straightforward chance to get on the water and cast a line. Marathon is widely known as a premier fishing destination, making it a fitting place to fish.

Tacos- Wing’s- Pool Tournament

This event offers a mix of food and friendly competition with tacos, wings, and a pool tournament. The tournament entry fee is $10, and there is a 100 percent payout.

Key West Landings: Paddlers, Runners and Cyclist

Castaways will complete their journeys to Key West with arrivals by paddlers, runners, and cyclists at Simonton Beach. A coordinated landing is planned so all groups reach the shore in close sequence, creating one shared celebration once everyone is in.

Hot Havana Nights Party

This event offers Latin music, food, dancing, dominos, games, and more at the Oceanfront Park Events Tiki. Additional details about bands and vendors will be announced.

Kids Music Tour Key West Florida

Patty Shukla brings a live music performance for children to Key West Public Library as part of a tour stopping at all five Monroe County library locations across the Florida Keys. Admission is free.

Father’s Day Dolphin Derby - Stay at Sun Outdoors Marathon

A Father’s Day themed dolphin fishing derby takes place at Sun Outdoors Marathon. It spans multiple days, with all fishing scheduled for the final day. For details or questions, contact Capt. Jack Carlson at (305) 481-0495 or twoconchstackle@gmail.com.

Dolphin Sunset Celebration at Dolphin Research Center

Experience an after-hours evening at Dolphin Research Center that unfolds after the gates close, offered once a month with limited capacity. Take part in the dolphins’ evening enrichment by offering dolphin-safe jello, creating a close, joyful interaction. Marine mammal experts will be available for relaxed conversations about intelligence, training, behavior, and conservation, sharing stories and behind-the-scenes insights. As the Florida Keys sky shifts from golden hour to twilight, enjoy a champagne toast while listening to the waves and the gentle calls of the dolphins. Members can check email for the current booking code to receive member pricing.

FGHC Fishing Charter in Marathon, FL

Enjoy a six hour fishing charter with a welcoming group of women, aimed at reaching catch limits and taking a shot at trophy catches. The $400 fee includes fishing licenses, rods and reels, bait, tackle, fuel, food, and drinks for a low stress day on the water. Expect friendly company, memorable fishing, and the chance to head back with a well stocked cooler. Space is limited and spots are available.

Marathon Rotary 4th of July Parade and Picnic

Mark America’s 250-year anniversary with a beachside celebration that starts with a patriotic parade traveling from Marathon High School to Sombrero Beach. After the procession, the party continues on the sand with hot dogs, hamburgers, a cornhole tournament, live music, kids’ games, and more. The City of Marathon caps the day with a fireworks show accompanied by patriotic music on US1 Radio 104.1. Boaters are encouraged to watch from the beach or just offshore of Sombrero Beach. Admission is free.

FLO-RAW at Sloppy Joes Key West

FLO-RAW, recognized by Best of the Bay as Best Pop Band, returns to the historic Sloppy Joe's Key West with a high-energy performance that blends music across genres and decades.

Del Brown Invitational Permit Tournament

Leading anglers and their guides converge in Sugarloaf Key, Florida for the Del Brown Invitational Permit Tournament, a fly fishing competition focused on permit. Competitors vie for top honors in the longest standing permit fly fishing tournament worldwide.

Live at Margaritaville Key West

A three-hour live performance unfolds at Margaritaville Restaurant in Key West, delivering a continuous set from start to finish.

Live at Margaritaville Key West

A three-hour set takes place at Margaritaville Key West.

Live at Margaritaville Key West

Experience a three hour set at Margaritaville Key West.

Fish Out of Water - Live in Marathon, FL!

Fish Out of Water brings the Can't Stop, Won't Stop Tour to Dockside Boot Key Harbor for a live set in Marathon Key. The performance blends rock, funk, reggae and hip hop with acoustic elements, highlighting the band's RoPhunkRaeHop style.

Fish Out of Water - Brunch in Key West, FL!

Fish Out of Water brings its Can't Stop, Won't Stop Tour to Blue Heaven for a live brunch set in Key West. The performance features a blend of rock, funk, reggae, and hip hop with acoustic elements.

Fish Out of Water - Brunch in Key West, FL!

Fish Out of Water brings the Can't Stop, Won't Stop Tour to Blue Heaven for a live brunch set in Key West, Florida. The performance blends rock, funk, reggae, hip hop, and acoustic sounds, featuring their signature RoPhunkRaeHop style.