St. Augustine, FL
St. Augustine, FL

Events in St. Augustine

When
Category
APR27
Health & Wellness

Heart, Mind & Spirit Recovery Meeting

Centered on the heart, mind, and spirit, this recovery gathering provides tools and guided practices that emphasize the spiritual side of healing. It is intended for those ready to take the next step in their recovery, fostering deeper awareness and lasting change through spiritual principles. The focus is on cultivating more joyful lives in recovery. Voluntary contributions are appreciated.

APR27
Health & Wellness

Weekly Group Meditation & Sound Bath

Participants gather to light candles and speak intentions aloud, then draw cards for guidance to open heart and mind. The experience continues with a restorative meditation, offered either as a guided journey or as a music-centered practice featuring the resonant tones of sound bowls. The session is offered as a love offering.

APR27
Sales & Discounts

50% off Mondays all Marvel and DC comics table top only!

Get half off Marvel and DC comic books from the tabletop selection on Mondays. Only the comics on the table qualify for this discount.

APR27
Workshops & Classes

QOV Workshop Day

This workshop day brings together the Quilts of Valor sewing group at Cut Up and Sew in St. Augustine. Volunteers work on well made quilts, sewn by hand or with a machine, that are presented to service members and veterans who have been affected by war as a meaningful expression of thanks. Sessions are held on the 2nd and 4th of each month. RSVP is requested to reserve a seat, and signing up ahead of time helps ensure there is enough space for everyone. The workshop welcomes experienced quilters as well as those who are just beginning.

Cut Up and Sew (St. Augustine)
APR27
Food & Drink

St. Augustine Cocktail Festival

Attend the inaugural St. Augustine Cocktail Fest, a two-day celebration of mixed drinks. You can sample creations from local and international brands, enjoy live music, and watch bartenders compete. Industry seminars will also take place.

Embassy Suites by Hilton St Augustine Beach Oceanfront Resort
APR27
Health & Wellness

Mountain Mondaze

Mondays are for climbing. At Stone Climbing Gym, this gathering focuses on growth on the wall and within, blending a natural mood boost with real community. Entry can be with a day pass or a monthly membership. Expect a supportive crowd choosing movement and improvement, and moments that reveal hesitation and trust, followed by the chance to rise anyway. Challenge yourself, connect with others, and leave feeling stronger in body and mind.

APR27
Art & Culture

"The History of Flagler College" presented by Tom Graham, PhD

Attend a lecture by Tom Graham, PhD, to discover the history of one of St. Augustines most well-known institutions. Graham will discuss the colleges beginnings, development, and long-lasting influence on the city. He will explore its transformation from a landmark of the Gilded Age to a higher education facility of national distinction.

Markland House Flagler College
APR28
Music

Colton Mckenna

Colton Mckenna performs live with a set that encourages dancing. There is no cover charge, and live music is presented every night.

Prohibition Kitchen
APR28
Dancing

St. Augustine Rug Cutters presents West Coast Swing

St. Augustine Rug Cutters presents a West Coast Swing gathering at Arnold’s Lounge in St. Augustine. Start with a lesson. Afterwards enjoy a free open dance social featuring music for swing, salsa, bachata, jive, shag, and more. Requests are welcome. The format is open to all levels, and no partner is needed. Admission is $10 per person.

Arnold's
APR28
Workshops & Classes

Sip & Paint: Italian Wine Tasting & Wine Glass Painting

Enjoy an evening at Hillary's Chicago Pizza that blends creativity with a tasting of Italian wines. A $45 ticket includes a flight of five premium selections, a personal mini charcuterie board with cheeses, meats, and seasonal bites, and a hands-on wine glass painting workshop with all supplies provided. Seating is limited to 22 guests for an intimate setting. A Bestie Bundle is available with two tickets for $80, saving $10.

Hillary's Chicago Pizza
APR28
Groups & Meetups

Tuesday Night Darts Social Meetup!

A relaxed darts social at Dog Rose Brewing Co. welcomes anyone who enjoys throwing darts and meeting new people. This is not a league, so there is no commitment... just a casual, drop-in atmosphere. The group chooses the format based on how many players are there, with options like singles, doubles, Cricket, 301, or 501. The aim is to grow a regular circle of around eight players. Games run on two cork boards with steel-tip darts, which makes it easy to try fun setups such as random draw teams and, when turnout is right, a double-elimination bracket. Winners can take home prizes and Dog Rose swag.

Dog Rose Brewing Co.
APR28
Workshops & Classes

Spectacular Sunsets Painting Workshop with Dara Dodson

Explore luminous sunset landscapes in a full-day, hands-on painting workshop with award-winning artist Dara Dodson. Using a guided Florida marsh scene, you will study how to select and mix sunset hues, then apply them to convey warm reflections across clouds, land, and water. Instruction highlights materials and techniques that help achieve vivid, light-filled results. Participants may paint in oil or acrylic. The class is limited to 15 students, welcomes all skill levels, and is for ages 18 and older. The fee is $150, and a supply list is emailed to enrolled students.

Art Collective St. Augustine
APR28
Music

Ancient City Rock

Ancient City Rock brings its sound to Trade Winds Tropical Lounge for a Trade Winds Tuesday performance. The St. Augustine band features both male and female lead vocals with rich harmonies, a pair of lead guitars, and a tight rhythm section on bass and drums. Expect a broad mix of rock favorites from The Beatles, The Rolling Stones, and Tom Petty, Southern rock staples from Lynyrd Skynyrd and the Allman Brothers, along with classics by Led Zeppelin.

Trade Winds Tropical Lounge
APR28
Workshops & Classes

Coastal Suncatcher Workshop

Get hands-on as you create five 4-inch coastal suncatchers inspired by the colors and textures of the sea. Choose ocean motifs like waves, palm trees, and sea life, then add shimmering crushed glass to personalize each piece. All supplies are provided, including epoxy, crushed glass, wooden frames, and decorative accents, and two instructors offer clear, beginner-friendly instruction from start to finish. You will complete five light-catching pieces ready to hang in a window or on a porch, adding a coastal touch to bright spaces all year. Originally imagined as ornaments, these designs work beautifully as suncatchers. No prior experience is required, just bring your creativity for a relaxed, enjoyable session. Your finished pieces will glimmer in natural light and make meaningful keepsakes or thoughtful gifts.

APR28
Health & Wellness

Adult Children of Alcholics - Daily Reader and BRB Study Group

This in-person, English Adult Children of Alcoholics and Dysfunctional Families meeting is open to everyone. It follows a discussion format using the Fellowship Text, also known as the BRB, along with Strengthening My Recovery. Adult Children of Alcoholics and Dysfunctional Families is a Twelve Step, Twelve Tradition program for people raised in dysfunctional homes. Participants talk about the impact of abuse, neglect, and trauma in childhood, how those patterns still show up, and the steps they are taking to address them. The meeting offers a supportive, judgment-free space to mourn what was missing, take an honest look at personal and family histories, identify and heal core wounds, let go of shame and abandonment, and learn to become a loving parent to oneself. Conversation may also touch on the Laundry List, a set of 14 traits often shared by adult children, including isolation and fear of authority, approval seeking that erodes identity, fear of anger and criticism, relationship patterns involving alcoholics or other compulsive personalities, a victim outlook, excessive responsibility for others, guilt when standing up for oneself, a craving for excitement, confusing love with pity and rescuing, numbing or denying feelings, harsh self-judgment and low self-worth, dependence and fear of abandonment, adopting alcoholic family characteristics without drinking, and reacting instead of acting.

APR28
Music

Los Mirlos

Los Mirlos takes the stage at Colonial Oak Music Park in St Augustine for a live concert.

Colonial Oak Music Park
APR29
Music

Krooked Kings

See Krooked Kings with NIGHTCAP at Colonial Oak Music Park.

Colonial Oak Music Park
APR30
Music

The Barely Electrics are Rockin' the Conch House!

The Barely Electrics bring live music to The Conch House Marina Resort with an upbeat set designed to liven up a weekday night. The restaurant highlights Caribbean-inspired cooking, serving fresh seafood, steaks, chicken dishes, and salads. Enjoy seating on the outdoor deck beneath palm trees or choose a spot in Jamaican-style grass huts set over the water.

The Conch House Marina Resort
APR30
Music

Happy Hour

Experience live music with The Usual Suspects, featuring Elizabeth Roth and Joe Fasano. This duo blends acoustic and electric elements, layering lush harmonies over heartfelt vocals and delivering a wide-ranging set that balances warm acoustic textures with an energized electric edge.

Tradewinds Tropical Lounge
APR30
Music

Raisin Cake Orchestra

Music in the Garden presents Raisin Cake Orchestra for a relaxed evening of live jazz in the Radzinski Family Garden. This free community gathering offers beverages by donation. A limited number of seats will be available, and attendees are encouraged to bring folding chairs. If the weather does not cooperate, the performance will move indoors to the historic swimming pool. Raisin Cake Orchestra is a Jacksonville, Florida jazz group known for grooving takes on classic and contemporary jazz that blend traditional and New Orleans styles with hard bop, funk, soul, and R&B.

Lightner Museum
APR30
Music

Bad Dog Mama at Prohibition Kitchen

Bad Dog Mama brings a lively performance to Prohibition Kitchen on a spacious stage, with feel-good fun and great food. The announcement hints that Galen Curry could share the stage with Chelsea depending on Lauren’s baby news, adding a playful twist to the lineup. Expect a welcoming atmosphere and the kind of crowd that makes this town feel special.

Prohibition Kitchen
APR30
Groups & Meetups

Prism Book Club: The House In The Cerulean Sea by TJ Klune

Prism Book Club gathers to discuss The House in the Cerulean Sea by TJ Klune, a story about found family and standing up for what is right. Admission is free, no RSVP needed, and readers of all kinds are welcome. Before the discussion, attendees can browse queer-authored books and unique gifts from local artisans at Midnight Moon Books.

Midnight Moon Books & Boutique
APR30
Music

Live Music by Bad Dog Mama

Bad Dog Mama brings a live set packed with dance-friendly tunes. Enjoy the music with no cover charge.

Prohibition Kitchen
APR30
Groups & Meetups

Adult Children of Alcholics - Yellow Book - Step Study - CoEd - Open

An in-person, coed Adult Children of Alcoholics meeting that follows a Step Study discussion using the Fellowship Text, also known as the Yellow Book. Open to all and conducted in English, it takes place in the meeting room at CSL First City Teaching Chapter. This Twelve Step, Twelve Tradition program welcomes adults who grew up in alcoholic or otherwise dysfunctional homes. Participants share how childhood abuse, neglect, and trauma continue to shape their lives today. The group provides a safe, nonjudgmental space to mourn what was missed, take an honest look at personal and family patterns, work toward healing core trauma, release shame and feelings of abandonment, and practice becoming a loving parent to oneself. The ACA framework also includes the Laundry List, a set of 14 traits commonly experienced by adult children.

MAY1
Art & Culture

First Friday Art Walk

First Friday Art Walk at D.R. Abbott Gallery offers a community-focused evening that celebrates St. Augustine’s art and history. Guests can enjoy a free glass of wine while viewing works by local and regional artists. The gallery will also present a curated selection of distinctive, one of a kind finds waiting to be discovered.

MAY1
Fundraisers

Art Walk Fundraiser for Betty Griffin Center - Art with a Heart

Art Collective Gallery presents Art with a Heart, a community art fundraiser supporting Betty Griffin Center, which offers services and hope for survivors of domestic and sexual assault in St. Johns County. Local artists have created original pieces just for this effort, including petite 5x5 paintings and heart, flower, and butterfly themed ornament or canvas works priced at $20 and $40. A special auction adds to the excitement with unique items, including pottery made by Jeannie Blaylock of First Coast News. Every dollar raised benefits Betty Griffin Center. The featured collection is available during the First Friday Art Walk and will continue to be offered while supplies last, creating an opportunity to collect meaningful art and contribute to a vital cause.

Art Collective
MAY1
Art & Culture

May First Friday Art Walk

The First Friday Art Walk centers on the art of healing, celebrating Mental Health Awareness Month through creativity, community, and meaningful connection. One in five adults experiences mental health challenges each year, so this showcase speaks to experiences that touch many lives. Featured artist Wendy Delfosse presents a new series of pour paintings shaped by her personal and family journey with mental health and neurodivergence, expressing honesty, vulnerability, and hope. A portion of painting sales from the evening benefits a local organization that supports people facing mental health challenges. The program also includes live music by Rachael Warfield, Fairy Hair by Finklepotts, and more than 45 artists on display. Together, these voices and visions encourage understanding, support, and the effort to end stigma. Art heals.

Art Box Gallery & Studios
MAY1
Music

"America 250"

Enjoy a free concert at the Cathedral Basilica of St. Augustine as the North Florida Women’s Chorale presents America 250, a program honoring the nation through beloved music. Hear familiar selections such as "America the Beautiful," "Shenandoah," "How Can I Keep from Singing," and "Tis the Gift." The ensemble brings together women from across Northeast Florida, each with a unique background and a shared passion for singing.

Cathedral Basilica of St.Augustine
MAY1
Theater

Faces of Freedom: Season 35 Announcement

At The Limelight Theatre, this launch celebration unveils Season 35, Voices of Freedom, honoring the United States Bicentennial and exploring perspectives on freedom from liberation to isolation. The program opens with a catered social hour with food and beverages, continues with announcement performances by Limelight regulars that reveal the upcoming season lineup, and concludes with music and additional time to mingle. Guests will also have the first chance to purchase Season 35 subscriptions.

Limelight Theatre
MAY1
Music

Sage Trunnell

Sage Trunnell performs live with a mix of well-known covers, fun sing-alongs, and more. Hosted by Sailbird Distilling and Florida Moonshine Co.

The Blue Parrot
MAY1
Art & Culture

Midnight Moon Book Club: This Book Made Me Think of You by Libby Page

Midnight Moon Book Club gathers to discuss This Book Made Me Think of You by Libby Page, a warm novel about friendship, the power of handwritten letters, and fresh starts. Snacks and refreshments will be available. Reading the monthly selection is encouraged but not required, and anyone who cannot attend in person can read along from home. The meeting takes place at Midnight Moon Books & Boutique.

Midnight Moon Books & Boutique
MAY1
Music

A Havana Cruise Party

Climb aboard the Sabrage catamaran for a Havana inspired evening on the water in St. Augustine. This two hour sunset cruise features an included welcome cocktail to start the night, more cocktails offered for purchase, live music from Lisi Victoria, hearty Cuban inspired hors d’oeuvres, and scenic waterfront views with a refreshing ocean breeze. The vibe is festive and dance ready, perfect for a friends night out, a romantic date, or marking a special occasion. A relaxed Caribbean chic summer look is suggested. Think breezy pieces such as flowy sundresses or maxi dresses, linen pants or other breathable trousers, tropical prints with bright colors or soft neutrals, and lightweight tops or airy blouses paired with comfortable sandals, wedges, or stylish flats. Light fabrics like linen and cotton are recommended, and bathing suits are not appropriate for this stylish evening cruise.

Sabrage St. Augustine
MAY1
Dancing

Silent Disco ✨ Inside the Rabbit Hole ✨

Experience something different with a silent disco held inside the Sanctuary during the Rabbit Hole overnight event. Headphones deliver the music while the setting emphasizes connection and atmosphere. Admission is $25 per person, and space is limited. Overnight entry is a separate purchase. To secure a spot, send a message with the word 'SILENT'.

MAY1
Theater

"Rounding Third"

A Classic Theatre brings Richard Dresser’s comedy Rounding Third to The Waterworks, centering on two Little League coaches with clashing outlooks. Don is a win-at-all-costs hard charger, while Michael, the new assistant, prioritizes fun and the life lessons the game can offer. Both have sons on the team, which raises the stakes as their competing philosophies collide and spark plenty of laughs while they try to guide the season to a successful finish. Directed by Rick Circucci. Tickets are $25, with a $15 student rate. This production may not be suitable for younger audiences.

The Waterworks
MAY1
Music

Bad Dog Mama

A live set will feature Chelsea on stage, with the lineup adjusting depending on whether Lauren has welcomed her baby. If she is not available, Galen might step in as a guest. The performance is described as unfolding in a hidden garden devoted to music, offering a tucked-away setting for the night.

Pierre's Pub
MAY1
Comedy

Friday Night Live

Billed as the funniest First Friday in town, Friday Night Live features standout comics from around the First Coast for a high-energy night at Third Space Improv. The show mixes sharp stand-up with quick-witted improv, spotlighting the region’s distinctive voice with smart, spirited humor. Tickets are $17 in advance, $20 at the door, and $10 for Flagler College students with ID. The Laughter Lounge at Third Space serves beer, wine, soft drinks, fresh popcorn, and other snacks.

MAY1
Theater

Rounding Third Auditions

Auditions are open for two male roles in Rounding Third, a two-actor comedy by Richard Dresser. The story centers on two Little League coaches with sharply different philosophies, and over the course of a season their first impressions fall away to reveal deeper personal challenges. If you want to be considered but cannot attend the scheduled audition sessions, email rcirucci@aclassictheatre.org.

The Waterworks
MAY1
Music

17 King Grand Opening Party

Celebrate a grand opening with live music running all day, with a new performer featured every 90 minutes. Enjoy tastings of food and wine chosen for the occasion, and watch for giveaways offered throughout. The event also provides a first look and unveiling of a new St. Augustine spot.

17 King
MAY1
Food & Drink

FIESTA DE MAYO TOUR (St. Augustine)

Celebrate the spirit of Cinco de Mayo with a Latin-inspired tasting adventure in St. Augustine at The Tasting Tours, LLC. A local guide leads a flavorful route to four vibrant stops, with each location offering thoughtfully paired bites and cocktails. Travel between venues in an open-air electric ride, enjoying the breeze and lively Latin rhythms along the way. Expect cultural insights, a few surprises, and portions generous enough to feel like a full lunch. Availability is limited.

The Tasting Tours, LLC
MAY1
Groups & Meetups

Sip & Stitch Social Gathering

Enjoy a cozy evening of crafting and chatting at Sip & Stitch. This is a social night for fiber artists. Meet other local fiber artists, share ideas, and enjoy the company of a like-minded community. Bring your current project whether it’s crochet, knitting, embroidery, or anything fiber-related and settle in with a drink while you stitch, chat, and relax. There will be a yarn swap, so bring yarn you’d like to trade or share. Drinks will be available for purchase. This is a donation-based event. Donations are accepted at the door, and your support helps create more community gatherings.

Shanti Kava Bar
MAY1
Music

Blistur

A three-member rock group from Jacksonville, Florida delivers a bold, hard-driving sound with high energy packed into a tight trio.

Trade Winds Lounge
MAY2
Festivals

St. Augustine Brewers Fest

The St. Augustine Brewers Fest 2026 is expected to have 1000 attendees and 25 exhibitors. It focuses on entertainment, food production, media production, food and beverages, wine, and spirits.

Francis Field
MAY2
Art & Culture

Book Signing with Betsi Hill

A book signing features Betsi Hill, author of Oldest St. Augustine: A Guide to Historic Treasures, at Midnight Moon Books. Celebrate the city’s past through well known landmarks and lesser known tales, and have a copy signed to mark the occasion.

Midnight Moon Books & Boutique
MAY2
Music

Baroque Quartet

Grace United Methodist Church hosts a free Baroque program titled Baroque Masters, where a quartet of flute, violin, cello, and harpsichord presents music by JS Bach, Vivaldi, Handel, Quantz, and Telemann. The artists are Angela Massey on flute, Seeun Baek on violin, Thomas Maternik-Piret on cello, and Alexandra Dunbar on harpsichord. The ensemble travels with a harpsichord, adding the instrument's distinctive sound to the program.

Grace United Methodist Church
MAY2
Workshops & Classes

Make Your Own Mini Beaded Flower Bouquet

With spring in full swing and summer on the horizon, spend some time creating mini beaded flower bouquets. No prior experience is needed. This hands-on activity makes a thoughtful Mother’s Day gift or a meaningful way to share time with the ladies in your life. Each participant crafts seven beaded blooms and can choose to turn the design into a magnet, a bag clip, or display it in a mini vase. All beads, embellishments, and tools are provided, and step-by-step guidance is offered in a warm, welcoming creative setting. The experience is beginner friendly and you will leave with a finished piece you designed. Tickets are $35 per person, or purchase three and receive a fourth free. Space is limited, so advance tickets are recommended. Suitable for ages 10 and up. Hosted at Coconut Barrel - The Artisan Market.

MAY2
Music

Afternoon Tea

Savor an elegant afternoon rooted in tradition with a thoughtful selection of fine teas paired with delectable pastries and savory bites. Members of the St. Augustine Orchestra will perform in an intimate setting, blending culinary treats with live music for a distinctive experience. Whether you are a longtime supporter or a first-time attendee, this gathering offers time to relax, connect, and celebrate the arts in a warm, welcoming atmosphere. The St. Augustine Orchestra is a not-for-profit, semi-professional ensemble based in St. Augustine that presents public and private concerts and promotes symphonic music throughout Florida’s First Coast. Tickets are $50 per person.

St Anastasia Catholic Church
MAY2
Family

Crusin' with Cops

A one mile bike ride with safety stops along the route welcomes participants 14 and younger. The group will meet at Ron Parker Park. To confirm attendance, please RSVP by emailing contact@sabpd.org.

Ron Parker Park
MAY2
Music

Bad Dog Mama

Bad Dog Mama takes the stage at Prohibition Kitchen for a lively show full of classic good-time energy. Chelsea will perform, and the lineup may include surprise guests, possibly Galen. Expect a roomy stage, a cheerful atmosphere, tasty food, and a welcoming local crowd.

Prohibition Kitchen
MAY2
Fundraisers

SAVE THE DATE! Pirate Debauchery Bingo! Presented by Ancient City Privateers

Set course for a raucous bingo night at The Willie Galimore Center, presented by Ancient City Privateers. Classic number calling gets a mischievous pirate twist, with cheeky challenges, surprises along the way, and prizes suited to bold swashbucklers. Drinks will be available and some rewards are alcohol themed, so this event is for ages 21 and up. Ticket information will be announced in the spring. Proceeds support local charities, and Ancient City Privateers, Inc. is a 501(c)(3) nonprofit. Free parking is available.

The Willie Galimore Center
MAY2
Music

Sunset River Jazz Cruise

An adults-only two-hour Sunset River Jazz Cruise along the waterways of St. Augustine features live jazz, artisanal charcuterie, a complimentary glass of boutique wine, and scenic views. Music comes from HighTide Players, performing a mix of jazz standards and timeless favorites. Guitarist Bill Vasileff began on piano at age seven, picked up guitar in high school, studied at the Loyola College of Music in New Orleans, and spent a decade collaborating and learning with accomplished musicians before returning to Jacksonville, where he continues to perform and focuses on teaching and making music. He is joined by percussionist Kevin Bachman, also known as K2, a veteran of more than 35 years who started in a Cincinnati high school garage band and has played clubs, bars, and events across Ohio and Florida, drawing on influences from Miles Davis to the Grateful Dead. Together they bring a fluid, melodic approach as part of HighTide Players in St. Augustine.

Florida Water Tours
MAY2
Comedy

Unscripted Comedy

Experience a two-part improvised comedy show where audience suggestions spark quick-hit games, inventive scenes, and a fully improvised one-act play. Everything is created on the spot, so no two moments are the same and this performance will not happen again in exactly the same way. Tickets are $17 in advance or $20 at the door. Third Space offers beer, wine, soft drinks, fresh popcorn, and other snacks in the Laughter Lounge, which opens 30 minutes before the show.

MAY2
Festivals

Craft Brewers’ Festival 2026

The 7th Annual St. Augustine Craft Brewers’ Festival will feature unlimited samples from over 25 local and regional breweries. Food trucks will be available, along with live music and a photo booth. Face painting will be available for children, and there will be plenty of space for them to play. Minors must be supervised. The event supports Brewing a Community, a local non-profit, and proceeds will go to organizations in need throughout the community. Water will be available.

Ponce de Leon's Fountain of Youth Archaeological Park
MAY2
Workshops & Classes

Quilts N Cookies

At Cut Up and Sew in St. Augustine, Melanie and Faron host a cozy quilting get-together featuring updates on upcoming events, new fabric lines, and other shop news. Attendees can bring a favorite project for Show and Tell, enjoy sweets and coffee, and pick up a new skill during a technique demonstration. For the relaunch, a special demo focuses on simple paper foundation piecing. Exclusive in-store discounts are available to participants. It offers a friendly way to connect, create, and celebrate with the quilting community.

Cut Up and Sew
MAY2
Markets

Grand Oaks Vendor Village

A Vendor Village returns to Grand Oaks, set up in the field beside the clubhouse, celebrating spring with a small business pop-up for the Grand Oaks and St. Augustine community. Visitors can explore local vendors along with food trucks, shaved ice, coffee, sourdough breads, fresh Italian fare, cottage bakers, 3D printing and more. Families will find kid-friendly fun such as a bounce house and a foam party, and there will be music throughout. Admission is free to the public.

State Road 16
MAY2
Festivals

Romanza Festivale 2026

Hosted in Historic Downtown St. Augustine, Romanza Festivale of Music and The Arts 2026 is an annual celebration featuring a lineup of more than forty headline and partner events. The program spans music, dance, and visual arts, offering a wide range of performances and creative experiences throughout the festival.

Historic Downtown
MAY2
Music

Dixon's Violin

Dixon's Violin appears at Cafe Eleven in St. Augustine Beach for a ticketed show. The event features this act live at the venue.

Café Eleven Restaurant & Catering
MAY2
Markets

Fit Street Market

Set at Francis Field, this marketplace centers on health, wellness, and fitness, bringing together local small businesses, fitness instructors, wellness brands, and food vendors.

Francis Field
MAY2
Markets

CFPACS First Annual Palm Show & Sale

See and buy rare palms from around the world, Replace plants lost in the big freeze, Or try something new and exciting for your yard! You can also tour the botanical garden and learn what survives and thrives here! We will have vendors from around Florida plus a delicious Food Truck! Admission is Free to CFPACS & SJBGNP Members, Regular Admission Rates for Non-Members. Visit our website for more details.

St. Johns Botanical Garden & Nature Preserve
MAY2
Fundraisers

Waves of Hope 5K

Participate in the inaugural Waves of Hope 5K, a fundraiser for the Tidal Resilience Foundation, a Northeast Florida nonprofit that supports children and families who have experienced the loss of a parent or caregiver. The foundation provides resilience programs that use ocean-based lessons to help grieving young people connect with others and find a sense of belonging. The race begins at the pier and goes south down the beach, turning around just past Guy Harvey Resort and heading back to the pier. All racers are invited to Back 40 A1A for the official celebration and awards, where your race ticket can be exchanged for one free drink. Awards will be presented to the fastest runners in various age and gender categories.

Saint Augustine Beach
MAY3
Health & Wellness

Mama + Baby Sound Bath

A soothing sound bath created for mothers and their little ones in the earliest months, approximately 0 to 12 months, before walking. Gentle tones and soft vibrations support nervous system regulation for both mom and baby, offering a calm space to soften, breathe, and simply be together. The session is entirely baby led... movement, feeding, soothing, diaper changes, and tending to needs are always welcome. There is no expectation of silence or stillness, only the invitation to arrive exactly as you are. Settle in however feels most supportive, with baby on your chest or belly, in your arms, in a carrier, or on a blanket beside you. A separate breakout space is available if you need to step out. Attendance is limited to eight mothers with their babies to keep the experience intimate and comfortable. Hosted by Safe & Sound Wellness and facilitated by Christen Helme, Certified Sound Bath Practitioner and Integrative Health Coach. The fee is $40 for mom and baby.

Safe & Sound Wellness
MAY3
Music

Tres De Mayo music cruise on Sabrage

Experience a Tres de Mayo music cruise to downtown St Augustine. Complimentary parking is available, and there is an onboard restroom and a bar for refreshments. A live band sets the mood throughout the trip. Tickets can be obtained through the provided link.

MAY3
Art & Culture

Lisa Lockhart & Friends

This free concert revisits Lisa Lockhart’s original Festivale theme and showcases Sposi Cantanti, The Singing Spouses, a quartet of talented local vocalists who are two married couples. The program celebrates the joys and challenges of love and marriage with favorite selections from musical theatre, operetta, and art song. The ensemble features sopranos Lisa Lockhart and Victoria Isernia with baritones Dirk Gavin McCoy and John Tibbetts, II, accompanied by pianist Keith Teepen.

The Waterworks
MAY3
Outdoor Recreation

Guided Bird Walk

Explore Anastasia State Park, part of the Great Florida Birding and Wildlife Trail, on a guided bird walk led by a park volunteer who shares helpful tips along the way. The route may include the beach, boardwalks, trails, and other viewing spots, with chances to see seabirds, shorebirds, and wading birds. All experience levels are welcome. Dress for the weather and bring binoculars, comfortable walking shoes, and a bird field guide if you have one. The group meets at the Island Beach Shop & Grill at the end of the main park drive. This activity is weather dependent and may be canceled. There is no separate fee for the program, but regular park admission applies. Entry is $8 per vehicle with two to eight people, $4 for a single-occupant vehicle, and $2 for pedestrians, bicyclists, extra passengers, or passengers in a vehicle with an Annual Individual Entrance Pass. For more information, call the park at (904) 461-2033.

Anastasia State Park
MAY3
Markets

North City Farmers Market Grand Opening

The grand opening introduces a new farmers market on the north side of St. Augustine, created to bring the community together with local artists, farmers, and food lovers for a lively Sunday marketplace. Vendor and booth applications are set to roll out within the week. Look for local favorites such as Bee Hill Farms and Sunrise Brew Coffee, with additional business spotlights and details to come.

Schooner's Seafood House
MAY3
Sales & Discounts

Bridal Sample SALE!

Discover deep savings at a bridal sample sale where the full selection is discounted. Designer wedding dresses in store feature markdowns reaching 75 percent, with many gowns under $1,499 and options starting at $499. This experience is ideal for brides who have already explored styles, know what they want, and are ready to buy. Each appointment lasts one hour and availability is limited, with slots secured in order of arrival. Settle the full balance to take your gown home the same day. In-store, look for additional deals on veils, accessories, and more. Those who are still in the early planning stage or just gathering ideas may want to wait for a different opportunity.

MAY3
Festivals

Craft Brewers Festival

Enjoy the St. Augustine Craft Brewers Festival. Ticket prices may fluctuate due to this being a resale marketplace.

Ponce de Leon's Fountain of Youth Archaeological Park
MAY3
Workshops & Classes

Beach Besties Acrylic Paint Class

Capture sunny, beachside friendship in a guided acrylic class that focuses on creating a personalized Beach Besties painting. Work on a 12x16 pre-sketched canvas and follow step-by-step instruction to make the scene reflect you and your friends. No experience is required, and all supplies are provided. Cost is $35 and up, and payment secures your seat since spots are limited. Ideal for a girls day, a family activity, or an early Mother’s Day treat. Art kits and private paint party options are available on request.

MAY4
Family

Mother Son Night

Enjoy a mother and son night filled with memorable activities. Stuck on You Body Art will be offering sparkling temporary tattoos, Cool Beans Coffee will be on hand, and there will be photo spots set up for moms and sons. Expect a visit from Andy Armadillo and take time to create thoughtful Mother’s Day crafts together.

MAY4
Health & Wellness

Heart, Mind & Spirit Recovery Meeting

This recovery meeting centers on the heart, mind, and spirit, offering supportive tools and programming that emphasize the spiritual side of healing. It is intended for people who want to move into the next chapter of recovery, nurturing lasting change through spiritual principles and practical guidance. The meeting is described as a love offering.

MAY4
Music

Into the Rhythm Community Drumming

Enjoy a free community drumming session at St. Cyprian's Episcopal Church led by Amber Hall of Into the Rhythm. Open to all experience levels, this interactive gathering gets everyone playing within moments, including those new to drumming. Hall, a member of the Drum Circle Facilitators Guild, guides the group through accessible rhythms that focus on participation and connection. Drums are provided, and participants may bring their own drums or other percussion. Please bring a personal chair.

St. Cyprian's Episcopal Church
MAY4
Workshops & Classes

Level 1 Improv

Bring more joy, fun, and laughter into everyday life with a six week beginner improv class for adults. In a welcoming, supportive setting, participants explore the foundations of improvisational theater while building confidence and collaborative play skills. Sessions highlight staying present and responding in the moment, accepting and building on partners’ ideas, treating mistakes as opportunities, creating together, discovering new creative instincts, and getting comfortable performing without a script. The course also introduces the natural flow of spontaneous group comedy and the teamwork that makes it work. By the end, you will have a working grasp of essential improv principles and greater ease on stage and beyond, all at Third Space Improv in St. Augustine.

Third Space Improv
MAY4
Music

Vivace!

Enjoy a free concert with Vivace!, a women’s vocal trio whose name translates to lively in Italian. Performing together since 1991, St. Augustine singers Kris Kelly, Jane Mathis, and Greer Sullivan share a flexible repertoire that spans multiple styles. Their program, A Sentimental Journey, features favorite songs from across decades, with a Golden Oldies segment that recalls the tight harmonies of celebrated trios from the 1940s and 1950s. Local pianist Curtis Powell accompanies the trio at St. Cyprian’s Episcopal Church.

St. Cyprian's Episcopal Church
MAY4
Health & Wellness

Weekly Group Meditation & Sound Bath

The gathering begins with candlelight and spoken intentions, followed by drawing cards for guidance to encourage openness and clarity. It then moves into a restorative meditation that may be a gently guided journey or a music-centered experience supported by the calming resonance of sound bowls. Offered as a love offering.

MAY4
Sales & Discounts

50% off Mondays all Marvel and DC comics table top only!

Take 50 percent off Marvel and DC comics on Mondays, with savings limited to the tabletop selection.

MAY4
Music

Chamber Music Series

This free concert brings baritone John Daugherty together with pianist Keith Teepen for an intimate program of storytelling through music. The selections range from cherished classics to modern works, weaving poetic texts with sweeping melodies and theatrical color. Their collaboration showcases the full expressive range of voice and piano and celebrates the connection between words and music on the recital stage. Presented at Grace United Methodist Church.

Grace United Methodist Church
MAY4
Health & Wellness

Mountain Mondaze

On Mondays, the focus shifts from moving mountains to climbing them at GOOD TROUBLE in Stone Climbing Gym. The setting centers on growth, connection, and purposeful challenge, with access available through a day pass or a monthly membership. It is presented as more than a workout, offering a natural lift, a genuine community, and chances to move beyond the urge to stay home. Routes act as mirrors, highlighting hesitation, building trust, and revealing resilience. The space is shared by people choosing growth and movement, so encouragement is part of the experience. Many come for the climb, stay for the connections, and leave feeling stronger in body and mind... all in the spirit of good trouble.

MAY4
Festivals

Romanza Festivale

The annual Romanza Festivale of Music and The Arts is coming! The festival includes music, dance, visual arts, theater, spoken word, and more. Events take place at various locations throughout St. Augustine. Most events are free.

Historic Downtown
MAY5
Art & Culture

SAAA May Monthly Meeting with Guest Chuck Meide

This in-person event features Chuck Meide from the St. Augustine Lighthouse and Maritime Museum sharing updates on local archaeology from the year. It is co-hosted by the Florida Public Archaeology Network and Flagler College. The meeting takes place in the Tiffany Room at Flagler College.

Tiffany Room at Flagler College
MAY5
Groups & Meetups

Tuesday Night Darts Social Meetup!

A relaxed darts social at Dog Rose Brewing Co. welcomes anyone who enjoys throwing darts and meeting new people. This is not a league, so there is no commitment and participants can drop in as they wish. The format changes with attendance, with possibilities that include singles, doubles, Cricket, 301, or 501. The goal is to build a regular group of about eight players. With two cork boards and steel tip darts available, the group can run random draw teams and, when turnout allows, a double elimination bracket. Winners receive prizes and Dog Rose swag. Enjoy darts alongside good beer and the company of fellow players.

Dog Rose Brewing Co.
MAY5
Music

Dr. Jonathan Dotson and more

Admission is free. St. Augustine native Dr. Jonathan Dotson offers a program of Spanish classical guitar and chamber music that spans 450 years of repertoire. The evening continues with Dotson conducting the SJCCA Classical Guitar Ensemble from St. Augustine High School, recognized as the first high school guitar ensemble of its kind in the United States.

The Waterworks
MAY5
Music

Ancient City Rock

Ancient City Rock brings a classic rock showcase to Trade Winds Tropical Lounge for Trade Winds Tuesday. Based in St. Augustine, Florida, the group features both male and female lead singers with layered harmonies, two lead guitars, bass, and drums. The set spans rock and roll from The Beatles, The Stones, and Tom Petty, Southern rock by Lynyrd Skynyrd and The Allman Brothers, and classics from Led Zeppelin.

Trade Winds Tropical Lounge
MAY5
Workshops & Classes

Blooming Flowers Coaster Workshop Coconut Barrel 5/5

Experiment with resin, alcohol ink, and resin paste in a hands on resin art workshop focused on floral effects. Participants create a coordinated set that includes four coasters featuring bloom like designs and a decorated holder to match. Finished pieces must cure on site before pickup.

Coconut Barrel
MAY5
Health & Wellness

Adult Children of Alcholics - Daily Reader and BRB Study Group

Peeling the Onion is an in-person ACA meeting in the meeting room at CSL First City Teaching Chapter. The discussion centers on readings from the fellowship text, often called the Big Red Book, and the Strengthening My Recovery daily reader, followed by participant sharing. It welcomes anyone affected by growing up in a dysfunctional home and creates a supportive, judgment-free space to look at how childhood abuse, neglect, and trauma influence life today. Using the Twelve Steps and Twelve Traditions as a framework, the group focuses on healing core trauma, finding freedom from shame and abandonment, and learning to become a loving parent to oneself. Participants can also reflect on the Laundry List, a summary of 14 traits commonly seen among adult children, to recognize patterns and support recovery.

MAY5
Festivals

Romanza Festivale 2026

The annual Romanza Festivale of Music and The Arts is coming! This event features music, dance, visual arts, theater, spoken word, and more. These events take place at different venues throughout St. Augustine and most of them are free. The Festivale showcases performances by arts and cultural non-profit organizations.

Historic Downtown St. Augustine
MAY5
Music

Guttermouth

Find tickets to see Guttermouth perform.

Café Eleven Restaurant & Catering
MAY6
Food & Drink

The Saltworks Supper

Kick off the St. Augustine Food + Wine Festival with a coastal dinner along Florida’s historic shoreline. The night opens with a spirited cocktail hour, then transitions to a seated multi-course meal at Michael’s. Each course highlights a unique salt origin or a brining technique, celebrating bold, expressive flavors rooted in St. Augustine’s maritime heritage.

Michael’s
MAY6
Art & Culture

"Florida Through the Years"

The Florida Storytelling Troupe presents Florida Through the Years at the Ximenez-Fatio House Museum. This free program features stories of Florida alongside folktales, personal narratives, and other genres. Tellers Kathy Kniery and David Fussell, recipients of the Florida Storytelling Association's Ambassador of Storytelling Award, lead the performance. The troupe has spent years entertaining and educating audiences throughout North Central Florida.

Ximenez-Fatio House Museum
MAY6
Festivals

2026 St. Augustine History Festival

The St. Augustine History Festival presents events at more than 25 historic sites throughout St. Augustine, Florida. It was developed by the University of Florida Historic St. Augustine, Inc.

Saint Augustine, Florida
MAY6
Art & Culture

Chamber Music Series

A free chamber program at Grace United Methodist Church highlights Korean musical traditions. Soprano Sunny Choi, pianist Rachel Park, and violinist Ingang Han present Korean art songs, the folk tune Arirang, and instrumental works by modern Korean composers. The program explores interpretation and style, sharing perspectives and artistry that extend beyond Western classical conventions.

Grace United Methodist Church
MAY6
Festivals

Romanza Festivale 2026

The annual Romanza Festivale of Music and The Arts is coming! There will be over 40 events featuring music, dance, visual arts, theater, spoken word, and more throughout St. Augustine. Many events are free. The Festivale showcases productions by talented Arts and Cultural non-profit organizations. Venues include The Waterworks, Memorial Presbyterian Church, St. Cyprian’s Episcopal Church and Courtyard, Third Space Improv, and Lewis Auditorium.

Historic Downtown St. Augustine
MAY7
Festivals

St. Augustine Food & Wine Festival

A culinary celebration set in St. Augustine along Florida’s historic coast, this festival presents a showcase devoted to food and wine in one of the nation’s most beautiful and historic cities.

Ancient City Farmstead
MAY7
Art & Culture

When History Becomes Story with Author Kim Bradley

Explore 18th century East Florida as local historical fiction author K. Pearson Bradley shares how raw history becomes compelling narrative. Hear about her research through letters, maps, and long overlooked records, and how she shapes real events into memorable characters and scenes from the British colonial era. She will also describe tracing historical figures from Florida across the Mediterranean, including work in Greece, Turkey, and Menorca, to illuminate the diverse people who influenced Florida’s Historic Coast. This free event takes place at St. Cyprian’s Mission House.

St. Cyprian's Episcopal Church
MAY7
Music

Happy Hour

The Usual Suspects, the acoustic and electric duo of Elizabeth Roth and Joe Fasano, present a night of live music. Their performance showcases layered harmonies and heartfelt vocals, with a varied setlist that blends warm acoustic textures with vibrant electric energy.

Tradewinds Tropical Lounge St. Augustine
MAY7
Music

George Thorogood & The Destroyers “THE BADDEST SHOW ON EARTH”

Presented by AEG Presents, this live show at The St. Augustine Amphitheatre features performances by George Thorogood & The Destroyers along with The Marshall Tucker Band. Both artists appear on the same bill for a single event at the amphitheatre.

The St. Augustine Amphitheatre
MAY7
Theater

Once On This Island

Once on This Island presents a Caribbean-infused musical journey centered on Ti Moune, a young woman of humble roots who saves and falls for a privileged young man from the other side of an island divided by class. Guided by the island's gods, her path unfolds across themes of love, social barriers, sacrifice, and fate. With folk tales, pulsing music, and tender storytelling interlaced throughout, the show salutes resilience, the strength of community, and the life-changing promise of hope.

Limelight Theatre
MAY7
Music

Key of Seas

This free event introduces the first complete a cappella program by Key of Seas, the treble contemporary a cappella ensemble at Flagler College. The Music Ambassadors will open with additional a cappella arrangements. Comprised of students selected through auditions, Key of Seas presents two main concerts each year. The ensemble is directed by Kip Taisey, Associate Professor of Music at Flagler College.

Lewis Auditorium
MAY7
Outdoor Recreation

Coffee and a Garden Tour

Enjoy coffee while exploring a native plant garden on a guided tour. Gardeners will lead tours, and there will be people available to chat about native plants, birds, and butterflies.

St Augustine Visitor Info Center
MAY7
Health & Wellness

Readings with Maureen "Mo" Aruta at The Chakra Shoppe!

Explore intuitive guidance with private readings by Maureen "Mo" Aruta at The Chakra Shoppe. Offerings include connecting with a cherished pet who has passed, energy balancing, cord cutting, grounding, and past life clearing. Reservations can be made in advance with special pricing available during this remote event, and walk-ins are welcome. The Chakra Shoppe, created by Niki and Ryan Oman, provides a warm environment with a range of metaphysical supplies. It is situated in historic downtown Saint Augustine inside St. Georges Row Mall near the Columbia Restaurant and Earth Bound Trading Company on Saint George Street.

MAY7
Health & Wellness

Adult Children of Alcholics - Yellow Book - Step Study - CoEd - Open

An open, in-person Adult Children of Alcoholics and Dysfunctional Families step study that uses the Fellowship Text, also known as the Yellow Book, in a discussion format. The meeting takes place in the meeting room at CSL First City Teaching Chapter and is conducted in English. It follows the Twelve Steps and Twelve Traditions of ACA and welcomes adults of all genders. Participants share about growing up in dysfunctional families and how those experiences can influence life today. The group offers a supportive, nonjudgmental space to mourn childhood losses, take honest personal inventory, work toward healing core trauma, find relief from shame and abandonment, and practice becoming a loving parent to oneself. Topics may also draw from the Laundry List, the fourteen traits commonly identified by ACA.

MAY7
Food & Drink

Foodies & Fears: Paranormies

Foodies & Fears St. Augustine: Paranormies is scheduled at Sweet City Cupcakes. This is a ticketed event, and tickets are available for purchase.

Sweet City Cupcakes
MAY7
Festivals

Romanza Festivale 2026

The annual Romanza Festivale of Music and The Arts is coming! This event features over 40 headline and partner events with music, dance, visual arts, theater, spoken word, and more. Events take place at different venues throughout St. Augustine, and the majority are free.

Historic Downtown
MAY7
Music

Joseph Arthur

Experience a live concert by Joseph Arthur at Cafe Eleven in Saint Augustine Beach. Tickets are available for this event.

Café Eleven Restaurant & Catering
MAY8
Food & Drink

A Taste of St. Augustine for Mom with Tasting Tours

Mother’s Day Weekend in St. Augustine brings the Sip & Savor Experience, a guided food tour through the Historic District that blends rich local history with chef-driven elements.

The Tasting Tours
MAY8
Sales & Discounts

Mother’s Day Weekend at Blue Water Jewelers

Make Mother’s Day gifting easy with a relaxed weekend shopping experience at Blue Water Jewelers. Browse jewelry while enjoying champagne or a cocktail, then take advantage of thoughtful extras that turn choosing a present into a treat. Purchases of $399 or more come with a summer beach gift bag created in partnership with Shiny Hiny Sunscreen, filled with sunscreen, a trucker hat, and other beach ready surprises. Quantities are limited, and once they are gone they are gone. Pampering is part of the plan too. Guests can receive complimentary hand massages from Spa Life Skin Laser while they shop, with limited availability that makes arriving early a smart move. Qualifying purchases also include a $50 Spa Life Skin Laser gift card for a future visit. Everyone who attends is entered for a chance to win a gift card for brunch at a popular local spot, a fun way to skip cooking and keep the celebration going. The idea is simple, no guessing, no last minute panic, and plenty of options so the person being celebrated can choose what they truly want.

MAY8
Markets

Croc-Tails & Night Market 2026

Explore the zoo after dark at a Night Market that blends shopping with conservation support. Browse artistic vendors and make conservation connections throughout the night. Food, crafted cocktails, beer, and wine from the Toucantina snack bar will be available for purchase. The event benefits the Reptile Preservation Institute. Admission is $10 and is sold at the door only. Credit cards are accepted for entry and cash is not accepted. Raffle tickets are $2 each, 3 for $5, or 6 for $10 and can be purchased with cash or card. Do not purchase tickets from unauthorized sellers, since tickets are only available at the door. Confirmed vendors will be announced.

St. Augustine Alligator Farm
MAY8
Music

Glory Grooves @ Arnold's St. Augustine

Glory leads a high-energy night at Arnold's with crowd-pleasing hits made famous by standout female artists. Expect catchy songs that keep the dancing going, a friendly and welcoming vibe, plentiful pours at the bar, and a dance floor ready for movement.

Arnold's
MAY8
Music

Ethel Cain - The Willoughby Tucker Forever Tour

Ethel Cain brings The Willoughby Tucker Forever Tour to The St. Augustine Amphitheatre, spotlighting the project created by Florida-born multidisciplinary artist Hayden Anhedönia. After teaching herself to produce and releasing early work from home, she relocated to Indiana and crafted the 2021 EP Inbred entirely on her own in the basement of a former church. Her debut album, Preacher’s Daughter, arrived in 2022 after years of development and earned widespread praise from outlets including The New York Times, NPR, Vogue, W Magazine, and V Magazine. In 2025 she released Perverts, conceived in Coraopolis, Pennsylvania and completed in Tallahassee, Florida, a self-produced collection that reaches into drone, noise, slowcore, and ambient sounds and garnered strong critical response. In recent years she has performed sold out shows and major festival sets worldwide, appeared on runways in New York and Paris, and collaborated with Givenchy, Miu Miu, and Calvin Klein, while sharing stages with Florence + the Machine, Mitski, and more. She returns to the stage to introduce the new album Willoughby Tucker, I’ll Always Love You, a prequel to Preacher’s Daughter.

The St. Augustine Amphitheatre
MAY8
Music

The Saint Augustine Concert Band

This free concert spotlights music of the American West as the Saint Augustine Concert Band performs well known themes that pay tribute to sweeping landscapes and iconic characters. The ensemble traces its origins to the early 1900s, when it began as a military style group of about 16 members, and it has since expanded to roughly 70 performers that include students, amateurs, and semi-professionals from the surrounding area. The performance takes place at RJ Murray Middle School.

RJ Murray Middle School
MAY8
Theater

Rounding Third

A Classic Theatre stages Richard Dresser's Rounding Third at The Waterworks, a two-actor comedy about two Little League coaches with opposing views. Don, a hyper-masculine competitor determined to win no matter what, clashes with his new assistant, Michael, who believes the kids should have fun and learn along the way. Each man has a son on the team, which raises the stakes as they try to guide their players toward success. Directed by Rick Circucci. This production may not be suitable for younger audiences. Tickets are $25, with a $15 student rate.

The Waterworks
MAY8
Art & Culture

Take Me Out to the Ball Game

Presented as part of Romanza Festivale 2026, this program celebrates the national pastime through music. Songs drawn from the National Baseball Hall of Fame sheet music archives shape a nine inning set of early twentieth century favorites. An extra inning adds music from the opera The Mighty Casey along with a spoken rendition of Casey at the Bat. The lineup features General and Artistic Director Curtis Tucker, soprano Haley Kirk, tenor Edward Brennan who also serves as Director of Development, and pianist Michael Giuliani. Admission is free and the event is family friendly, appealing to both music and baseball fans.

The Waterworks 184 San Marco Ave, St. Augustine, FL 32084
MAY8
Festivals

Romanza Festivale 2026

The annual Romanza Festivale of Music and The Arts is coming! The festival includes music, dance, visual arts, theatre, spoken word, and more. These events will take place at various locations throughout St. Augustine, and most of them are free.

Historic Downtown St. Augustine
MAY8
Festivals

St. Augustine Food & Wine Festival

Set along Florida's historic coast, the St. Augustine Food + Wine Festival is a celebration of cuisine in one of the nation’s most scenic and storied cities. It serves as a showcase for food and wine.

Ancient City Farmstead
MAY9
Art & Culture

A Duel on Aviles Street

Part of the St Augustine History Festival, this presentation follows a romantic rivalry that spills over into a crime of passion. The unfolding scene invites the audience to weigh a pivotal question... was it a proper duel or a killing carried out in cold blood? Within the festival’s focus on the past, it encourages reflection on honor, motive, and the line between justice and wrongdoing.

Spanish Military Hospital Museum
MAY9
Art & Culture

UF History Festival Free Talk

A free talk at the Ximenez-Fatio House Museum features Hannah Rose, the museum’s Administrative and Membership Coordinator. The program highlights the enterprising women connected to this historic home and explores how the diverse cultures of 19th century St. Augustine influenced the property and the residents who lived there. Presented as part of the St. Augustine History Festival, created by UF Historic St. Augustine, Inc., it celebrates National Historic Preservation Month and shares the city’s story from its 1565 founding to recent research through more than 30 special events and historic sites. Guests will hear these stories inside a museum that has stood for over 228 years.

Ximenez-Fatio House Museum
MAY9
Workshops & Classes

collage exploration

A collage class that encourages personal expression and helps you find your artistic voice. For any questions, reach out to the organizer by phone or message.

The Art House By Vanessa Hajje
MAY9
Theater

Flo-Arts Students Celebrate Broadway

Enjoy a free concert at Center for Spiritual Living featuring FloArts students led by Russell Franks. The program spans beloved Broadway classics and newer selections, along with pieces arranged and choreographed for ensembles, solos, and duets. Performers are students from Florida School of the Arts, the state’s first two-year program focused on intensive training in fine arts, dance, theater technology, acting, and musical theater.

Center For Spiritual Living, St. Augustine
MAY9
Music

St. Augustine Community Chorus: "The Way to Peace"

The St. Augustine Community Chorus closes its American 250 trilogy with a Masterworks program centered on The Way to Peace, the title work by composer Elaine Hagenberg. Beauty and renewal anchor the program, with music that spans from Haydn to Hagenberg and blends cherished classics with contemporary selections to guide listeners from darkness toward a hopeful horizon. The performance is led by Michael Sanflippo and takes place at Ancient City Baptist Church. Tickets are $30 general admission, $5 for active military, and $12 for children under 17.

Ancient City Baptist Church
MAY9
Music

Sunset River Jazz Cruise

Drift along the waterways of St. Augustine on an adults-only, two hour jazz cruise featuring live music, artisanal charcuterie, and scenic views. The experience includes one complimentary glass of boutique wine to enjoy while you relax on the water. Music comes from the HighTide Players, a group that blends classic jazz standards with lively favorites. Guitarist Bill Vasileff began on piano at seven and later took up guitar in high school, studied jazz at the Loyola College of Music in New Orleans, and spent a decade collaborating and learning with other musicians before returning to Jacksonville to perform while focusing on teaching and creating. Joining him is percussionist Kevin “K2” Bachman, a working musician for more than 35 years whose path started in a Cincinnati high school garage band, with performances across clubs, bars, and events in Ohio and Florida and influences that range from Miles Davis to The Grateful Dead. Together they bring the HighTide Players’ sound to the river for this cruise.

Florida Water Tours
MAY9
Family

Dinner and a Movie: Freakier Friday

At the Solomon Calhoun Community Center, a dinner is followed by a screening of the 2025 film Freakier Friday. The story catches up with Tess and Anna twenty-two years after their identity crisis. Anna now has a daughter and a soon-to-be stepdaughter, and as two families come together, she and Tess face new challenges that suggest history may repeat itself.

Solomon Calhoun Community Center
MAY9
Comedy

Unscripted Comedy

A two-part improv comedy show invites the audience to fuel the fun, with suggestions sparking quick-hit games and scenes that lead to an entirely improvised one-act play. Everything is created in the moment and will never be repeated, with no scripts involved. Tickets are $17 in advance or $20 at the door. Third Space offers beer, wine, soft drinks, fresh popcorn, and other snacks in the Laughter Lounge.

MAY9
Workshops & Classes

Camp Canine - St. Augustine

Build everyday manners with your dog through a six week outdoor group program that takes training into real environments. Each session emphasizes practical skills, clear communication between handler and dog, and strong engagement even when distractions are present. Training covers polite leash walking without pulling, a dependable recall, core cues such as sit, down, and place with longer hold times, plus impulse control and steady behavior around people, other dogs, and busy surroundings. Whether you are starting fresh or refining what your dog already knows, the curriculum adapts to your team and moves you forward. Expect direct, practical coaching from experienced professional trainers, a step by step progression across six weeks, and real world setups that translate to daily life so you can keep improving after class. Suitable for all breeds and skill levels. Enrollment is limited to maintain focused attention for each participant.

Castillo de San Marcos National Monument
MAY9
Sales & Discounts

Loco's Only Coffee Rave

Locos Only Coffee and Graet Goods are collaborating on a high-energy coffee rave that turns waking up into a celebration. Shop for clothing, dance, and enjoy coffee while DJ Joy Factor keeps the music going. Early birds receive 15% off clothing, and a complimentary welcome mimosa awaits upon arrival while supplies last.

Graet Goods
MAY9
Art & Culture

Fort St. Mark in 1776

A detachment from Falcon will conduct drills with 6-pounder artillery and carry out salute firings at intervals throughout the day.

Castillo de San Marcos National Monument
MAY9
Sports

SASS Wendy Thomson Memorial Race

Honoring Wendy Thomson, a cherished friend and teacher who founded the youth sailing program at the St. Augustine Yacht Club, this memorial sailing race brings sailors together on the water. The day includes a skippers' meeting at Camachee Cove, separate starts for mixed crews and for all-women crews, and an awards presentation at SAYC. Racing is weather dependent and may be held inshore or offshore.

St. Augustine Yacht Club
MAY9
Outdoor Recreation

Old Town Shots

At Douglas C. Crane Park, this on-the-water outing begins with a launch from the ramp, then a cruise to a nearby fort to await a cannon blast. After the signal, the group continues with a fun day on the water, stopping at water-accessible restaurants for food or shots, based on preference. Live music and a few giveaways are part of the plan. More details will be shared closer to the outing.

Douglas C. Crane Park
MAY9
Health & Wellness

In Bloom: Women’s One Day Wellness Retreat- Yin Yoga, Sound Bath, Communal Art

At The Venue in St Augustine, this one-day women’s wellness retreat invites participants to slow down and reconnect with themselves. The experience weaves yin yoga, intuitive art-making, and a heart centered sound bath, all offered within a welcoming environment that emphasizes curiosity and support. It is an opportunity to pause, reflect, and connect with others in community, and no prior experience is necessary. Space is limited.

The Venue in St Augustine
MAY9
Workshops & Classes

Orchid Basics & Then Some

Master Gardener Dena Shafer will discuss orchid culture including potting mix, fertilizing, disease prevention, repotting, and mounting tips. Fee: $10 plus Garden admission. To register, call Kaitlyn 904-540-3294.

St. Johns Botanical Garden & Nature Preserve
MAY9
Family

Mother's Day Tea Party

Celebrate moms, grandmothers, and little ones with a cheerful Mother’s Day tea party at 808 Bounce Indoor Fun Centers. The $40 Mom and Me package includes tea, light bites, a photo opportunity, and an all-day open play pass for one child. Additional attendees, whether another child or an adult, are $15 each. The event welcomes all ages, including aunts and extended family. Space is limited, so advance reservations are encouraged. Reserve in-store or online, or call (808) 284-1669 for details. Festive attire is welcome for photos and fun.

808 Bounce
MAY9
Workshops & Classes

Virtuous Women Craft & Brunch Fest

Virtuous Women of Words of Life Ministries presents a free craft and brunch gathering at Home2 Suites by Hilton St. Augustine I-95, centered on creative expression, meaningful connection, and community. Participants can try painting, crocheting, and vision boarding, or explore another new craft in a welcoming setting. The experience is rooted in shared faith and fellowship, offering time to create, laugh, and leave refreshed among women. Capacity is limited.

Home2 Suites by Hilton St. Augustine I-95 (Saint Augustine, FL)
MAY9
Art & Culture

Celebrate Gullah Geechee History

In celebration of St. Augustine History Week, this event spotlights the families who built Lincolnville. Attendees can watch demonstrations by heritage artists, including a basket weaver, a Gullah dollmaker, and a shekere gourd maker, along with work from a Lowcountry artist. The Gullah Geechee Ringshouters are also featured. The experience centers on the history, traditions, and crafts of Gullah Geechee ancestors and takes place at the Best Richardson African Diaspora Museum.

Best Richardson African Diaspora Literature & Culture Museum
MAY9
Workshops & Classes

Candles in the Courtyard: Candle Making Class

Set in the courtyard of a historic home over 228 years old, this candle making class is presented by Season of the Wick. Participants blend and pour a custom candle with fragrances inspired by a colonial garden and scents from across history, creating a distinctive St. Augustine keepsake. While candles set after the workshop, a free talk explores the enterprising women who operated the boarding house, presented in connection with the UF History Festival.

Ximenez-Fatio House Museum
MAY9
Art & Culture

Fort Mose Historical Society

At Fort Mose Historic State Park, Dr. David Jamison presents a program on maroon communities, highlighting their past and enduring resilience. The talk explores the lives of Africans who found ways to escape and places their experiences within the broader story of these communities.

Fort Mose Historic State Park
MAY9
Music

Alastair Greene

Find tickets to see Alastair Greene at a show.

Café Eleven Restaurant & Catering
MAY9
Art & Culture

City of St. Augustine

Dr. Roger Smith presents a talk on American prisoners of war in British-controlled St. Augustine from 1775 to 1781. The presentation focuses on this chapter of the city's past and the circumstances surrounding captivity during those years.

The Waterworks
MAY9
Festivals

Sunflower & Tomato Soirée

Enjoy fresh produce and pick your own from the field. There will be food trucks, home grown tomatoes, a sunflower field, a salsa showdown, live entertainment, a kids zone, and a handmade market with local vendors. Tickets are required.

Wesley Wells Farms
MAY10
Holidays

Mother's Day 3-Course Experience

Celebrate Mother's Day at La Cocina at the Cellar Upstairs with live music, a selection of drinks, and a three course menu created by Executive Chef Norberto Jaramillo alongside the chef de cuisine.

La Cocina at the Cellar Upstairs
MAY10
Music

Class Act Hosts the Blues at Royal St. Augustine Golf & Country Club

Class Act hosts a blues event at Royal St. Augustine Golf & Country Club. The band kicks things off with the first set, then the stage opens to jammers.

Royal St. Augustine Golf & Country Club
MAY10
Music

Akia Uwanda

This free performance features vocalist Akia Uwanda with singer and keyboardist Jerome Kyles at The Waterworks in St. Augustine, presenting a program that blends storytelling, music, and improvisation. Uwanda, from Jacksonville with both classical training and extensive experience, has served as an opener for Earth, Wind and Fire and Avery Sunshine and has performed alongside Gregory Porter and Kamasi Washington. Kyles contributes supportive keyboard accompaniment and energetic vocals that complement Uwanda’s set.

The Waterworks
MAY10
Markets

North City Farmers Market Grand Opening

Experience the grand opening of a new farmers market on the north side of St. Augustine, created to bring the community together through local artists, farmers, and food lovers. Enjoy a lively Sunday market atmosphere with local favorites such as Bee Hill Farms and Sunrise Brew Coffee, and watch for additional participating businesses as they are announced. Vendor and booth applications are expected to open this week, with more highlights and updates on the way.

Schooner's Seafood House
MAY10
Food & Drink

Mother's Day Brunch

For Mother's Day, Cordova presents a carefully crafted four-course plated brunch with live jazz in a refined setting. The experience is made for unhurried conversation and time together with the people you love.

Cordova Coastal Chophouse & Bar
MAY11
Dancing

Kaleidoscope of Dance

Kaleidoscope of Dance presents a free celebration of local talent, directed by Lynn Abjornson with Assistant Director Kim Beninate and with Bill McClure as emcee. Designed to flow smoothly from one performance to the next, the program brings a wide range of styles to the stage at Lewis Auditorium. Featured groups include Arthur Murray St. Augustine and Jacksonville South, The Dance Company’s Performance Ensemble, St. Augustine Dance Academy Performance Company, Menendez Dance Ensemble, Ponte Vedra Ballet and Dance Company, JAX City Ballet, Flamenco Perspective, Blue Lotus World Dance and Ancient City Sirens, Matanza Tap, Noise Complaint and Rhythm Theory Tap Ensemble, Arts on the Edge, The Tap Collective of 3NMotion Dance Studio, Zoika’s Dance, F13RCE Elite Training, and Calima Dance Theater.

Lewis Auditorium
MAY11
Festivals

Romanza Festivale 2026

The annual Romanza Festivale of Music and The Arts takes place in Historic Downtown St. Augustine, featuring more than 40 headline and partner events. The lineup spans music, dance, and visual arts throughout the festivale.

Historic Downtown St. Augustine
MAY13
Food & Drink

Premium Wine Tasting Experience

Experience an in-store wine tasting at ABC Fine Wine & Spirits in St. Augustine. Ideal for wine lovers and cocktail fans, this event offers an elevated tasting experience.

ABC Fine Wine & Spirits
MAY13
Music

Badfish: A Tribute to Sublime

Badfish brings a live concert to Colonial Oak Music Park in St. Augustine. Tickets are available for those who want to attend.

Colonial Oak Music Park
MAY13
Civic

GCSA 100th Anniversary Celebration

The Garden Club of St. Augustine marks its centennial with a celebratory gathering recognizing 100 years of public beautification, conservation work, and community engagement. This milestone honors the organization’s enduring service to its community.

The Garden Club of St. Augustine
MAY14
Sales & Discounts

Red, White & NEW Trade Event

Promoted as the largest RV trade event of the year, this dealership gathering features high-value trade-in offers and special-event pricing on new RVs, with payments advertised from $94 per month. Attendees can enter for a chance to win a new RV with no purchase required, find camping essentials discounted by up to 40 percent, and enjoy a complimentary cookout. Additional promotions will be available throughout the event.

Camping World of St. Augustine
MAY14
Workshops & Classes

Sewing 101: The Basics - SA

Get comfortable with your sewing machine in a beginner friendly class led by Louise at Cut Up & Sew - St. Augustine. You will practice threading the machine, winding the bobbin, and choosing stitches while learning the names and functions of key parts. Guidance includes managing speed and setting stitch length so you can sew with better control and confidence. Use the tickets option to register.

Cut Up & Sew
MAY14
Health & Wellness

Readings with Maureen "Mo" Aruta at The Chakra Shoppe!

Private intuitive readings with Maureen "Mo" Aruta are available at The Chakra Shoppe in historic downtown Saint Augustine. Sessions may include messages for guidance, connections with a cherished pet who has passed, and energy support such as balancing, cord cutting, and grounding. Past life clearings are also offered. Reservations can be made in advance, with special pricing available for services booked ahead as part of this remote event, and walk-ins are welcome. The shop features a welcoming environment created by Niki and Ryan Oman, along with a selection of metaphysical supplies to browse. The Chakra Shoppe is inside St. Georges Row Mall near the Columbia Restaurant and Earth Bound Trading Company on Saint George Street.

The Chakra Shoppe
MAY15
Music

Jim Fenske Music LIVE at The Boathouse St. Augustine

Jim Fenske brings live music to The Boathouse St. Augustine. He will be sharing songs with the crowd throughout the event.

The BoatHouse
MAY15
Music

"Broadway Blockbusters"

St. Augustine Orchestra presents its spring program, Broadway Blockbusters, at St. Augustine High School with a concert filled with well-known hits from beloved musicals. With countless classics in the repertoire, the evening features recognizable pieces from Cats, Chicago, The Lion King, My Fair Lady, and Hamilton. The ensemble includes more than 50 volunteer musicians who share music with the community throughout the year. Beyond performances, members mentor young players and often feature talented students from local schools as soloists. Tickets are $30 for adults, $15 for students ages 6 to 17, and free for children 5 and under. Group rates are available.

St. Augustine High School
MAY15
Music

Burners

Beau Knott and The Burners take the stage at the Milltop with a live set of honky-tonk and rock and roll.

The Milltop Tavern & Listening Room
MAY15
Music

Romanza Festivale 2026

Bring a chair and settle in to hear Mama Blue as the sun goes down. A sunset listening experience that invites you to sit back and take in the moment.

Historic Downtown St. Augustine
MAY16
Food & Drink

A Taste of Italy: A Romanza Afternoon

A Romanza Festivale gathering at Art Box Gallery & Studios celebrates romance, beauty, and the charm of Italian culture. The afternoon invites unhurried enjoyment of art, flavor, and conversation. In partnership with Hillary’s Chicago Pizza, the event features a tasting of five Italian wines along with a selection of appetizers. Hosted at ArtBox137.

ArtBox137
MAY16
Music

JJ Grey 's Blackwater Sol Revue

JJ Grey's Blackwater Sol Revue comes to The St. Augustine Amphitheatre, featuring Big Bad Voodoo Daddy and WAR. Presented by SJC Cultural Events, Inc., this concert brings these artists together on one stage for a showcase of live music.

The St. Augustine Amphitheatre
MAY16
Music

Live from The Waterworks: Walter Parks

Live from The Waterworks features guitarist and storyteller Walter Parks in a program that blends original songs with the rich tapestry of American roots music. Raised in Jacksonville, he shares the background behind each piece, connecting history and song in an engaging, contemporary style. The performance moves through field hollers, spirituals, Appalachian reels, Delta blues, work songs, swamp jazz, and touches of opera, all shaped by a distinctive northeast Florida sound. At every show he salutes Woodstock legend Richie Havens, whose band he supported for a decade on renowned stages that include Madison Square Garden, the Glastonbury Festival, and Carnegie Hall. Presented by the Gamble Rogers Folk Festival in partnership with the St. Johns Cultural Council. Tickets are available, with general admission priced at $30 and VIP at $40.

St. Johns Cultural Council
MAY16
Music

The Gainesville Brass Quintet with Organist Thomas Rodgers

Enjoy a concert by the Gainesville Brass Quintet with organist Thomas Rodgers, offering light classical selections, pop, swing, and musical theater alongside core quintet literature that spans from the Baroque era to modern times. The program features works for brass ensemble and pieces that bring brass and organ together. Performing are Charles Proper on trombone, Cliff Newton and Joe Jamerson on trumpets, Will Winter on French horn, Casey Wood on tuba, and Thomas Rodgers on organ. The ensemble has been active since 1985.

Trinity Episcopal Parish
MAY16
Sports

2026 Npc IronLife Classic

The 2026 NPC Ironlife Classic takes place in St. Augustine, Florida at Renaissance World Golf Resort, with all aspects of the event held under one roof. This national qualifier includes overall trophies provided by Niels Andersen Trophies.

Renaissance World Golf Resort
MAY16
Family

4th Annual Special Needs Resources Expo

The fourth annual Special Needs Resources Expo at Francis Field features resources, food trucks, entertainment, activities, and raffle prizes for individuals with special needs and their families. Attendees can explore information and enjoy food and activities in one place.

St. Francis Field
MAY17
Music

The San Marco Chamber Music Society

Enjoy a free chamber music concert featuring The San Marco Chamber Music Society at Trinity Parish in St. Augustine. Founded in 2008, this headlining ensemble brings together performers from the Jacksonville Symphony Orchestra, faculty from area universities, and other professional artists. The group offers no-cost performances throughout the year and presents an annual concert supporting Type 1 Diabetes research, with more than $46,000 raised to date.

Trinity Parish, St. Augustine
MAY17
Music

Iration & SOJA - Where it all Began Summer Tour 2026

Iration and SOJA bring the Where it all Began Summer Tour 2026 to The St. Augustine Amphitheatre, joined by guests Tribal Seeds and Artikal Sound System. This concert brings these artists together on one stage for a showcase of live performances.

The St. Augustine Amphitheatre
MAY17
Family

904 PINBALL POKEMON LAUNCH PARTY AT SOUTH-A-PHILLY

South-A-Philly Steaks and Hoagies hosts the Saint Augustine, Florida Pokemon pinball launch party. Prizes are awarded to the top four qualifiers, and there are additional giveaways for attendees wearing Pokemon themed clothing or accessories.

South-A-Philly Steaks and Hoagies
MAY17
Art & Culture

Romanza Festivale 2026

Historic Downtown St. Augustine hosts an annual celebration of the arts featuring more than forty marquee and partner events across music, dance, and visual arts. The festival presents a broad mix of performances and creative experiences set in the heart of the city.

Historic Downtown St. Augustine
MAY19
Workshops & Classes

Glass Etching.

Explore glass etching in a hands-on class that uses stencils and etching cream to design a cute sea turtle candle holder. Returning due to strong interest, this workshop also includes a few unexpected creative extras. The fee is $40 and all materials are provided. Advance registration is required.

MAY20
Music

Protoje & The Indiggnation and more

Protoje appears alongside Jesse Royal for a live concert at Colonial Oak Music Park in St. Augustine. The two artists share the stage for a live performance at this venue.

Colonial Oak Music Park
MAY21
Art & Culture

"UNKNOWN FACES, FACTS & FEATURES OF FLORIDA IN THE REVOLUTION" Chuck Meide, LAMP, & Jay Smith

Experience Florida’s Revolutionary era through a lecture featuring Chuck Meide, LAMP, and Jay Smith. The presentation focuses on British Loyalists and American Patriots in St. Augustine and offers new insights into the conflict. Speakers highlight the diverse ethnic and cultural communities who had lived in Florida for more than two centuries before the nation was founded, bringing forward stories and perspectives that are often left out. Admission is free and open to all, with donations welcome. Capacity is limited, so advance reservations are requested.

Ringhaver Student Center at Flagler College
MAY21
Food & Drink

Serial Killer Speakeasy - St. Augustine, FL

Serial Killer Speakeasy takes place in St. Augustine at Odd Birds Cocktail Lounge and Kitchen, with tickets available and real-time availability reflected on the listing.

Odd Birds Cocktail Lounge and Kitchen
MAY22
Groups & Meetups

St. Aug • May Meeting

Participants will discuss Lori Gottlieb's book Maybe You Shoukd Talk to Someone at Ichiban St. Augustine.

Ichiban St. Augustine
MAY22
Food & Drink

Serial Killer Speakeasy - St. Augustine, FL

A speakeasy-style event with a serial killer theme takes place at Odd Birds Cocktail Lounge and Kitchen in St. Augustine.

Odd Birds Cocktail Lounge and Kitchen
MAY22
Comedy

Tim Meadows

Actor, writer, and comedian Tim Meadows is performing. He was one of the longest-running cast members on Saturday Night Live, where he appeared for ten seasons. He’s played John Glascot on the ABC sitcom ‘The Goldbergs’ throughout its ten seasons and also starred as the same character in ‘Schooled’ for its’ two-season run. Tim also played the school principal in the hit comedy ‘Mean Girls’. He has also co-starred in a number of movies and TV shows and has voiced one of the main characters on ‘Bob’s Burgers’.

Ponte Vedra Concert Hall
MAY23
Music

Restless Mind in St. Augustine, FL

Restless Mind brings its Russian metal roots to The St. Augustine Amphitheatre in St. Augustine, FL. Blending alternative, heavy, and groove metal, the band draws on a discography of 10 studio albums for a live showcase of their sound.

The St. Augustine Amphitheatre
MAY23
Music

Sam Barber

Sam Barber performs live at St Augustine Amphitheatre, offering a special night that works for a friends night out or for anyone who has been waiting for this moment. Tickets are available.

St Augustine Amphitheatre
MAY23
Theater

The Wizard of Oz

Zoika's Dance brings a new take on The Wizard of Oz, with Dorothy and her unforgettable friends dancing their way down the yellow brick road in a colorful blend of movement. Classical ballet meets tap, hip hop, jazz, acro and modern, weaving together into a family friendly production for all ages. More than 75 young local dancers conjure Emerald City and its wonders, from sparkling ruby slippers to flying monkeys to blooming poppies. St. Augustine's Sophia Budd dances the role of Dorothy Gale. Professional artists Jenne Vermes and Alex Rubio of Noise Complaint Tap Theatre portray the Tin Man and the Lion, and Jose Fuentes appears as the Scarecrow. Katherine DeAcutis takes on the Wicked Witch of the West, and Emmaline Young appears as Glinda. Local professional artist David Buchman embodies the Wizard, with tap dancers Sean Mansfield and Christie Woodson of Noise Complaint Tap Dance Theatre in the roles of Uncle Henry and Aunt Em. Performances take place at Lewis Auditorium.

Lewis Auditorium
MAY23
Music

Alan Dalton & Terry Campbell @ The Milltop

Bluegrass musicians Alan Dalton and Terry Campbell bring a North Florida sound that honors the old while embracing the new. Their performance at The Milltop Tavern & Listening Room features a blend of traditional roots and contemporary influences. They also perform in duo, trio, or full band configurations.

The Milltop Tavern & Listening Room- St. Augustine
MAY23
Food & Drink

Serial Killer Speakeasy - St. Augustine, FL

A speakeasy event centered on a serial killer theme takes place in St. Augustine at Odd Birds Cocktail Lounge and Kitchen. It is presented in a cocktail lounge setting with a distinctive concept.

Odd Birds Cocktail Lounge and Kitchen
MAY23
Family

Cars & Coffee

If you love coffee and classic cars, then this event might be of interest to you. Cruise over to the Classic Car Museum of St. Augustine for a morning event. Enjoy coffee and doughnuts while checking out some cars. The outdoor event is free. You can also tour the indoor museum with half-price admission during the event.

Classic Car Museum of St. Augustine
MAY24
Sports

Shawn Melanson Jiu Jitsu Seminar

Special guest Shawn Melanson will lead a seminar at 10th Planet St. Augustine, delivering high-level techniques, fresh details, and a new perspective on the game. Spots are limited and expected to go quickly. Pricing is tiered, with an early bird rate of $100 for the first 20 spots, then $120 for regular and $150 for late. After the initial 20 early spots are taken, the price increases. To secure a spot, contact the organizer directly.

10th Planet Jiu Jitsu St. Augustine
MAY25
Family

Open Play Memorial Day

On Memorial Day, there will be open play time at Ready Set Play, providing an alternative to the beach crowds and holiday traffic so kids can burn off energy.

Ready Set Play
MAY27
Music

THE COLD STARES

Find tickets to see The Cold Stares perform.

Café Eleven Restaurant & Catering
MAY29
Art & Culture

Travis Holp

Fans can purchase tickets to see Travis Holp perform.

Café Eleven Restaurant & Catering
MAY30
Music

Sam Barber at St. Augustine, FL

Sam Barber performs live at the St. Augustine Amphitheatre in St. Augustine, FL.

St. Augustine Amphitheatre - St. Augustine, FL
MAY30
Music

Song-To-Song: Amy Hendrickson & John Dickie IV

Presented by Lullaby of the Rivers, this Ancient Limits concert brings Amy Hendrickson and John Dickie IV to the Limelight Theatre in downtown St. Augustine. The two artists share the spotlight in a face to face, song to song exchange on the stage of the Limelight's Black Box theater.

Limelight Theatre
MAY31
Festivals

Lullaby of the Rivers Festival 2026

Experience a free, family-friendly festival at Limelight Theatre with live music spanning folk, Americana, jazz, and blues. Set in an outdoor festival atmosphere, it pairs performances with art and cultural experiences. The River Expo and Kid Zone offer hands-on activities and workshops for all ages. Exhibitors and vendors provide environmental learning focused on Florida’s rivers and show how the natural world sparks the arts.

Limelight Theatre
JUN6
Music

G. Love Tickets

At St Augustine Amphitheatre, G. Love & Special Sauce blend bluesy hip hop with smooth, beachy grooves for a relaxed, feel-good concert. The casual flow and easygoing sound create a chill live atmosphere.

St Augustine Amphitheatre
JUN6
Music

Tradewinds - St Augustine, FL

The #GetBlistured spirit takes over Tradewinds Lounge in St Augustine, a venue recognized as one of Florida’s oldest bars.

Tradewinds Lounge, St Augustine
JUN12
Comedy

Classic Comedy Night - the Pride Edition

Classic Comedy Night, the Pride Edition celebrates Pride Month with a queer lineup and a joyful salute to the rainbow community in the Ancient City. Expect comedians from the First Coast and beyond, plenty of gut busting laughs, and saucy material, so leave the kids at home. Set for the eve of the Pride Parade, the evening will also include a presence from House of Prism. Third Space serves beer, wine, soft drinks, fresh popcorn, and other snacks, and offers free parking. Tickets are $20 in advance or $25 at the door, and Flagler College students with ID can purchase at the door for $10.

JUN13
Food & Drink

Porkapalooza 2026 Tournament of Champions

Porkapalooza 2026 Tournament of Champions takes place at Fishbites Trading Post with the sixth annual Pro Series rib competition at its center. Teams can enter for $500, with championship belts for first through fifth place and a $1,000 payout. The event also includes an ancillary sourdough competition with a $100 entry fee that awards a trophy and a $500 payout, as well as a cornhole tournament that presents trophies to the top five finishers.

Fishbites Trading Post
JUN21
Music

Greg Johnson - Live in Meehan's Backyard

Greg Johnson performs live in the backyard at Meehan's Irish Pub & Seafood House. Enjoy music along with food, drinks, and a fun atmosphere.

Meehan's Irish Pub & Seafood House
JUN25
Workshops & Classes

UV Resin Light Workshop Coconut Barrel St Augustine 6/25

Explore UV resin while creating a glowing 6x6 artwork at Coconut Barrel in St. Augustine. Design a floral piece with dried flowers and small embellishments, or craft an ocean themed scene with crushed glass. Your square artwork sits inside a wooden frame with LED lighting, and the UV resin process cures it on site so it is dry and ready to take home the same day. The finished frame casts a soft, inviting light to showcase your design.

JUN26
Music

Bad Dog Mama at Colonial Oak Music Park

Bad Dog Mama takes the stage at Colonial Oak Music Park, with the scenic Colonial Oak stage as the backdrop. Enjoy food and drinks while you relax, and feel free to explore whatever else catches your interest within reason.

Colonial Oak Music Park
JUN26
Music

Zack Lukens at River & Fort

Zack Lukens performs at River & Fort, combining live music with food and drinks in St. Augustine’s historic downtown.

River & Fort
JUL12
Music

Greg Johnson - Live in Meehan's Backyard

Expect outstanding tunes, food and beverages, and a lively, fun atmosphere from start to finish.

Meehan's Irish Pub & Seafood House
JUL20
Workshops & Classes

Summer Improv Camp for Kids!

This weeklong improv camp invites ages 10 to 16 to explore the essentials of improvisational theater in a warm, supportive setting. Through games and guided activities, campers practice being present, accepting and building on the contributions of classmates, embracing mistakes as learning moments, listening, giving and taking focus, and collaborating as an ensemble. The experience encourages creativity, boosts confidence, and helps participants feel at ease performing without a script. Campers should bring a snack. Tuition is $225 before it increases to $250. The week concludes with a showcase for friends and family. Third Space Improv is a creative community space offering classes, shows, team building, kids camps, and studio rentals. Its studios, stage, and restroom are ADA accessible, and free parking is available.

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