St. Augustine, FL | Oldcity.com

St. Augustine Food + Wine Festival 2026
2026-05-09 14:00 - 17:00, 2026-05-10 11:00 - 14:00 (America/New_York) | FL
St. Augustine Food + Wine Festival 2026
The 6th annual St. Augustine Food + Wine Festival – a showcase of culinary, beverage and culture – is happening May 6-10, 2026. Recognized by USA Today as “One of Florida’s Top 10 Food & Wine Festivals”.
And, it is being held at these locations: Ancient City Farmstead and the Hyatt Place, St. Augustine/Vilano Beach.
The festival offers a wide variety of events for all tastebuds and budgets, from large scale tasting events to intimate learning experiences to master classes and more. Highlighting celebrity guest chefs as well as local chefs, celebrity winemakers/proprietors, artisans and local craft spirits and beers.
All events are rain or shine & event programs are subject to change without notice.
Schedule of Events:
Wednesday, May 6, 2026 — This will be a new event … and it’s in the works.
Thursday, May 7, 2026 — 6:30pm – 8:30pm
Harvest Awards & Tastings at Hyatt Place St. Augustine/Vilano Beach: sample some of Northeast Florida’s best restaurants in one spot. And, enjoy tasting wines and the festival’s official beverages. Restaurants compete for a coveted Harvest Award.
Friday, May 8, 2026
6:30pm – 8:30pm — ST. A Soirée at Ancient City Farmstead: this event has a new name … but it’s still the same great restaurants and beverage participants. Showcasing not only great BBQ but also some of the southeast’s most celebrated chefs with a variety of tasting dishes. That’s along with unlimited beverage tastings with a souvenir glass.
6:00pm – 8:30pm — ST. A Soirée – VIP Private Tasting Lounge at Ancient City Farmstead: indoor air-conditioned as well as outdoors – includes: culinary tastings from some of Northeast Florida and the region’s best restaurant, comfy seating and Private Restrooms, souvenir glass for unlimited tastings of hundreds of varieties of beers, wines and spirits at ST. A Soirée, Publix Liquors and Coca-Cola Open Bar, and Rosé Garden
Saturday, May 9, 2026 — 2:00pm-5:00pm
Grand Tasting “Main Event” at Ancient City Farmstead: all-inclusive tasting event with over 300 varieties of wines, beers and spirits and delicious culinary samples from over 20 of the region’s best, award-winning restaurants! Live music, a variety of exhibitors, an artisan market, and a Publix Cooking Demo Stage. New VIP Private Tastings Lounge as well!
Sunday, May 10, 2026 — 10:30am-12:00pm & 12:30pm-2:00pm (Two Seatings)
Mother’s Day Jazz Brunch at (location in the works): all-inclusive priced ticket featuring live music, brunch buffet with carving station, indulgent sides, made-to-order omelet station, and a variety of desserts. Gourmet Bloody Mary Bar, Champagne, Mimosas, and a host of unlimited beverage stations including wine, beer, spirits beverage tasting stations; coffee, iced tea and soft drinks beverages included.. Mom’s receive a Mother’s Day Rose upon arrival.
Click the event website for all additional details, including updated information and to purchase your tickets.
Image used is from St. Augustine Food + Wine Festival’s Facebook.

Romanza Festivale 2026
2026-05-09 18:00, 2026-05-10 18:00, 2026-05-11 18:00, 2026-05-12 18:00, 2026-05-13 18:00, 2026-05-14 18:00, 2026-05-15 18:00, 2026-05-16 18:00 and 1 more date | Downtown St. Augustine, St. Augustine, FL, 32084, United States
Romanza Festivale of Music and The Arts 2026
It’s time for the annual Romanza Festivale of Music and The Arts! Comprised of over 40 headline and partner events featuring music, dance, visual arts, theatre, spoken word, and more at several locations throughout St. Augustine. And … best of all … most events are Free!
When: May 1-17, 2026 — times vary by day/event
The Festivale showcases productions by dozens of talented Arts and Cultural non-profit organizations.
Headliners (to be announced)
You can find all sorts of details … including a full list of events and venues … by clicking the event website link. Information will be updated as it becomes available.

St. Augustine History Festival 2026
2026-05-10 10:30 | FL
St. Augustine History Festival 2026
Calling all history buffs … and everyone else … the St. Augustine History Festival will take place May 6-10, 2026. Events are held at several historic locations/venues in St. Augustine. Those includes Historic Sites, Houses of Worship, Historic Gardens, and Historic Cemeteries.
The festival was created and conceived by UFHSA (University of Florida Historic St. Augustine, Inc.) and the Lastinger Family Foundation for the purpose of generating excitement about the history of America’s oldest city.
St. Augustine has a long and storied past…from its’ founding in 1565 and on. The goal of the Festival is to showcase every era through Special Events and Historic Venues.
Special Events (in the works — keep checking back)

Stories of American Veterans Exhibit
2026-05-11 08:00 - 17:00, 2026-05-12 08:00 - 17:00, 2026-05-13 08:00 - 17:00, 2026-05-14 08:00 - 17:00, 2026-05-15 08:00 - 17:00, 2026-05-18 08:00 - 17:00, 2026-05-19 08:00 - 17:00, 2026-05-20 08:00 - 17:00 and 2 more dates | eFRAME Gallery, 200 San Sebastian View, St. Augustine, 32084, United States
Stories of American Veterans Exhibit
What better time to recognize our country’s servicemen and women than when the United States Army, Navy, and Marines celebrate their 250th anniversaries in 2025. And, as the United States nears its’ 250th anniversary in 2026!
The St. Johns Cultural Council and St. Johns County have expanded the Art in Public Spaces program to include the Health & Human Services Building. And, with that expansion, begins an opportunity for photographers to capture the image of Veterans.
Local, regional, and national artists were invited to submit up to three of their original photos featuring a veteran and an American flag. A jury then selected 25 works for Stories of American Veterans to be displayed. VFW Post 2391 and member Rick McAllister (writer, photographer, and Vietnam Combat Veteran) reached out to the St. Johns Cultural Council with the idea.
Where: reFRAME Gallery – St. Johns County Health & Human Services Building
When: Monday-Friday, November 20, 2025 – November 12, 2026
Click the event website link for additional information and to view the catalog of works.

Evenings at Whitney Public Lecture Series
2026-05-14 18:00 - 19:00 | Lohman Auditorium at Whitney Lab, 9505 Ocean Shore Blvd, St. Augustine, FL, 32080, United States
2025-2026 Evenings at Whitney Public Lecture Series
Join us at Whitney Laboratory for Marine Studies for the Free public lecture series. Presentations are on current science topics plus subjects from ongoing research programs at the lab. Speakers are recognized experts in their fields who welcome questions and discussion.
When: 2nd Thursday of Month — 6:00pm-7:00pm || Fall — September-December / Summer — January-May
The lectures are free as well as parking. No reservations are necessary … just show up.
Online options are also available.
Click on the event website link for all additional details.

GTM Beach Exploration
2026-05-16 09:00 - 11:00 | GTM Research Reserve, 505 Guana River Rd, Ponte Vedra Beach,, FL, 32082, United States
Join GTM Research Reserve docents for a Beach Exploration walk the entire family will enjoy. A “Beaches 101” experience, you’ll learn about the animals that call the beach home while collecting seashells and sharks teeth.
When: 3rd Saturday of the month | 9:00am-11:00am
The hike begins at the GTM Visitor Center where you will learn about the different habitats on GTM’s beautiful seashore. The group will then walk across the street to the beach for this salty adventure!
After the walk, you can come back to the GTM Research Reserve Visitor Center, enjoy our many miles of trails, or spend the day on the beach!
The event is free. However, be sure to click on the event website link to reserve your spot! Registration is required.
No fee for parking in front of the Visitor Center.

Vilano Beach Artisan Market
2026-05-16 16:00 - 20:00 | Vilano Beach Main Street, 101 Vilano Road, St. Augustine, FL, 32084, United States
Join us on the 3rd Saturday of the month for the Vilano Beach Artisan Market … 4:00pm-8:00pm! Celebrate local artisans and entrepreneurs!
The Artisan Market is set up at 101 Vilano Road making the market more spacious for everyone.
Check out the crafts, goods and services offered by local entrepreneurs. Find some of the most unique and cool items from local favorites … from handmade jewelry, handcrafted bags, local baked goods and so much more! Vendors vary each month and can include everything from local honey to macrame to jewelry to high-tech lights for private docks.
Come out and CATCH THE VIBE!

Car Club Cruise-In
2026-05-16 17:00 - 19:00 | Classic Car Museum of St. Augustine, 4730 Dixie Hwy., St Augustine, 32086, United States
Come check out the vehicles at the monthly St. Augustine Car Club Cruise-In. Open to the public and all local car clubs! Show your “collector” vehicle. All makes, models, and years of cars and trucks are welcome. Or, just stop by and enjoy the vehicles and music.
Where: Classic Car Museum of St. Augustine
When: 3rd Saturday of the month – January through November (no December) | 5:00pm-7:00pm (4:00pm-6:00pm during ‘dark’ months).
Fun, fun, fun! Music, door prizes and a 50/50 drawing.

Gamble Rogers Concert Series
2026-05-16 19:00 | The Waterworks, 184 San Marco Avenue, St.Augustine, 32084
Live from The Waterworks – Gamble Rogers Concert Series 2025-2026
These monthly concerts at The Waterworks celebrate the legendary recording artist Gamble Rogers, whose balladry and storytelling shaped American folk music. They feature a variety of talented musicians from across the country (regional or national headliners) as well as a rising YoungFolk opener.
Performance Schedule
October 18, 2025 — The New 76ers
November 22, 2025 — Jordan Tice
December 20, 2025 — A Guitar Outlaw Christmas
January 17, 2026 — Robert Bowlin & Wil Maring
February 21, 2026 — Sunny War
March 21, 2026 — Pat Bergeson & Bruce Forman
April is the Gamble Rogers Folk Festival at the SJC Fairgrounds
May 16, 2026 — Walter Parks
June 20, 2026 — Guy Davis
Doors Open at 6:30 | Show at 7:00pm
Libations available for purchase.
Ticket Information
Tickets go on sale Tuesday, August 26, at 10:00am. There are only 120 seats per show … so, tickets will go fast!
General Admission: $30.00 | VIP (front of house seating): $40.00
Click the event website link to purchase your tickets and for all additional information.
Presented in partnership with The St. Johns Cultural Council.

Senior Chair Aerobics
2026-05-20 10:00 - 11:00 | Solomon Calhoun Community Center, 1300 Duval Street, St. Augustine, FL, 32084, United States
Senior Chair Aerobics
Are you ready to get moving?! Join SJC Parks & Rec for the Senior Chair Aerobics … a series of seated and standing low-impact aerobic exercises. Geared towards seniors … but suitable for nearly every fitness level.
Chair support is offered.
Where: Solomon Calhoun Center Gymnasium
When: 10:00am-11:00am on Select Wednesdays 2026:
January 7 & 21
February 4 & 18
March 11 & 25
April 1 & 15
May 6 & 20
Ages: 50+
Free …. However, please click the event website link to register.
Questions? Call 904-209-0379

Tim Meadows at PV Concert Hall
2026-05-22 19:30 | Ponte Vedra Concert Hall, 1050 A1A North, Ponte Vedra Beach, FL, 32082, United States
Actor, writer, comedian – Tim Meadows is performing at the Ponte Vedra Concert Hall. Due to a scheduling conflict, the performance on Friday, September 5, 2025 has been rescheduled to Friday, May 22, 2026. All previously purchased tickets will be honored at the new date; no new ticket purchase is needed. For those who cannot attend the rescheduled date, refunds will be available at your point of purchase. You have up to 30 days prior to the new date to request a refund. Click the event website link for additional information.
Meadows 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, starred as the same character in ‘Schooled’ for its’ two-season run. Tim also played the school principal in the hit comedy ‘Mean Girls’.
Tim has co-starred with Adam Sandler and Chris Rock in the blockbuster comedies ‘Grown Ups’ and ‘Grown Ups 2’. Additionally, Tim co- starred with Andy Samberg in ‘Popstar: Never Stop Never Stopping’ for Universal Pictures. He also co-starred with John C Reilly in ‘Walk Hard: The Dewey Cox Story’ for Sony Pictures. That’s along with being seen multiple times in Brooklyn Nine-Nine’, ‘The Office’, ‘Miracle Workers’, and the lead in CBS/Paramount’s ‘No Activity’.
Tim has also voiced one of the main characters on ‘Bob’s Burgers’ for Fox and starred in hybrid live-action/animated comedy, ‘Son of Zorn’. Most recently, Tim starred in the Peacock series ‘Poker Face’, Disney+’s ‘The Mandalorian’, and Comedy Central’s animated series ‘Digman’!
Doors Open 6:30pm | Show 7:30pm
Click the event website link for all the details including ticket prices. Tickets can also be purchased at the St. Augustine Amphitheatre Box Office … open seven days a week from 7:00am to 5:00pm – only accepting credit / debit cards for payment.

GTM Beach Cleanup
2026-05-23 09:00 - 11:00 | GTM Research Reserve, 505 Guana River Rd, Ponte Vedra Beach,, FL, 32082, United States
Help remove marine debris and microplastics off the beach during GTM Beach Cleanup. Enjoy the beautiful view and being out in nature while helping clean up the beach!
When: 4th Saturday of month | 9:00am-11:00am
Meet at the Visitor Center for a brief orientation and instructions. That’s where you’ll pick up gloves and trash bags that are provided. If you have your own, please bring them. Then you’ll be directed to a specific beach for cleanup.
No need to sign up ahead of time. Open to the public. Just show up to lend a hand.
Don’t forget to bring your sunscreen, hat, insect repellent, and reusable water bottle!
Questions? Call 904-380-8600
Image used is from GTM event.
