Most people associate St. Augustine with its rich and vibrant history, but many don’t realize that the "Nation’s Oldest City" is also home to a diverse lineup of festivals throughout the year. Whether you’re drawn to food, music, art, or culture, there’s something for everyone—residents and visitors alike. St. Augustine’s festivals not only celebrate its unique heritage but also showcase the thriving community and local real estate opportunities that make this city such an incredible place to live. Here's a look at some of the top festivals happening throughout 2025.
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January
St. Augustine Film Festival
January 9, 2025 - January 12, 2025
Film enthusiasts won’t want to miss this annual event showcasing independent, international, and regional films. With venues all within walking distance, the festival offers a charming way to explore downtown while enjoying thought-provoking cinema.
Music at Colonial Oak Music Park
January 1, 2025 - December 31, 2025
Celebrate throughout the year with live music performances at this charming outdoor venue. Enjoy a relaxing day of great tunes and good vibes, right in the heart of historic St. Augustine.
February
Old City Pirate Fest
TBD (Usually held in February)
For one weekend, everyone in St. Augustine becomes a pirate! This festival includes live entertainment, games, pirate merchandise, and more. Dress in your best pirate garb for added fun.
Fort Mose Jazz & Blues Series
February 6, 2025 - February 16, 2025
To honor the history and celebrate the cultural significance of Fort Mose, the site of the first legally sanctioned free African settlement in what is now the United States, the annual Fort Mose Jazz & Blues Series welcomes renowned jazz and blues performances onsite at Fort Mose Historic State Park in St. Augustine, Florida.
Proceeds of this series will support the construction of an on-site fort representation and development of additional interpretive resources. The original fort was destroyed during the Battle of Bloody Mose in 1740.
Flight to Freedom
Dates: February 20, 2024 - February 27, 2024
This living history event brings the year 1738 to life with costumed actors, historic demonstrations, and interactive exhibits. Explore the story of Fort Mose, the first legally sanctioned free Black settlement in the U.S.
Cathedral Parish Festival
February 21, 2025 -, February 23, 2025
The Cathedral Festival is a Saint Augustine tradition for families everywhere. Held on the grounds of the beautiful Shrine of Our Lady of La Leche at Mission of Nombre de Dios, the festival has something for everyone including rides, games, raffles, food and art vendors and fireworks.
March
Celtic Festival
March 8, 2024 - March 9, 2024
Just in time for St. Patrick’s Day is the Celtic Festival. This festival features high-quality performances on two stages, Highland Games athletic competitions, Celtic artisans and food, and kids’ games. There's something different every hour. Saturday morning the festival hosts the Original St Patrick Parade established in 1601!
St. Ambrose Spring Fair
March 30, 2024
This is a festival tradition that is 140 years old. A great place for the whole family to have some spring time, country fun including kids' games, live music, a wide variety of vendors, a garage sale, a bake sale, and a country store. With raffle auctions and a wide variety of food, plan to spend the whole afternoon.
St. Augustine Lions Seafood Festival
March 29, 2025 - March 30, 2025
Good Food. Good Times. Good Cause. Now We’re Having Fun
This fundraiser has an arts & crafts village, live music, family shows, rides, kid zone with face painting, balloon acts, and of course SEAFOOD!
There is truly too much to do to list here. This is one of the biggest festivals of the year and should not be missed.
April
Gamble Rogers Folk Festival
April 11, 2025 -April 13, 2025
Dedicated to commemorating the life and music of Gamble Rogers, this festival is a favorite among those with a passion for balladry, storytelling, and the oral tradition that has shaped American folk music. Bring chairs, blankets, etc. and enjoy some American Folk Music among the outdoor setting of the St. Johns County Fairgrounds. You can even bring your camper!
Taste of St. Augustine
April 27, 2025
St. Augustine has a wide variety of fabulous restaurants. If you want more information on local area restaurants take a look at our previous blog The Top 50 Restaurants in St. Augustine, FL
If you don’t have time to travel to each of these restaurants, the Taste of St. Augustine is for you. You get to sample the signature dishes of some of St. Augustine’s most delicious restaurants! Come to the Taste and enjoy the best that St. Augustine offers!
May
St. Augustine History Festival
May 7-May 11, 2025
This festival is designed to generate excitement about the history of St. Augustine. Many local venues participate to tell the story and history of the nation’s oldest city from the founding in 1565 up through modern day. “American history began here, and no one tells our story better than we do.”
St. Augustine Food and Wine Festival
May 7, 2024 - May 11, 2025
This festival was recently named “One of the Top 10 Food and Wine Festivals in Florida” by USA Today. See a showcase of culinary, beverage and culture that highlights celebrity guest chefs, celebrity winemakers/ proprietors, local chefs, artisans and local craft spirits/beers. The festival offers a wide variety of events for all tastebuds, from wine dinners and tasting events, to master classes and more.
July
Fourth of July Fireworks
Jul 4, 2025
The event takes place in the heart of St. Augustine's Historic District, beginning with a two-hour live music concert, featuring the All Star Orchestra, in the Plaza de la Constitución. At 9:30 p.m. the sky lights up with a spectacular fireworks display over the historic bayfront and the Castillo de San Marcos. "Fireworks Over the Matanzas" is one of the biggest and best fireworks displays on the East Coast, featuring 5,000 individual shells exploding as high as 2,000 feet and as low as 100 feet.
August
Music and Art by the Sea
August 14 - September 25, 2025 (Wednesdays)
This weekly event combines live music with an art exhibition, offering a family-friendly atmosphere by the beach. Attendees can enjoy different genres of music and explore works by local artists.
September
Sing Out Loud Festival
TBD (Usually held in September)
As one of Florida's largest free music festivals, Sing Out Loud features a diverse lineup of local and national artists performing across multiple venues. The festival spans several weekends, celebrating a wide range of musical genres.
St. Augustine Songwriters Festival
TBD (usually held in September)
This festival brings together acclaimed songwriters to perform and share the stories behind their songs in intimate settings throughout downtown St. Augustine.
Old City
October
St. Augustine Greek Festival
TBD (Usually held in October)
For one weekend, surround yourself with the sounds of Greek music, enjoy live performances and participate in traditional Greek folk dancing. Visitors will also have the opportunity to shop handcrafted items created by local artists, artisans and makers. And, you can even take a guided church tour and attend Sunday morning liturgy.
November
Historic Lincolnville Festival
TBD (Usually held in November)
The historic festival started in 1979 on Labor Day weekend. Originally called the Washington Street Festival, the Lincolnville Festival celebrates the Lincolnville neighborhood, its history, and the people who live there. The festival is presented by the Lincolnville Historic Preservation and Restoration Society, which strives to stimulate preservation and community activism in the Lincolnville Historic District while maintaining the integrity of its structures and history.
St. Augustine Nights of Lights
TBD (Usually starts the week before Thanksgiving)
Rated one of the top 10 Holiday events by National Geographic, the best time to experience downtown St. Augustine is during Nights of Lights. Many shops, restaurants, and businesses are adorned with millions of tiny white lights setting downtown St. Augustine aglow. There are several ways to experience this annual event including a special sightseeing train tour, carriage ride, water tour, luxury golf cart tour, or tour by air. Or you can stroll along the streets taking in the magic of it all.
December
Regatta of Lights
TBD (Usually held in December)
The annual Regatta of Lights takes St. Augustine's world-famous Nights of Lights onto the water. Organized by the St. Augustine Yacht Club, sail, power, and paddle vessels of all sizes are decorated with colorful lights to create a dazzling sight for spectators along the bayfront. The best viewing is between the Bridge of Lions and the Castillo de San Marcos.
These festivals are just a glimpse into the dynamic lifestyle St. Augustine offers year-round. From arts and culture to natural beauty and historical charm, it’s no wonder more people are calling this city home. If you’re considering buying or selling property in St. Augustine, First Coast Realty is here to help. With local expertise and a commitment to exceptional service, we’re ready to guide you every step of the way.
Reach out today to learn more about how we can make your dream of living in St. Augustine a reality. Contact us at 904-494-8408 or email info@firstcoastrealtyinc.com.
Did we miss one of your favorites? Let us know in the comments.
*Note: we did our best to provide links with the most updated information. Some of these events are over a year away and as such only has limited information available. We will update links as more information becomes available.
Whether you are looking to buy or sell, First Coast Realty would welcome the opportunity to earn your business. Feel free to reach out to us on Facebook or Twitter and we would be happy to assist you in getting the ball rolling. Or, to talk to a qualified, experienced agent call/text today 904-494-8408 or email info@firstcoastrealtyinc.com
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