St. Augustine, Florida, always has something fun going on. From the unique and fascinating history to the mouthwatering restaurants, picturesque nature, and one-of-a-kind shopping scene, there’s truly something for everyone in this little slice of paradise. On top of the year-round attractions you can experience here, you can also come out for some fabulous festivals!
Springtime is when St. Augustine truly comes alive, bringing fun events for you and your family to get in on. Try to check out some of these incredible festivals during your stay in one of our St. Augustine beach house rentals!
St. Augustine Food + Wine Festival
In early May, the World Golf Village Renaissance Resort, the World Golf Hall of Fame, and the historic district of St. Augustine will come together to host the iconic St. Augustine Food + Wine Festival. This incredible event will be comprised of unique happenings like a Winemaker’s Dinner, Epicurean Master Classes, River Walk Tastings, and more. There will be a Mother’s Day Jazz Brunch on Sunday to finish it all off! Come out for yourself and discover why this event has been named one of Florida’s Top 10 Food and Wine Festivals by USA Today!
The St. Augustine Food + Wine Festival will be held May 4 through 8, 2022. All attendees must be 21 or older. Tickets can be purchased online. Please note that some events require individual tickets, so you must purchase entry into each special event you hope to attend.
Wesley Wells Farms Spring Festival – May 6 and 7, 2022
The Wesley Wells Farms Spring Festival is the perfect way to celebrate the warming weather and the imminent approach of summer. At Wesley Wells, the mission is about educating visitors about agriculture and celebrating local farmers and family-owned farming operations. During your visit, you’ll be able to admire breathtaking fresh flowers and some of the most delicious produce in the area. You can also meet the Wells family, who own and operate the farm! Enjoy farm tours, food trucks, you-pick produce, a live bee display, and interactive agriculture education activities.
Entry into the Wesley Wells Farms Spring Festival costs just $5 per person. It will be held at Wesley Wells Farm, located at 2680 Ada Arnold Road in St. Augustine. Enjoy the event from 9 a.m. to 5 p.m. on both days.
St. Augustine Brewers’ Fest – May 7, 2022
At St. Augustine Brewers’ Fest, you’ll have the chance to experience beer in a whole new way. There are some incredible breweries throughout St. Augustine, and here, you can sample them all, all in one place! More than 25 breweries from around the city and the region will be represented here, with food trucks serving up something for every palate. You and your family can also enjoy face painting, photo booths, and live music from some promising local talents. Best of all, you can rest easy knowing your admission fee is going to a good cause. The event’s proceeds will benefit the St. Augustine Lighthouse and Maritime Museum, the local Brewing a Community non-profit, and the St. Johns County Schools Marine Science Program.
The St. Augustine Brewers’ Fest will occur from 1 to 5 p.m. on May 7. Please drink responsibly and have a designated driver for your group!
Unidos en La Musica: A Latin American Festival
Expand your musical horizons by visiting Unidos en La Musica: A Latin American Festival! The mission of this festival is not only to share some great music, though. The organizers hope that this festival will help spread Latino culture and its many facets, welcoming guests to enjoy the music, food, and cultural practices of the Latin American people. You can see stunning dancers in traditional Latin dress as they enjoy the music, meet local vendors, play games, and even learn in Latin dance workshops!
Unidos en La Musica: A Latin American Festival on Saturday, May 7, 2022, at Francis Field in St. Augustine (25 West Castillo Drive). Enjoy the festivities from 10 a.m. to 10 p.m. Tickets cost $10 for general admission online, $15 at the door, or $60 for VIP. Kids 13 and under get in for free.
Gamble Rogers Music Festival – May 6 through 8, 2022
The Gamble Rogers Music Festival is perfectly summarized by its tagline: “Celebrating a Florida legend through music.” This event will celebrate the musician Gamble Rogers, one of the most influential folk artists to come out of Florida. You’ll be able to hear musical tributes from local talents, including Belle and the Band, Veronika Jackson, The Morrow Family, Sam Pacetti, The FreeRangers, and more. Acts will perform on two stages within St. Augustine’s Colonial Quarter and another stage in Riberia Gardens across the street. (Riberia Gardens will host the kids’ activities as well.) If you’d like to support the cause but won’t be in town for this event, keep your eyes peeled for more information about the First Annual Gamble Rogers Gala in October!
Tickets to the Gamble Rogers Music Festival cost $25 per person and can be purchased online. They are also offering a special 25th-anniversary t-shirt for $20!
Plan Your Trip!
With so many opportunities for fun, there’s never been a better time to visit St. Augustine! Select your ideal vacation dates, book your favorite rental, and prepare for your best vacation yet!
AS IF! ‘90s Fest
Whether you’re a ’90s kid or have fond memories of the last decade of the 20th century, you won’t want to miss the AS IF! ‘90s Fest. This event will be headlined by Montell Jordan and Eve 6 plus Quad City DJs, and there will also be plenty of regional acts bringing back your favorite ’90s tunes. You can also indulge in delicious eats from local food trucks, get merch from various vendors, try your hand at the games, or go down the waterslide to keep cool!
The AS IF! ‘90s Fest will take place on May 21, 2022, from 12 noon until 9 p.m. Enjoy the festivities at Francis Field. General admission costs $20 per person, $5 per child ages 5-10, and free for children under 5.
These events happening in St. Augustine this spring are sure to be the talk of the town, so you won’t want to miss out! While you’re here, check out some of the other fun things to do in St. Augustine, FL, including popular attractions like Ponce de Leon’s Fountain of Youth, the local Farmers’ Market, and the Lightner Museum. Once you’re done attending festivals and exploring the area for the day, you can head back to one of our St. Augustine beachfront rentals to relax and unwind for the evening.
Our rentals are always designed with you in mind, featuring convenient amenities like high-speed internet and fully stocked kitchens. You can easily explore the local St. Augustine beaches, restaurants, museums, and more just moments away from your rental. If you have any questions as you browse our website or if you’re ready to book your trip, reach out to our team today. Let’s get you booked for the vacation of a lifetime!
