Can’t-Miss Summer Festivals in St. Augustine

confetti falling in front of young people at an outdoor festival

From endless days spent relaxing on the beach to nights exploring the city, a St. Augustine vacation delivers on every level. Whether you want to chill or immerse yourself in the culture of the nation’s oldest city, you can do it all, and if you’re looking for some incredible things to add to your itinerary for your upcoming travel, you’ve come to the right spot! Our curated list of can’t-miss summer festivals in St. Augustine covers everything from culinary highlights to 90s throwbacks. Check them all out below as you plan your next visit.


Discover the benefits of booking your St. Augustine getaway directly with Coastal Realty when you view our First Timer’s Guide to Vacation Rentals


St. Augustine Brewers Fest

man lifting a sample glass from a beer flight

Celebrating its 5th year, the St. Augustine Craft Brewers’ Festival is bringing an afternoon full of innovative craft beer, delicious food trucks, live music, kid’s activities, and more to the Fountain of Youth Archaeological Park! Your ticket grants you unlimited samples from 25+ breweries, highlighting both local and nationwide makers such as Walking Tree Brewery, Southern Philosophy Brewing Co., and Alcatraz Brewing, to name a few. Whether you’re into IPAs, sours, stouts, or blondes, you’ll find something to satisfy your every craving and maybe even a new favorite. Interested attendees should grab tickets now, as this popular event typically sells out. And if you want to enjoy all the fun but skip the beer, Designated Driver tickets are available for just $10.00.

Event Details

  • When: May 4, 2024 | 1:00 PM – 5:00 PM
  • Where: Fountain of Youth Archaeological Park
  • Tickets

Music and Art by the Sea

Each summer, Music and Art by the Sea floods the St. Johns County Ocean Pier with live entertainment and one-of-a-kind creations in a celebration of local talent that’s free and fun for everyone. Taking place every Wednesday except for the hottest month, July, you can enjoy an afternoon filled with food trucks, art vendors, and live musicians as you hang out by the pavilion. Bring your lawn chairs and blankets and soak in the scenery at this beloved St. Augustine summer festival. 

Event Details

  • When: Each Wednesday, May 22 – June 25, and August 14 – September 25 | 3:00 PM – 9:00 PM
  • Where: St. Johns County Ocean Pier
  • Tickets: FREE!

St. Augustine Food + Wine Fest

person pouring sample glasses of wine with a charcuterie board on a table

Foodies, get ready! The St. Augustine Food + Wine Festival returns to the Ancient City for five days of culinary and craft creations from some of the top vintners and celebrity chefs in the business. Full of exciting events like the River Walk Tasting, a BBQ pit-master session featuring beer, wine, and exceptional bites, and the highly anticipated Grand Tasting, it’s a can’t-miss summer festival that keeps people coming back to St. Augustine year after year. Don’t miss this chance to sample some of the best vintages and dishes in one of the most beautiful places in the country.

Event Details

  • When: May 8-12, 2024
  • Where: Event Dependent – Various locations throughout St. Augustine
  • Tickets

As If! The ‘90s Fest

You’ll be a loser, loser, double loser if you miss out on the 4th annual As If! 90s Fest. Featuring Deana Carter, Paula Cole, the 69 Boyz, and Fastball, this one-day celebration of all things 90s will be a nostalgia-packed marathon from start to finish. Presented by Ancient City Entertainment, all proceeds go to benefit the ACE Alliance, a local non-profit that provides disaster relief and wellness support to local artists and creatives who help drive the tourist industry in St. Augustine. Wear your flyest outfit and get ready for a day of food trucks, water slides, photo booths, vendors, and incredible music at this unique St. Augustine event.

Event Details

  • When: May 18, 2024
  • Where: Francis Field
  • Tickets 

Blue Crab Festival 2024

bucket of blue crabs

If you’re in town over Memorial Day Weekend, the Blue Crab Festival in Palatka, Florida, is well worth the short drive from St. Augustine. Set on the town’s picturesque riverfront, this family-friendly festival has been going on for almost 30 years and features the best seafood in the region. One part music festival, one part food festival, you get the best of both worlds when you visit. Try delicious blue crab in every way imaginable, as well as other tasty seafood creations. The giant kid’s zone features carnival rides and a petting zoo that will keep them busy for hours while you dance to national headliners Mark Wills and Trick Daddy, and if you’re looking for a vacation keepsake, be sure to check out the local artisan’s booths, too! Whether you take advantage of all three days or just make the trip for one, this summer festival is sure to be the highlight of your Memorial Day in St. Augustine.

Event Details

  • When: May 24-26, 2024
  • Where: Riverfront in Palatka, Fl.
  • Tickets: FREE!

Sing Out Loud Fest

Last year’s Sing Out Loud Fest saw crowds of more than 30,000 people flood Francis Field for a two-day extravaganza featuring the largest stage ever to be erected on the grounds, and this year is expected to be no different. With incredible headliners Eric Church and Noah Kahan, and supporting acts like Norah Jones, Molly Tuttle & Golden Highway, Marcus King, and more, if you’re planning a late summer St. Augustine getaway, this is one festival you won’t want to miss. If you’ve already secured your ticket for the Sing Out Loud Fest but haven’t booked your vacation rental, now is the time to do it. Waiting until the last minute means inventory will be low, and prices will be HIGH! Don’t get caught slumming it in a hotel three towns over. Check out Coastal Realty’s available St. Augustine vacation rentals and secure your festival home base before it’s too late.

Event Details

  • When: September 21-22, 2024
  • Where: Francis Field
  • Tickets

Book Your Summer Festival Getaway Directly with Coastal Realty

living room view of St. Augustine vacation rental

At Coastal Realty, we have an unbeatable selection of St. Augustine vacation rentals guaranteed to deliver everything your family or group needs for an incredible stay. Winner of the 2023 Best Property Management Company in St. Augustine award from the Community Choice Awards, you can rest assured our team has your family’s best interest in mind in everything we do. From excellent amenities to our team of local experts, we’re here for you from booking to check out. Plus, when you book your vacation rental directly with Coastal Realty, you also unlock the best rates in the area so you can keep money in your pocket for your vacation.

Whether you need a pet-friendly space so the whole family can come or a spacious condo that puts you close to all the action of these can’t-miss summer festivals in St. Augustine, you can browse our complete inventory and book your dream escape directly with Coastal Realty.