St. Augustine, with its rich history and charming atmosphere, is not just a destination for history buffs and beachgoers—it’s a city bursting with vibrant events and activities throughout the year. From lively festivals to unique local happenings, St. Augustine offers something for everyone.
Whether you’re a local or planning a visit, here are some of the most exciting events you won’t want to miss in this picturesque coastal city. Get ready to mark your calendar and experience the magic of St. Augustine like never before!
Sing Out Loud Festival
Sing Out Loud is an annual celebration of live entertainment in the Nation’s Oldest City. Held annually, this multi-day festival transforms the city into a lively hub of musical talent and infectious energy. Featuring a diverse lineup of local, regional, and national artists, the Sing Out Loud Festival celebrates a wide range of genres, from rock and pop to folk and indie.
Set against the historic backdrop of St. Augustine, the festival takes place at various venues throughout the city, including outdoor stages, intimate bars, and even historic sites. This unique blend of settings not only provides a fantastic auditory experience but also allows you to soak in the charm of St. Augustine while enjoying the music.
In addition to the incredible performances, the festival also offers food trucks, craft beer tents, and local vendors, making it a perfect outing for both music enthusiasts and families. Whether you’re discovering new bands or catching up with your favorite acts, the Sing Out Loud Festival promises a memorable time filled with rhythm, fun, and some of the best live music in Saint Augustine!
Country for K9’s Jam
For a heartwarming and entertaining experience, don’t miss the Country for K9’s Jam, an annual event that combines a love for country music with a commitment to animal welfare. This unique festival features live performances from top country artists and local bands, all coming together to support a great cause. The event aims to raise funds and awareness for local animal shelters and rescue organizations, providing much-needed support for our four-legged friends.
With its lively atmosphere, engaging performances, and community-focused mission, the Country for K9’s Jam is a fantastic way to enjoy great music while making a positive impact on the lives of animals in need. Bring your family and friends for a day of fun, music, and giving!
St. Augustine Amphitheatre Farmers Market
The St. Augustine Amphitheatre Farmers Market is a must-visit destination for foodies and artisans alike. This market is a feast for the senses, boasting a variety of fresh produce, handmade arts and crafts, baked goods, frame fresh produce, freshly caught seafood, cheeses, and more. Complete with live entertainment, this family-friendly venue is a perfect morning destination. Take in the sights and sounds of St. Augustine while shopping for locally sourced products directly from the hands of farmers, artists, and families that make up our charming community.
Ancient City Con
For lovers of science fiction, anime, fantasy, horror, and gaming, Ancient City Con is an annual comic convention held at the Renaissance Resort at World Golf Village in St. Augustine. The convention features special guests, including comic artists, cosplayers, and authors, for a weekend of excitement.
This year’s attendees can look forward to the Ancient City Con After Hours events, featuring live music, dance parties, DJs, stage performances, and late-night board and tabletop gaming sessions provided by Java Game House. Get ready for a thrilling experience that celebrates creativity and imagination!
St. Augustine Songwriters Festival
The St. Augustine Songwriters Festival is a must-attend event for anyone who appreciates the art of songwriting. The 7th Annual St. Augustine Songwriters Festival is set to take place from Friday, September 27 through Sunday, September 29, 2024, filling the historic district with soulful country music tunes. This festival, presented by the St. Augustine Amphitheatre’s Sing Out Loud Festival, showcases a talented lineup of Nashville singer/songwriters alongside local gems like St. Augustine’s own Davis Loose.
Be prepared for three days of free concerts at four locations featuring legendary artists and rising stars. Guests can look forward to performances by renowned songwriters such as Gretchen Peters, Rivers Rutherford, Brett James, Liz Rose, and Matt Dragstrem.
Wednesday Pier Farmers Market
Every Wednesday, the Pier Farmers Market at St. Johns County Pier beckons with a delightful array of fresh produce, artisanal goods, and handcrafted treasures. With a diverse range of vendors offering locally grown fruits, veggies, bread, and crafts, this beachside market is a must-visit for those who appreciate quality and authenticity. By supporting local merchants, not only do you get to savor the freshest flavors, but you also contribute to the thriving local economy. So, come on over, pick out your favorites, and take a stroll along picturesque St. Augustine Beach.
Music and Art by The Sea 2024
Music and Art by The Sea 2024 is more than just a festival—it’s a vibrant community gathering that celebrates artistic expression in all its forms. This annual event brings together a vibrant mix of live music and visual art. Held at scenic outdoor venues, the festival features performances from a diverse lineup of musicians, ranging from local bands to renowned artists.
From DJ sets by VIP Entertainment’s own DJ Dan to live performances by local musicians covering a spectrum of genres like jazz, R&B, folk, and classic rock, there’s something for everyone to enjoy. Don’t forget to pack your cooler, picnic basket, and bug spray for a perfect evening by the sea.
Boozin’ On The Boulevard
Thursdays are reserved for a unique dining experience with Boozin’ on the Boulevard, where you can hop on and off a convenient service that shuttles you to popular restaurants on Anastasia Island. Starting at Kaiser’s Deli & Market and Sogno Restaurant, you’ll embark on a culinary adventure, stopping at Blackfly, Odd Birds Cocktail Lounge, and Kitchen, before concluding at Candlelight South.
Indulge in food and drink specials from some of the best bars in St. Augustine and hop aboard the Old Town Connect bus with your wristband, courtesy of your initial drink purchase. It’s a fun and hassle-free way to explore the local dining scene.
First Friday Art Walk
Immerse yourself in Saint Augustine’s vibrant art scene with the First Friday Art Walk, a monthly celebration where over 25 galleries open their doors to showcase diverse artwork. From traditional paintings to contemporary sculptures and photography, you’ll have the chance to engage with local and national artists, delve into their creative process, and maybe even find that perfect piece to take home. This event runs from 5:00 to 9:00 p.m. every first Friday, spanning St. Augustine’s historic downtown, King, St. George, and Aviles Streets, as well as Uptown and Anastasia Island. It’s a cultural extravaganza not to be missed.
Plan Your Visit
Discover upcoming events in Saint Augustine and find the perfect vacation rental for your stay. Enjoy the best of what Saint Augustine has to offer with our top vacation rentals!
Book Your St. Augustine Rentals With Saint Augustine Vacation Rentals
At Saint Augustine Vacation Rentals, we take pride in providing our guests with a home away from home. Our extensive selection of St. Augustine vacation rentals ensures that you’ll find the perfect accommodation for your stay.
From cozy beachfront cottages to elegant downtown suites, their wide range of properties ensures you’ll enjoy a comfortable and convenient stay. So book your St. Augustine beachfront rental with us today and embark on an extraordinary journey filled with music, art, and the warm embrace of our beautiful oceanside community!
