The Best Places to See Live Music: St. Augustine

What would life be without music? It is a universal language, a human trait. A necessity! In the case of St. Augustine, the oldest city in the U.S., live music is considered a treasure. There are usually many music events and festivals to appreciate music and other types of art. 

Many well-known and emerging artists travel to show their musical gifts in St. Augustine. Musical genre artists vary, from Blues and Jazz to Rock and Electronic.

Let St. Augustine’s live music bless your ears when staying in one of our St. Augustine rentals!

The Saint Augustine Amphitheater

This outstanding venue is perfect for concerts and shows, letting you relax and have fun from the moment you purchase your tickets to the concert is over. The Amphitheater’s team does everything for you! Taking the free shuttle service makes parking a breeze. Find your seat with no worries, as the seating is always clearly marked. Volunteers are prepared to guide you and lead the way. 

The sound will be perfectly balanced when attending a show at The Saint Augustine Amphitheater. The lights and the smoke effects, paired with great artists, make every event a must-see. The Amphitheater is open and lets fresh air be part of the experience. But there are parts of the venue that are covered in case there is rain. 

This might as well be the best amphitheater in Florida! The way it is designed, there isn’t a bad seat option. Everything is visible from where you may be. Don’t miss out and find the right concert for you!

guitarist in st augustine
Photo from Shutterstock


In 1965, the community of St. Augustine came together to transform the historical roots of the city as a form of celebrating the city’s 400th Anniversary. They renovated the City Gate and Cathedral Basilica, with the dream of building monuments to make sure the city was celebrated for years to come. 

Within those dreams came the St. Augustine Amphitheater! This world-class music venue holds over 4,100 people, a large plaza, four concession stands, and a beautiful botanical garden with walking trails.

Box Office & Ticketing

Visit the Box Office to purchase the tickets for your dream show! You may find it at the main entrance of The Amp, be sure to check their website for updated hours of operation.

The Amphitheater provides accessible seating for those who may be disabled. Find tickets for accessible seating either in person or online at!

Night Market

The Amp (St. Augustine Amphitheater) hosts a Night Market on the second and the fourth Tuesday of the month, from March through October of each year. There is always great live music and fun activities to engage with the community! 

The Night Market is everyone’s favorite! Shop around for baked goods, local produce, and handmade arts and crafts while you enjoy a bite and drink from the various local food trucks and bars with smooth and fun live music.                                     

Sing Out Loud

September is considered The Month of Music in St. Johns County, and for good reason! Each year in September, Sing Out Loud makes more than 100 live performances come to life. Not only is it entertaining and great to bring communities together, but it has also raised over $300,000 for local charities!

Have you ever heard the saying that good things are usually free? Well, Sing Out Loud offers free concerts, too! Be part of this exceptional experience, and be sure to confirm the dates year after year on their website.

Plan Your Visit to St. Augustine

In any of our rentals, you will be a short walk or drive away from must-visit attractions! Choose privacy and comfort over anything else when vacationing so you have a comfortable home far from home. Get in touch today to learn more!

Colonial Oak Music Park

Imagine pink and lavender soft lights, a giant 300-year-old bent oak tree, string lights, and your favorite music playing live. Feels like out of a fairytale, right? We can’t think of a more enchanting spot than this as a St. Augustine’s live music venue. Don’t miss out on this one-of-a-kind experience, where you may bring your favorite people in the world to relax under this magnificent tree with a nice lunch while you all enjoy music from the greatest artists of Florida.


Colonial Oak Music Park is part of St. Augustine’s Historic Downtown, offering free outdoor concerts, talent shows, private parties, and more. It is the largest outdoor venue in town! This is a beautiful and successful project where emerging and well-known artists get the chance to shine as guests and fans sit back and enjoy the unique ambiance.

Milltop Tavern

St. Augustine’s most magical laid-back tavern! Fall in love with the beautiful old town, seen from the tavern’s large balcony. Whether you are looking to have fun or to relax with a cold drink, Militop Tavern is the place to be. This venue is ideal for everyone from a couple and a small group of friends to big parties and sporting events. 

St. Augustine’s live music makes it easy to enjoy yourself, as they are always amazing artists. People have mentioned multiple times that the music is what pulled them into the tavern. All it took was one second for them to love it and wish to come back. 

Food & Drinks

There are endless mouthwatering options to choose from. The St. Auggie Spread is a favorite, perfect for a couple of hungry friends who are ready to have their tastebuds party! Wings and fries are always a great choice to pair over a couple of drinks. To satisfy anyone’s sweet tooth, try the delicious cinnamon sugar pretzel bites with chocolate sauce. Yum! The best for last: Brisket BBQ Nachos with slow smoked beer brisket and Carolina BBQ sauce! 

The Militop Tavern offers a great selection of draft beers, house specialty drinks, and much more. Among the locals’ favorites include the Purple Lollipop, the Moscow Mule, and the Stormy. You won’t try drinks like these anywhere else! 


The building’s history goes way back. It used to be a gristmill in the 1880s! Then, in the 1950s, the place was transformed into a bar. The owners eventually rebuilt the tavern, expanding the rare tree house interior, and ended up turning it into one of the top places to experience live music in St. Augustine. Now, it is considered a historic landmark. The 300-year-old Pecky Cypress wood panels from the original building are now part of the renovated Militop!

Where To Stay

Select one of our many vacation rentals in St. Augustine, Florida, for the absolute best “old town” intimate experience! From village units to luxury living, and from beachfront rentals to lake view vacation homes, The Ocean Gallery offers a rental for every group.

Enjoy perks like private hot tubs, heated indoor and outdoor pools, lanais, beach gear, racquetball and tennis courts, beach and lagoon access, gardens, trails, boardwalks, and much more.