Live Events in St. Augustine, FL
Where Good Times Meet Great Food
There’s no shortage of charm in St. Augustine — between the historic streets, the Atlantic breeze, and the coastal lifestyle, it’s easy to see why we all love living here. But when it comes to finding fun, casual, and downright entertaining things to do in St. Augustine, FL, you won’t need to look any further than our little corner on Anastasia Boulevard. At Uptown Pizza, we’re not just serving up gourmet brick oven pizzas and piled-high subs — we’re throwing the kind of live events that turn dinner into a night out.
From trivia nights that spark your competitive side to live music and full-blown festivals, our event lineup is packed with the kind of energy and fun that keeps locals coming back again and again. If you’re looking for real community connection, good food, cold drinks, and great entertainment, you’re in the right place.
Why Locals Love Our Live Entertainment
We’ve always believed that a neighborhood restaurant should be more than just a place to eat — it should be a place where people gather, connect, and celebrate. That’s the spirit behind everything we do here at Uptown Pizza. Our live events in St. Augustine, FL bring together families, friends, and first-timers for nights filled with laughter, music, and a sense of belonging.
It’s casual. It’s welcoming. It’s a great excuse to get out of the house and into a fun, relaxed atmosphere. And with our outdoor beer and wine garden offering plenty of space to stretch out, you can enjoy the show without the usual crowding you might find downtown.
A Weekly Lineup Worth Planning Around
We’re not a once-in-a-while kind of venue — we keep the calendar packed with regular happenings that give you something to look forward to every week.
Live Music Nights
Local bands and musicians take the stage in our outdoor garden, bringing everything from acoustic sets to upbeat jams that turn a quiet evening into a mini concert. Whether you’re into classic rock, reggae, folk, or something a little funkier, our music nights offer something for every ear.
Trivia Tuesdays (or Thursdays, depending on the week)
Got a head full of random facts? Put it to good use during one of our trivia nights. Gather your friends, grab a table, and get ready to battle it out over everything from pop culture to local history. It’s competitive, it’s hilarious, and yes — there are prizes involved.
Karaoke Nights
There’s no better way to bring a community together than a good old-fashioned karaoke session. Whether you’re belting out an ‘80s power ballad or trying your hand at some country classics, our stage is open and the mic is yours. No judgment — just applause (and maybe a few laughs).
Seasonal Events You Won’t Want to Miss
Beyond our weekly events, we go all out for special occasions. These are the big ones — the events people ask about year after year.
Battle of the Bands
Local talent competes for bragging rights and more in a high-energy showdown that turns our beer garden into a live music battleground. It’s loud, it’s exciting, and it’s a blast to be part of, whether you’re in the band or cheering from the crowd.
Halloween Festival
We take Halloween seriously around here. From costume contests to themed food specials, games, and spooky decorations, our Halloween Festival is a favorite for families and adults alike. It’s the perfect way to enjoy the holiday without heading into the chaos of downtown.
Uptown Pizza’s Carnival
Who doesn’t love a neighborhood carnival? With games, prizes, great eats, and that festive feeling in the air, our seasonal carnival is a celebration of everything fun and local. Bring the kids, bring your friends, and let loose — it’s one of our most popular events for a reason.
Food, Fun, and Florida Vibes
And let’s not forget — you’re not just here for the entertainment. You’re also here for the food. While you’re enjoying live music or cheering on your trivia team, you can chow down on one of our signature pizzas, a hot sub straight from the oven, or a fresh salad. Pair it with a cold beer from our outdoor bar or a glass of wine under the string lights, and you’ve got yourself a full evening without ever leaving the garden.
FAQ: Got Questions? We’ve Got Answers
Join Us for the Next Big Night Out
St. Augustine has no shortage of things to do, but if you’re looking for a spot that feels truly local — with amazing food, cold drinks, live entertainment, and a warm, inviting atmosphere — Uptown Pizza is the place to be. Whether you’re here for the music, the trivia, the seasonal fun, or just to kick back and enjoy the evening breeze with a slice of pizza and a drink in hand, we’ve got a seat waiting for you. Come see what our pizza restaurant is all about, and make your next night out one to remember.