Live Music on Anna Maria Island: My Insider Guide

Updated: June 2026

Anna Maria Island is one of Florida’s best spots for live music by the beach and at waterfront bars. From laid-back beachfront acoustic sets at sunset to lively patio performances with island vibes, there is something for every mood and every night of the week. Whether you are planning a romantic sunset dinner, a fun night out with friends, or a family-friendly evening, this guide covers the best live music on Anna Maria Island and where to catch it.

For everything beyond the soundtrack, my Dining on Anna Maria Island: My Insider Guide covers every restaurant worth knowing on the island.

This guide is broken down into sunset beachfront live music spots, nightlife and late-night bars with live music, family-friendly venues, and classic island spots with entertainment.

Sunset Beachfront Music

Perfect for catching the sunset with a cocktail in hand, these spots pair scenic views with great tunes.

Anna Maria Island Beach Café

4000 Gulf Drive · Holmes Beach
941-778-0784
Daily · 8:00 AM – 8:00 PM
Live Music · 5:30 PM to sunset

For live music with your toes in the sand, Anna Maria Island Beach Café delivers the perfect blend of beachfront views, island-inspired acoustic tunes, and casual Gulf-front dining. Whether you are soaking up the sun during the day or enjoying a sunset cocktail, the laid-back music sets the soundtrack for an ideal island evening. Check their online music calendar to plan your visit. For more spots where you can dine with your feet in the sand, my Best Toes-in-the-Sand Dining on Anna Maria Island: My Insider Guide covers every option.

Gulf Drive Cafe & Kokonut Hut

900 Gulf Drive North · Bradenton Beach
941-778-1919
Cafe · Sunday – Thursday 7:00 AM to 9:00 PM
Cafe · Friday & Saturday 7:00 AM to 9:30 PM
Hut · Daily 7:00 AM to Midnight
Live Music · Daily 6:00 PM to 9:00 PM

The Kokonut Hut is the perfect spot to enjoy live music, tropical cocktails, and direct Gulf views. The soundtrack spans reggae, rock, country, and more, creating a true island vibe. Check their Facebook page for the full monthly lineup. The menu features casual coastal favorites like calamari, fish tacos, fried shrimp, and grouper sandwiches. Kick off your shoes, dance in the sand, and let the bartender craft one of their signature cocktails while you soak up the sunset.

Nightlife & Late Night Bars

For those who want high-energy performances, dancing, and cocktails, these bars and venues keep the island alive after dark.

Drift-In

120 Bridge Street · Bradenton Beach
941-778-8565
Daily · 7:00 AM to 2:00 AM
Happy Hour · Monday – Friday · 4:00 PM to 6:00 PM
Live Music · Nightly · 9:00 PM to 1:00 AM except on Tuesday and Sunday
Live Music · Friday · 1:00 PM to 5:00 PM
Live Music · Saturday & Sunday · 2:00 PM to 6:00 PM

Drift-In has been a beloved Anna Maria Island dive bar since 1925, offering live music, outdoor tiki vibes, and plenty of games for a fun night out. Classic rock, country, and blues fill the air from their large tiki hut with an outdoor bar. Drift-In also hosts card games, karaoke, and bingo. Fun trivia: the legendary Babe Ruth once owned the Drift-In. Check their full schedule for all the action. For more ways to mix drinks, games, and island vibes, my Beach Bar Games on Anna Maria Island: My Insider Guide covers every spot worth knowing.

Freckled Fin

5337 Gulf Drive · Holmes Beach
941-251-3930
Sunday – Thursday · 11:00 AM to 11:00 PM
Friday & Saturday · 11:00 AM to 12:00 AM
Happy Hour · 3:00 PM to 6:00 PM
Live Music · Tuesday & Thursday – Sunday · 7:00 to 11:00 PM
Live Music · some Saturdays · 3:00 PM to 6:00 PM

The Freckled Fin is a fun Irish pub known for its vibrant live music and casual island vibes. Local bands and solo artists perform throughout the week, inside or on the patio, covering traditional Irish tunes, acoustic sets, contemporary pop, country, blues, and classic rock. Check their calendar for the latest lineup. The menu serves up Irish favorites with a coastal twist, including fried cheese curds, corned beef and cabbage, shepherd’s pie, and poutine. Whether you are grabbing a pint, digging into hearty pub fare, or dancing the night away, Freckled Fin is a perfect stop for live music and good times.

Wicked Cantina

101 7th St North · Bradenton Beach
941-281-2990
7:30 AM – 10:00 PM
Happy Hour: Monday – Saturday · 12:00 PM – 5:00 PM
Happy Hour: Sunday · 7:30 AM – 10:00 PM
Live Music: Daily 6:00 PM – 9:00 PM · Sunday additionally 2:00 PM – 5:00 PM

Wicked Cantina is the perfect spot to enjoy Austin-style Tex-Mex, live music, and stunning Gulf views. Their outdoor patio is ideal for catching the sunset while listening to a variety of musicians and bands playing rock, country, and pop tunes. Check their calendar for the full lineup. The menu features classic favorites with unlimited chips and salsa, including bowls, tacos, enchiladas, fajitas, burritos, and their signature wicked margarita. For more on the island’s Mexican dining scene, my Mexican Restaurants on Anna Maria Island: My Insider Guide covers every option.

Family-Friendly

These spots offer fun, laid-back music suitable for kids and families, perfect for a daytime or early evening outing. For the full picture of the island’s most family-friendly dining, my Best Family Friendly Restaurants on Anna Maria Island: My Insider Guide covers every spot worth knowing.

Harry’s Grill

9903 Gulf Drive · Anna Maria
941-567-5999
Monday – Saturday · 11:30 AM to 9:30 PM
Sunday · 1:00 PM to 9:30 PM
Sunday · Harry’s Hallelujah Brunch · 10:00 AM to 11:30 AM
Happy Hour · Monday – Friday · 3:00 PM to 5:00 PM
Live Music · Daily · 6:00 PM to 8:30 PM

Harry’s Grill is a laid-back Anna Maria Island favorite known for live music, casual vibes, and string-lit outdoor seating. The menu serves up classic American fare with options like prime rib, fresh catch of the day, and crispy onion rings. Fun perk: if your name is Harry or Harrietta, show proof and enjoy one free draft beer of your choice.

The Ugly Grouper

5704 Marina Drive · Holmes Beach
941-896-8033
11:00 AM to 10:00 PM
Live Music · Daily · 5:00 PM to 8:00 PM
Live Music · Saturday & Sunday · 12:00 PM to 3:00 PM

The Ugly Grouper is one of the most popular spots on Anna Maria Island for live music, casual dining, and a genuinely fun, family-friendly atmosphere. This outdoor venue features a large stage where local bands and solo artists perform everything from rock and country to blues, reggae, and island-inspired tunes. Check their website for the full entertainment lineup.

The menu is packed with crowd-pleasing favorites including fresh local seafood, zucchini chips, and their famous grouper tacos. During breaks, kick back with a game of cornhole or catch the action on one of the big-screen TVs. For more great spots to watch the game, my Best Spots to Watch Sports on Anna Maria Island: My Insider Guide
covers every option. And do not leave without snapping a photo with the iconic 3,180-pound Ugly Grouper statue.

Coastal Bars & Classic Island Spots

Experience local flavor and island charm with music that enhances the coastal vibe.

Blue Marlin Seafood

121 Bridge Street · Bradenton Beach
941-896-9737
Friday & Saturday 5:00 PM to 10:00 PM
Tuesday – Thursday 5:00 PM to 9:00 PM
Live Music · Friday & Saturday 7:00 PM to 10:00 PM

Blue Marlin Seafood brings live music to Bridge Street on Friday and Saturday nights in its charming outdoor Trapyard courtyard. Acoustic performances covering jazz, rock, bluegrass, and country create a relaxed, intimate vibe for the evening. Plan ahead by checking their online music calendar, and note that reservations are required on nights with live music. For tips on snagging a table at popular island spots, my Restaurant Reservations on Anna Maria Island: My Insider Guide is worth a read. Blue Marlin focuses on boat-to-table seafood sourced from the Cortez fishing fleet, offering fresh grouper, snapper, cobia, hogfish, oysters, shrimp, and stone crabs.

Bridge Tender Inn Dockside & Tiki Bar

135 Bridge Street · Bradenton Beach
941-778-4849
Daily · 11:00 AM to 11:30 PM
Live Music · Daily

Bridge Tender Inn Dockside Bar is a classic Anna Maria Island experience, offering waterfront dining, lively music, and island vibes every night of the week. Live music features classic rock, island tunes, and more. Check their Facebook page for the daily artist lineup and showtimes. The menu covers island favorites including chicken wings, nachos, grouper sandwiches, and fish and chips. Getting here is easy, arrive by flip-flops, bike, golf cart, car, or boat.

Getting here is easy, arrive by flip-flops, bike, golf cart, car, or boat. For more waterfront restaurants with boat parking, check out my Best Boat Accessible Restaurants on Anna Maria Island: My Insider Guide.

Daiquiri Deck

107 Bridge Street · Bradenton Beach
941-253-3300
Sunday – Thursday · 10:00 AM -to10:00 PM
Friday & Saturday · 10:00 AM to 11:00 PM
Happy Hour · Daily · 3:00 PM to 7:00 PM and 8:00 PM to close
Live Music · Friday, Saturday, and Sunday · call for times

Daiquiri Deck brings the party to Bridge Street with a festive atmosphere, frozen cocktails, and live music. Head up to the rooftop bar for Gulf views while enjoying a mix of reggae, acoustic sets, and laid-back beach tunes. The menu features classic American bar bites like conch fritters, gator bites, peel-and-eat shrimp, and Cuban sandwiches, perfect for pairing with one of their many signature daiquiris.

Island Time Bar & Grill

111 Gulf Drive South · Bradenton Beach
941-782-1122
Wednesday – Saturday · 11:00 AM to 11:00 PM
Sunday through Tuesday · 11:00 AM to 10:00 PM
Happy Hour · Monday – Friday · 11:00 AM to 5:00 PM
Live music · Daily · 6:00 PM to 10:00 PM

Island Time Bar and Grill is a go-to spot for daily live music and a laid-back, open-air atmosphere. The spacious patio sets the scene for an easygoing night, with local musicians and bands performing everything from rock and country to reggae and pop. Check their online calendar for exact times and the latest lineup. The bar menu features a wide selection of frozen drinks, beachy cocktails, and draft beers, while the kitchen serves up classic favorites like burgers, sandwiches, tacos, and seafood baskets.

SALT Bar and Table

2519 Gulf Drive · Bradenton Beach
941-896-9897
Daily · 3:30 PM to 10:00 PM
Happy Hour · Daily · 3:30 PM to 5:00 PM
Live Music · Friday & Saturday · 6:00 PM to 9:00 PM

SALT Bar and Table offers a chic coastal dining experience with both indoor and outdoor seating and live music on Friday and Saturday evenings. The menu features globally inspired dishes crafted with locally sourced ingredients, complemented by an extensive selection of craft cocktails.

Coastal Close

Anna Maria Island’s live music scene is one of those things that sneaks up on you. You sit down for dinner, a guitarist starts up in the corner, the sun drops into the Gulf, and suddenly the evening has become something worth remembering. For everything worth eating and drinking while you are here, my Dining on Anna Maria Island: My Insider Guide covers the full picture, and my downloadable Anna Maria Island Restaurant Guide on Etsy is worth grabbing before you go.

— izzy