Dreaming of your next beach getaway? Let Anna Maria Island sweep you off your feet. From sugar-white sands and turquoise Gulf waters to the cozy charm of Holmes Beach and Bradenton Beach, this Florida gem has it all. Whether it's your first time or a return trip, discover local-approved spots to dine, unwind, and soak up the laid-back coastal lifestyle.
Whether you're planning your first vacation or returning for another relaxing stay, here’s your local-approved guide to dining and entertainment on Anna Maria Island, Florida, including Holmes Beach and Bradenton Beach.
Where to Eat on Anna Maria Island: Local Flavors, Laid-Back Vibes
Casual & Coastal Dining
No need to dress up here, just bring your appetite and enjoy some of the best local restaurants Anna Maria Island has to offer:
- Salt Bar & Table (Holmes Beach): Stylish yet casual spot with fresh seafood, brunch, and creative cocktails served with a modern island twist.
- Duffy’s Tavern (Holmes Beach): Cold beer, juicy burgers, and old Florida charm. A beloved local hangout for generations.
- The Ugly Grouper (Holmes Beach): Outdoor dining, live music, and famous grouper sandwiches — fun for the whole family.
- Skinny’s Place (Holmes Beach): Iconic beachfront burger joint just steps from the sand. Think crispy fries, root beer floats, and a side of nostalgia.
- Los Chiludos Fresh Mexican Grill (Bradenton Beach): Authentic Mexican eats with house-made salsas and unbeatable flavor.
- Poppo’s Taqueria (Anna Maria & Holmes Beach): Fresh, made-to-order tacos and burrito bowls with bold flavors and locally sourced ingredients.
Waterfront Dining Favorites
For romantic dinners, special occasions, or just soaking in a perfect sunset, don’t miss:
- The Sandbar Restaurant (Anna Maria): Oceanfront dining with your toes in the sand and fresh-caught seafood on your plate.
- The Waterfront Restaurant (Anna Maria): Upscale coastal cuisine with breezy patio seating and views of Tampa Bay.
- Bridge Street Bistro (Bradenton Beach): Three stories of Gulf-view dining, plus an impressive wine list and top-notch service.
Island Sweet Spots
- Two Scoops Ice Cream (Anna Maria): A classic post-beach stop for homemade ice cream and milkshakes.
- Small Town Creamery (Holmes Beach): Family favorite with creative flavors and fun souvenirs.
Entertainment & Things to Do on Anna Maria Island
Live Music & Nightlife
Anna Maria Island may be low-key, but it knows how to keep the vibes going after dark:
- Island Time Bar & Grill (Bradenton Beach): Live music, island cocktails, and a lively atmosphere near historic Bridge Street.
- The Doctor’s Office (Holmes Beach): Craft cocktails, small plates, and a speakeasy-style setting perfect for date night.
- Bamboo Island Bar (Bradenton Beach): A laid-back tiki bar with live music, karaoke nights, and plenty of fun.
Local Culture & Events
- Island Players Theatre (Anna Maria): The island’s charming community theater offering seasonal performances.
- Pine Avenue Events (Anna Maria): Enjoy year-round events like art walks, holiday markets, and eco-friendly festivals.
Family-Friendly Island Fun
- Cruise the island by bike or golf cart. Rentals available near all the island's hotspots!
- Visit Bayfront Park for shaded picnic areas, a playground, and peaceful waterfront views.
- Explore shops and galleries along Pine Avenue, known for its local flair and sustainable charm.
Insider Tips from Anna Maria Locals
- Time your dinner with sunset — tables with a view fill up fast!
- Support small businesses — by choosing locally owned restaurants and boutiques.
- Stay updated on live music and events — check with our team or your rental concierge for the latest schedules.
Book Your Stay on Anna Maria Island
When you book one of our Anna Maria Island vacation rentals, you’re not just getting a place to stay, you’re stepping into a lifestyle! From beach days and sunset dinners to evenings with live music under swaying palms, you’ll quickly see why locals love it here.
