For generations, families have returned to Anna Maria Island, Florida, for its powdery white sand, abundant nature, and Old Florida small-town feel. It’s no secret, but compared to more flashy Sunshine State locales, this little barrier island south of Tampa Bay feels like one.
Luckily, many fans care about preserving historic AMI, and as a result, the island experienced a come-up. After a renovation of Pine Avenue, the little main street that crosses Anna Maria City, sherbet-hued and clapboard-sided beach homes around the island were refreshed. Meanwhile, local business owners doubled down on their commitment to sustainability, respect for wildlife, and an ethos of farm-to-table and gulf-to-table dining. In 2023, Anna Maria Island became the first Florida destination to partner with the national Leave No Trace organization.
Visitors are treated to incredible sunsets on Anna Maria Island, which has a no-high-rises shoreline, and often get around by golf cart or beach cruiser. While it may feel remote, getting here is easier than ever thanks to expansion at Sarasota-Bradenton International.
Top 5 Can’t Miss
- Vacation Rentals: From tip to tip and gulf to bay, the island is stocked with vacation homes for every type of getaway.
- Pine Avenue: A historic main street that is the heart of Anna Maria Island.
- Bridge Street: A fun walking street and pier for dining, shopping, and nightlife.
- Waterfront Restaurant: A local favorite for well-made cocktails and dishes in a historic cottage overlooking the bay and pier.
- Cortez: One of the last true fishing villages on Florida’s West Coast.
It follows, then, that AMI was named one of the best places to travel in 2024 by Travel + Leisure editors. Here's how to explore the island, according to experts.
Best Hotels and Resorts
Mello on the Beach
Opened in 2023 on Manatee Beach, Mello on the Beach has 11 bright one- to three-bedroom villas with all the comforts of your own place, like kitchenettes and in-room laundry, paired with resort amenities like a central pool, lawn games, and private beach access.
Vacation Rentals
The majority of island accommodations are vacation rentals, and one of our favorite Airbnbs is Paradise Blu. A three-story home in Anna Maria with an upper-tier deck overlooking the bay and ocean and three rooms with king-sized beds and attached baths, it's perfect for large family getaways.
Waterline Villas & Marina, Autograph Collection
Arrive by boat to this sophisticated hotel with 37 two-bedroom condos, each with a balcony, and dock in one of its 50 slips. At the on-site Chateau Anna Maria restaurant, French-inspired dishes from Food Network alums Buddy and Jennifer Foy are served in a nautical dining room.
Joie Inn
The apartment-style accommodations at this inn in Holmes Beach feel like stepping into a Crate & Barrel catalog. Each suite is color-themed and equipped with beach gear and a wagon for toting it. Electric bikes are at the ready for getting around town.Just know, there's a seven-night minimum stay here.
Mainsail Beach Inn
Each of the 12 multi-room suites at this small hotel offers guests beachfront access, and the rooms come equipped with kitchens, washers and dryers, and a balcony or deck. When you want to get off the property, the island’s popular Bistro Inn is just steps away.
Best Things to Do
Take a dolphin-spotting excursion.
Tour operators Paradise Boat Tours and AMI Dolphin Tours have small-group excursions for reliable dolphin encounters. “With Ben Webb [at AMI Dolphin Tours] you know they're going give you a good experience – he knows exactly where to find dolphins – and also one that'll make you feel good, for their respect of the animals,” said Kolby Gayson, marketing director for the Bradenton Gulf Islands.
Have fresh coconuts delivered on the beach.
The island is known for its many beautiful beaches, from Coquina on the south end to Bean Point in the north. “Manatee Public Beach is the first spot you hit after driving onto the island. It has free parking and is great for people-watching. If you want some solitude, just walk a hundred yards in either direction,” said Charles McCool, an U.S. Gulf Coast expert at tour operator McCool Travel. Amp up your beach days with fresh coconut water delivered seaside by AMI Coconuts or scale your set-up with fancy chairs and umbrellas from Beach Suites.
Take the historic stroll down Pine Avenue.
The island became known in the early 1900s when day-trippers from Tampa sailed by steamboat to the bayside pier and walked a path to the beaches. Today, visitors can do much the same, but the path is now Pine Avenue and the old bathhouse is the iconic Sandbar Restaurant. Stops along the way include the Historical Society House and “City Jail” for a photo op; The General Store and Hometown Desserts for sustainable provisions in the net-zero Historic Green Village; Shiny Fish Emporium and the Olive Oil Outpost for crafts and goods; and great eats at Poppo’s Taqueria.
Watch the sunset on Bean Point.
On the north side of the island, Bean Point Beach faces straight west and is known for stunning sunsets. Stop into Sandbar Restaurant for frosty beverages then head to the back deck for toes-in-the-sand viewing or stroll the sandbars during purple sky sunsets.
Visit Ginny’s & Jane E’s Cafe & Coastal Store.
“One of the quirkiest places in Florida,” said McCool, the store has “a robust and fascinating breakfast menu” with smoothies and mimosas to kick things off. They’re known for exceptional cinnamon rolls “the size of your head,” Gayson added.
Best Nightlife
The Doctor’s Office
This craft cocktail bar takes care to another level with a roster of classic and bartender creations adorned with fresh herbs, dry spices, char, and smoke. A menu of bar snacks in the garden, as well as hearty main dishes like lobster and prime rib, is a snacker’s dream. Reservations are suggested as the “No New Patients” rope goes up quickly.
The Ugly Grouper
Sure, great grouper is a solid reason to visit this crowd-pleaser on Marina Drive in Holmes Beach. Another: the lively setting that draws partiers for its daily music and extensive drinks list. Get your Insta shots with the giant bug-eyed grouper sculpted from vintage car parts.
Bridge Street
“Bridge Street in Bradenton Beach is the more adventurous, louder cousin to Anna Maria where you don’t mind having an extra cocktail," Gayson said. Live music and a selection of bars bring this historic walking district to life in the evenings. Some standouts are Blue Marlin Seafood for great food and music, Daiquiri Deck for second-story views of the water, and Anna Maria Oyster Bar on the pier for local oysters.
10 Best Cocktail Cities in America, According to Bartenders
Best Restaurants
The Porch
A classic spot in one of the island’s oldest homes, this charming restaurant that's primarily first-come, first-served is loved for its quality ingredients, quintessential dishes like succotash shrimp and scallops, and sumptuous desserts of double chocolate cake and Basque cheesecake.
Waterfront Restaurant
In a 1922 cottage with a deck overlooking the pier, this laid-back restaurant is known for exceptional grouper and cocktails, and it only takes reservations on holidays. “Their grouper tacos are phenomenal. They also make an original mai tai," Gayson said, adding that visitors should follow up lunch here with shopping on Pine Avenue.
Beach Bistro
A white tablecloth restaurant overlooking the Gulf of Mexico, this restaurant is Zagat-rated and James Beard-nominated for its five-course tasting menus that highlight ingredients with provenance such as Maple Leaf Farm duck breast and Colorado lamb, not to mention Gulf Coast grouper. You can make a reservation for both indoor and beach dining, and the restaurant shows its layout on its site so you can pick the area you like best.
Sandbar Seafood & Spirits
Enjoy a sunset dinner with your toes in the sand at this seafood-forward restaurant on the shores of the Gulf of Mexico. Guests love the atmosphere and service as much as the ocean views, but just know wait times can be on the longer side because there are no reservations.
Hurricane Hanks
Don’t be fooled by the unassuming strip mall location: This pub is a top-notch family destination for on-point fish, burgers, baskets, and starters all in a cool setting with friendly service. The owner’s bar is next door in case you need to kill some time while you wait for your table at this walk-in-only place.
Best Time to Visit
Anna Maria Island sees 242 days of sunshine per year, according to their chamber of commerce, so there are plenty of good times to visit. Summer and winter are two of the busiest times to visit because of school breaks, so if you don't like crowds, you may want to avoid these. Summer is also rainy season.
The spring months of March, April, and May can be some of the best times to travel here. The temperatures range from highs in the mid 70s to mid 80s, with lows between high 50s and high 60s.
If you want to see manatees as they migrate for the winter, you'll want to visit the Apollo Beach Manatee Viewing center, with a walkway along the Great Florida Birding Trail, sometime from Nov. 1 through April 15.
How to Get There
Getting to AMI has never been easier thanks to the exponential growth of Sarasota-Bradenton International Airport and airlines like American and Allegiant Air adding routes here. Four new domestic destinations were added in 2023 and the airport has plans to complete an expansion of its fifth terminal in 2024. Fly into Sarasota, half an hour away, or Tampa International, about an hour away by car, then rent a vehicle or Uber to the island.
Neighborhoods
There are three towns on AMI: Anna Maria in the north, Holmes Beach in the center, and Bradenton Beach on the south side. You can take Gulf Drive from one end to the other in about 25 minutes by golf cart.
Cortez
The historic fishing village off the island’s south bridge is worth a day trip. Excellent food at Star Fish Market and Swordfish Grill is the progeny of some of the most sustainable commercial fisheries in Florida. “As old-school throwback Florida as you will ever find on the Gulf Coast,” McCool said. “Fresh fish is brought in twice a day, sold in the seafood market, and prepared out back. Be prepared for a line and bring cash (no credit cards). One of the freshest and tastiest blackened grouper sandwiches in Florida.” Visit the Fox Mercantile for local homewares and vintage shopping and Breezy Bakery for seasonal bakes.
Robinson Preserve
Just across Anna Maria Island Bridge, a 682-acre tract of coastal wetland habitat has rubberized hiking trails and kayak launches. With mangroves that are up to 200 years old, it’s known for excellent bird and wildlife spotting. “I couldn’t paddle on one side of my kayak because the manatees were so close. It was amazing,” Gayson said. A four-story observation tower and a Canopy Zone and NEST Center (for Nature, Exploration, Science, and Technology) make sightings even easier.
How to Get Around
Golf Carts and Bikes: Many motor or pedal from place to place in these open-air vehicles, and there are an array of rental options on the island. Mokes from Beach Bums on Pine Ave are also a hit.
Anna Maria Island Trolley: From 6 a.m. to 10:30 p.m., this free hop-on, hop-off bus loops around the island every 20 minutes so you can skip traffic and parking. Consult the timetable for stops.
Gulf Islands Ferry: A ferry runs from Bridge Street Pier to downtown Bradenton, where a convention center that was renovated in 2024 has revitalized the energy in the neighborhood.