Anna Maria Island: Things to do in rare Old Florida beach town (2024)

It’s a surprise and a delight to find places like this still around – a low-rise beach town where a few quaint cottages survive in a largely residential community.

On Anna Maria Island, “things to do” means walking the beach or watching wading birds and dolphins at the shore.

It’s a low-key place. It joins a small number of beach towns that are throwbacks to another era. (We found a similar vibe at Casey Key, 35 miles south, and Pass-A-Grille, about the same distance north.)

There are no high-rises, few chain restaurants, or other signs that paradise has been lost. (There is traffic, however, on the two bridges that reach the island.)

The new Anna Maria Island shuttle: Beginning in 2024, ferry service is available Thursdays through Sundays from 9 a.m. to 9 p.m., with departures every hour on the hour from Bradenton Riverwalk day dock. There are two stops: Anna Maria City Pier and Bridge Street Pier in Bradenton Beach. It takes about 30 to 35 minutes to get to each stop. The 50-foot open-air catamarans hold 49 passengers. Ferries accept reservations and walk-ons; reservations will board first. Tickets are $10 for adults roundtrip; $6 seniors and youth.

Anna Maria Island: The essentials

Anna Maria Island is seven miles long and there are three communities on it: Bradenton Beach, Holmes Beach and at the northern tip, the municipality of Anna Maria Island.

It’s all lovely, but the island gets maybe a bit more charming in the upper section that is Anna Maria Island, which is the oldest.

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Anna Maria celebrated its 100th birthday in 2023. (The cities of Holmes Beach and Bradenton Beach were incorporated in the 1950s.)

The island is connected to Bradenton on the mainland by two bridges. To the south, a bridge takes you to Longboat Key, and about 11 miles south, to Sarasota.

Anna Maria Island does lack one thing that we crave: parking. But that lack of parking is probably one reason for Anna Maria Island’s character.

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Visitors staying on the island are encouraged to leave their car parked and take the free trolley which runs from 6 a.m. to 10:30 p.m. every 20 minutes from the Anna Maria City Pier on the north to Coquina Beach on the south. View the map and schedule of theManatee Trolley on Anna Maria Island.

All three public beaches have free parking, but Anna Maria Island fills up quickly on pretty weekend days, with traffic sometimes lined up on the waterfront Gulf Drive. There is also some street parking, but never enough for demand.

The universal advice on finding parking on Anna Maria Island: Get there early.

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Anna Maria Island things to do: Pick a beach; they’re all great

The Gulf-front beaches are about as outstanding as you can find in Florida. The sand is powdery and blindingly white; it squeaks when you walk on it. You can find seashells here, as well as spot dolphin right off shore. There are hundreds of shorebirds. The water is clear and aquamarine.

My favorite place on Anna Maria Island is Bean Point, the beach at the northern tip of the island, where you can walk around the end of the island and gaze out at the Sunshine Skyway Bridge over Tampa Bay and wild Egmont Key, a state park and national wildlife refuge accessible only by boat at the mouth of Tampa Bay (and worth a visit!)

On Thanksgiving Day, we headed to the northern tip of the island and found a parking space on the street near a beach access point. The beach was filled with families building sand castles, people strolling or stretched out on lounge chairs. We walked around Bean Point and paused to sit on a bench in the shade. (Because of strong currents, Bean Point is not recommended as a swimming beach.)

The main beaches, all with lifeguards and free parking are:

Manatee Public Beach, 4000 State Road 64 and Gulf Drive, Holmes Beach, which has on-site food and beverages, picnic tables and beach gear for rent.

Cortez Beach and Coquina Beach, located at the southern end of Gulf Drive in Bradenton Beach. Some say this is the least crowded beach. On Sundays, a craft market spreads out under the shade trees at Coquina Beach. There are picnic tables, grills, a walking trail and concessions.

Bayfront Park, 310 N. Bay Boulevard. It has lots of parking but it does fill up on weekends. There’s a playground and some shade, but this is a beach on the bay side of the island, not the Gulf, and it lacks the broad, pure white sand of those amazing Gulf beaches. It is a good place to park to walk around Bean Point, which is a beautiful place to watch the sunset.

Note: Alcohol and dogs are not allowed on the beaches (also fire and glass bottles.)

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Anna Maria Island: Things to do beyond the beaches

Anna Maria Island has plenty of appealing restaurants and bars and cute shops with apparel and decorative items.

One of the most popular districts is Historic Bridge Street in Bradenton Beach, just south of the causeway to Cortez. Parking is hard to find. (You can try nearby Cortez Beach parking and walk over.)

This small entertainment district is located on the bayfront, anchored by a free fishing pier with fantastic views across the water to the fishing village of Cortez. A few of the buildings on Bridge Street are 80 to 100 years ago and lend an Old Florida ambiance. In the middle of the block is a lushly landscaped garden that turns out to be a compact miniature golf range, a fun evening activity.

On the bay side of the island, you’ll find another free fishing pier, the Anna Maria City Pier, 100 N. Bay Blvd. Originally building in 1911 and rebuilt in 2020 after hurricane damage, there is a cafe, the City Pier Grill, at the end that serves breakfast, lunch and dinner and is open daily from 7 a.m. to 10 p.m. You can get ice cream, beer or wine. This cafe has a great view, often has live entertainment and prices are reasonable. Here’s the menu. The pier has parking and the trolley stops here too.

From many locations (including from the Bridge Street Pier) you can also arrange to get out on the water in various ways. There are dolphin-spotting tours, fishing charters, parasailing, sunset tours, jet skis and kayak rentals.

Another interesting place to explore is the small park Leffis Key Preserve, a peninsula into Sarasota Bay directly across the street from Coquina Beach. The preserve has three-quarter-mile long walking trail with a boardwalk through the mangroves, where you are likely to spot crabs. It also offers anexcellent view of the bay, where birds and dolphins are often spotted.

One bucket-list activity: Riding a horse into the water along a sandbar. The location is 20 minutes from Anna Maria Island. There’s more information, including a video, at this story on horseback riding on Florida beaches.

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My favorite thing to do on Anna Maria Island: The fishing village of Cortez

Ten minutes east of Anna Maria Island on the Cortez Road, you’ll find the historic fishing village of Cortez. I’ve written a whole guide to Cortez. Cortez started as a rural community of fishing families in the 1890s. Descendants of those settlers still live here and there are still commercial fishing operations here, dating back many decades.

If you visit Cortez, you can tour the small, free Florida Maritime Museum and wander a neighborhood of cute, historic cottages.

The best thing to do, though, is to eat seafood at a classic Florida fish shack. There are a half dozen waterfront seafood restaurants but my favorite is the Star Fish restaurant, an outgrowth of the adjacent large seafood wholesale company founded in the 1920s. Star Fish has perhaps 15 tables overlooking a beautiful expanse of water and fishing boats and all food is ordered at the counter and all orders are cash only. The seafood is fresh and well-prepared and you can’t beat the view and ambiance.

Anna Maria Island: Many great places for kayaking

The coves and shores along Sarasota Bay are excellent places to paddle. If you stay away from the channel with its power boats, you can find scenic beauty and tremendous wildlife.

There are many kayak trails in the vicinity, all mapped out in an outstanding guide produced by Manatee County called Paddle Manatee.

During our visit, we stayed in a fabulous vacation rental on the water in Cortez (It’s this property on VRBO; Florida Rambler receives a small fee if you book this property, but we wouldn’t recommend it if we didn’t love it.) From here, we could launch a kayak from our own dock. We explored Cortez Cove and, wow, did we love the experience. You can reach the same area by launching from the Coquina Beach North boat ramp, 1507 Gulf Drive South, Bradenton Beach, and then paddling carefully across Sarasota bay to Cortez.

Cortez Cove is rich is both history and natural splendor.

We saw flocks of white pelicans, brown pelicans, herons, osprey and more. There were schools of fish visible in the water. The best part was reaching a rookery island as we paddled east along the shore where magnificent frigate birds were hanging out with their breeding plumage of vivid red neck wattles. I’d never seen this before.

The harbor at Cortez is full of funky derelict fishing boats, shanties on stilts and other colorful boats.

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Anna Marie Island: Things to do include many parks and preserves nearby

Anna Maria Island is a good base for exploring the many natural and historic wonders of the southern Tampa Bay region. A few spots to explore within a half hour:

DeSoto National Memorial Park, 8300 Desoto Memorial Hwy, Bradenton, FL 34209. This is actually a national park, although quite small and modest. It has a spectacular location on the Bradenton River and a well-done three-quarter-mile trail along the water and through the mangroves, telling the story of the indigenous people and the Spanish explorers. There is a small museum and a living history program telling the story of the native Americans. It’s free.

Fort DeSoto is a terrific county park with camping, beaches, bike paths and more. It’s worth several hours of exploration. From there, you can take a ferry to Egmont Key, a romantic, remote and historic island in Tampa Bay visible from Anna Maria Island. It is accessible only by boat and is home to an intriguing fort, gopher tortoises, beautiful beaches and more.

Emerson Point Preserve, 5801 17th St W, Palmetto, FL 34221. A real hidden gem, this site located on a peninsula at the very bottom of Tampa Bay, has several miles of trails both on land and for kayaks. It’s best attraction, though, is a stunning Portavent Mound, a shell mound created by Amerindians a thousand years ago. A boardwalk crosses it, through a magnificent landscape of huge trees and lush plants.The preserve is free. We launched our canoe from the trip of this island and paddled along its shore.

Terra Ceia Preserve State Park, 130 Terra Ceia Rd, Terra Ceia, FL 34250. A wild and undeveloped preserve (which means no restrooms, among other things) this park has three marked hiking trails and paddling trails along Terra Ceia Bay. The preserve is free.

Kayaking Frog Creek in Palmetto. This is one of the best paddles you’ve never heard of. Your launch point is hidden behind a private campground in Palmetto. You can launch your own kayak ($10 fee) or rent one. What makes this paddle remarkable is that in one trip, it encompasses two completely different environments — a canopied fresh water cypress and oak creek with open water areas flowing into tidal salt water mangrove tunnels. Here’s a Florida Rambler story on Frog Creek.

Gamble Mansion for Civil War history. The Gamble Mansion has white columns to rival Tara and was the site of a dramatic Civil War event. It’s the only antebellum mansion left in South Florida, and a good reminder of region’s history. It’s about 40 minutes from Anna Maria Island.

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Restaurants on Anna Maria Island

You’ll find lots options for any meal.

A classic Anna Maria experience is to dine or drink at the Rod and Reel Pier. There is a restaurant at the end of the pier that opened in 1947. It has magnificent views of the Gulf of Mexico and is open seven days a week, 8 a.m. to 9 p.m. The menu offers fresh seafood, sandwiches, salads and a kids’ menu.

There are several other popular restaurants with waterfront views: the Waterfront Restaurant and the Beach House Waterfront Restaurant are both popular mainstays. You can’t beat the ambiance at the casual City Pier Grill and Bait on the pier.

It’s fun to make an outing out of exploring the fishing village of Cortez where there are two excellent seafood spots by the some seafood-wholesale company: Star Fish Market and Restaurant and Tide Tables.

Don’t miss the Donut Experiment, where you can “design” your donut with various glazes, toppings and icings. People rave about the key lime donuts.

Anna Maria Island hotels, resorts, vacation rentals

There are a number of resorts, inns and hotels, but this is largely a residential island and many visitors use vacation rentals instead. Some historic cottages are available. Few buildings are taller than three stories.

Here’s a link to Anna Maria Island properties on VRBO.

Anna Maria Island on Hotels.com.

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Bonnie Gross

The author, Bonnie Gross, travels with her husband David Blasco, discovering off-the-beaten path places to hike, kayak, bike, swim and explore. Florida Rambler was founded in 2010 by Bonnie and fellow journalist Bob Rountree, two long-time Florida residents who have spent decades exploring the Florida outdoors. Their articles have been published in the Sun Sentinel, the Miami Herald, the Orlando Sentinel, The Guardian and Visit Florida.

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