Located near Tampa Bay, Anna Maria Island offers an array of attractions and activities that embody the Floridian coastal lifestyle. From pristine beaches to captivating historical sites, an Anna Maria Island vacation rental close to all the action is ideal for those looking to explore and enjoy a taste of paradise.
Whether you are a first-time visitor or a regular, the range of things to do on Anna Maria Island ensures that there is never a dull moment.
Visit Bean Point
For those seeking a tranquil beach experience, Bean Point is a must-visit. As the northernmost point of Anna Maria Island, Bean Point provides a stunning view that captures the beauty of Florida’s coastline. The white sand beaches at Bean Point have become a beloved locale for both locals and tourists. When planning the best things to do on Anna Maria Island, visiting Bean Point should top your list. Bean Point’s seclusion and natural splendor are unparalleled on the island. The journey to the island’s tip is worth it to bask in the serene atmosphere and take in the breathtaking scenery.
Have a Bite at the Anna Maria Island Beach Cafe
No vacation is complete without enjoying the local cuisine, and Anna Maria Island Beach Cafe is the perfect spot to satisfy your cravings. This beachfront cafe offers a delightful menu that caters to various tastes. The all-you-can-eat pancake breakfast is a favorite among visitors and perfectly complements a morning spent by the sea. The cafe serves various delectable dishes throughout the day, including its renowned fish and chips. The bamboo beach bar adds charm, featuring specialty drinks, draft beers, and non-alcoholic options. For a sweet treat, head to the island’s ice cream shop that serves Edy’s hand-dipped ice cream. Whatever bite you choose to enjoy, the Anna Maria Island Beach cafe will surely leave a delicious taste in your mouth.

Go on an Anna Maria Island Dolphin Tour
Exploring the waters around Anna Maria Island through a dolphin tour is a unique and memorable adventure. Typically conducted by experienced guides, the tours are educational and entertaining, offering insights into marine life and local ecology. As the boat sails through the turquoise waters, the sight of playful dolphins will surely captivate visitors of every age. Numerous tour operators offer dolphin tours around the island, each providing a unique experience. Whether you opt for a morning cruise or a sunset sail, this activity is a fantastic way to get close to one of the island’s favorite sea creatures.
Visit the Anna Maria Island Historical Museum
The Anna Maria Island Historical Museum is an essential stop for a deeper understanding of the island’s rich history. The museum on Pine Avenue showcases the island’s transformation from an uninhabited jungle to a bustling tourist haven. Visitors can explore a range of exhibits featuring local artifacts and historical information that sheds light on the island’s past. Highlights include the Belle Haven house, which provides a glimpse into the lives of early island residents, and the Old Anna Maria City Jail—a quirky spot for a fun photo opportunity. These elements make the historical museum a captivating Anna Maria Island attraction that adds depth to your understanding of the area.
Walk the Anna Maria Island City Pier
The Anna Maria Island City Pier is a charming historic site that blends scenic beauty and historical significance. Originally constructed to welcome visitors arriving by steamboat, the pier has been a beloved gathering spot for decades. Today, it is a popular place to stroll and soak in the panoramic views of the Gulf of Mexico. Admission to the pier is free, and parking is available along South Bay Boulevard. At the end of the pier, a casual restaurant and gift shop offer refreshments and souvenirs. Whether you enjoy an ice cream cone, relax in the sun, or cast a fishing line, the City Pier encapsulates the old Florida charm.
Take the Anna Maria Island Trolley
Navigating the island is made easy with the free Anna Maria Island trolley. This convenient mode of transportation takes you on a relaxing journey around the island, allowing you to hop on and off as you please. The trolley runs daily from Coquina Beach at the southern tip to the City Pier at the northern end. It also operates on most holidays, ensuring you have a reliable way to explore all the island’s attractions. Riding the trolley eliminates the hassle of driving and parking while providing a scenic way to experience the island. As you travel, you’ll have the chance to admire the coastal landscapes and charming streetscapes of Anna Maria Island, making the trolley a delightful part of your visit.
Plan Your Visit!
Are you ready to start planning your next adventure on Anna Maria Island? Browse our entire selection of rentals today and find the perfect match for your stay!
Stay with The Cottages on the Key
For a truly immersive experience, consider staying at The Cottages on the Key. With our range of Anna Maria Island, Florida, rentals, our island becomes a home away from home. Each cottage is designed to provide comfort and convenience while reflecting the island’s laid-back vibe. From cozy beachside bungalows to spacious family homes, our rentals accommodate various group sizes and preferences. Booking your stay with The Cottages on the Key ensures that you are close to major attractions and activities. With amenities such as private pools, fully equipped kitchens, and direct beach access, our vacation rentals on Anna Maria Island redefine what it means to vacation in style.
