9 Best Day Trips from Anna Maria Island: Discover New Adventures Just a Short Drive Away

Visiting Anna Maria Island and looking for exciting ways to fill your days? While the island itself offers plenty of charms—from the sun-soaked sands of Coquina Beach to the delightful eateries along Gulf Drive like The Donut Experiment—sometimes it’s refreshing to venture beyond the familiar shores. If you're ready to explore more of what Florida’s Gulf Coast has to offer, we’ve compiled a list of the best day trips from Anna Maria Island that are all within two hours of the island.

These nearby destinations will enrich your visit with new sights, sounds, and experiences, whether you’re looking to unwind on another beach, dive into local culture, or simply take in the beauty of the surrounding area. Whether you're planning a weekend getaway or simply exploring Anna Maria Island day trips and attractions, these suggestions will guide you to unforgettable experiences.

Day Trips Less Than 30 Minutes Away

Sarasota

Driving Time from Anna Maria Island: 35 minutes

Sarasota is a gem on Florida’s Gulf Coast, known for its cultural richness and stunning beaches. A short drive from Anna Maria Island, Sarasota offers a perfect blend of relaxation and exploration. Start your day at Lido Beach, where soft sands and calm waters invite you to unwind. With picnic areas, a playground, and showers, it's a great spot for families.

For those interested in the arts, the John and Mable Ringling Museum of Art is a must-visit. Located on the historic grounds of the Ca' d'Zan Mansion, this museum houses an impressive collection of art and provides a glimpse into the opulent life of one of America’s most famous circus magnates.

Whether you prefer a beach day or a cultural outing, Sarasota offers something for everyone, making it an ideal quick getaway.

Longboat Key

Driving Time from Anna Maria Island: 15 minutes

Just a short drive from Anna Maria Island, Longboat Key is a tranquil escape known for its pristine beaches and upscale ambiance. Spend the day strolling along the white sands, collecting seashells, or simply enjoying the serene ocean views. Longboat Key also boasts some of the region's finest dining, so treat yourself to a gourmet meal with a view.

If you’re a golf enthusiast, Longboat Key has several championship courses that offer both challenging play and breathtaking scenery. Whether you’re seeking relaxation or recreation, Longboat Key provides an elegant and peaceful retreat.

Day Trips Less Than 1 Hour Away

Tampa Bay

Driving Time from Anna Maria Island: 55 minutes

Tampa Bay is a dynamic city that offers a diverse range of activities, making it a fantastic day trip destination from Anna Maria Island. Begin your visit in Ybor City, a historic neighborhood known as the "Cigar Capital of the World." Here, you can wander through charming streets lined with unique shops, restaurants, and bars, or delve into the area’s rich history at the Ybor City Museum State Park.

Outdoor enthusiasts will love Tampa's many parks and waterfronts, perfect for a leisurely stroll, hike, or bike ride. If you’re in the mood for some thrills, don’t miss Busch Gardens, where exciting rides and up-close animal encounters await. For water lovers, Adventure Island offers a variety of water slides, lazy rivers, and wave pools to keep the whole family entertained.

Siesta Key

Driving Time from Anna Maria Island: 45 minutes

Famous for its powdery white sand and crystal-clear waters, Siesta Key is the perfect destination for a beach day like no other. Relax on the award-winning Siesta Beach, soak up the sun, or dive into the turquoise waters for a refreshing swim.

Beyond the beach, explore Siesta Key’s charming downtown area, where you’ll find a mix of local shops, cafes, and beautiful parks. For those seeking adventure, there are plenty of options, from kayaking in the calm waters to dolphin sightseeing. Siesta Key’s natural beauty and laid-back vibe make it a must-visit destination.

Saint Petersburg

Driving Time from Anna Maria Island: 45 minutes

Saint Petersburg, or St. Pete as the locals call it, is a vibrant city brimming with cultural attractions, outdoor activities, and great dining options. Art lovers should head straight to the Dali Museum, home to the largest collection of Salvador Dali’s works outside of Europe. The museum’s unique architecture and waterfront location make it a highlight of any visit.

For those who prefer the outdoors, Fort De Soto Park and Weedon Island Preserve offer stunning natural landscapes, perfect for hiking, kayaking, and wildlife observation. Whether you're exploring art galleries, savoring local cuisine, or enjoying the great outdoors, St. Pete provides a diverse and enriching day trip experience.

Egmont Key

Driving Time from Anna Maria Island: 50 minutes

Egmont Key, a small island with a rich history, offers a peaceful retreat just a short boat ride from Anna Maria Island. Start your visit by exploring the historic Fort Dade, built in 1848, which still stands as a testament to Florida’s military past. The island’s pristine beaches are perfect for a relaxing day in the sun, and the surrounding waters are ideal for swimming and snorkeling.

For those who love nature, the island’s trails offer beautiful views and opportunities to spot local wildlife. Egmont Key’s combination of history, nature, and serenity makes it a unique and rewarding day trip.

Day Trips Less Than 2 Hours Away

Clearwater

Driving Time from Anna Maria Island: 1 hour

Clearwater is renowned for its stunning beaches, making it a popular choice for a day trip from Anna Maria Island. Clearwater Beach, with its soft white sand and clear waters, is perfect for sunbathing, swimming, or trying out water sports. Along the waterfront, you’ll find plenty of dining options, from casual beachside cafes to more upscale restaurants.

For a more active day, explore the Pinellas Trail, a 37-mile paved trail that runs through Clearwater, offering beautiful scenery for biking or jogging. Families won’t want to miss the Clearwater Marine Aquarium, home to rescued marine animals, including dolphins, sea turtles, and otters.

Orlando & Theme Parks

Driving Time from Anna Maria Island: 2 hours

Orlando needs no introduction—it’s the theme park capital of the world. While a bit farther than other day trips, the two-hour drive is well worth it for a full day of fun and excitement. Whether you're visiting Walt Disney World, Universal Studios, or SeaWorld, the magic and thrills of Orlando’s theme parks are unmatched.

If you’re looking for something beyond the parks, Orlando’s natural beauty also offers plenty of opportunities for outdoor activities, from exploring scenic lakes and rivers to enjoying peaceful nature trails. A day in Orlando is sure to be filled with memories.

Fort Myers

Driving Time from Anna Maria Island: 1 hour 40 minutes

Fort Myers, with its beautiful beaches and historic charm, offers a fantastic day trip option. Start your visit with a bike ride along the Sanibel Causeway, where you can enjoy stunning views of the Gulf of Mexico and nearby mangroves.

For those seeking adventure, Fort Myers’ marinas offer a variety of boat and jet ski rentals, perfect for exploring the area’s waterways. Whether you’re cruising the Gulf, spotting dolphins, or just enjoying the sea breeze, a day on the water is the best way to experience Fort Myers.

Which Day Trip Will You Choose?

Whether you're seeking relaxation, adventure, or a bit of both, these day trips from Anna Maria Island offer a variety of experiences that will make your vacation even more memorable. From the cultural richness of Sarasota to the thrilling rides of Orlando, each destination brings something unique to the table. So pack your bags, hit the road, and discover what makes these nearby spots worth the journey. Don’t forget to explore all the incredible Anna Maria Island day trips and attractions during your stay! What about three days on Anna Maria Island?