Aerial View  of  Anna Maria Island, Florida

Unique Experiences Not To Miss When Visiting Anna Maria Island & Sarasota, FL

Published: August 15, 2024

When planning your well-deserved vacation, it’s key to not only hit the tourist highlights but to head off the beaten path. Anna Maria Island and Sarasota, Florida offer an unforgettable escape that doesn’t have to be filled with long waits or crowds. From ecological adventures to indulgent delights, these two destinations perfectly blend exclusivity and charm.

Recommended by locals, we’ve curated a list of four unique experiences in Anna Maria Island and Sarasota. Here’s your insider's guide to why you should choose this beautiful stretch of South Florida for your next vacation.

Anna Maria Island

View of Bradenton Pier In Anna Maria Island Florida

Ecotourism with Turtle Watch

Anna Maria Island is known for its stunning natural beauty and wildlife. One of the ways that you can engage in the local conservation effort is by joining a turtle watch. Local conservationists set out to protect nesting sea turtles from predators and other natural dangers to ensure their safe journey to the sea.
You can volunteer your time to help in the effort or join the Turtle Tracks and Shorebird Facts talk every Tuesday morning throughout the summer. It’s a truly enriching activity for nature lovers and a great educational opportunity for kids.

Skate at Holmes Beach Skate Park

Don’t forget to pack your skateboard! For the young and young at heart, the Holmes Beach Skate Park is a free-to-use space that is perfect to let your kids get their energy out. The well-maintained facility caters to skaters of all levels, providing a safe and dynamic environment to hone your skills. Recently updated in 2019, the park is open from 10am to sunset and especially great for beginners!

Dine at The Ugly Grouper

No trip to Anna Maria Island is complete without dining at The Ugly Grouper. This local gem combines casual island vibes with incredible cuisine. The restaurant and bar are 100% outdoors so you can really enjoy the island life. The open-air setting, live music, and dishes made from fresh ingredients combine for an unforgettable lunch or dinner.

Sip on a signature cocktail while listening to the live music every Friday and you’ll see why locals love it. Don’t forget to take your photo with the massive ugly grouper statue!

Explore Bridge Street

Bridge Street is at the heart of the historic district and one of the top Anna Maria Island things to do. Offering a blend of shops, restaurants, and entertainment, any evening is perfect for a stroll through Bridge Street.

Walk down this picturesque street and pick up some excellent souvenirs or find the latest in beach boutique fashion. The historical feel and wide selection of Bridge Street make it the perfect activity on Anna Maria Island. Check out Blue Marlin Seafood and have dinner inside an original 1920s cottage!

Sarasota

Skyline View of Sarasota Florida with Flowers

Start Your Day at Rise & Nye's Coffee Shop

At the top of our list of things to do in Sarasota is a very unique coffee shop. Begin your morning in the heart of Sarasota at Rise & Nye's. This chic café is more than just a place to grab your morning fuel. Rise & Nye’s promotes inclusivity and supports individuals with disabilities by giving them a place to work, feel empowered, and make friends like you on your vacation!

Enjoy a crafted latte (with an extra shot of espresso) or a tasty pastry in a setting that exudes warmth and sophistication. The welcoming ambiance and the shop’s commitment to social good make it a standout breakfast spot and local favorite.

Dive into Mote Marine Laboratory & Aquarium

A visit to Sarasota isn’t complete without exploring the Mote Marine Laboratory & Aquarium. This research institution offers a behind-the-scenes look at marine science and conservation. You can get an up-close look at the local wildlife that inhabit the Gulf of Mexico and beyond all while you and your kids learn about the importance of conservation.

Opt for a private tour to delve deeper into the world of marine biology, including a morning routine walkthrough to see what it’s like to run an aquarium or an encounter with turtles. This unique experience not only entertains but also educates, making it a must-visit for families and nature lovers alike.

Friendly Competition at PopStroke Golf

Owned by the legendary Tiger Woods, PopStroke Golf is a revolutionary golf and casual dining concept that elevates the beloved game of mini golf. Test your putting skills on two 18-hole putting courses designed to challenge golfers of all levels. This is not like your typical themed mini golf courses, you’re going to feel like you’re putting on the tour.

The upscale environment, complete with a full-service restaurant and bar, provides an incredible time for making new memories. It's the perfect blend of recreation and relaxation for those who appreciate golf and time well spent with loved ones.

Learn How to Make Rum at Siesta Key Rum

For a true taste of Sarasota, take a tour of the Siesta Key Rum distillery. Discover the art of rum-making with a guided tour that reveals the process and science (yes, chemistry) behind crafting this local-favorite spirit.

You can also sample the different flavors like Toasted Coconut Rum, Spiced Rum, and Coffee Rum and appreciate it so much more knowing how it’s made. This peak behind the curtain is excellent for couples or adult groups before heading back to your Sarasota vacation rental and calling it a night.

Discover All This and More by Booking Your Anna Maria Island and Sarasota Vacation Rentals

Anna Maria Island Vacation Rental Pool and Lounge Chairs

There are endless unique activities in Anna Maria Island and Sarasota so the only thing left to do is book your vacation rental. To ensure your stay is as exceptional as your experiences, book your vacation rental with our 100 Collection™ partner, Mainsail Vacation Rentals. Their handpicked selection of luxurious homes and condos will guarantee your time in South Florida is above and beyond.

The bright interior designs remind you of beach life at every turn and the pool is always there to welcome a break from the Florida heat. Beyond the luxury finishes and furnishings, Mainsail ensures your stay is comfortable and relaxing. Top-notch hospitality and a welcoming environment makes it feel like your home away from home. Book your vacation rental today!

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