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Experience Anna Maria Island like a local with private boat rentals, dolphin tours, snorkeling adventures, sandbar trips, and unforgettable sunset cruises. Every trip is customized for your group by Castaway's Adventures.


Relax in crystal-clear water, swim, float, and enjoy the famous sandbars around Anna Maria Island with your own private boat.

Cruise the waters around Holmes Beach and Anna Maria Island while searching for playful bottlenose dolphins in their natural habitat.

Visit historic Egmont Key to snorkel, shell, explore the lighthouse, and experience one of Florida's most beautiful island destinations.

Watch the sun set over the Gulf of Mexico on a private evening cruise with breathtaking views and unforgettable memories.

Every trip is customized for your family, friends, or group. Celebrate birthdays, anniversaries, vacations, or simply enjoy a relaxing day on the water.

Sit back and enjoy the ride while a licensed local captain takes you to the best beaches, sandbars, snorkeling spots, and dolphin viewing areas.
Holmes Beach is one of the best places on Anna Maria Island to begin a private boating adventure. Conveniently located near Tampa Bay, the Intracoastal Waterway, Egmont Key, Passage Key, Jewfish Key, and the Gulf of Mexico, it's the ideal launch point for an unforgettable day on the water.
At Castaway's Adventures, we specialize in private boat rentals with a captain, dolphin tours, snorkeling trips, sandbar adventures, sunset cruises, and fully customized excursions. Every trip is designed around your group's interests, whether you want to explore secluded islands, search for dolphins, snorkel crystal-clear waters, or simply relax and enjoy Florida's beautiful Gulf Coast.
Unlike crowded tour boats, our private excursions let you set the pace. Spend more time at your favorite sandbar, stop at a waterfront restaurant for lunch, visit Egmont Key, or cruise the scenic waterways surrounding Anna Maria Island and Holmes Beach.
Our experienced local captains know these waters inside and out and will recommend the best destinations based on the weather, tides, wildlife activity, and your group's preferences. From first-time visitors to returning vacationers, we strive to create a fun, safe, and memorable experience for every guest.
Join us and discover what we can do for you.
Please reach us at captain@castawaysadventures.com if you cannot find an answer to your question.
No. Our private boat rentals with a licensed captain let you relax while we handle the navigation. Just bring your family and friends and enjoy your day on the water.
Most trips depart from the Holmes Beach Boat Ramp on Anna Maria Island, making it easy to access the area's best sandbars, dolphin viewing locations, and snorkeling destinations.
Yes, you are welcome to bring your own food and drinks on the boat. We just ask that you clean up after yourself and dispose of any trash properly.
Dolphins are seen on many of our trips around Anna Maria Island and Tampa Bay. While wildlife sightings can never be guaranteed, our experienced captains know the areas where dolphins are commonly found.
We recommend sunscreen, towels, sunglasses, hats, drinks, snacks, cameras, and your sense of adventure. If you're snorkeling, we'll let you know what additional items to bring before your trip. commonly found.
Call Now 941-405-3421.

Join us and discover what we can do for you.
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