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Anna Maria Island Boat Rentals, Dolphin Tours & Private Charters
DISCOUNTED RATES STARTING AT $400.00
Anna Maria Island Boat Rentals, Dolphin Tours & Private Charters
DISCOUNTED RATES STARTING AT $400.00
Explore Our Boating Adventures
Island Adventures
Egmont Key Snorkeling Adventure
Island Adventures
Explore Anna Maria Island on a private island-hopping trip to Egmont Key, Passage Key and Jewfish Key. Swim, shell, spot wildlife and enjoy a day tailored to your group.
Boat Rentals
Egmont Key Snorkeling Adventure
Island Adventures
Choose a private boat rental from Holmes Beach for a flexible day on Anna Maria Island. Cruise with a licensed captain to dolphins, sandbars, waterfront restaurants and quiet Gulf Coast beaches.
Egmont Key Snorkeling Adventure
Egmont Key Snorkeling Adventure
Snorkel the clear waters around historic Egmont Key, where fort ruins, shells and marine life make every trip memorable. Private tours depart from Holmes Beach and are tailored to your group.
Sand Bar Adventures
Spend the day swimming, shelling and relaxing at Anna Maria Island sandbars. Private trips can include Passage Key, Jewfish Key and the best stops for the day’s tides and conditions.
Dolphin Tours
Dolphin Tours
See wild bottlenose dolphins, manatees and coastal birds on a private Anna Maria Island dolphin tour. Your local captain chooses the best route for wildlife, weather and your group.
EAT + SIP EXPERIENCE
Eat + Sip The Signature Castaways Experience
Enjoy a private coastal dining cruise with scenic Anna Maria Island views, drinks and relaxed waterfront stops. It is a favorite for date nights, celebrations and easygoing afternoons on the water.
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OUR FLEET
Axopar 37' Cross Cabin
A 37-foot performance boat with an enclosed climate-controlled cabin, wrap-around seating and panoramic windows—comfortable for exploring Anna Maria Island in changing weather.
The Shady Lady
This 20-foot Pioneer 202 Sport is an easygoing coastal cruiser with a smooth deep-V ride, open deck space and comfortable seating. It is well suited to sandbar stops, snorkeling, beach days and waterfront restaurant trips.
The Big "B"
This 25-foot Bayliner DX2200 deck boat offers a wide open layout, wrap-around seating, easy boarding and a full Bimini top. It is a comfortable choice for families and groups enjoying sandbars, island stops and sightseeing cruises.
CHOOSE CASTAWAYS ADVENTURES.
Why Explore With Castaways Adventures?
Castaways Adventures is locally owned and led by captains who know Anna Maria Island waters. Every private trip is planned around your group, with comfortable boats, thoughtful service and the flexibility to follow the best conditions of the day.
