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The top boating charters in Caladesi Island

Caladesi Island

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Looking for an exciting boating adventure? Wish Upon A Fish Charters is your ticket to an unforgettable day on the water! Capt. Ethan, a Clearwater native with years of experience on local waterways, is ready to show you the best of the area, whether you&

Wish Upon A Fish Charters

Experience the ultimate adventure on Fish Fixation LLC, a brand-new 2024 Blazer Bay 2400 Bay Boat, departing from the scenic Tarpon Springs, FL. Designed for up to 5 guests, this sleek vessel is perfect for exploring the Gulf Coast. Powered by a powerful 

Fish Fixation LLC

Step aboard Sunny Day Family Charters, a beautifully restored 2007 Andros 26 Tarpon Bay boat (refitted in 2025) based in sunny Clearwater, Florida. Perfect for up to six guests, she&rsquo;s powered by a reliable 250 HP Suzuki outboard, cruising smoothly a

Sunny Day Family Charters

Get ready for an unforgettable experience aboard Wet Lines, a luxurious 2019 Misty Harbor S-2685SR Pontoon, cruising from the beautiful shores of Clearwater. This spacious pontoon, powered by a powerful 300 HP Mercury engine, offers smooth sailing at a to

Private Boat Tour

Embark on the ultimate Florida adventure with a private, customizable boat tour! Explore the stunning beaches and serene waterways of Clearwater Beach, Dunedin, Palm Harbor, and Indian Rocks Beach. With your captain, boat, and fuel included, all you need 

Wells Saltwater Tours

Embark on an unforgettable adventure with Olt Bay Adventures, offering a luxury experience aboard a 2023 Skeeter SX230 Bay Boat, based in the beautiful Belleair Bluffs. This vessel accommodates up to six guests, providing a perfect setting for intimate to

Olt Bay Adventures

Welcome to Suncoast Island Adventures, where adventure meets tranquility on the sparkling waters of the Gulf of Mexico. Our guided boat tours offer a unique opportunity to explore the stunning beaches and picturesque islands that make Florida&rsquo;s coas

Suncoast Island Adventures!

Step aboard Fishful Thinkin Charters, a powerful 36&rsquo; Cape Horn Center Console, and get ready for an unforgettable day on the water! Departing from Belleair Bluffs, this 2008 vessel is powered by triple 250HP Yamaha outboards, cruising comfortably at

Fishful Thinkin Charters

There is no better way to experience the beauty of Clearwater than by getting on a boat and seeing it from the water. The stunning Gulf of Mexico provides the perfect backdrop for any adventure, where you can explore mesmerizing waters and encounter the v

Island Time Family Eco Tour/Fishing Charters

Experience the ultimate adventure on Bottoms Up Fishing Excursions, a 2005 Baha Cruiser 299FB Sportfishing based in Holiday. Perfect for up to six guests, this powerful vessel is equipped with twin 300 HP Suzuki outboards, reaching speeds up to 35 knots. 

Caladesi Island: 19 boats available

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Caladesi Island: 19 boats available