Caladesi Island Boat Tours
The best out of 32 boat tours in Caladesi Island - enter dates to check availability
22 ft
Up to 6 people
Wells Saltwater Tours
5.0
/5
(18 reviews)
Clearwater
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.
"Steve was fantastic. We did a last minute booking and he was very quick to answer any questions we had." — Lauren,
"Steve was fantastic. We did a last minute booking and he was very quick to answer any questions we had." — Lauren,
+6
trips from
US $250
24 ft
Up to 5 people
Fish Fixation LLC
Holiday
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.
+3
trips from
US $200
26 ft
Up to 6 people
Sunny Day Family Charters
5.0
/5
(3 reviews)
Clearwater
Step aboard Sunny Day Family Charters, a beautifully restored 2007 Andros 26 Tarpon Bay boat (refitted in 2025) based in sunny Clearwater, Florida.
"Josh was very friendly and knowledgeable. The boat was great!" — Laura,
"Josh was very friendly and knowledgeable. The boat was great!" — Laura,
+5
trips from
US $350
27 ft
Up to 6 people
Private Boat Tour
5.0
/5
(4 reviews)
•
916 external reviews
Clearwater
Get ready for an unforgettable experience aboard Wet Lines, a luxurious 2019 Misty Harbor S-2685SR Pontoon, cruising from the beautiful shores of Clearwater.
"Skylar was awesome thank you for a great afternoon." — Dr.,
"Skylar was awesome thank you for a great afternoon." — Dr.,
trips from
US $700
24 ft
Up to 6 people
Knot Stressing Charters
New
Belleair Bluffs
Knot Stressing Charters operates a beautifully restored 2017 Everglades Boats 243 Center Console (refitted in 2025), based in Belleair Bluffs.
+4
trips from
US $400
18 ft
Up to 3 people
Suncoast Island Adventures!
Palm Harbor
Welcome to Suncoast Island Adventures, where adventure meets tranquility on the sparkling waters of the Gulf of Mexico.
+1
trips from
US $400
36 ft
Up to 6 people
Fishful Thinkin Charters
4.9
/5
(50 external reviews)
Belleair Bluffs
Step aboard Fishful Thinkin Charters, a powerful 36’ 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
+1
trips from
US $500
29 ft
Up to 6 people
Bottoms Up Excursions
4.9
/5
(349 external reviews)
Holiday
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.
trips from
US $500
23 ft
Up to 6 people
Clearwater Beach Private Pontoon Boat Tours
New
Clearwater
Discover the beauty of Clearwater’s coastline aboard Reel Runner Gulf Adventures, a spacious pontoon giving you quick access to pristine islands, hidden sandbars, and some of the area's best wildlife-viewing spots.
+1
trips from
US $399
22 ft
Up to 6 people
Chances R Fishing Charters
5.0
/5
(226 external reviews)
Tarpon Springs
Discover the beauty of Florida’s Gulf Coast aboard Chances R Fishing Charters! This sleek 2016 Sea Hunt Bay Boat, is the perfect vessel for unforgettable on-the-water adventures out of Tarpon Springs.
+2
trips from
US $350