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Popular Sunset & Dinner Cruises Charters in Caladesi Island  , United States. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Sunset & Dinner Cruises in Caladesi Island- BoatBooker

Caladesi Island

Caladesi Island, United States

caladesi-island

Experience a mix of sightseeing, scouting for dolphins and wildlife, and spending some time fishing the flats and nearshore waters with the family during one of the best parts of the day — sunset.

United States

Island Time Family Eco Tour/Fishing Charters

Clearwater

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

Experience a peaceful sunset cruise around the stunning Clearwater Beach as the sky transforms with vibrant colors. Sit back, relax, and take in the beauty of the coast. Departure times will vary depending on the season, so book now for an unforgettable evening on the water!

Wish Upon A Fish Charters

Belleair Bluffs

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&

Embark on an unforgettable boat trip in Holiday, Florida, where you’ll experience stunning wildlife tours, island hopping, and breathtaking sunrise or sunset cruises. Whether you're snorkeling, diving, or exploring hidden gems along the coast, the captain will tailor the journey to your preferences, ensuring a personalized and memorable adventure on the water.

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. Powered by a powerful 

Set sail on a 4-hour private boat tour, featuring scenic views, dolphin watching, sandbar fun, and island hopping. Enjoy a relaxing sunset cruise or customize your adventure! Flexible departure times and a visit to Caladesi Island and Honeymoon Island (entry fee applies). We provide coolers, ice, and water—feel free to BYOB! Pick-up available in Palm Harbor and Clearwater Beach for a personalized experience. Book your unforgettable day on the water today!

Wells Saltwater Tours

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 

Experience the magic of Clearwater’s coastline on a relaxing 2-Hour Sunset Cruise. As the sun dips below the horizon, watch the sky explode with vibrant colors while gliding across calm Gulf waters. It’s the perfect way to unwind, capture stunning photos, and enjoy the beauty of Florida’s west coast.

Sunny Day Family Charters

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

Your Best Boat Day Ever — With Captain Kyle! ☀️?

Your day, your way! Just tell me what kind of adventure you’re looking for and we’ll make it happen.

You’ll be cruising on a party barge (my friends call it the Cadillac of the water) — super comfortable, spacious, and perfect for relaxing and making unforgettable memories.

Whether you want to cruise the coastline, explore sandbars, swim in the clear water, or spot dolphins and other marine life, I’ve got you covered.

You bring friends and the drinks.

Florida Local Charters

Experience the ultimate Clearwater boating adventure aboard our 2019 Sun Tracker Party Barge tritoon! Perfect for up to six guests, this Cadillac of the seas is powered by a 200 HP Mercury engine, reaching speeds up to 25 knots, and comes fully equipped w

We normally cruise around the islands and we can also fish for some of the time .

Bottoms Up Excursions

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. 

Leaving from Belleair Bluffs Boat Ramp. Explore the beautiful waters of Tampa Bay, enjoy your favorite drink or cocktail, all while taking in a beautiful sunset in Clearwater Pass! (Customer brings own alcoholic beverage, captain provides bottled water and or Gatorade)!

Fairweather Fish and Adventure

Experience the ultimate adventure on Fairweather Fish and Adventure, a 2024 Seapro 210 DLX Bay boat based in Belleair Bluffs. Perfect for up to six guests, this sleek vessel is powered by a 200 HP Suzuki outboard, reaching speeds up to 43 knots for fast, 

Capture the magic of Florida’s skies with our Sunset Photography Bliss tour. Glide over calm waters as the sun dips below the horizon, painting the sky with breathtaking colors. Perfect for photographers of all levels, this experience combines relaxation, stunning views, and the joy of creative expression.
Bring your camera, find your perfect angle, and leave with unforgettable memories and incredible photos.

FLP Charters

Experience the ultimate boating adventure with FLP Charters, a beautifully restored 2002 Scout 22 Bay Scout Bay based in Clearwater. Meticulously refurbished in 2020, this sleek and powerful boat comfortably hosts up to five guests, making it perfect for 

A 4-hour Sandbar Trip and Dolphin Cruise, or simply a relaxing sightseeing tour around the Tampa Bay area, is perfect for enjoying the water, wildlife, and coastal views.

Knot Stressing Charters

Knot Stressing Charters operates a beautifully restored 2017 Everglades Boats 243 Center Console (refitted in 2025), based in Belleair Bluffs. This versatile and comfortable vessel accommodates up to 6 guests, making it perfect for private group experienc

Sunset & Dinner Cruises in Caladesi Island

Top Sunset & Dinner Cruises in Caladesi Island