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Top Clearwater Boat, Cruises & Sailing Tours

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Calypso Queen Tropical Party Buffet Cruise

clock 2 hours
  • This casual cruise offers you breathtaking views while cruising the calm & tranquil waters of Clearwater, Florida!  Enjoy sightseeing and narration on the afternoon cruise or dancing on the evening cruise, tropical drinks and more. Our tropical themed cruise offers a delicious Tropical Island Style Dinner Buffet including mango glazed chicken,...Read more

Clearwater Dolphin-Watching Tour

clock 1 hour 45 minutes
  • Go in search of bottlenose dolphins on this 2-hour cruise from Florida’s Clearwater Bay to the beautiful, emerald-green waters of the Gulf of Mexico. Enjoy snacks and beverages available for purchase on board and listen as your captain highlights interesting facts about the Gulf Coast. Dolphin sightings are...Read more

Little Toot Dolphin Adventure at Clearwater Beach

clock 1 hour 15 minutes
  • Adults and children of all ages love the Little Toot because of our “tug boat” shape and power, we create a huge wake that Dolphins love to jump and play in.
    The Little Toot offers closer dolphin sightings because the boat is lower to the waters edge. We provide a narrated sightseeing tour of Clearwater Harbor and the Gulf of...Read more

Clearwater Encounters with Dolphins Tour

clock 1 hour 30 minutes
  • Established in 1999, Encounters With Dolphins has been safely providing guests the opportunity to view dolphins, learn about Clearwater and enjoy the sand and sun on Compass Island and maybe even take a dip on the island! We are a veteran owned and operated small business founded on the principal of wanting our guests to have the same experiences...Read more

2 Hour Sunset Cruise in Clearwater, Florida

clock 2 hours
  • Our Evening Sunset Cruise is a 2 hour cruise of the Intracoastal Waterway, Clearwater Pass, and into the Gulf of Mexico (weather permitting). Your crew will point out interesting Gulf Coast sights, including the ICW's abundant dolphins! Our boat is a 46-foot long, 2 deck vessel certified by the Coast Guard to carry 49 passengers. We limit cruises...Read more

Schooner Clearwater Day Sailing Cruise-Clearwater Beach

clock 2 hours
  • -A 2 hour Daysail is the perfect way to enjoy our smooth afternoon sea breeze as it powers us along the coast of Clearwater Beach. Whether you are a seasoned sailor or if this is your first time sailing, the Schooner Clearwater will be a memorable visit.

    - IMPORTANT- plan to arrive 45 minutes before departure time for mandatory check in to...Read more

Clearwater Evening Yacht Cruise with Optional Dining

clock 3 hours
  • Take your date on a romantic cruise on beautiful Tampa Bay! Enjoy just the cruise or purchase dinner and drinks on aboard the luxury yacht, and then dance the night away under the stars as the captain and crew help provide you with a night to...Read more

Adventure Boat in Clearwater Beach

clock 1 hour
  • 50 foot Shark themed vessel. The only shark that dolphins love. Covered vessel with sun area. Padded seats and...Read more

Clearwater Daytime Yacht Sightseeing Cruise with Optional Dining

clock 2 hours
  • Take a leisurely afternoon sightseeing cruise in Florida’s beautiful inland waters aboard a luxury yacht with optional luncheon service. Your captain will provide informative narration on the area’s history and points of interest. Head to the outer decks and look for dolphins and other wildlife, or relax in the climate-controlled luxury of the...Read more

Sunset Cruise from Clearwater

clock 1 hour 45 minutes
  • Our Sunset Celebration Cruise lasts approximately two hours and will take you from Clearwater Bay through Clearwater Pass to the beautiful Gulf of Mexico. Sail the beautiful waters of the Gulf of Mexico as you view a breathtaking Florida sunset and — if you’re lucky you may witness the legendary green flash. Your crew will point out some...Read more

Tiki Boat Cruise - Clearwater Beach

clock 1 hour 30 minutes
  • Our one-of-a-kind floating Tiki Bars are the newest and best way to experience the water. These tiki boats are a lot of fun and should be on everyone’s bucket list!

    Take in views of Clearwater Beach from the Gulf of Mexico and admire the many stunning homes and boats which line the harbor, all while sipping your favorite drink. Our tours...Read more

Private Boating On The Platinum Funship! - Clearwater Beach

clock 4 hours
  • THE PRICE IS FOR A 4-HOUR BOAT CHARTER AND INCLUDES UP TO 8 PEOPLE IN YOUR GROUP.

    A Boat Day offers private, customized half-day and full-day boat charters for small groups of up to 10 passengers. Sit back and relax on the very comfortable, 27 foot double-decker Platinum Funship with a slide, as you cruise the waterways with a Captain as...Read more

Private Boating On The Funship - Clearwater Beach

clock 4 hours
  • THE PRICE IS FOR A 4-HOUR BOAT CHARTER AND INCLUDES UP TO 8 PEOPLE IN YOUR GROUP.
    A Boat Day offers private, customized half-day and full-day boat charters for small groups of up to 8 passengers. Sit back and relax on the very comfortable, 25 foot double-decker Funship with a slide, as you cruise the waterways with a Captain as your...Read more

Private Boating On The Hurricane Deck Boat - Clearwater Beach

clock 4 hours
  • THE PRICE IS FOR A 4-HOUR BOAT CHARTER AND INCLUDES UP TO 6 PEOPLE IN YOUR GROUP.
    A Boat Day offers private, customized half-day and full-day boat charters for small groups of 1-6 passengers. Sit back and relax on the very comfortable, 24 foot Hurricane Deckboat as you cruise the waterways with a Captain as your guide. Your boating adventure...Read more

Private Boating On The Funship! - Indian Rocks Beach

clock 4 hours
  • THE PRICE IS FOR A 4-HOUR BOAT CHARTER AND INCLUDES UP TO 8 PEOPLE IN YOUR GROUP.
    A Boat Day offers private, customized half-day and full-day boat charters for small groups of up to 8 passengers. Sit back and relax on the very comfortable, 25 foot double-decker Funship as you cruise the waterways with a Captain as your guide. Your boating...Read more

Tampa Bass Fishing Guide on Lake Tarpon

clock 4 to 12 hours
  • The Tampa, St Petersburg, Clearwater, and the surrounding areas can provide a variety of saltwater fishing opportunities, but if you need a break from the harsh saltwater environment or if the wind is making it difficult to fish consider freshwater bass fishing for largemouth bass on Lake Tarpon.

    Whether you're a Tampa resident, vacationer...Read more

Clear Kayak Tour of Tarpon Springs | Manatee Season

clock 1 hour 30 minutes
  • We offer the exclusive clear kayak tour of Tarpon Springs! Looking for an adventure- Our guides will take care of setting up the kayaks, guiding you along the way, help you search for manatees, and educating you about the are - all you have to do is come and paddle with...Read more

Clearwater Daytime Yacht Music Cruise with Optional Dining

clock 2 hours 30 minutes
  • Get your friends together for a little midday party aboard a sleek, yacht-style luxury vessel! Enjoy the scenery of Clearwater Bay as you cruise to the sounds of live...Read more

Private Boating On The Hurricane Deck Boat! - Indian Rocks Beach

clock 4 hours
  • THE PRICE IS FOR A 4-HOUR BOAT CHARTER AND INCLUDES UP TO 6 PEOPLE IN YOUR GROUP.
    A Boat Day offers private, customized half-day and full-day boat charters for small groups of 1-6 passengers. Sit back and relax on the very comfortable, 24 foot Hurricane Deckboat as you cruise the waterways with a Captain as your guide. Your boating adventure...Read more

Reel Runner Gulf Adventures

clock 4 to 8 hours
  • Beach Excursion aboard a Private Boat Charter. Looking for a fun day on the water book your next charter with Reel Runner Gulf Adventures. We will take you to a beach that is only accessible by boat called Three Rooker Bar off of the city of beautiful Tarpon...Read more
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