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Top Clearwater Cruises, Sailing & Water Tours

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17 Clearwater Cruises, Sailing & Water Tours

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Free Cancellation:Get a full refund up to 24 hours in advance on most experiences.See Details

Calypso Queen Tropical Party Buffet CruiseDay Cruises

Calypso Queen Tropical Party Buffet Cruise

star-4.5
Take a daytime or evening cruise around Clearwater, Florida aboard the Calypso Queen. A lunch or dinner buffet, as well as an open bar featuring rum punch, wine, and beer, is included. The evening cruise includes a DJ and dancing.
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  • 2 hours
  • Free Cancellation
From  
US$29.00
From  
US$29.00
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  • 2 hours
  • Free Cancellation

Clearwater Evening Yacht Cruise with Optional DiningDinner Cruises

Clearwater Evening Yacht Cruise with Optional Dining

star-4
Spice up any Florida vacation with a 3-hour cruise on Tampa Bay. Beginning in Clearwater, enjoy a beautiful sunset (depending upon the time of year) and listen to live music on board the elegant 'StarLite Majesty' yacht. Choose from one of the open-air observation decks or the climate-controlled dining cabin inside. Either way, the view is spectacular. For dinner (at own expense), choose from 11 delicious gourmet meal entrees along with salad, dessert and coffee or tea. Additional appetizers are available for purchase while onboard. Then dance the night away or take a romantic stroll along the deck.
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  • 3 hours
  • Free Cancellation
From  
US$21.35
From  
US$21.35
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  • 3 hours
  • Free Cancellation

Clearwater Dolphin-Watching TourDolphin & Whale Watching

Clearwater Dolphin-Watching Tour

star-4.5
Embark on a scenic journey to find bottlenose dolphins on this dolphin-watching cruise near Clearwater in Florida. From Clearwater Bay to the turquoise waters of the Gulf of Mexico, enjoy the incredible views along the Intracoastal Waterway. See and hear about the celebrity mansions on the coast, and listen as the captain shares interesting facts about the natural wonders of the Gulf Coast region. Snacks and beverages are available for purchase on board. Dolphin sightings are guaranteed on this exciting tour.
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  • 1 hour 45 minutes
  • Free Cancellation
From  
US$32.09
From  
US$32.09
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  • 1 hour 45 minutes
  • Free Cancellation

Private Boat Tours on Funship With Slide (Up to 10 passengers)4WD, ATV & Off-Road Tours

Private Boat Tours on Funship With Slide (Up to 10 passengers)

THE PRICE IS $750 FOR A 4-HOUR BOAT TOUR AND INCLUDES UP TO 10 PEOPLE IN YOUR GROUP. A Boat Day offers private, customized half-day and full-day boat tours for small groups of up to 10 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 guide. Your boating adventure will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico.  Our private boat tours are perfect for family outings, birthdays, anniversaries, graduations, bachelor(ette) parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!
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  • 4 hours
  • Free Cancellation
From  
US$750.00
From  
US$750.00
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  • 4 hours
  • Free Cancellation

Encounters With Dolphins TourNature & Wildlife

Encounters With Dolphins Tour

star-4.5
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 we would want to have on our vacation! All of us work tirelessly to ensure that all of our customers have an enjoyable, relaxing time with us!
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  • 1 hour 30 minutes
  • Free Cancellation
From  
US$19.75
From  
US$19.75
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  • 1 hour 30 minutes
  • Free Cancellation

Dolphin/ Sightseeing Tour with Free Ice CreamOther Water Sports

Dolphin/ Sightseeing Tour with Free Ice Cream

star-4.5
Enjoy a refreshing Ice cream on-board our brand new 50 passenger catamaran. This tour is a great way of exploring the beautiful Clearwater Beach for the whole family. The boat is fully shaded to protect customers from the sun and also equipped with side curtains should we get surprised by the rain.
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  • 1 hour 30 minutes
  • Free Cancellation
From  
US$21.00
From  
US$21.00
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  • 1 hour 30 minutes
  • Free Cancellation

Sunset Cruise from ClearwaterDay Cruises

Sunset Cruise from Clearwater

star-4.5
Watch as day turns into night off the coast of Florida on this sunset cruise from Clearwater. Enjoy the scenery and peaceful calm of a late-afternoon cruise on board a double-decker catamaran vessel with plenty of space to stretch out and soak up the breathtaking view. Watch a beautiful Florida sunset as the sun glows and gently settles into the Gulf of Mexico. Toast with new evening with a glass of Champagne.
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  • 1 hour 45 minutes
  • Free Cancellation
From  
US$32.09
From  
US$32.09
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  • 1 hour 45 minutes
  • Free Cancellation

2 Hour Sunset Sailing Cruise Clearwater BeachSailing Trips

2 Hour Sunset Sailing Cruise Clearwater Beach

star-5
-Our USCG credentialed Captain & Crew will welcome you on board like an old friend and treat you to a relaxed memorable visit.-Expect a 5 Star "True Sailing Experience" on our 52' custom steel Schooner sailing vessel.-A 2 hour Sunset sail is the perfect way to enjoy a Gulf coast sunset off Clearwater Beach. Whether you are a seasoned sailor or if this is your first time sailing, the Schooner Clearwater will be a memorable visit.-Our motto is "We SAIL and We SAIL Well"!
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  • 2 hours
  • Free Cancellation
From  
US$60.00
From  
US$60.00
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  • 2 hours
  • Free Cancellation

Clearwater Daytime Yacht Sightseeing Cruise with Optional DiningLunch Cruises

Clearwater Daytime Yacht Sightseeing Cruise with Optional Dining

star-4.5
Enjoy an afternoon on this narrated 2-hour sightseeing cruise along Tampa Bay and Clearwater’s beautiful inland waters. On board the elegant 'StarLite Majesty' yacht, choose from the open-air outer deck or if it’s too warm, select the climate-controlled cabin inside. Either way, soak up the views and if you choose, you can add on lunch once you're aboard the vessel. Listen as the captain points out the area’s popular landmarks and history and look for dolphins and other wildlife on the journey.
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  • 2 hours
  • Free Cancellation
From  
US$17.08
From  
US$17.08
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  • 2 hours
  • Free Cancellation

2 Hour Day Sailing Cruise Clearwater BeachSailing Trips

2 Hour Day Sailing Cruise Clearwater Beach

star-5
-Our USCG credentialed Captain & Crew will welcome you on board like an old friend and treat you to a relaxed memorable visit.-Expect a 5 Star "True Sailing Experience" on our 52' custom steel Schooner sailing vessel.-A 2 hour Daysail is the perfect way to enjoy our cool 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.-Our motto is "We SAIL and We SAIL Well"!
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  • 2 hours
  • Free Cancellation
From  
US$50.00
From  
US$50.00
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  • 2 hours
  • Free Cancellation

Clearwater Daytime Yacht Music Cruise with Optional DiningLunch Cruises

Clearwater Daytime Yacht Music Cruise with Optional Dining

star-4.5
Spice up any Florida vacation aboard an exciting dance cruise on Clearwater Bay. Beginning in Clearwater Beach, relax, enjoy the beautiful scenery, and listen to live music on board the elegant StarLite Majesty yacht. Choose from the open-air observation deck or select the air-conditioned dining cabin inside. Either way, the view is incredible and the party is just getting started. Upgrade to include a 3-course lunch; there are six delicious meals to choose from, plus a variety of beverages available to purchase.
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  • 2 hours 30 minutes
  • Free Cancellation
From  
US$21.35
From  
US$21.35
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  • 2 hours 30 minutes
  • Free Cancellation

Egmont Key Luxury Boat TourDay Trips

Egmont Key Luxury Boat Tour

star-5
On your own private luxury boat with a personal captain, you’ll experience the very best of our Florida waters, restaurants/bars, and other fun stops! Enjoy your time on one of our beautiful boats, and experience the below stops:Egmont Key - a beautiful Florida key with history. Bring some drinks and hangout for the day, as you likely will not want to ever leave! Near Egmont Key, we also have a fun snorkel stop to take to take you to, if desired.Dolphin SightseeingCruise by the Skyway Bridge - a must see!Optional: Add a stop at a waterfront bar for some lunch and drinks, or bring your own. This tour is completely customizable!
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  • 7 hours
  • Free Cancellation
From  
US$1,295.00
From  
US$1,295.00
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  • 7 hours
  • Free Cancellation

Private Boat Tours on Hurricane Deck Boat (Up to 6 passengers)Private Sightseeing Tours

Private Boat Tours on Hurricane Deck Boat (Up to 6 passengers)

star-5
Enjoy the exclusivity of a private boat trip for you and your party during this half- or full-day excursion. Your captain guides you through waterways for up-close views of wild dolphins and stops at secluded islands where you have time to relax on pristine beaches and swim in the Gulf of Mexico. Feel free to customize the itinerary with your captain to suit your group's interests. Price is per boat.
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  • 4 hours
  • Free Cancellation
From  
US$650.00
From  
US$650.00
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  • 4 hours
  • Free Cancellation

Bass2Bay Fishing ChartersFishing Charters & Tours

SPECIAL OFFER

Bass2Bay Fishing Charters

I offer a full hands on Fishing Tour with fishing lessons and how too’s to help you catch more fish in both Freshwater and Saltwater. Or you can settle in for a nice peaceful Lake or Gulf Tours with Beach and Island Excursion as well as Sunset Tours.
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  • 4 to 10 hours
  • Free Cancellation
From  
US$320.00
US$400.00
US$80.00 savings
From  
US$320.00
US$400.00
US$80.00 savings
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  • 4 to 10 hours
  • Free Cancellation

Clear Kayak Rental TourWater Tours

Clear Kayak Rental Tour

We provide a great experience. Our clear kayaks will provide you with the ability to see all of the marine life around you.
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  • 1 hour 30 minutes
  • Free Cancellation
From  
US$39.99
From  
US$39.99
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  • 1 hour 30 minutes
  • Free Cancellation

Private Boat Tours on Hurricane Deck Boat (Up to 6 Passengers) - IRB4WD, ATV & Off-Road Tours

Private Boat Tours on Hurricane Deck Boat (Up to 6 Passengers) - IRB

THE PRICE IS $650 FOR A 4-HOUR BOAT TOUR AND INCLUDES UP TO 6 PEOPLE IN YOUR GROUP. A Boat Day offers private, customized half-day and full-day boat tours 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 will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico.   Our private boat tours are perfect for family outings, birthdays, anniversaries, graduations, bachelor(ette) parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!
...  More
  • 4 hours
  • Free Cancellation
From  
US$650.00
From  
US$650.00
Learn More
  • 4 hours
  • Free Cancellation

Private Boat Tours On Funship With Slide (Up to 10 Passengers) - IRB4WD, ATV & Off-Road Tours

Private Boat Tours On Funship With Slide (Up to 10 Passengers) - IRB

THE PRICE IS $750 FOR A 4-HOUR BOAT TOUR AND INCLUDES UP TO 10 PEOPLE IN YOUR GROUP. A Boat Day offers private, customized half-day and full-day boat tours for small groups of up to 10 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 adventure will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico.  Our private boat tours are perfect for family outings, birthdays, anniversaries, graduations, bachelor(ette) parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!
...  More
  • 4 hours
  • Free Cancellation
From  
US$750.00
From  
US$750.00
Learn More
  • 4 hours
  • Free Cancellation


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