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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. A full bar and dessert available for purchase. The evening cruise includes a DJ and dancing.
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Tropical Buffet Cruise in Clearwater Beach
2 hours
Free Cancellation
4.3
(2,227)
from
USD 49
Hop aboard Clearwater’s ultimate dolphin-spotting boat tour. This high-speed adventure lets you cover more of the Gulf—and increases your chances of seeing dolphins up close as they play and surf in the wake. Cruise past celebrity homes and coastal landmarks on this powerful 73-foot vessel captained by seasoned pros.
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Sea Screamer Clearwater's Only Speed Boat Dolphin Watching
1 hour
Free Cancellation
4.9
(340)
from
USD 37
Likely to Sell Out
Join us at Flippers Fun Boat Tours for an unforgettable experience on the beautiful waters of Clearwater Beach! Our tours are crafted to showcase the best of the Gulf Coast, featuring guaranteed dolphin sightings and breathtaking sunset cruises. Whether you’re looking to relax on a serene cruise or seeking an exhilarating encounter with Clearwater’s marine life, we have the perfect tour for you. Our expert guides provide fascinating insights into the area’s history, wildlife, and natural beauty, ensuring a memorable and educational outing for all ages. Our family-friendly tours are ideal for couples, families, and groups wanting to explore Clearwater Beach in a unique and exciting way. Book your tour today with Flippers Fun Boat Tours and discover why we are the top-rated choice for boat tours in Clearwater Beach. Whether it’s a Dolphin Tour, Sunset Cruise, or Private Charter, we promise an experience that you’ll treasure forever!
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!! Flippers Fun Boat !! Dolphin Adventure Clearwater Beach!
1 hour 30 minutes to 1 hour 45 minutes
Free Cancellation
4.9
(274)
from
USD 32
Spice up any Florida vacation with a 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. For dinner (at own expense), choose from several delicious gourmet meal entrees along with salad, dessert, and coffee or tea. Then dance the night away or take a romantic stroll along the deck.
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Evening Yacht Cruise with Optional Dining in Clearwater
3 hours
Free Cancellation
4.3
(499)
from
USD 41
Likely to Sell Out
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 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 the new evening with a glass of Champagne.
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Sunset Celebration Cruise on Tropics Boat Tours
2 hours
Free Cancellation
4.4
(787)
from
USD 37
Dolphin encounters are quite common in the Gulf of Mexico, but this boat tour lets you get a closer look at them. Sail out towards Compass Island and keep your eyes peeled for the playful creatures while your captain provides commentary about your surroundings. Then, once you reach the island, jump in the water to search for marine life, collect shells, or simply enjoy the water.
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Clearwater Encounters with Dolphins Tour
1 hour 30 minutes
Free Cancellation
4.8
(2,245)
from
USD 36
Likely to Sell Out
Climb aboard a schooner for an afternoon of sailing in Clearwater Beach with this tour. Enjoy sea breezes and admire views you wouldn't get if you stayed on shore during this scenic cruise. Keep an eye out for wildlife like dolphins and manatees during the sail. Guests are permitted to bring alcoholic beverages on board the schooner. Note that hard soled shoes are not allowed onboard for safety.
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Sunset Sailing Cruise Aboard Schooner Clearwater-Clearwater Beach
2 hours
Free Cancellation
4.9
(259)
from
USD 80
Freestyle jet skiing delivers an unmatched rush for anyone eager to take water sports to the next level. Feel the excitement as you ride across the waves, launch into the air, and perform impressive flips, spins, and daring tricks with confidence, balance, and style. Every ride is an opportunity to challenge yourself, improve your skills, and experience the thrill of complete freedom on the water. From experienced freestyle athletes to first-time riders seeking an unforgettable adventure, our premium high-performance jet skis are engineered to meet the demands of extreme riding. Built for power, agility, and control, they provide the perfect combination of speed and stability to help you maximize every jump, maneuver, and landing. No matter your skill level, you’ll enjoy an adrenaline-filled experience designed to create lasting memories and take your freestyle riding to new heights.
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30 Mins Freestyle Jet Ski Rental at Sheraton Sand Key Resort CLW
30 minutes
Free Cancellation
from
USD 70
Clearwater has some of the best voted beaches in the United States and this exciting tiki tour is a great way to experience the Gulf waters. Hop aboard the only U.S. Coast Guard certified tiki boat in Clearwater Beach for a fun day under the sun. Perfect for celebrations, this cruise can hold over a dozen people for a party. An open bar with beers and cocktails is included.
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1,5h Tiki Tour with Unlimited Alcoholic Drinks, Clearwater Beach
1 hour 30 minutes
Free Cancellation
4.7
(343)
from
USD 45
Cruise out on the Gulf of Mexico and watch the sun dip below the horizon on this cruise from Clearwater. Sail along the Intercoastal Waterway, keeping an eye out for bottlenose dolphins and listening to commentary about your surroundings. Just as the sun is setting, guests 21 and older enjoy a champagne toast before sailing back to the dock.
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2 Hour Sunset Cruise in Clearwater, Florida
2 hours
Free Cancellation
4.8
(686)
from
USD 40
Spend an unforgettable half-day exploring Clearwater’s islands and calm Gulf waters aboard Salt Therapy with Captain Clearwater. This 4-hour private cruise is the perfect balance of adventure and relaxation—see dolphins, visit sandbars, swim, snorkel, or anchor up for a floating picnic. Bring your own drinks and tunes while your USCG-licensed captain shares local stories and secret spots known only to Clearwater regulars. With flexible pickup points and a laid-back pace, this is how locals spend their day off: sun on your face, salt in the air, and time on your side. All Captain Clearwater charters are private, customizable, and flexible based on weather and guest preference. Highlights • Half-day (4-hour) private charter aboard Salt Therapy • Explore sandbars & barrier-island beaches • Dolphin watching & swimming stops • Cooler, ice & bottled water included • Pickup in Clearwater, Belleair & IRB Chase the sun, drop the anchor, and let island time take over—“Boat Like a Local.”
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Clearwater Island Escape – Private 4-Hour Half-Day Cruise
4 hours
Free Cancellation
5.0
(2)
from
USD 480
Per group
Likely to Sell Out
Soak up some of Florida’s most spectacular beachy scenery, and enjoy a relaxing excursion out on the water, on this private boat charter. Hop aboard the 27-foot (8-meter), double-decker boat. Depending on your preferences, you can visit barrier islands and comb for seashells, swim and snorkel, relax on board and spot wildlife, and more.
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Half-Day Private Boating On Platinum Funship - Clearwater Beach
4 hours
Free Cancellation
5.0
(242)
from
USD 1,050
Per group
Explore the Anclote River on a guided kayak eco tour with a small group. Follow your wildlife expert guide as you paddle through the mangroves, keeping an eye out for wildlife such as dolphins, manatees, and bald eagles. Learn about the unique ecosystem and stop at the historic Tarpon Springs Sponge Docks along the way.
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2 Hours Kayak Eco Tour in Tarpon Springs
2 hours
Free Cancellation
4.9
(87)
from
USD 54
Ignite your sense of adventure and take your ride beyond the ordinary with the thrill of our jet car experience. Instead of simply cruising in circles, experience the excitement of pushing limits and mastering the water with energy, skill, and style. Feel the rush as you carve through the water and challenge yourself with every maneuver. Engineered for power, balance, and responsiveness, they provide the ideal combination of safety and performance, helping every rider maximize their adventure and create an unforgettable experience on the water.
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30 Minutes Jet Car Rental at Marriott Suites Sand Key, CLW Beach
30 minutes
Free Cancellation
from
USD 129
Spot dolphins and other marine life on this playful boat ride aboard a one-of-a-kind 50-foot shark-themed vessel. This specialized boat creates a mega wake that attracts dolphins, and the boat’s shark design is fun for all ages. While on board, you’ll hear interesting Clearwater Beach facts and stories, as you spot attractions and famous homes on land and dolphins in the water.
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Mega Bite Dolphin Tour Boat in Clearwater Beach
1 hour
Free Cancellation
4.7
(613)
from
USD 28
Ignite your sense of adventure and take your ride beyond the ordinary with the thrill of our jet car experience. Instead of simply cruising in circles, experience the excitement of pushing limits and mastering the water with energy, skill, and style. Feel the rush as you carve through the water and challenge yourself with every maneuver. Engineered for power, balance, and responsiveness, they provide the ideal combination of safety and performance, helping every rider maximize their adventure and create an unforgettable experience on the water.
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1 Hour Jet Car Rental at Marriott Suites Sand Key ,CLW Beach
1 hour
Free Cancellation
from
USD 250
Special Offer
Embark on a scenic journey to find bottlenose dolphins on this dolphin-watching cruise from Clearwater in Florida. Enjoy the incredible views along the Intracoastal Waterway, passing celebrity mansions while listening to the captain’s commentary. Snacks and beverages are available for purchase on board. Dolphin sightings are guaranteed on this exciting tour—in the unlikely event you don’t see them, you can take another cruise at another time for free.
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Guaranteed Dolphin Sighting Tour on Tropics Boat Tours
1 hour 45 minutes
Free Cancellation
4.5
(983)
from
USD 37
USD 33
Discover the best of Clearwater Beach and cover a lot of ground on a guided Segway tour. Join your guide and small group for a roll down the boardwalk, across Causeway Bridge, Pier 60, and more. Enjoy commentary about the area from your guide, keep your eyes peeled for dolphins in the distance, and enjoy panoramic views while you ride.
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2 Hour Guided Segway Tour around Clearwater Beach
2 hours
Free Cancellation
4.8
(316)
from
USD 79
Likely to Sell Out
Explore the waters of Clearwater on this island hopping and dolphin watching cruise. Travel by motor boat through the bay, with time to stop at a shallow sandbar for swimming and relaxation. The BYOB format and onboard music create an upbeat social setting, while the guided route offers a convenient way to enjoy Clearwater Beach from the water.
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Clearwater Island Hop & Dolphin Watch with Sandbar Swim + BYOB
2 hours
Free Cancellation
4.6
(28)
from
USD 60
Freestyle jet skiing is the perfect combination of adrenaline, adventure, and nonstop excitement on the water. It gives riders the opportunity to push the limits of performance while experiencing the unmatched thrill of speed, agility, and freedom. Picture yourself carving through open water, launching off rolling waves, soaring through the air, and landing exciting spins, flips, and freestyle tricks with precision and confidence. Every ride offers a rush unlike any other, blending skill, balance, and power into one unforgettable experience. Whether you’re a seasoned rider looking to perfect your next trick or a first-time adventurer ready to challenge yourself, our high-performance jet skis are designed to deliver maximum excitement and control. Engineered for freestyle riding, they provide outstanding handling, stability, and responsiveness, allowing you to ride harder, push further, and fully enjoy every second on the water.
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1 Hour Jet Ski Rental at Marriott Suites Sand Key, CLW Beach
1 hour
Free Cancellation
5.0
(1)
from
USD 120
Embark on a sky-high adventure that will show you Clearwater from a whole new perspective. You’ll enjoy an unforgettable private helicopter ride with a professional crew that ensures your safety. Soar across Clearwater Beach’s sparkling blue water and white powder sand, enjoy a bird’s eye view of the famous Pier 60 fishing pier, and sweep above Florida’s first golf course at the scenic Bellair Country Club.
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Helicopter Tour of Clearwater Beach and Belleair Country Club
20 minutes
Free Cancellation
4.8
(5)
from
USD 146
Price varies by group size
Discover the Florida coast from a different perspective on a private helicopter tour from Clearwater Airpark. Get a bird’s-eye view of beaches, state parks, lakes, and waterfront mansions over the course of your flight. Listen to commentary from your pilot and enjoy uninterrupted views of the area, so you can capture memories of your flight.
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Helicopter Tour in Tarpon Springs, Clearwater Beaches & Caladesi Island
30 minutes
Free Cancellation
4.4
(7)
from
USD 193
Price varies by group size
Experience Clearwater Beach like never before on your guided two-hour Dolphin Kayak and Island Excursion departing directly from Shephard’s Beach Resort. Paddle through calm Gulf waters as you search for wild dolphins, observe the natural beauty of Bird Island, and enjoy fascinating coastal history shared by local guides. Guests may also spot gentle manatees and sea turtles while enjoying Clearwater’s famous crystal-clear waters and shallow sandbars. Perfect for beginners, families, and adventure seekers looking for an unforgettable experience on the water.
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Clearwater Dolphin Kayak Tour and Bird Island Adventure
2 hours
Free Cancellation
4.6
(5)
from
USD 55
Skip the crowded pontoon boats and step aboard a private 6-passenger Sea Ray designed for a more personal and unforgettable day on the water. Smaller, faster, and far more intimate than large tour boats, this experience lets you explore farther and enjoy the water the way it was meant to be. Relax, swim, and play with all the fun water toys included—from paddleboards and snorkel gear to the popular Bote Hangout floating dock, plus oversized pool noodles for ultimate lounging. Whether you're looking for a fun day with friends, a family adventure, or a laid-back cruise, this experience delivers comfort, flexibility, and a truly local vibe. The boat also includes an onboard restroom for added convenience so you can stay out on the water longer. And remember—it’s not just about the boat, it’s about the captain. Your experienced captain knows the best spots to explore, relax, and make the most of your time on the water.
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2 Hour Private Boat Charter on Clearwater Beach
2 hours
Free Cancellation
from
USD 350
Per group
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