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Likely To Sell Out
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35 results
Best Seller
Take your booze cruise to the next level and hop on a floating tiki bar on Clearwater Beach. Gently float on the Gulf of Mexico while enjoying your favorite cocktail and admiring the natural landscape of Florida’s coast. Bring your choice of beverages and snacks on board and play your favorite tunes with the provided Bluetooth speaker for a relaxing day on the water.
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Tiki Boat - Clearwater - The Only Authentic Floating Tiki Bar
1 hour 30 minutes
4.9
(296)
from
$60
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
$60
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
(2,236)
from
$36
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
(971)
from
$37
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
(674)
from
$40
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
(248)
from
$80
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
(774)
from
$37
The Gulf of Mexico is known for wild dolphin sightings and this tour from Clearwater Beach helps you discover the pods. Climb aboard the Little Toot, a tugboat-style boat, that creates a big wake that dolphins like to play in. While you’re out on the water, enjoy lively commentary about the dolphins and the surrounding area.
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Little Toot Dolphin Adventure at Clearwater Beach
1 hour 15 minutes
Free Cancellation
4.9
(5,714)
from
$37
Paddle around Clearwater Beach with the help of a guide to help you spot some amazing local wildlife as you soak up the sights of the sea. Keep your eyes peeled for dolphins and manatees from your transparent kayak while your CPR and first-aid-trained tour leader helps you make memories to last a lifetime.
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Kayaking Clear through Clearwater
2 hours 30 minutes
Free Cancellation
4.4
(102)
from
$74
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
(313)
from
$79
Likely to Sell Out
A Boat Day offers private, customized boat charters for small groups of up to 10 passengers. Sit back and relax on the very comfortable, 27 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, bachelorette parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!
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Half-Day Private Boating On Premium Four Winns - Clearwater Beach
4 hours
Free Cancellation
5.0
(18)
from
$950
Per group
Likely to Sell Out
Take to the water and leave the crowds behind on this private, half-day boat tour led by a captain from Florida’s Clearwater Beach. Explore the coastline, look out for dolphins, and take a dip in the water before cooling off with ice cooler and bottled water included. Enjoy the flexibility to customize your itinerary with island hopping, stops at beach bars, sunbathing time, or more – it’s all up to you.
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Half-Day Private Boating On Black Hurricane - Clearwater Beach
4 hours
Free Cancellation
5.0
(433)
from
$850
Per group
Likely to Sell Out
Experience Clearwater from a new perspective as you paddle across bright turquoise water in a completely see-through kayak. This tour brings you closer to wildlife encounters that feel authentic. Dolphins often cruise through the harbor, rays move quietly along the shallow flats, and pelicans and herons perch along the water's edge. With a marine wildlife expert leading the way, you'll learn fun facts and discover the ecosystem in a way that feels natural and engaging. A stop at a boat-only bird preserve island offers space to explore, wade in the shallows, and take in sweeping views of the Intracoastal and Clearwater's signature blue waters. This tour covers open water and offers a satisfying workout — guests should be comfortable with moderate physical activity and sustained paddling. With small group sizes and personalized guiding, this experience stays friendly and welcoming for families, couples, and outdoor explorers who are ready to get out and move.
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Clear Kayak Tour of Clearwater Beach
2 hours
Free Cancellation
5.0
(9)
from
$79
Likely to Sell Out
Experience the water like never before on this glowing nighttime kayaking adventure! Paddle across the water in a vibrant LED-lit clear kayak, lighting up the water beneath you as you glide under the evening sky. Customize your kayak with your favorite color or switch to a dazzling light show that creates an unforgettable atmosphere on the water. Whether you choose to paddle solo or share a tandem kayak, this experience is perfect for couples, families, and friends alike. Keep an eye out for local wildlife and peaceful nighttime scenery as your expert guide leads the way, ensuring a safe, fun, and memorable journey!
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LED Night Kayaking on Clearwater Beach
2 hours
Free Cancellation
from
$75
Likely to Sell Out
A Boat Day offers private, customized boat charters for small groups of up to 10 passengers. Sit back and relax on the very comfortable, 27 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, bachelorette parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!
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Half-Day Private Boating On Avalon Funship - Clearwater Beach
4 hours
Free Cancellation
5.0
(236)
from
$1,050
Per group
Likely to Sell Out
Take our luxury kayaks to a nearby spoiler island to play and explore! Our tour is not your typical gimmicky trip on a kayak! We want you to experience the island and what better way to get there than a 35-minute scenic paddle (one way/60-minute total) to it! Our kayaks are the most stable kayak in the industry. On our way we try to spot local wildlife (not guaranteed). When we get to the island go explore while jamming to your favorite tunes, search for shells, play some beach games, replenish and enjoy island time like us locals do!
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Single-Kayak Tour To Clearwater Island With Beach Setup Included!
2 hours 30 minutes
Free Cancellation
5.0
(26)
from
$75
Likely to Sell Out
Approximately 3 million people go fishing in the Gulf of Mexico every year. The Gulf is one of the most ecologically diverse bodies of water, offering first-time fishers and expert anglers alike the chance to see sharks, dolphins and sea turtles. Each charter is customized to meet your desires. Fish for Redfish, Snook, Trout, inshore Grouper, Mackerel and dozens of other species in the beautiful waters of Florida’s Central Gulf Coast.
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Half-Day Private Guided Fishing Charter to Florida’s Gulf Coast
4 hours
Free Cancellation
5.0
(2)
from
$577
Per group
Likely to Sell Out
Experience the best of Florida’s coast aboard your own private boat. Charter this spacious boat for a half day and tell the captain what you’d like to see. Then, sit back and relax while you sail on the Gulf of Mexico in search of pristine beaches or idyllic swim spots. Book this experience for a special occasion or just a casual boat day.
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Half- Day Private Boating On Tahoe Funship - Clearwater Beach
4 hours
Free Cancellation
5.0
(346)
from
$1,050
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
(241)
from
$1,050
Per group
Likely to Sell Out
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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Clearwater Daytime Yacht Sightseeing Cruise with Optional Dining
2 hours
Free Cancellation
4.3
(88)
from
$34
Experience the charm of Downtown Dunedin on a small-group walking tour that blends history, culture, and local flavors. Uncover fascinating stories and unique highlights of this picturesque Main Street community along the Intracoastal Waterway. Indulge in delectable brunch, lunch, and drinks, including alcoholic beverages, and discover Dunedin’s vibrant scene in the most delightful way.
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Downtown Dunedin: Food, Drink & Cultural Walking Tour by TBFT
3 hours
Free Cancellation
4.7
(26)
from
$124
Likely to Sell Out
This boat is entirely yours for the ultimate party experience! Explore the vibrant heart of Clearwater in style with our Island Hop and Dolphin Watch. Hop aboard our spacious boat (up to 20) as we set sail through the beautiful bay. This adventure is perfect for famlilies, birthdays, bachelorettes, bachelors, corporate outings, and people just looking to have a fun day on the water. But the excitement doesn’t stop there! Anchor at a shallow island in the middle of the bay, where you can walk onto this awesome tiny sand beach and take a refreshing dip in the waters. At the sandbar, we can turn up the music to keep the atmosphere going. No pedaling is necessary since we haven an engine, it is motorized only. With the freedom to BYOB (Bring Your Own Beverage) you can sip on your favorite drinks while you soak in the sun and enjoy the company of your own private Island Party. Book your tour today and get ready for a day of pure fun and excitement.
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Clearwater Private Island Hop & Dolphin Watch (2-20ppl, BYOB)
2 hours
Free Cancellation
5.0
(5)
from
$941
Per group
Likely to Sell Out
Enjoy a fun-filled day on this double-decker boat with the help of a seasoned sea captain. Try your luck spotting wild dolphins, explore secluded barrier islands, and take the slide off the top deck to swim in the Gulf of Mexico. Your captain will guide you to some of the best spots in the area while you kick back and enjoy the ride with your loved ones.
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Half-Day Private Boating On Buccaneer Funship - Clearwater Beach
4 to 8 hours
Free Cancellation
5.0
(103)
from
$1,050
Per group
Likely to Sell Out
Discover the beautiful scenery of Florida’s Gulf Coast with ease on this half-day private eco boat tour from Holiday. Go island hopping, with stops at Caladesi Island, Honeymoon Island, and Anciote Key Preserve state parks, where you can relax on the beach, play in the water, and look for shells, wildlife, and historical sites.
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Half-Day Private Guided Nature of Florida’s Gulf Coast Eco Tour
3 hours 30 minutes
Free Cancellation
5.0
(2)
from
$513
Per group
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