Top Clearwater Private and Luxury

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!

Discover Clearwater the local way on this 3-hour private boat tour aboard Salt Therapy with Captain Clearwater. Ideal for couples, families, or small groups, this mid-length adventure lets you see dolphins, visit sandbars, and relax along Florida’s Gulf Coast without rushing the day. Bring your favorite drinks, cue up the Bluetooth, and explore calm backwaters and island coves locals love most. With a laid-back USCG-licensed captain and flexible pickup points, you’ll experience Clearwater like an insider—easy vibes, warm water, and pure “Salt Therapy.” Highlights • Private 3-hour charter with flexible departures • Spot dolphins and explore hidden sandbars • Swim, float, picnic, or relax on deck • Cooler, ice & bottled water included • Pickup in Clearwater, Belleair & IRB End your day the local way—“Boat Like a Local” and make memories on Clearwater’s most relaxing private charter.

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!

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.

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.

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.

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.

Set out on Salt Therapy with Captain Chris, a U.S. Coast Guard veteran with over 40 years on the waters of Clearwater and the Gulf Coast. This 5-hour private charter lets you experience Florida’s west coast the way locals do—with freedom, sunshine, and salty smiles. Swim at hidden sandbars, hunt for shells on quiet islands, or watch dolphins race the wake through the Intracoastal. Whether you’re floating, exploring, or relaxing to your favorite playlist, this trip moves at your pace. With flexible stops, multiple pickup points, and a laid-back atmosphere, it’s the perfect blend of sightseeing, island time, and good company. All Captain Clearwater charters are private, customizable, and flexible based on weather and guest preference. Highlights • 5-hour private charter aboard Salt Therapy • Swim, explore, and dolphin-watch • Visit hidden islands & sandbars • Cooler, ice & bottled water provided • Pickup in Clearwater, Belleair & IRB Spend the day chasing sunshine—“Boat Like a Local.”

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.

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!

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.

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.

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.

Experience one of the top-rated Clearwater Beach pontoon tours on a private boat tour for up to 6 guests. Cruise the crystal-clear waters of the Gulf of Mexico with a licensed captain while enjoying panoramic coastal views and dolphin sightings. Visit Caladesi Island State Park, Honeymoon Island, and popular sandbars like Three Rooker Island — accessible only by boat. Swim, snorkel, collect seashells, or relax in turquoise waters as your customizable itinerary is tailored to your group. Perfect for families, couples, and small groups, this private Clearwater Beach boat tour offers a relaxed, personalized Gulf Coast adventure focused on comfort, safety, and unforgettable island exploration. Why Travelers Love This Tour: • Private experience for up to 6 guests • Dolphin watching opportunities • Island stops & sandbar access • Swim, snorkel & shell • Flexible itinerary with licensed captain

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.

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.

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.

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.

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.

Take a tour of one of Florida's handful of wineries on this excursion in Clearwater. Follow your guide through a tour of the winery whilst you learn about wine production methods. Then, enjoy a tasting of three onsite-produced wines. Nibble charcuterie as you go to keep your palette neutral so you are able to pick up on the unique flavor profiles.

Escape the crowds and soak up Clearwater’s coastal vibe on this private 2-hour cruise aboard Salt Therapy with Captain Clearwater. Perfect for couples, families, or friends, it’s the ideal way to unwind and enjoy dolphin sightings, hidden sandbars, and scenic waterfront views without spending the whole day on the water. Bring your favorite drinks, cue up the Bluetooth playlist, and let your USCG-licensed captain handle the rest. With flexible pickup points and easygoing pacing, this short escape delivers big Florida energy in a small window. All Captain Clearwater charters are private, customizable, and flexible based on weather and guest preference. Highlights • Private 2-hour cruise aboard Salt Therapy • See dolphins & explore sandbars • Swim, float, or just relax to your music • Cooler, ice & bottled water included • Pickup in Clearwater Beach & Indian Rocks Beach Drift, laugh, and let the Gulf set the pace—“Boat Like a Local.”

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.

The food tour that'll tantalize your taste buds with the rich greek foods that are found on the Aegean Islands. We'll talk about the history of Tarpon's early days and the Greek, Bahamian and Victorian influence. Take a walk through the 120 plus acres of the Sponge Dock District in Tarpon Springs, Florida.