Top Clearwater Tours by Duration - page 2

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.”

Have a relaxing, fun day aboard this double-decker boat for a tour led by an experienced captain, who can sail you to some of the best spots in the area with your private group. Explore peaceful barrier islands, slide off the top deck to take a dip, and try your luck spotting wild dolphins for an unforgettable four hours.

Spend a fun day out on the water aboard the Funship during this excursion from Clearwater, Florida. Board your private vessel, complete with a built-in slide, and explore the waterways, islands, and beaches. Whether you want to soak up the sun, swim, shell on nearby beaches, or even go snorkeling, your day is spent how you want it.

Enjoy a day of adventure exploring the waters of Clearwater Beach. Step away from the crowds on Clearwater beach and island hop, dolphin watching, snorkel, shelling, and enjoy the nature our waters have to offer. Relax and enjoy the sunshine on our 27 foot pontoon boat with incredible stereo system and comfortable seating. Hope to see you soon!

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.”

Jimbos Jumbo Food Tours isn’t just about eating—it’s an interactive, high-energy adventure that blends amazing street food, quirky local history, and lively competition. Our exclusive walking trivia game keeps guests engaged, with a mystery prize awaiting the winning team! With a mix of hidden gems, bold flavors, and non-stop laughs, we create an unforgettable experience that’s as entertaining as it is delicious! Plus, only on our tour will you learn the Secret Chant, a magical celebration of food and fun. So come hungry and munch your way through Safety Harbor’s tastiest spots while competing for foodie glory—only the sharpest minds and hungriest bellies can win! Big bites, big laughs, and unforgettable fun await! An unforgettable experience that’s as entertaining as it is delicious!

Get out on the water with a private fishing charter from Clearwater. You'll have the chance to try your luck at fishing in the Gulf of Mexico while admiring the coastal scenery. Depending on the conditions, that could be Caladesi Island State Park or Sand Key Park. Species you might catch include redfish, black drum, trout, cobia, and jack crevalle.