Private Boat for 20: Island Hopping, Dolphins, + Swimming

Experience a private boat in Clearwater with island hopping, dolphin watching, swimming, and lively music for a fun-filled day on the water with friends or family.

Experience a private boat in Clearwater with island hopping, dolphin watching, swimming, and lively music for a fun-filled day on the water with friends or family.

Explore a unique blend of local true crime stories and wine tasting in Clearwater, Florida, with personalized guides and exclusive insider details.

Capture stunning beach portraits in Clearwater with a quick 30-minute photoshoot guided by expert photographers, perfect for families, couples, or solo travelers.

Discover Clearwater Beach’s dolphin-watching sunset cruise—stunning views, playful dolphins, and relaxed ambiance for an authentic Florida experience.

Experience the thrill of a guided Jet Ski adventure from Indian Rocks Beach, with stunning coastal views, for a memorable and fun-filled hour.

Discover Clearwater Beach's Dolphin & Sandbar Cruise—guaranteed dolphin sightings, a fun swim stop, and expert guides. Perfect for families and nature lovers.

Capture stunning sunset beach photos with a professional photographer at Clearwater Beach. Enjoy an hour of guided fun and receive edits the same night.

Experience 30 minutes of high-speed fun on Clearwater Beach with freestyle jet skiing, enjoying stunning sights and the thrill of riding your own wave.

Discover Clearwater’s island hop and dolphin watch tour — enjoy scenic boat rides, a shallow island stop, and the chance to see dolphins in their natural habitat.

Experience stunning views of Clearwater beaches, Tarpon Springs, and Caladesi Island on a private 30-minute helicopter tour, perfect for memorable sightseeing.

Experience a private evening boat cruise in Clearwater with dolphin sightings, party lights, Bluetooth music, and stunning sunset views—perfect for groups.

Experience a private 3-hour Tiki boat cruise to two Clearwater Beach sandbars, perfect for groups up to 6 bringing your own food and drinks.

Discover Clearwater Beach's watersports with WakeSurfing & Watersports Tours, offering thrilling wakeboarding, tubing, and more in a flexible, private experience.

Discover Clearwater's waters with a guided clear kayaking tour—see wildlife, capture stunning photos, and enjoy a relaxing 2-hour adventure suitable for all skill levels.

Experience Clearwater's stunning night waters on LED-lit glass bottom kayaks, feeding fish and wildlife in a safe, fun, and family-friendly adventure.

Experience scenic Clearwater Bay aboard a tropical cruise with buffet, drinks, and optional evening dancing—perfect for relaxing daytime or lively evenings.

Capture stunning sunset family photos on Clearwater Beach with professional photographers. Quick delivery, flexible locations, and great value.

Discover Clearwater's Island Sandbar & Swim Tiki Cruise—enjoy lively sandbars, dolphin sightings, and a fun tiki boat experience for $55 per person.

Experience stunning sunsets and playful dolphins on a 1.5-hour Clearwater Beach harbor cruise. Enjoy live commentary, BYOB, and breathtaking views.

Discover Clearwater Beach's beauty on a private 4-hour boat tour in a luxury Four Winns deckboat, including dolphin sightings, island hopping, and beach visits.

Discover Clearwater's Aspirations Winery with this guided tour and tasting. Enjoy 3 wines, a cheese platter, and learning about Florida’s wine-making in a relaxed setting.

Experience a personalized half-day boat tour around Clearwater’s barrier islands, wildlife sightings, swimming, and stunning Gulf views—all aboard a private vessel.

Discover the haunted side of Tarpon Springs with Silent Slayer Ghost Tours, featuring expert guides, ghost-hunting tools, and spooky stories.

Discover Clearwater Beach with Flippers Fun Boat. Enjoy guaranteed dolphin sightings, stunning sunset views, and a family-friendly, well-priced tour.

Experience Clearwater Beach with a dolphin cruise and sandbar stop. Enjoy knowledgeable guides, scenic views, and family-friendly fun for $34.95.

Discover Clearwater Beach's calm waters on a luxury tandem kayak tour to a secluded island, with wildlife, scenic views, and beach relaxation included.

Experience thrilling guided jet ski rides in Clearwater with professional guides, stunning coastal views, and safety features, perfect for adventure lovers.

Experience a fun 1.5-hour tiki boat cruise in Clearwater Beach with open bar, dolphin sightings, and stunning harbor views—perfect for groups and celebrations.

Experience kayaking with manatees and exploring Tarpon Springs' historic sponge docks on this 2.5-hour guided tour with wildlife viewing and local insights.

Experience a private 4-hour boat tour from Dunedin, exploring islands, spotting dolphins, swimming, shelling, and enjoying customized views of Florida's coast.