11. Private half-day boating charter on Clearwater Beach
5.0· 433 reviews· 4 hoursFour hours on a 24-foot Hurricane Deck Boat — cruise with a captain, spot dolphins, and visit secluded barrier islands for shelling or swimming.
“The boat tour was fantastic and felt very personal. Our guide pointed out all the best spots and made sure we had a chance to see dolphins.”— 351makaylah
22. Private half-day Funship boating tour in Clearwater Beach
5.0· 238 reviews· 4 hoursFour hours on a private 27-foot Funship — dolphin sightings, swimming in the Gulf, and shelling on secluded islands for up to 10 passengers.
“Our bachelorette group had an excellent time on the boat with Captain Matt. We opted for the four-hour trip, and Matt was incredibly kind and accommodating, ensuring we had fun throughout the day. We also gained insight into local wildlife. I highly recommend this experience.”— F759UScarolines
33. Private half-day boating on Buccaneer Funship in Clearwater Beach
5.0· 103 reviewsHalf-day charter for up to 10 passengers on a double-decker Funship — cruise the waterways, see dolphins, visit barrier islands, swim in the Gulf.
“This was the most incredible experience I've ever had. Captain Eric made it so enjoyable and even brought us up close to dolphins. I strongly suggest this as a fantastic day trip, especially with Eric as your captain.”— X2299DTchristinas
44. Tiki Boat tour in Clearwater — floating bar experience
4.9· 296 reviews· 1.5 hoursTwo-hour boat tour of Clearwater Beach from a floating Tiki bar, with opportunities to see dolphins and manatees, and bring your own drinks.
“Dylan was an excellent captain and truly outstanding.”— yeceliac
55. Sunset cruise in Clearwater over the Gulf of Mexico
4.8· 677 reviews· 2 hoursTwo-hour evening cruise through the Intracoastal Waterway and Gulf of Mexico, with onboard drinks available for purchase and a complimentary champagne toast for adults.
“The entry fee was a bit high, but the overall experience and the relaxation it provided were worth it.”— Flyer10364340527
66. Clearwater Beach tiki tour with unlimited drinks
4.7· 331 reviews· 1.5 hoursOne and a half hours on a Coast Guard certified tiki boat—enjoy unlimited spritzers and beer while taking in views of Clearwater Harbor.
“Captain Roger was incredibly relaxed and approachable. The experience was fantastic, with engaging conversation, chilled drinks, playful dolphins, and ideal weather. I highly recommend this adventure.”— DebBowlForLife
77. LED night fish feeding tour in Clearwater by glass bottom kayak
4.5· 57 reviews· 1.3 hoursTwo hours on calm waters — glass bottom kayaks illuminate fish feeding, wildlife sightings, and guided paddling through mangrove-lined canals under the stars.
“The guides were excellent and provided a lot of information. The experience was fantastic, and we encountered many fish and dolphins along the way.”— Christine_S
88. Calypso Queen tropical party buffet cruise in Clearwater
4.3· 2208 reviews· 2 hoursTwo hours on Clearwater waters — tropical buffet dinner, optional dancing with Caribbean music, and scenic views of the coastline.
“This was a great outing! The food exceeded expectations for the cost, the DJ brought fun energy, and the views were stunning. I would absolutely do it again. You get excellent value for your money. They were also understanding about us being late due to traffic and booking the wrong date.”— 116laurelc
99. Clearwater evening yacht cruise with optional dining
4.3· 490 reviews· 3 hoursTwo hours on the water — optional dining with fresh continental cuisine, live entertainment, and stunning views of Clearwater Beach.
“I only know the name of the boat, the dining menu, and the meeting location to board. There's nothing else I can add.”— Melissa_A
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