Your captain-led day for island hopping, swimming, and dolphin watching
4, 6 or 8 hrs
Up to 8 people
Private boat, captain, bottled water
Explore Clearwater-area waterways and barrier islands aboard a private boat with a captain. Shape your time around beaches, swimming, shelling, and waterfront stops.
This booking is for the whole experience, which fits up to 8 guests.
Full refund with at least 24 hours' notice. Full refund if the operator cancels due to weather or other unforeseen circumstances. No-shows are charged the full price.
Product ID: 9GW3FE
Travel light and bring towels, hats, sunglasses, sunscreen, phones, and other necessary personal items. Watch the weather and bring appropriate clothing; bring something warm in fall, winter, and spring.
Bring sandwiches, snacks, and drinks. Beer, seltzers, and white wine are allowed, but hard liquor, red wine, and glass bottles are not. Avoid greasy foods, cake icing, and juices that may stain.
Use the restroom before departure. This private charter has no onboard bathroom; if needed while on the water, you may need to use the water or stop at a nearby island, marina, or restaurant.
A Boat Day delivers consistently excellent experiences with a team of talented captains who know how to make time on the water special. Captains Matt, Eric, Will, BJ, and Marcos all get enthusiastic shoutouts for their knowledge of local waters, friendly personalities, and ability to enhance every trip. They're skilled at finding dolphins and manatees, taking guests to secluded beaches for shelling, and creating memorable moments whether you're celebrating a bachelorette party, attending a boat wedding, or just spending quality family time together. The boats themselves impress visitors with their cleanliness and amenities. The pontoon with the upper deck and water slide is a huge hit, adding an extra element of fun to beach stops. Guests love visiting boat-access-only islands to collect sand dollars and seashells, while the dolphin encounters are often described as trip highlights. The captains excel at getting dolphins to play in the boat's wake, and they're happy to snap group photos. Communication is solid, with staff accommodating weather changes when needed. Multiple reviewers mention they'll definitely book again on future trips to the area.
Amazing day with Captain Randy out on the water. Saw a ton of dolphins, even a manatee, the best part of our 40th bday weekend . Thank you!
Lauren Rowland
August 31, 2026
Amazing day with Captain Randy out on the water. Saw a ton of dolphins, even a manatee, the best part of our 40th bday weekend . Thank you!
Lauren Rowland
August 31, 2026
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