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.
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.
I cannot even begin to describe the absolute best time we had with Captain BJ! She is amazing!!! We love to shell and see all the sights the ocean has to offer. She is your gal if you want to find the best spots for shelling! However, she will literally do whatever it is you want to do with your time. If you want the knowledge of the shelling and the company of a great captain, BJ is your gal!
Jenna Douglas
July 7, 2026
I cannot even begin to describe the absolute best time we had with Captain BJ! She is amazing!!! We love to shell and see all the sights the ocean has to offer. She is your gal if you want to find the best spots for shelling! However, she will literally do whatever it is you want to do with your time. If you want the knowledge of the shelling and the company of a great captain, BJ is your gal!
Jenna Douglas
July 7, 2026
Enjoy a captain-led day of dolphin watching, island hopping, swimming, and sunsets
Set your own Clearwater-area boating day with a private captain
Private captain-led time on Clearwater's waterways, beaches, and barrier islands
Cruise Clearwater waterways with a private captain and flexible island stops
Captain-led island hopping, swimming and dolphin spotting on Clearwater waters
Stroll Clearwater Beach and sample tropical bites with trivia and a secret chant