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Page 65 of 194 • 4,645 listings
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Chesapeake Bay
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Sarah
Cruise The Annapolis Area Chesapeake on a Classic 46’ Downeast – Up to 25 Guests
The boat and crew were perfect for a bachelorette party! Captain Steve and Sarah couldn’t have been nicer or cooler throughout the ride. They were very accommodating and were on top of communicating, especially with the possibility of bad weather. The day and process couldn’t have gone better!

Thomas
5⭐️ 2025 NEW 27FT FOUR WINNS HDO8 PARTY CRUISE BOAT W/RESTROOM
My wife and I had a great experience. The boat was the perfect size, and we really appreciated how Captain Alex consistently checked in to make sure we were good. Even before the trip, David reached out personally to answer any questions and address any concerns. They truly went above and beyond with their hospitality, making sure we had water and an amazing time.
VL
Valerie
5⭐️ 2025 NEW 27FT FOUR WINNS HDO8 PARTY CRUISE BOAT W/RESTROOM
We had a wonderful time on our recent outing with friends! The boat is brand new, extremely comfortable, and well-equipped. There were USCG-approved life jackets available for everyone on board, including the kids, which made us feel very safe. The trip started on time, and both the captain and the owner were fantastic, professional, friendly, and welcoming. A major bonus was the clean onboard bathroom, which was especially helpful for the kids. Parking was also, convenient and free. It was a fantastic experience, and I would absolutely recommend this service to others. We’re already planning to book again:)
RS
Ryan
18' Maxum Bowrider Sports Boat - Ready for Sun, Sea and Good Vibes
Ryan was fantastic. Ever since the initial booking communication was great and prompt. The boat was in great condition, and Ryan gave a good briefing to us so we were very familiar prior to getting started. Any questions I had were answered within minutes at the longest (mostly instantaneous). Looking forward to more rentals with him, I found “my boat guy” for sure. Ryan is extremely trustworthy and helpful - highest recommendation 🤙🤙

Abby
Nicest Certified Sailing Yacht on the West Coast for 15 People Package
Our group of 9 had a beautiful sail in the Bay during the March heatwave. The boat’s speaker wasn’t working, but fortunately I brought a portable speaker. Capt Drew and his son were great and helpful. They provided a hard cooler for our drinks and would pour and serve us. I would book with them again!
CM
Callie
Two Pontoons on Lake Minnetonka: 30ft and 24ft, Captains Included, 20 Guests
Drew made our party easy to plan and prep for. He was always responsive to questions before our trip. We did a company cruise and everyone had a wonderful time. His boat is roomy, has lots of storage and fit all of us comfortably. I'd absolutely recommend him to friends and family. Thanks Drew!