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Page 10 of 40 • 938 listings
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Molly
Sailing Charter On 72' Tall Ship on SF Bay, California- up to 49 passengers
We had such a beautiful experience on this sail! The boat was spectacular and so smooth. The team was supportive and friendly. It was magical being out on the water and we felt so taken care of between the route, the catering, and the different features of the boat, in general. The crew even pivoted to allow us to sail into McCovey Cove to hear a surprise concert being held at the ball park that night. Highly recommend for any larger group or special event!
SH
Simon
Safe and Comfortable 42ft Fountaine Pajot catamaran sailing in West Palm Beach
My wife and I celebrated our anniversary and we had a fabulous time on the water with Cal and Marty. The catamaran is the perfect way to enjoy a cruise up and down the coast with plenty of space to lay in out and relax. They even provided a beautiful spread of fruit and a welcome cocktails. Would highly recommend!

Eric
Sailing Lessons with Chicago's #1 Rated Sailing School
I had a four hour private lesson with Doug and small crew. All were very helpful and knowledgeable, it was a great learning experience. I look forward to joining them again.

Tiffany
2022 Chaparral 23' SSI - Get up to 6 captained up and down the Potomac River
Our sunset cruise allowed us the perfect view of the Potomac, an amazing sunset and a bonus fireworks show….just beautiful!!!
MT
Michelle
Hunter 336 Sailboat! Relaxing Sailing Palm Beach
We had the absolute best time with Gerald. From the moment we stepped on the boat, we were treated like family. His kindness, generosity, and genuine spirit made the entire experience feel so special. What stood out most was not only how much fun we had, but how it truly felt like we made a new friend. Gerald’s knowledge of the area is expert level, and he shared so many great insights that made the day even more enjoyable. This was such a memorable experience for our group, and we cannot recommend him enough. We will absolutely be back.
WB
Winnie
Hunter 42' Sailboat - Take a Charter or your Sailing Lessons on Chesapeake Bay
Capt. Bill was so accommodating and great with his communication. We had an emergency and he was very understanding. He gave my nine year old great information about the boat and the waters. He and Jonathan were very kind during our charter. It was a great first sail for our family!