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Page 8 of 39 • 933 listings
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Chesapeake Bay
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Peter
Sunfish Sailboat on Merrymeeting Lake in New Hampshire
My wife and I had a great time taking out Matt’s Sunfish sailboat! He was there to greet us and help prepare the boat, and he had great recommendations for where in the lake to find the best sailing conditions. His sunfish is well maintained and sailed great. I would love to rent his Sunfish again next summer!
NI
Nikki
3-hour exclusive Catamaran Sunrise or Sunset
100% recommend this crew and catamaran sailboat. They even had a professional photographer and videographer to capture our snorkeling and my friend’s birthday celebration on the boat. It was memorable and everyone had an amazing time!

Jessi
Puget Sound Sailing Adventure on 32' Hunter Sailboat
We had a great time on our sailing adventure! The boat was very nice and outfitted to protect us from the wind. We saw some wildlife and it was just a picturesque experience. The Captain was knowledgeable and engaging. Overall, we enjoyed our time on the water.
PR
Prapsede
One & Only - 52 Foot Luxury SeaRay Yacht, Brooklyn Bridge Park!
Sorry for the very late review! I took this boat ride about 3 years ago, and it was such an amazing experience. The views were beautiful, the ride was relaxing, and I had a great time. Gene and his crew took care of us and made my sisters party amazing. Highly recommend!
EM
Erik
35ft Classy Allmand Sailboat for Extended Charters in Vancouver and Gulf Islands
We had a great trip with James, he was very knowledgeable about the area and suggested several trip options depending on what we were looking to do and how long we wanted to be out. He was great to talk to while sailing and was completely flexible while on the trip. Our son loved getting to sail the boat. If we come back, would definitely look to setup another (maybe longer) trip. Thanks!
AG
Aj
Lagoon 42 Sailing Catamaran for Up to 13 (12 + Charterer) Guests Near Stuart, FL
Couldn’t say enough good things about our time with Erinn. We had 9 people 5 of which were young kids and Erinn not only showed us an amazing day on the water snorkeling sailing and having a great time . She was incredible great with our kids. 10 stars across the board if I could! The boat was amazing as well