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Page 20 of 41 • 966 listings
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Tricia
Sailing Charter, 42 ft Cutter Ketch snorkeling, scuba. Roatan Honduras
My husband and I sailed with Captain John in August 2026, and it was an incredible experience! John put together a wonderful three-day private itinerary for us, including all the meals and snacks we enjoyed along the way. Since neither of us had ever sailed before, John was kind enough to show us the “ropes” 🙂 and made us feel comfortable and involved throughout the trip. From amazing snorkeling spots to fresh seafood dinners, every part of the experience was relaxing, memorable, and truly special. We couldn’t have asked for a better sailing experience and highly recommend Captain John to anyone looking for a fun, relaxing, and personalized adventure!

Olivia
38ft Excess Catamaran 4 cabins/2 heads
We had the most amazing day on the water with captain Mark! The boat was even better than we imagined. There was plenty of space to set up our food spread and drinks. We appreciated the quick communication (even while on the water), and also that we were able to extend the time! We will be back for sure!
WB
Wayne
Captained Sailboat Charter in Salisbury 2 hr sails 4 persons
I really appreciate how Captain Nina accommodated me last minute after I had a lesson scheduled at a sailing school. Saved my plans for the weekend. She did a great job adjusting the experience to my level, and keeping the whole time chill and conversational.

Cherie
65ft Sailing Catamaran in Playa del Coco
I had a great trip. Everything was a smooth process and I was able to book on a last minute whim. Jeff was very responsive and helpful throughout the booking. The staff chartering the catamaran were all amazing and I would highly recommend this company to anyone looking to get out on the water in Costa Rica.

Mayuri
Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience
If you are looking for an amazing time, do not hesitate booking the Luna! Toby and his staff take care of you every step of the way. The boat is well equipped with servingware, water, and ice for your event. Fun bean bags are plenty aboard. Our guests enjoyed the awning and swim spot on a hot day, as well. Just a fabulous experience from start to finish!

Ryankeisha
Private Group Sail and Snorkel Montego Bay
My crew and I really enjoyed our boat ride and the Excursions that went along with it. We had lots of fun and the captain, my co-captain, and crew were very entertaining and accommodating. The food was delicious and the drinks were continuously flowing. I will definitely come back and do it again.