The Best Boat Tours in Southampton

41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

Extraordinary experience on a comfortable and beautiful catamaran, with an excellent itinerary from Sag Harbor to Shelter Island for lunch and back. Captain Brian was super professional as was first Mate Erin in implementing and serving our extensive wines and hors d’oeuvres. The vibe of the team was fun, efficient but still chill. I highly recommend this as one of my best summer experiences and I’ve been in here my whole life and I’m in the hospitality business as a boutique hotel owner.

41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

What a day on the water! Our Group of 7 people had an awesome time Captain Brian & Erin. The Catamaran was huge! The sun deck and the interior were clean and full of amenities. The Sailing around Sag Harbor and Shelter Island was something that we will never forget.

Charter 36ft Sloop In Westbrook, Connecticut

Our first sailing experience was memorable and joyful thanks to Captain Joy! We enjoyed learning about the skills needed to interpret wind and water conditions and seeing the nesting snowy egrets:)

Charter 36ft Sloop In Westbrook, Connecticut

Captain Joy is an outstanding captain and we really enjoyed sailing with her on her beautiful sailboat on the Long Island Sound! We would definitely hang with Captain Joy again!!

41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

Captain Brian was the best! We sailed around Shelter Island, had a great swim, and enjoyed every minute on the boat! Perfect trip thanks to his great skills and warm personality!

Classic Motor Yacht in Hampton's, Long Island

We had a wonderful trip on a great boat with our extended family. Captain Steve and Dana couldn’t have been more pleasant and helpful. Highly recommend this comfortable boat.