The Best Sailboat Rentals Near Mastic

Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

Ian is absolutely wonderful. I wanted to celebrate my 30th birthday and it was a rainy weekend, and Ian was SUPER FLEXIBLE in booking around good weather, like he truly and genuinely cared about us having a good experience. Great human!!!

Sail From Northport or Huntington, NY - $200/Hour - $33.33/Per Person

Amazing day on the water! Mark was super responsive from the moment I booked all the way through to our charter. We had an absolute blast as a group of friends sailing, swimming, laughing, drinking, and Mark was vital to making it a memorable experience. Would highly recommend Mark and will use him again!

A Fully Crewed Luxurious Schooner Perfect for Sails and Events 12 - 41 Guests

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!

Classic Beauty: Nautor Swan 46 Bluewater Cruiser, Sag Harbor, New York

Everything was top notch, Alan was very considerable and did everything to make this trip as pleasant for us as possible. The vessel is amazing and the experience was outstanding. I traveled with my two children (3&5) and it worked out really well. Highly recommend!

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.