The Best Sailboat Rentals Near Ossipee

Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat

Mason and Lynne were amazing captains on a private sail charter! So easy to communicate with throughout my planning process and amazing people overall! Had a great time being on the boat with them! Would absolutely recommend them and this experience!

Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat

An afternoon on the water aboard the Our Passion is like an afternoon in paradise. The sailboat is gorgeous and comfortable, the skipper and crew more like instant old friends, and there’s no better place to sail than Martha’s Vineyard. An 11 out of 10 experience.

Sail From Northport or Huntington, NY

Mark is a wonderful captain and person all around. He is very communicative and informative both before and while we were on his sailboat. We had the best time sailing from Huntington to Northport. He sang a Happy Birthday to our Mom and brought out his guitar! Thanks so much, Captain Mark!

Sail Gloucester Harbor and Beyond Aboard Catalina 36 MKI Sailing Yacht!!

Captain Lu is THE MAN ! We had an amazing time with him, he’s very nice and extremely knowledgeable. He adjusted the course of the cruise to an easier swell when our friend that is easily seasick started to feel dizzy, and she felt great the entire time! I can only recommend cruising with Captain Lu and will surely be back again !

Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.

Nina is a fantastic person, fantastic captain and a fantastic company. 2 of us and a doggie went on a short adventure with her and it couldn’t have been a better experience. We had so much fun, laughter and comfort with her on her boat that i can barely put this in words. We will definitely do this over and over again. Highly recommend!

Acadia/Mount Desert Island Sail onboard the classic 46-foot sailing ketch

Shana, Thank you and Nicholas for a wonderful experience on Saturday. Your communication was so helpful each time you texted especially with regard to weather and moving up the sail. We ladies had a fabulous private time on your boat and would absolutely do it again if the opportunity arises.