The Best Sailboat Rentals Near Kennebunkport

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.

Elegant 43ft Catamaran: Experience Boston Harbor in Style!

I had a fantastic evening on this beautiful catamaran with a successful proposal to my now fiancee with sunset. Alex was so professional and accommodating, which led to the success. He was fast to respond, accommodating my date change request due to the weather forecast change even though it was within five days. Alex also coordinated well with my photographer, allowing him to board early before picking us up, which kept the proposal a surprise.

Elegant 43ft Catamaran: Experience Boston Harbor in Style!

Perfect way to spend a day in Boston Harbor. The crew was so incredible and took amazing care of us. They had everything we would need, including snacks and towels (we usually bring our own, but totally didn't need to!). Would 100% recommend for a relaxing time on the water!

Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin

Our sail with Captain Perrin was an absolute dream. We were lucky enough to have gorgeous weather for our sunset sail and Perrin could not have been more accommodating. Our bachelorette party of five loved his historic tidbits and great vibes. Would definitely book again when back in the area!