The Best Sailboat Rentals Near Westbrook

Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

Ian is an incredible host that is super passionate about his work. Every detail is thought out from the onset. He is very inviting and chilled yet extremely professional. Ian guided us through everything we would like to know about and gave many of his experienced recommendations. We had an incredible time out at sea, and are looking forward to booking our next voyage!

Newport RI: Sailing, Swimming and Sightseeing Trips on 32' Endeavor Sailboat

Amazing trip! Eric was fantastic. He asked us what we wanted to do, and he took us to his favorite spots. We went swimming and jumped off rocks. He told us very interesting stories and was extremely friendly. He made the whole experience better. He made us feel like the boat was our own. Great time, amazing boat. I’d definitely book him again!

Charter 38' Pearson Cruising Monohull in Mamaroneck, New York

I can’t say enough about how great this experience was! I celebrated my birthday, and it will definitely be one of the most memorable ones. The boat was beautiful, clean, and spacious. The best part was having Captain Rick on board. He was knowledgeable, kind, and made us feel very comfortable the entire time. He showed us around, shared interesting information, and made sure we had a smooth and relaxing sailing trip. Truly an unforgettable experience!

Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

We had a wonderful experience on the water with Captain Marco. He was incredibly friendly, knowledgeable, and made our family feel welcome from the moment we stepped aboard. Our children had a fantastic time, and Marco did a great job engaging with them and making the experience memorable. It was the perfect way to celebrate a special occasion as a family. Highly recommend!

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

We had the the most beautiful sunset cruise with Brian and their catamaran. Beyond accommodating, easy to communicate with, and a beautiful space. We had a group of 12 girls, and we felt more than comfortable relaxing, being silly- and not to mention the endless photos we asked to take. Everything you need on board with freedom to bring what you like. I could not suggest booking with Brian more!

Explore Newport Harbor and Narragansett Bay Aboard Beneteau Sense 55 Sailboat

Absolutely top notch, great communication and excellent skill and handling. Gave a great tour and our whole family loved the day. Thank you!