The Best Boat Rentals Near Dennis

Sunset Sail Buzzards Bay in a Classic Sloop!

I recently had the pleasure of sailing with Captain Freddie on his boat for a surprise two-hour cruise with my girlfriend, and it was an unforgettable experience. From the moment we stepped aboard, we were treated to breathtaking views of Buzzard's Bay and a sense of tranquility that only the open water can offer. The scenic beauty of the surroundings was truly stunning, and we found ourselves captivated by the serene atmosphere that only a sailboat can provide. Freddie was an absolute delight and contributed significantly to the enjoyment of our trip. His friendly and attentive personality put us at ease, and his passion for sailing was evident throughout the journey. He told us all about his restoration of his boat and made sure we were comfortable and well taken care of. We knew nothing about sailing, and he explained all about how the sails work, answered my endless questions, and his expertise and seamanship were evident. We felt completely safe under his guidance. The overall experience was nothing short of magical. From the sunshine and fresh air to laughing and relaxing on the deck while Freddie told us all about the area and his tales of trips to Martha's Vineyard and beyond. I scored some serious romance points with my lady by booking this trip. I would 100% sail with Captain Freddie again without hesitation.

Boston's Premier 79ft Event Yacht for Unforgettable Gatherings! Up to 150 guests

If you're thinking about doing this YOU SHOULD!! This was one of the best experiences I have ever had. Great communication, very accomodating to requests, made the entire process seamless and treated my guests with great service!

43' Sailboat, Bristol RI & Beyond

We had a wonderful time with Catian Francis :) He is a lot of fun and makes you feel at home on his yacht. Things wemt very smooth and we can highly recommend having a exceptional sailing experience with him. Heiner

25 Passenger Motor Yacht | Birthdays, Events, Anniversaries

Had a small celebration after our wedding - everything went very smooth, and Kevin was very clear with communicating / planning for things!

25 Passenger Motor Yacht | Birthdays, Events, Anniversaries

The team was great! Very friendly and helpful. We had no issues boarding or deboarding. Everything was timely and exactly how expected. Communication prior to departure was thorough and informative. Would recommend this boat/crew to others.

Sunset Charter for 6 persons - Private 42 trawler- Hyannis Ma. Starts at 6pm

A real pro! Captain John's experience is expansive and impressive. His attention to detail, love for the water and passion are evident. He went above and beyond to ensure all of our requests were met. What an awesome experience. We made a new friend and amazing memories! Book with John, you will be glad you did.