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

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.

Come Sail & Party on Maybellene our well cared for 34' Beneteau Yacht

A beautiful evening that far exceeded our expectations. Dave was a fantastic captain and host giving us a relaxing and memorable experience on our sunset cruise. Bottle of wine, lovely snacks and the boat was pristine. Don’t think twice about adding this to your itinerary for a spectacular evening.

25 Passenger Motor Yacht | Birthdays, Events, Anniversaries

We had a great time!! The boat was perfect for what we wanted. Great space for a group and comfy seats. You could tell Kevin was experienced and made us feel safe. The route we went on was also amazing!