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Fishing Charters
Let a captain do the driving while you do the fishing
$100-$500
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$100-$500
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$300-$1,150
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$400-$500
TI
Tony
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.
Heiner
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
MM
Monica
Sailing Adventure Aboard 44' Hunter Sailboat
I cannot rave more about how AMAZING our experience was with Geoff! 1000 stars! It was absolutely beautiful and he made sure we had the best view of the sunset. We booked with him for an engagement photoshoot and he was super professional, fun, and incredibly helpful throughout helping us get the perfect shots. I’d recommend booking with Geoff for any occasion. I will definitely book again! Thanks Geoff!
GT
George
Sailing Adventure Aboard 44' Hunter Sailboat
Geoff was awesome! His sailboat was very clean and he was very accommodating. My wife and I went out to watch the sunset in Portsmouth and the itinerary was perfect. Geoff was really pleasant and we’ll definitely book with him again.
MB
Mark
Spectacular Sailing in Newport, RI Aboard our 36' Catalina Sailing Yacht
Our sail with David was great! Even though we had light winds, we still covered a lot of ground. David is very capable and knowledgeable, and he also knows a lot about the area and the maritime region. The boat is in very good condition and very roomy. We ended up with 4 guests and were very comfortable. We expect to sail again with David in the future.
MS
Megan
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.
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!