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Boat Rentals
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the United States
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Massachusetts
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Wellfleet
Fishing Charters
Let a captain do the driving while you do the fishing
$250-$1,595
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$120-$550
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$175-$895
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$350-$1,595
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$120
LF
Lindsey
Private Charters for up to 36 Guests — Birthdays & Special Events
Cannot recommend enough!!! Our crew booked out The Beacon from Kevin’s fleet for a 25th birthday and couldn’t have had a better time. Kevin arranged for us to get picked up in seaport and came so well prepared with the table set up, and a cooler with ice for us to put drinks on. Iris was so kind and it was such a plus having some extra hands to help us out.
CS
Clara
Private Charters for up to 36 Guests — Birthdays & Special Events
Kevin and Emily are the best! Our group had a total blast on the water, and the route was a perfect combination of the Harbor and the Charles River. The boat is so nice, and having Kevin and Emily there to help us set up and clean up was super helpful! Definitely recommend using the boat sound system vs. the bluetooth speaker. All around an amazing experience and super worth it!!!
AN
Alexis
Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat
My husband and I booked this excursion with Mason and Lynn for the 4th of July weekend, and it was the best part of the entire weekend! Mason and Lynn were incredibly hospitable and caring, communicative, and thoughtful. Mason suggested taking the day to go to Cuttyhunk and it was worth it. We had the best lobster rolls of our lives and walked around the town. It was a magical day. The boat was beautiful and Mason and Lynn went out of their way to make sure we had a great day. Highly highly recommend!
JT
Jay
Classic Yacht Charter in Boston for 25 Guests — Birthdays & Special Events
I booked a two-hour sunset cruise with Kevin on the Atlas in Boston Harbor for a surprise 50th birthday party. We had 21 passengers. The experience from start to finish was excellent. Kevin was very responsive from the booking process to last-minute questions regarding the boat. The boat was just right for a group our size. The boat well appointed for our summer-evening cruise and comfortable w/ good seating and just enough room for people to move around. Kevin and his crewmate helped get everything set up, made sure everyone was comfortable, and even helped serve the birthday cake. Overall, an outstanding experience, with Kevin's excellent communication made the whole process easy.
JS
Jonathan
Private Charters for up to 36 Guests — Birthdays & Special Events
This yacht party was honestly one of the best nights I’ve had on my birthday! The vibe was perfect — good music, great people, and the views were unreal. Everything was super organized and smooth from start to finish.
BF
Brianna
Large Group Experience : Private Events in Gloucester, Massachusetts
Best captain/host ever! The boat was beautiful, sound system great, and the people made our night. Everything went so smoothly. Barbara and Jeff were a great time and we can’t wait to hit the water with them again!
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!