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Boat Rentals
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the United States
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Massachusetts
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Milford
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$195-$835
Fishing Charters
Let a captain do the driving while you do the fishing
$90-$495
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$85-$500
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$85-$650
Sailboats
Set sail with these traditional wind-powered boats
$150-$1,150
Kayaks
Who says you need a motor to have fun on the water?
$10-$470
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$175-$650
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$275
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$150
Canoes
A classic option for leisurely paddling
$10
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Shelley
Private Luxury Inner or Outer Harbor Cruise | Regal 36 Grand Coupe Yacht
Howl E C, as Captain Darlene, is recommended for anyone wanting a personal tour of Boston Harbor with historical information about the life and times of living in the Harbor. The amenities were perfect! We were provided complimentary light snacks and a variety of drinks. Seagal was modern, clean, and luxurious. It was just perfect for us (a party of 4). I suggest using Captain Darlene and Seagal instead of any other group tour packages. The cost was reasonable and worth every penny!!
DA
Dr Angela
A Real Vibe On Boston Harbor! Rent the Regal Commodore 2760 Motor Yacht!
Robby was TERRIFIC. We took out our entire family on the boat, including my special needs adult brother. Robby was so patient and he kept reassuring Jorgie whenever we would hit a wake, or wave. Robby TRULY treated us like family and we could tell he is a nice person. We were having so much fun that Robby offered to extend our trip with a tour of downtown Boston by water at sunset. So many memories were made that day, literally priceless. It was a little cool the morning when we boarded the boat, but Robby had all of the clear plastic "isenglass" panels in place and it was very comfortable. When my elderly mother-in-law was a bit cold, Robby gave her a blanket! I literally cannot say enough good things about this day. The boat was VERY clean, including the bathroom. The interior seats were all brand new with cross diamond stitching and the boat appeared brand new. I would give him a 6 star review if I could and my wife and I are both Doctors, so we had high expectations. We have already planned another trip to Boston and we will DEFINITELY go out with Robby again.
Maribeth
Adventure Cruise in the Upper Bay onboard 31ft Center Console
Captain Keith provided the perfect start to my best friend's bachelorette weekend! He was extremely accommodating and came up with the perfect itinerary for us. Such an easy booking process and kept me updated which evedy step. 10/10 would recommend!
Danielle
Adventure Cruise in the Upper Bay onboard 31ft Center Console
Keith is awesome! We had an awesome time on his boat! Perfect for me and my family with small kids . Very personable . Great communication. Impeccable safety. Very accommodating! Would book again !! 10 out of 10⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️
IP
Isabella
Cruising Fun in Boston and Outer Islands
What to say? Capt. Van is respectful, down for a good time, so knowledgeable about the area, and so flexible with your rental. We will work with you along with making sure you have the best time. I plan to book with him again. Thank you for the best 30th birthday!
MK
Michael
25 Passenger Motor Yacht | Birthdays, Events, Anniversaries
Had an amazing time celebrating my daughter's 21st birthday! The crew was so nice and accommodating. The boat was perfect. Plenty of room our 15 guests. Kevin was so responsive to our questions. Couldn’t have asked for a better experience. Highly recommend!
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!
August 01, 2023
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November 23, 2022
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October 03, 2022
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April 14, 2022
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December 11, 2020
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December 29, 2019
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