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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
Canoes
A classic option for leisurely paddling
$10
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$150
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$275
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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.
KB
Kerry
Cal 36 Sailboat Rental in Marblehead, Massachusetts
My sisters and I had a wonderful experience with Captain Allan Waldman. We rented the Emma Rose to take our mother’s ashes and scatter them in the ocean out of Marblehead Harbor, where the boat is conveniently located. We were transported to and from the boat by independent launch from Commercial Street Wharf. The weather was luckily beautiful and the trip was made quite memorable by Captain Allan’s sensitivity to our needs. He is comfortable with people and gave us the time to absorb the experience we had and also enjoy the beauty of the afternoon.
DB
Dylan
Cal 36 Sailboat Rental in Marblehead, Massachusetts
I booked this trip to propose to my girlfriend and Allen made this very memorable. The harbor and surrounding area in Marblehead was beautiful, and seeing all the other sails in the horizon is a scene that makes this experience worth every penny. Allen was friendly and very knowledgeable. I had never been on a sailboat before but the classic look and close quarters seating area of this vessel made for a romantic setting. Absolutely recommend for a date, special occasion, or just a casual sail around the Gold Coast.
BG
Briana
Cal 36 Sailboat Rental in Marblehead, Massachusetts
Awesome experience & an amazing captain. The trip was relaxing and fun. Allan is super experienced, kind, and knowledgeable. He managed to smoothly sail through a sailboat race, without interfering with the race and showed us cute seals and beautiful mansions !!
JC
Jennifer
Cal 36 Sailboat Rental in Marblehead, Massachusetts
We had a wonderful experience with Captain Allan and his beautiful sailboat! He was very nice and explained things to us, let us help him with the rigging and sailing, let us take pics and hang out all over the boat, let us play our music and bring our own cooler. We had fantastic weather and saw how beautiful Marblehead was! Would 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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