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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$185-$840
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$85-$500
Fishing Charters
Let a captain do the driving while you do the fishing
$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-$1,200
Kayaks
Who says you need a motor to have fun on the water?
$40-$150
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$275
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$650
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$150
FK
Faith
Classic Yacht Charter in Boston for 25 Guests — Birthdays & Special Events
Kevin and his team are great. The boat was the perfect size for the wedding proposal. They lended us a hand when we were decorating and even helped plan the suprise. They were very patience with us, which was really needed for the hectic day. The cruise was also very smooth and they supplied a speaker for us to play music. What a wonderful event, thank you.
Nancie
Charter On 42ft Post Marine Yacht In Boston, Massachusetts
Thank you Don and Tara, that was perfect! My friend has loved her birthday! We had the occasion to discover both the harbor and the islands, it was a surprise and so nice! Thank you!🍸🍻 Say Hi to Scout for us! 🐶
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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December 11, 2020
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December 29, 2019
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