Personalized sail cruises for up to 6 people

27 ft
Boat length
Up to 6
Passengers
Captained
This boat is rented with a captain
25%
Owner’s response rate

The boat

We are pleased to welcome you on board Guppy, our beautiful sailboat, for a private tour of New York Harbor or Long Island Sound.

If you’re a sailing fan, you’ll love Guppy’s classic styling and comfortable motion. If you’re new to sailing, Guppy’s strength and stability has been known to create sailing fanatics who keep coming back for more! We can’t wait for you to join us on the water to enjoy this special boat!

We have four tour packages along with a custom option to build an experience all your own. You’re welcome to bring food, drinks, and music on board, so pack a picnic, create your favorite playlist, and pop open the bubbly!

We can wait to show you all the hidden gems the city and sea have to offer.

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Jay
Owned by
Jay

Amenities

Stereo
Cooler / Ice chest
Swim ladder
Anchor
GPS
Radar
VHF Radio

Specifications

Year
2003
Length
27 ft.
Make
Pacific Seacraft
Model
Pacific Seacraft Dana 24
Capacity
6
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/ (excl. fees)
Date
Duration
Start time
You won't be charged yet

Ratings & reviews

Boat location

Exact location information is provided after a booking is confirmed.

Your crew

Boat owner
Jay
Jay
Captain Jay is a US Coast Guard licensed captain with over 30 years sailing experience. He grew up sailing on the coast of Maine, learning and then teaching sailing at the Petit Manan Yacht Club in Milbridge, ME. He has also sailed professionally as an able seaman on the 127' schooner Young America out of Bar Harbor, ME. Jay kept sailing through college racing 420s and as an adult teaching sailing on St. Croix, USVI where he was also an EMT. Locally, He raced with the Brooklyn Bridge Sailing Club during their inaugural season. He fulfilled his dream of having his own boat in 2015 when he purchased Guppy. Then, a year later, realized another dream as he dropped anchor in Joy Bay, where he grew up, after his first offshore passage. Since then he has single handedly sailed up and down the east coast from New Jersey to Nova Scotia. When he is not sailing, you can find Jay working on his boat or cooking dinner for his friends. He works in sports medicine at Brooklyn College as head of their athletic training department and an adjunct professor of anatomy. Jay welcomes his guests aboard Guppy to share the sailing dream. Experienced sailors will enjoy her thoughtful design and remarkable sailing abilities while nervous newbies will feel comfortable with her heavy displacement and strong build. Whether you wish to improve your sailing skills, make your first passage, or take selfies on the bow, let Captain Jay and Guppy Sailing Adventures bring you closer to your sailing dreams. Anchors Aweigh!
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  • Response rate: 25%
  • Avg. response time: < 48 hours

Things to know

Allowed on boat

pets
swimming
smoking
alcohol
kids under 12
fishing
glass bottles
shoes
liveaboard
red wine

  • Free cancellations until 5 days before the booking start time.
  • 50% refund for cancellations between 3-5 days before the booking start time.
  • Cancellations within 2 days of the booking start time are non-refundable.
See policy

A security deposit hold (not a charge) will be placed on your credit card 48 hours before your booking starts to cover any incidental damage that may occur during your rental. This hold is released 48 hours after the booking is complete, if no claims are made. The security deposit amount for the boat you are booking will be outlined during the check-out process.

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