50' Sailing Yacht in Montauk!

(3 bookings)
50 ft
Boat length
Up to 6
This boat is rented with a captain
Owner’s response rate

The boat

Welcome to Montauk!

My name is Brad. Under management we have a beautiful, well-kept 50’ Beneteau sailing yacht ready for you.

Main Features:

• 4 staterooms, 3 bathrooms

• Fridge and freezer

• Upgraded sound system

• Comfortable cockpit

• Topped off with the best Captain in Montauk


Price on site includes everything except gratuity minimum 10% recommended.

Included in Price:

• The boat

• Fuel

*The Boatsetter total price will be boat and captain price plus tax and service fee. Recommended minimum 10% gratuity is not included in Boatsetter price.

What can you do?

• Perfect for cruising, bachelor/bachelorettes, partying, or simply enjoying Montauk on the water.

• Sight see Montauk's popular attractions.

• Experience the wind in your hair and the fresh scent of the Sound.

• Anchor or tie up with friends and family

• Night cruises available, see the stars like to other

• Contact us about overnight trips to Block Island

• Steer the boat under close supervision and learn to operate the boat, if that's your thing

• Enjoy spectacular views with endless photo opportunities

(Channing Tatum steered the boat, while being filmed by Steven Soderbergh, for the movie Side Effects. In the movie, Channing and Rooney Mara are seen cuddling on the boat's pillows.)

Your experience is our priority and the crew onboard is ready for your adventure.

* Please feel free to send a message and we are more than happy to work with you!


• Anchors

• 3 Bathrooms

• 4 Staterooms

• Large salon

• Upgraded sound

• Places for cooler / ice chest

• Depth finder



Year: 2000

Length: 50 ft.

Make: Beneteau

Model: 505

Capacity: Up to 6 guests

Boat type: Sailing Yacht

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Captain Brad
Owned by
Captain Brad
(1 rating)


Stereo Aux Input
Bluetooth audio
Cooler / Ice chest
Swim ladder
Children's life jackets
Snorkeling gear
Deck shower
Depth finder
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50 ft.
Beneteau USA
Beneteau 50
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/ (excl. fees)
Start time
You won't be charged yet

Ratings & reviews

(0 rating)

Boat location

Exact location information is provided after a booking is confirmed.

Your crew

Boat owner
Captain Brad
Captain Brad
(1 booking)
Captain Hildreth is full of local stories. He's descended from the original owner of Montauk, Lion Gardiner, who received Montauk as a gift from his lifelong friend Chief Wyandanch, Grand Sachem of Montaukett. (Among other things, Gardiner helped rescue Wyandanch's daughter after she was kidnapped by the tribe on Block Island.) You'll get some fascinating stories and Montauk history, if that's your thing. Captain Hildreth is a U.S. Coast Guard Captain and Master, is Rensselaer-trained in engineering, and is Johns Hopkins & Harvard-trained in executive leadership. Captain Hildreth has been involved with sailing since he taught sailing and windsurfing as a teenager at Gurney's Yacht Club. Since then he's taught over 300 people how to sail on his sailboat, Summer Boost. He's sailed extensively in Long Island waters, in the Chesapeake Bay, in the USVI, and as far north as the Canadian border during a solo voyage. He was also an ocean lifeguard in Montauk. He's an experienced navigator and life-long waterman. You have the right guide for your adventure! Captain Hildreth and his wife Maria have donated over 50 sunset cruises on their boat to support the Montauk Playhouse, the Autism Society, Stony Brook Hospital, Montauk Village Association, Southampton Hospital, and other worthy causes.
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  • Response rate: 57%
  • Avg. response time: < 48 hours

Things to know

Allowed on boat

kids under 12
glass bottles
red wine

  • Free cancellations until 30 days before the booking start time.
  • 50% refund for cancellations between 15-30 days before the booking start time.
  • Cancellations within 14 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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