Private Charters

Your Boat, Your Captain, Your Tunes, Your Experience!

Sail with our Captain and experience what it's like to be crew on a sloop. Hoist the sails, trim the sheets, take the tiller, or just sit back and relax with a cool beverage in hand. Our sailing trips are hands on, so do as much or as little as you want. No experience necessary. 



All boats are equipped with coolers stocked with complimentary ice and water. Feel free to bring snacks or BYOB. Connect to our speakers with Bluetooth for a custom playlist.

With sunset cruises, evening sails, sailing and swimming, group sails and 2 hour day sails, we have something for everyone. 

Sunset Sail

6pm-8pm

$220 base price (includes first 2 guests)
$60 for each additional person
$40 for each child under 12 years old

Sail & Swim

10am-1pm or 2pm-5pm

$290 base price (includes first 2 guests)
$60 for each additional person
$40 for each child under 12 years old

Taste of Sailing

11am-1pm or 2pm-4pm

$220 base price (includes first 2 guests)
$60 for each additional person
$40 for each child under 12 years old

Flotilla Boat Party

10am-1pm or 2pm-5pm

$290 base price (includes first 2 guests)
$60 for each additional person
$40 for each child under 12 years old

*Reservations Required

5 passengers max per boat. Our Flotilla Boat Parties are perfect for larger groups.

For Sailing Lessons, check out our Learn to Sail Page.

Race Events

Host your own sailing Regatta! Large groups up to 32 people can book a racing event with Sail Montauk. No experience necessary. Designate race participants as crew on our 4 Catalina 22's while others cheer and lounge from the party viewing boat. Light instructions will be given and there will be a Sail Montauk captain aboard each boat for your safety. Perfect for team building, corporate outings, bachelor/bachlorette parties and other large groups.

Contact Info

631-522-5183

info@sailmontauk.com

© 2011 by Sail Montauk

Open 7 days a week:

Monday-Sunday  8am-8pm

Sailing in Montauk May-September

Sail Montauk

Located at Gurney's Star Island (formerly the Montauk Yacht Club)

32 Star Island Road, Slip 412

Montauk, NY 11954

 

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