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Your sailing Captain is:

Capt. David Ryan


What to bring on your sailboat cruise:

Beverages and Food

You bring the smile, we'll keep it there!


Montauk Sailing Cruises
on the "Intemperance" - a beautiful 38 ft. Sloop
(631) 668-2826

Montauk has some of the most beaufiful sunsets you will ever see!

There's no better way to see Montauk than from the deck of a bluewater sloop gliding effortlessly through the water under the power of the wind. Whether it's one of our "walk-on" Discover Montauk sails, a sunset cruise, or a one-of-a-kind adventure charter trip, we have a way to get you out on the water at the pace that's right for you. No experience necessary, and all ages are welcome. Our unique Sail+Sport packages offer a whole new dimension to a day on the water: Bring along a paddleboard, kayak, or snorkel gear and we'll sail to a spot—accessible only by boat—that will be yours to explore.

The sloop Intemperance is a US Coast Guard documented, Sparkman and Stevens designed Catalina 38 IOR offshore racer, which Captain David Ryan and his wife Amelia have refitted as an eco-friendly family cruiser. With Captain David at the helm, Intemperance has sailed to the Bahamas, Bermuda, St. Martin, and the Virgin Islands, as well as US ports up and down the East Coast from Palm Beach to Block Island.


Sailing Trips: Choose your own adventure!

Come aboard a proven passage-maker, our bluewater sloop Intemperance for one of our great regular Sailing Trips, or use your imagination to create your own special seafaring adventure. Make a reservation by giving us a call at 631-668-2826 or book online.

Discover Montauk Sail (2 hours) 11am - 1pm / 2pm - 4pm
If you're looking for a new way to enjoy the scenic beauty of Montauk, our Discover Montauk Sail is the trip for you! Whether you're an old salt or a first-timer, the natural power and tranquility of wind and water offer an experience you'll never forget. ($59/adults, $39/children under 12; or $295 for a private charter up to 6 persons.)

Sunset Cruise (2 hours) Leaves 6:00/6:30pm or appx. 2 hours before sunset
If you're looking for a romantic evening or just some simple relaxation, our Sunset Cruise is the perfect way to wind down! Enjoy the cool evening breeze as you watch the sky change colors over Block Island Sound. ($59/adults, $39/children under 12; or $295 for a private charter up to 6 persons.)

Introduction to Sailing (2 hours) 11am - 1pm / 2pm - 4pm
If you've ever wondered what it was like to sail a bluewater sloop, here's your chance! Do as much or as little hands-on work as you like. No experience necessary. ($59/adults, $39/children under 12; or $295 for a private charter up to 6 persons.)

Sail+Sport Half Day Adventure (4 hours) 12pm - 4pm
Combine one of our sailing trips with a stop in a spot accessible only by boat where you can paddleboard, kayak, snorkle, swim (or just relax!) away from the summer crowd. ($99/adults, $59/children under 12; or $495 for a private charter up to 6 persons.)

Sail+Sport Full Day Adventure (8 hours) 10am - 6pm
Get the most out of your day on the water with a combination sailing and water sports package you design! ($149/adults, $99/children under 12; $749 for a private charter up to 6 persons.)

Mysteries of the Windvane Revealed! (4 hours) 12pm - 4pm
Ask a serious bluewater sailer what their number-one piece of gear is, and 9 times out of 10 the answer will come without hesitation: "My windvane." Yet this simple, rugged, reliable self-steering system remains a mystery to most sailors. This hands-on demonstration will unlock the secrets of this seemingly complicated (but actually quite simple!) device, and add a whole new dimension of enjoyment to your sailing experience! ($99/adults. As the captain's attention is focused on teaching, this trip is not appropriate for children under 12)

Special Events—Have something in mind? Give us a call! (631) 668-2826

For reservations please call Captain David directly:

(631) 668-2826

Or visit the website for Sailing Montauk

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