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Address: 32 Star Island Road, Slip 412, Montauk, NY 11954
Phone Number: +1 631-522-5183
Website
Today
10:00 am - 7:00 pm
Closed now
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Hours:
Sun - Sat 10:00 am - 7:00 pm
Recommended length of visit: 2-3 hours
Description:

Step off the dock and onto one of our private sailboats for an exhilarating...

Step off the dock and onto one of our private sailboats for an exhilarating sail on the waters of Montauk. Take the tiller or just sit back and relax; we'll make your sailing experience one of a kind. Get a Taste of Sailing with our private 2 hour sails, or spend some more time on the water with a Sail & Swim package. Groups can enjoy a Flotilla Boat Party, perfect for large groups, reunions and team building events. Basic Sailing Courses and our Junior Sailing Program offer a chance to learn to sail, and Private Lessons will help you fine tune your skills. If you're just looking to relax, come aboard for a private Sunset Sail with the best views in Montauk, perfect for sweethearts and groups of friends. No matter what your level of experience, create ever lasting memories when you Sail Montauk.

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TripAdvisor Reviewer Highlights

Read all 89 reviews
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Sailing for the first time

I am so excited to say the Sail Montauk crew was fantastic. Sailing Lake Montauk and Block Island Sound was a first for my daughters who are in their twenties. A weeks vacation in... read more

5 of 5 starsReviewed 3 weeks ago
RandyI
,
Seattle, Washington
via mobile
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89 Reviews from our TripAdvisor Community

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Showing 89: English reviews
Seattle, Washington
Level Contributor
4 reviews
5 of 5 stars Reviewed 3 weeks ago via mobile

I am so excited to say the Sail Montauk crew was fantastic. Sailing Lake Montauk and Block Island Sound was a first for my daughters who are in their twenties. A weeks vacation in the Hamptons and a visit to Montauk led us directly to Sail Montauk. Seth was very nice and willing to share his vast knowledge of sailing,... More 

Helpful?
Thank RandyI
Hempstead, New York
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 4 weeks ago

My kids and I bought a 2 hour session for my husband as a Father's Day gift. My husband and I absolutely loved the whole experience! It was our first time on a sail boat and my husband got to steer the boat the entire time. We had drinks and slowly transitioned into a deep relaxation that lasted the entire... More 

Helpful?
1 Thank camillemorrison
Royersford, Pennsylvania
Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed June 1, 2016

Darius was an excellent instructor, very knowledgeable and entertaining! He made our family feel relaxed and we had a lot of laughs along the way! We all can't wait to visit Montauk again! Thanks Sail Montauk!

Helpful?
Thank Margaret L
Hudson Valley, NY
Level Contributor
11 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 6 helpful votes
5 of 5 stars Reviewed May 25, 2016

If you're looking for a fun way to spend a couple of hours with your friends, family, or partner in Montauk, consider booking a sailing trip with Sail Montauk. I booked the 2-hour Taste of Sailing trip during a recent mother-daughter getaway. The booking process was very easy and there was terrific follow-up via email with the owner, Ali, who... More 

Helpful?
1 Thank Cathy K
long island, new york
Level Contributor
39 reviews
11 attraction reviews
common_n_attraction_reviews_1bd8 21 helpful votes
4 of 5 stars Reviewed April 26, 2016

We were given a gift of a two-day lesson. Darius was an excellent instructor. Sailing isn't easy, but he made it seem fun and stress-free. Keep in mind that the initial certification is not difficult to obtain, but it doesn't mean you're ready to start sailing on your own. It's only the first step.

Helpful?
1 Thank julia m
Sayville, New York
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed February 2, 2016

Darius made our sunset sail relaxing, fun, so enjoyable. We will definitely do it again. (This was our 2nd sail with him)

Review collected in partnership with this attraction

Helpful?
1 Thank 848moniqueg
London, United Kingdom
Level Contributor
56 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 12 helpful votes
5 of 5 stars Reviewed October 24, 2015

Well organised sunset sail. Great views of Montauk and local area. The skipper for the evening was charming and very knowledgeable. A great adventure.

Helpful?
Thank Wear_the_rose
New York City, New York
Level Contributor
16 reviews
common_n_attraction_reviews_1bd8 13 helpful votes
5 of 5 stars Reviewed September 23, 2015

we took a sunset family cruise -- just my sister and I and our mother. Our captain was fantastic - very experienced and knowledgeable, and personable and enjoyed a beautiful fun evening with us. Would recommend and definitely sign up again!

Review collected in partnership with this attraction

Helpful?
Thank sal_slambert
New York City, New York
1 review
5 of 5 stars Reviewed September 13, 2015

The guys at sail Montauk just made everything so enjoyable. We had sunset sailing and lessons every week. Will come back and have more next year for sure!

Review collected in partnership with this attraction

Helpful?
Thank adoraq2015
New York City, New York
1 review
5 of 5 stars Reviewed September 9, 2015

My friends and I booked the Flotilla Boat Party with Sail Montauk for my 30th birthday and it was the highlight of our weekend. From the sailing to the swimming break to the water gun fights, it was a blast. The crew was friendly and fun. I would definitely recommend!

Review collected in partnership with this attraction

Helpful?
Thank Haley D

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?