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Address: 32 Star Island Road, Slip 412, Montauk, NY 11954
Phone Number: +1 631-522-5183
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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 84 reviews
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  • 82
    Excellent
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  • 2
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Wonderful evening on the water

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

5 of 5 starsReviewed 1 week ago
848moniqueg
,
Sayville, New York
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84 Reviews from our TripAdvisor Community

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Sayville, New York
1 review
5 of 5 stars Reviewed 1 week ago

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?
Thank 848moniqueg
London, United Kingdom
Level Contributor
48 reviews
common_n_attraction_reviews_1bd8 11 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
10 reviews
common_n_attraction_reviews_1bd8 11 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
Suffern, New York
1 review
5 of 5 stars Reviewed September 7, 2015

We had a lovely sail with a fine young Captain, Seth. He was very courteous,knowledgeable and a GREAT sailor. We brought Mimosa's for us (except the Captain) to add to the relaxing atmosphere and enjoy the finer things in life. Highly recommend this experience.

Review collected in partnership with this attraction

Helpful?
Thank florence M
Brooklyn, New York
1 review
5 of 5 stars Reviewed September 6, 2015

This was such an incredible experience. Our guide was very friendly and talked to us throughout the entire trip. He let us steer the boat for a bit, too. We popped some champagne and leftover cake from our wedding a few days earlier to celebrate and make the experience that much better. The weather was perfect and there were minimal... More 

Helpful?
Thank Holliday H
Williston Park, New York
Level Contributor
6 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed September 4, 2015

What a Fantastick time!!!! My 8 and 9 year old sons had a great time. Sailing and anchoring the boat and jumping off to swim in Montauk lake! I loved it and highly recommend to all. Especially those with kids who want an exciting experience ! Our captain Seth was awesome! We love sail Montauk and will do it again... More 

Review collected in partnership with this attraction

Helpful?
Thank ruthannmorrisey
Long Island, New York
1 review
5 of 5 stars Reviewed September 2, 2015

Sunset sail with my girlfriend. Weather was perfect, guide was amazing, funny, and nice. Would go again for sure!

Review collected in partnership with this attraction

Helpful?
Thank Stpachrick33
New York City, New York
1 review
5 of 5 stars Reviewed August 28, 2015

I rented 3 flotilla boats this past weekend and had an absolute fantastic time. Sail Montauk was extremely helpful coordinating beforehand to book the boats and the skippers were terrific and friendly. All of my friends commented that it was one of the best days of their summer. I highly recommend Sail Montauk!

Review collected in partnership with this attraction

Helpful?
Thank 444sara

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Questions & Answers

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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?