We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Sail Montauk

32 Star Island Road, Slip 412, Montauk, NY 11954
+1 631-522-5183
Website
Improve this listing
Ranked #2 of 15 activities in Montauk
Type: Boat Tours
Owner description: Step off the dock and onto one of our Catalina 22s for an exhilarating sail on the waters of Montauk. Take the tiller, or just sit back and relax;... more » Owner description: Step off the dock and onto one of our Catalina 22s 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 parties, 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. « less
Write a Review

28 reviews from our community

Visitor rating
    26
    0
    2
    0
    0
Date | Rating
  • English first
  • Any
English first
New York City
Senior Reviewer
6 reviews 6 reviews
5 helpful votes 5 helpful votes
5 of 5 stars Reviewed July 20, 2014

My husband and I truly enjoyed our fantastic sunset sail with our most capable, intelligent and seaworthy captain, Ali. This is a must do when you are in Montauk. Also, I would trust all their various programs and classes as being first rate. We are eager to go out to sea with them again as soon as possible.

Was this review helpful? Yes 1
sailmontauk, Manager at Sail Montauk, responded to this review

I am so glad you enjoyed your time out on the water with Ali. We hope to have you back soon, perhaps for one of those lessons! We'll have turn you into a ship shape sailor in no time! More

Tampa, Florida
Reviewer
4 reviews 4 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed June 7, 2014

While we never actually made it to the boat due to weather, Emily at Sail Montauk was super nice and accommodating to our situation! She answered my MANY questions in a timely manner (sometimes minutes!) I would recommend their service based on her great customer service!!

Was this review helpful? Yes 1
sailmontauk, Manager at Sail Montauk, responded to this review

We are so sad to have missed you, but I still hope we can get you out sailing next time you are in Montauk! More

New York City, New York
1 review
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed May 27, 2014

Our skipper was Alex who was friendly, attentive, and fun. My wife and I had never sailed before and it was a great experience. Alex took the time to teach us sailing technique and answer questions. She let us take the rudder or just sit and have a few drinks -whichever we preferred. Tour of the area took 2 hours.... More

Was this review helpful? Yes 3
sailmontauk, Manager at Sail Montauk, responded to this review

I am so glad you enjoyed your time out on the water with us, and hope to have you back soon! More

Palma de Mallorca, Islas Baleares, Spain
Reviewer
5 reviews 5 reviews
3 attraction reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed February 16, 2014

Thanks to the hole team of Sail Montauk. We booked the Regatta Race Day for 10 people. We had three boats in total, each with a skipper on board who was already waiting for as when we arrived on the pier. We actually wanted to be hands on and get involved so the skippers made sure that we had something... More

Was this review helpful? Yes 1
England
Contributor
17 reviews 17 reviews
12 helpful votes 12 helpful votes
5 of 5 stars Reviewed September 21, 2013

as a nervous person on the water I was a bit worried but absolutely loved this - our Captain Ali was so re-assuring and looked after us both perfectly! Thank you

Was this review helpful? Yes 1
Long Island, NY
Reviewer
5 reviews 5 reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed September 16, 2013

You don't have to be a sailor to feel like one! We felt we were in good hands and even had a chance to participate. The beautiful weather helped and we didn't want it to end. We will definitely olan another outing.

Was this review helpful? Yes 2
New York City, New York
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed August 13, 2013

Beautiful day sailing in Montauk. There was not much wind so our captain Ali took us to swim for part of the time. She put on some good tunes and took pictures for us. It was a great value as similar sailing w captain in other Hamptons towns costs substantially more. Had a great time. Highly recommended.

Was this review helpful? Yes 1
Armonk, NY
Senior Contributor
27 reviews 27 reviews
6 attraction reviews
12 helpful votes 12 helpful votes
3 of 5 stars Reviewed July 29, 2013

My teenage daughter and I signed up for a "taste of sailing" and were very excited to get out on the water. It was windy, so we were restricted to Lake Montauk. My sense is that happens most of the time. Lake Montauk is lovely, but it was pretty boring. Very little real sailing instruction. The captain was lovely and... More

Was this review helpful? Yes 1
sailmontauk, Owner at Sail Montauk, responded to this review

Hi Kara, I am sorry the sail wasn't what you expected. Our Taste of Sailing has some light instruction, we do offer Private Lessons for more structured lessons. We do err on high wind days, since not everyone is up for a heeling boat, but if you want more of an adventure, absolutely let us know, we would be happy... More

New York
Reviewer
3 reviews 3 reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed July 23, 2013

The wind and the sea felt great! Ali and Martin were wonderful, friendly instructors. They were very kind, and I learned alot of the basics. Looking forward to taking more lessons soon.

Was this review helpful? Yes 1
sailmontauk, Owner at Sail Montauk, responded to this review

I am so glad you enjoyed your lessons! We look forward to having you back again soon. More

New York City, New York
Reviewer
4 reviews 4 reviews
5 helpful votes 5 helpful votes
3 of 5 stars Reviewed July 22, 2013

My husband decided to take me sailing as a surprise birthday trip. The Montauk area is lovely and i dont want to take away from the actual experience of being on the water. Our captain was friendly and personable, but as far as sailing lessons, I am not sure we were involved in that aspect at all. We were really... More

Was this review helpful? Yes
sailmontauk, Owner at Sail Montauk, responded to this review

I'm sorry that the trip was not what you expected. It sounds like you signed up for a Taste of Sailing, which includes some light hands on experience and tiller time, but they are not in depth sailing lessons. We do offer both Private Sailing Lessons and a very affordable Adult Open Session which are all taught to ASA standards... More

Travelers who viewed Sail Montauk also viewed

 

Been to Sail Montauk? Share your experiences!

Write a Review Add Photos & Videos

Owners: What's your side of the story?

If you own or manage Sail Montauk, register now for free tools to enhance your listing, attract new reviews, and respond to reviewers.

Manage your listing