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Sail Montauk

32 Star Island Road, Slip 412, Montauk, NY 11954
+1 631-522-5183
Website
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Ranked #1 of 12 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
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25 reviews from our community

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Date | Rating
  • English first
  • Any
English first
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
18 reviews 18 reviews
14 helpful votes 14 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
Senior Reviewer
6 reviews 6 reviews
16 helpful votes 16 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 1
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
21 reviews 21 reviews
6 attraction reviews
10 helpful votes 10 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
2 reviews
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.

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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
2 reviews
2 helpful votes 2 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

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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

Manama, Bahrain
Senior Contributor
32 reviews 32 reviews
10 attraction reviews
39 helpful votes 39 helpful votes
5 of 5 stars Reviewed July 11, 2013

I set up a "taste of sailing," two-hour jaunt for my parents and myself and we loved every minute of our two-hour tour. Directions to get to the dock were easy to follow and the SM greeter was friendly and welcoming. Darius, our captain, was informative and amusing, and made us feel very safe. My parents, in their late seventies,... More

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

I'm so glad you enjoyed your sail, you and your parents were lovely! I hope you enjoyed the rest of your stay in Montauk! Best, Emily More

New York City, New York
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed July 5, 2013

Seriously the nicest and most helpful people I could ask for. Long story short, I got engaged on one of their sunset cruises (which I highly recommend-- great experience and very reasonably priced), and everyone at the company worked really hard to make sure it occurred without a hitch. Oh, and my original plan fell through at the last moment,... More

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

Thanks Alan! I'm so glad we could help make your evening special, and best of luck to you both! -Emily More

St. James
1 review
5 of 5 stars Reviewed June 27, 2013

It was my boyfriend's birthday and I wanted to do something fun so I checked out the reviews on tripadvisor and saw that everyone raved about the captains, other sailing trips I researched didn't seem to have the same amount of good reviews. We went out with Captain Dennis on June 22nd for the afternoon sailing. He was definitely a... More

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sailmontauk, Owner at Sail Montauk, responded to this review

Thanks Tania! I'm so glad you had a great time, and I hope your boyfriend enjoyed the rest of the birthday activities! More

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