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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 - 8:00 pm
Closed now
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Hours:
Sun - Sat 10:00 am - 8:00 pm
Description: Step off the dock and onto one of our private sailboats for an...
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 36 reviews
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  • 34
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You should definitely book a charter w/ Sail Montauk

We booked a 2 hour sail during Memorial Day weekend for the birthday boy and it was his favorite activity. We started out in choppy waters then moved to a calmer lake for the full... read more

5 of 5 starsReviewed May 28, 2015
Di M
,
Albany, New York, United States
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36 Reviews from our TripAdvisor Community

Date | Rating
  • English first
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English first
Albany, New York, United States
Reviewer
4 reviews 4 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed May 28, 2015 NEW

We booked a 2 hour sail during Memorial Day weekend for the birthday boy and it was his favorite activity. We started out in choppy waters then moved to a calmer lake for the full experience. The Captain was experienced but not stuffy at all. Emily deserves all of the shout outs she gets on here because she is wonderful.... More 

Was this review helpful? Yes
Montauk, New York
1 review
5 of 5 stars Reviewed May 26, 2015 NEW

My daughter and I went on a sunset sail with Capt. Darius and had a lovely time. I am a little nervous on boats and Darius's expertise and enthusiasm set my mind at ease. The fun of going out the jetty past the famous Gossman dock and sailing into the Montauk sunset was a wonderful experience. We will be going... More 

Was this review helpful? Yes
Long Beach, New York
1 review
5 of 5 stars Reviewed September 25, 2014

I took the 2 day basic sailing instruction, ASA's Keel Boat Certification. Darius was our instructor and was fantastic teacher. We had great conditions both class days making our experience very enjoyable. Darius and the others on the staff are all super pleasant and kind. I'm looking forward to seeing everyone again next year and getting out on the water.

Was this review helpful? Yes
New York
1 review
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed September 8, 2014

One of the best things I did all summer. Two days of sailing and learning on Lake Montauk. Thorough teaching and in-depth direction. I will go on to take next level next year. This was fun on all levels.

Was this review helpful? Yes 2
White Plains, New York
2 reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed August 28, 2014

Great sail and swim. Wonderful way to spend the afternoon. It was easy to book with Emily and she said she would do her best to be flexible if the weather was bad on that day - but the weather was perfect - so there was no need to make any changes. Our captain Ben was friendly and gave us... More 

Was this review helpful? Yes 2
sailmontauk, Owner at Sail Montauk, responded to this review

I'm so glad you had a great time with us, and happy we could make the entire process smooth for you. We hope to have you back out on the water again soon! More 

Brooklyn, New York
2 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed August 24, 2014

Darius & team run a top notch operation. They are great with booking, sailing, and most of all FUN! It's a fantastic way to spend a morning or afternoon out on the water. Highly recommended

Review collected in partnership with this attraction

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

We are so glad you had a great time sailing with us! We can't think of a better way to spend the morning or afternoon than on the water either. Hope to see you again soon! More 

CT
Reviewer
5 reviews 5 reviews
7 helpful votes 7 helpful votes
5 of 5 stars Reviewed August 20, 2014

Wonderful 2 hours out with skipper Ben. Professional, informative, and friendly! Would highly reccomend!

Was this review helpful? Yes 2
sailmontauk, Owner at Sail Montauk, responded to this review

We are so glad you enjoyed your time on the water with Ben! Hope to have you back soon! More 

New York City, New York
Reviewer
4 reviews 4 reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed August 12, 2014

My friends and I had the best time! We had 15 girls (3 boats total) and everyone had a great day. It took about 20 minutes to sail out to the part of the bay where they could connect the boats. The ride there was fun (i.e. we were allowed to steer the boat when we wanted to) but connecting... More 

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

We are so glad you had a great time with us! We always want to make sure you get whatever you're looking for out of a Sail Montauk charter, weather it be a sailing adventure, a relaxing sunset or a flotilla raft up with all your ladies! More 

New York City
Contributor
12 reviews 12 reviews
10 helpful votes 10 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
Senior Reviewer
6 reviews 6 reviews
2 helpful votes 2 helpful votes
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 

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