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.
Improve this listing
Sponsored by:
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
Sponsored by:
Get directions
Address: 32 Star Island Road, Slip 412, Montauk, NY 11954
Phone Number: +1 631-522-5183
Website
Today
10:00 am - 7:00 pm
Open now
See all hours
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...
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.
read more

TripAdvisor Reviewer Highlights

Read all 60 reviews
Visitor rating
  • 58
    Excellent
  • 0
    Very good
  • 2
    Average
  • 0
    Poor
  • 0
    Terrible
Great experience on the two-day sailing course

Sail Montauk offers a two-day class called "Basic Keelboat Sailing," which my adult daughter and I took together to celebrate her milestone birthday year. Our instructor, Amy... read more

5 of 5 starsReviewed July 29, 2015
AZBoomer
,
Phoenix, Arizona
Add Photo Write a Review

60 Reviews from our TripAdvisor Community

Rate and write a review
Roll over, then click to rate
  Click to rate
Date | Rating
  • English first
  • Any
English first
Phoenix, Arizona
Level Contributor
5 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed July 29, 2015 NEW

Sail Montauk offers a two-day class called "Basic Keelboat Sailing," which my adult daughter and I took together to celebrate her milestone birthday year. Our instructor, Amy, was very knowledgeable, patient and understanding how an inexperienced sailor can best learn to sail. She is a great teacher. We had a wonderful time. (Note the visit categories below don't fit, so... More 

Was this review helpful? Yes
Level Contributor
7 reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed July 28, 2015 NEW

Had a great time with my husband on our private charter. We took the sunset sail and brought martinis and sandwiches. Weather was beautiful. Our Captain, Ally had a great playlist of music for us and offered us water, Honest Tea and Zico Coconut water. She taught us a little about Montauk and made some suggestions on "where to go".... More 

Was this review helpful? Yes
Clifton, New Jersey
1 review
5 of 5 stars Reviewed July 27, 2015 NEW

Our passionate and professional Captain made our "Bachlorette Party" sailing experience an amazing memory! We caught some sun rays, had great views of Montauk and plenty of laughs! Do Sail Montauk!

Review collected in partnership with this attraction

Was this review helpful? Yes
Dix Hills, New York
5 of 5 stars Reviewed July 21, 2015

We can't wait to do this again! We took our three kids (7 yr old & 9 year old twins) for a Sail & Swim excursion. They got to try their hand at steering, learn a bit about sailing, shoot water squirters & jump off the boat to swim again & again. It was such a relaxing & enjoyable outing.... More 

Review collected in partnership with this attraction

Was this review helpful? Yes
New York City, New York
3 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed July 19, 2015

I planned a four-day weekend in Hampton Bays for my sister's bachelorette. My sister didn't want anything crazy - just relaxation. I couldn't find any sunset sails in Hampton Bays so I expanded my search. Sag Harbor was ridiculously expensive (e.g., $60/pp and per hour!). The cheapest deals were in Montauk believe it or not. Mon Tiki was $60/p but... More 

Was this review helpful? Yes 1
East Hampton, New York
Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed July 14, 2015

Great people! Clean boats and very knowledgeable staff. Will definitely be taking another trip. Would suggest to anyone who like the water.

Review collected in partnership with this attraction

Was this review helpful? Yes 1
Philadelphia, Pennsylvania
5 of 5 stars Reviewed July 14, 2015

We had a great time sailing! It was peaceful and I loved that we could plug our phone in and listen to our music! Our captain was really nice also.

Review collected in partnership with this attraction

Was this review helpful? Yes
Boston, Massachusetts
Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 6 helpful votes
5 of 5 stars Reviewed July 14, 2015

Our Sail Montauk adventure was, without question, the highlight of our trip to Montauk and Long Island. To say that we were "disappointed" with Gurney's Resort (where we were staying) would be to somewhat understate the matter. But we got over to the folks at Sail Montauk on our last night, and spent two fabulous hours on the water at... More 

Review collected in partnership with this attraction

Was this review helpful? Yes 1
New York City, New York
1 review
5 of 5 stars Reviewed July 14, 2015

My boyfriend and I took the sunset sailing cruise and had a great time. Allie was amazing and so nice! We would definitely do it again!

Review collected in partnership with this attraction

Was this review helpful? Yes
Dublin
Level Contributor
69 reviews
common_n_attraction_reviews_1bd8 62 helpful votes
5 of 5 stars Reviewed July 10, 2015

We enjoyed a sunset cruise while on honeymoon. Ali was the captain and she was so nice. Really chatty and let us be as involved in the sailing as we wanted to be. The experience was fun and also quite relaxing. They have coconut water and juice on board but you can bring your own food and drink along too.... More 

Was this review helpful? Yes

Travelers who viewed Sail Montauk also viewed

 
Sag Harbor, Hamptons
 

Been to Sail Montauk? Share your experiences!

Write a Review Add Photos & Videos

Additional Information about Sail Montauk

Address: 32 Star Island Road, Slip 412, Montauk, NY 11954
Phone Number: +1 631-522-5183
Location: United States  >  New York (NY)  >  Long Island  >  Hamptons  >  Montauk
Open Hours:
Sunday 10:00 am - 7:00 pm
Monday 10:00 am - 7:00 pm
Tuesday 10:00 am - 7:00 pm
Wednesday 10:00 am - 7:00 pm
Thursday 10:00 am - 7:00 pm
Friday 10:00 am - 7:00 pm
Saturday 10:00 am - 7:00 pm
Average Prices: USD 95 - 95

Owners: What's your side of the story?

Register now for free — and start getting automatic notification of new reviews, responding to traveler feedback, adding new photos to your listing and much more.

Manage your listing

Questions & Answers

Here's what previous visitors have asked, with answers from representatives of Sail Montauk and other visitors
1 question
Ask a question

See all questions (1)

Questions? Get answers from Sail Montauk staff and past visitors.
Posting guidelines
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?