Set sail on a private sailboat to cruise the waters of Montauk. Join us for a private Taste of Sailing, Sail & Swim, or Sunset Sail. Take the tiller or sit back and relax, our captains will show you the ropes. Want more? Learn to sail with us, Sail Montauk is a Certified Sailing School with the American Sailing Association. We offer private lessons, certification courses, and private kid's lessons.
Already know how to sail? Check out our bareboat rentals.
Already know how to sail? Check out our bareboat rentals.
Services
Step aboard a private sailboat and sail with one of our US Coast Guard licensed captains.
Sit back and relax with a cool beverage in hand, while exploring the waters of Montauk.
Groove to your own soundtrack on our bluetooth speakers, or take the tiller and trim the sails for a hands on experience.
Do as much or as little as you like!
No experience necessary.
Your Taste of Sailing experience is a 2 hour private sailing trip with a US Coast Guard licensed captain.
Sailing area includes: Montauk harbor, Lake Montauk, Block Island Sound and Fort Pond Bay.
Sit back and relax with a cool beverage in hand, while exploring the waters of Montauk.
Groove to your own soundtrack on our bluetooth speakers, or take the tiller and trim the sails for a hands on experience.
Do as much or as little as you like!
No experience necessary.
Your Taste of Sailing experience is a 2 hour private sailing trip with a US Coast Guard licensed captain.
Sailing area includes: Montauk harbor, Lake Montauk, Block Island Sound and Fort Pond Bay.
Learn to sail at your own pace with private instruction or check out one of our classes for adults or junior sailors.
Sail Montauk is certified sailing school, accredited with the American Sailing Association.
We've got something for every level, from first timers to experienced sailors looking to refresh their skills.
The waters of the Hamptons are the perfect place to learn to sail.
If you would like to brush up your skills aboard your own sailboat, check out our Consultation Services.
Purpose: To test the waters if you're unsure about committing to the full Basic Sailing Course.
Sail Montauk is certified sailing school, accredited with the American Sailing Association.
We've got something for every level, from first timers to experienced sailors looking to refresh their skills.
The waters of the Hamptons are the perfect place to learn to sail.
If you would like to brush up your skills aboard your own sailboat, check out our Consultation Services.
Purpose: To test the waters if you're unsure about committing to the full Basic Sailing Course.
Learn to sail with our ASA 101 Basic Sailing Course, no experience necessary.
Each course is limited to 4 students per instructor so you will get plenty of personalized attention and hands-on experience.
Our instructors are certified professionals with plenty of experience to guide you through the course.
If you chose to get certified, you can take the American Sailing Association exam at the end of your course.
The ASA certification fee is $50.
Each course is limited to 4 students per instructor so you will get plenty of personalized attention and hands-on experience.
Our instructors are certified professionals with plenty of experience to guide you through the course.
If you chose to get certified, you can take the American Sailing Association exam at the end of your course.
The ASA certification fee is $50.
Kids learn to sail in our Montauk summer sailing camp.
Each boat is limited to 4-5 students with a certified instructor.
Classes meet dockside each morning, where briefing and dockside instructions take place before on the water sailing and hands on participation.
Once comfortable handling their boats, students will fine tune their skills with games and competitions.
Advanced and beginner students will be separated into groups.
Advanced students will learn Spinnaker Handling and advanced sail trim for on the water competitions!
Each boat is limited to 4-5 students with a certified instructor.
Classes meet dockside each morning, where briefing and dockside instructions take place before on the water sailing and hands on participation.
Once comfortable handling their boats, students will fine tune their skills with games and competitions.
Advanced and beginner students will be separated into groups.
Advanced students will learn Spinnaker Handling and advanced sail trim for on the water competitions!
Private Sailing Lessons are a great options for kids who can't attend camp, or who want some extra sail time.
All levels welcome, no experience necessary, ages 9 and up.
Scroll down for multiple lesson packages!
Sessions do not have to be scheduled at the time of purchase, but are subject to availability.
We do suggest you reserve in advance.
All levels welcome, no experience necessary, ages 9 and up.
Scroll down for multiple lesson packages!
Sessions do not have to be scheduled at the time of purchase, but are subject to availability.
We do suggest you reserve in advance.
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