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Port Sailing School providing sailing lessons, bareboat charters, boat rentals, teenage sailing camp, sailing certifications, British Virgin Island sailing lessons, US Virgin Island  charters, sailing camp, sailing vacations, captained charters, Manhattan sailing, sunset sails and fun.

What if it rains or bad weather is predicted?

We get wet. A little rain doesn't dampen our fun. Besides, you need the experience sailing in various weather conditions. However, we don't sail in adverse conditions (high winds or thunderstorms). Please call us prior to class if you are concerned.

What is the difference between your sailing school and others?

There are many fine sailing schools to choose from. We standout from the others by having you solo sail on your last day of class. Have no fear, your instructor coaches you from a motorboat. You are now ready to come back and complete your two, four hour practice sails without an instructor. We rent out our boats to our students.     

Are there bathrooms on the boats?

First thing you need to know is, it's called the head, not the bathroom, and the larger cruising boats have them. There's no need for concern even on the smaller boats, there is ample time to use the facilities ashore.

Can I bring a friend or family member and learn together in the same boat?

Yes, we will put you together on the same boat if requested. But if you start a fight with your significant other we may separate you. Seriously, sailing is a rewarding experience for the whole family.

After I pass the course, I'll be certified. What does certification mean?

You will be able to rent a sailboat from American Sailing Association Schools located around the world. Best of all, meet new friends while learning to sail and sail our boats after the course.

I already have some sailing experience but need further instruction what should I do?

A private lesson is the way to go. Our instructor can access your skills  and coach you in areas specific to your individual needs. Use our boat or yours.

Can I combine Basic Cruising and Bareboat?

Yes, we do this on our winter cruises in the Virgin Islands. During the seven-day cruise there is time to cover both. 

What happens after I learn to sail?

Assuming your a nice person and no more strange then the rest of us, will introduce you to other sailors that sail out of Port Sailing School. Don't worry if you significant other or kids don't like sailing. You may want to race with other sailors at Port Sailing.

Do I need to buy a boat?

No. Our mission is to make sailing affordable. Get started by using our boats through our Club Sailing program. After using our boats we recommend getting some experience sailing our fine fleet of boats before you commit to the expense of owning a boat. 


Port Sailing School

86 Orchard beach Blvd.

Port Washington, NY 11050


Port Sailing School

22 Pelham Rd

New Rochelle, NY 10801


Questions & Answers

We're here to assist you, on and off the water.

Driving Directions to Port Washington

Port Sailing School
86 Orchard Beach Blvd.
Port Washington, NY 11050

From points East:
Take the Long Island Expressway
(I-495) West to Exit 36 - Searingtown Rd / Shelter Rock Rd. Turn right on Searingtown Rd. **

From points West:
Take the Long Island Expressway (I-495) East to Exit 36 - Searingtown Rd / Port Washington. Stay straight to go onto Nassau Blvd. Turn left onto Searingtown Rd. **

** After crossing Northern Blvd. (25A) it becomes Port Washington Blvd. Turn left onto Main Street. Turn right onto Shore Rd. Turn left at intersection of Manorhaven Blvd and Cow Neck (Sunoco station on left). Pass the park and turn left onto Orchard Beach Rd. Turn right onto  Orchard Beach Blvd.

Driving Directions to New Rochelle Location

Port Sailing School
22 Pelham Road
New Rochelle, NY 10801

From points East:
Take the I 95 south to exit 16. Continue on Cross Westchester Ave. Take Cedar St and Echo Ave. to Pelham.

From New Jersey & points West:
Take George Washington Bridge (I 95) to Exit 16. Take Cedar Street and Echo to Pelham Rd.



Traveling From Manhattan by Train

Manhattan sailors, don't despair, it is easy to both locations by mass transit. To Port Washington: Take the Long Island Rail Road, Port Washington branch from Penn Station. To New Rochelle: Take Metro North to New Rochelle from Grand Central.