Start Sailing (learn-to-sail/ASA 101)

Over 50 Years of our family giving you more of what you go to sailing school for!SM

Social Distancing? Yeah.  We got that.

First schedule of 2020 season for Start SailingSMMay 2, 3 & 9!  For all 2020 schedules, except custom ones created for you, see our Schedule/Sign-up page or contact us.

It’s not hard to learn to sail at our ASA sailing school and club. Escape COVID-19 coronavirus crowd concerns; enjoy a safe outdoor activity in a private or small group setting.  Take our fun, full Start Sailing SM   course (Basic Keelboat/ASA 101) and learn how to sail right the first time!  You’ll be ready to do a sailboat rental or join a sailing club… we offer you both.  Skip the NY Harbor and Manhattan sailing school crowds, and become a real skipper!

Start SailingSM  is the most comprehensive – AND fun – learn to sail course at any price.  Go from mere Sketcher-bearer to Skipper in three full, honest days, each mostly on the water with an instructor and with a max of only 3 students per boat.  Then, we prove it with post-course practice sails under our supervision.  That’s four days worth of sailing in five visits, and the practice days are super flexible – just another way we we give you more.

It’s simple.  Sailing is a sport learned by doing –  not hearing about it, or reading about it. We give you much more time on the water, with brief shoreside sessions that introduce the sailing concepts before going out and doing them.  You can’t do this meaningfully in two days of sailing, as too many schools try to do.

What do some of our competitors think 3 days means?  One thinks it’s a long drawn-out classroom session or two at night, with no on-water, real-life context, followed by two  days on the water.  Another thinks it means two days of instruction, and then a day of practice sailing (without a proper way to supervise).  By their definitions, guess that means we give you FOUR days!

As well as giving you the time you need, we also give you…

  • Better sailing waters
  • better boats
  • better format
  • patient instructors who don’t teach out of a book or to a test.

You’ll learn on the best teaching boat in the industry.  Bold claim?  Don’t take our word for it: ask American Sailing Association (ASA). Our Beneteau First 21.0 is the same hull, keel, twin rudders, and basic sail plan (translation: same boat) as the boat it inspired: the ASA First 22, which is the only sailboat design ever endorsed by a national sail training organization such as ASA or US Sailing.

Don’t have a clue?  Want a free preview?  We’ll do that for you!  Contact us to discuss taking you out for a quick sail so you can see what it’s all about.  In the meantime, Read our Rant about it.

By the end of the third day, we expect you to be able to singlehand around our signature Obstacle Course.  To prove we did our job, we send you out with another student or two on half-day practice sails (2 or 3) that you schedule later after you’ve finished the full 3-day course.  An instructor supervises, coaching by radio and chase boat, but you sail without her/him.  Then you’re truly certifiable, speaking of which…

Certification: ASA 101, Basic Keelboat (learn to sail).  Mandatory one-year membership in ASA is included in tuition.  (No requirement to renew your membership, and your ASA certification is valid for life.)

asa cert circle smallPrerequisites: you’ll need to pay us, of course, but that’s about it.  No prior experience required.  Many of you have a little and the rest of you have zero.

Schedules: a variety of types to fit your busy schedule…

  • Weekend Plus: 3 weekend days – usually 1 weekend plus the following Saturday.
  • Holiday Weekend: Memorial, July 4, Labor Day and Columbus Day.
  • 3 Sundays: typically consecutive.
  • Weekday Getaway: 3 weekdays, with a bonus 3rd post-course practice sail thrown into the mix.  Scheduled on demand (see more below).

Want to see exact dates?  for this or other courses? Here you go…

Schedule (Start Sailing/101)
Schedule (Start Cruising/103):
Schedule (Start Bareboating/104)
Schedule (Start Navigating/105)

All schedules give you more time on the water.  We do about 4 hours of shoreside classroom over the 3 days, and 18 hours sailing, plus strategic mid-sail breaks so we have your brains and not your bladders.  Whenever we can get away with it, we shorten the classroom time and extend the sailing even more.  (Almost all other schools give you less than three days of real on-water instruction, and add a fourth student to each boat.)

Tuition: $795, with price matching (see details below).


  • the full 3-day course (duh)
  • your supervised practice sails scheduled later
  • text book and log book
  • ASA 101 certification (good for life) & mandatory 1st year membership (renewal optional)

(Okay, we don’t include lunch – but we’ll go eat and BS with you and maybe go over some charts.)

Need to just ‘test out’ to get your piece of paper?   You can do a ‘challenge’ of the ASA 103 standard for a fraction of the time and price of the whole course.  Contact us to discuss whether this makes sense for you.

Price matching policy:

We’ll meet any full, 3-day program’s final, out the door price for a learn to sail/101 course.  We’ll split the difference with anything less (2 days, 2 days plus a practice day or evening of classroom, etc).  We will BEAT the final price of any yacht club.  See more on our scheduling/enrolling page.

Ready to do this?  See our scheduling/enrolling page to just sign up securely right there.  (You can also just check dates, or see our terms and conditions.)

Questions first?  Contact us.