Sailing Club and Rentals

50th Anniversary of our family giving you more of what you go to sailing school for!SM

Mid-summer $avings!  $875 for 2nd half of season (Aug-Oct), including spectacular fall sailing.

Want to sail often?  Meet other sailors, bring your own guests?  Try a variety of boats?  Maybe sail at night or even do overnights?  All that, plus get a great value?  Then our Sailing Club is your solution, and it has options for all!

Want to rent a boat, but need us to be there with you?  See our Charter & Ride page!

Our sailing club and sailboat rental program give you independent learning and true skippering. Go to a Manhattan sailing school if you want to always be on the same boats, on a tight leash, with others calling the shots. Come to us if you want an ASA sailing club and school that gets you ready to skipper a sailing yacht, and then LET’S you – on boats you’d want to sail, and waters you’d want to sail them on.

Looking for a Social/Crew membership?  You’ll meet and sail with other members, and if you want to move up to Skipper, we’ll take you there.

Already Skipper material?  Good.  We have the fleet variety and diversity of sailing waters to keep you coming back for more season after season.

With either membership, you’ll enjoy the best sailing in the region, as well as special on-water excursions, and shoreside events both in Manhattan and at City Island for fun and further education.

Broader fleet variety; better sailing waters; easy access to all of it!

Want the juice without the squeeze?..

  • Unlimited sailing
  • Skipper with your guests, or join other members
  • evening, night sailing and overnights when you’re ready
  • boats from 21 – 33 feet
  • explore bays & harbors, or open Long Island Sound
  • on-water excursions and special shoreside activities for more fun and variety

Our Sailing Club gives you preferential access to the fleet compared to renting.  Western Long Island Sound gives you some of the finest sailing and cruising grounds in the country.  If you plan to sail often, it’s a no brainer, but we do allow rentals for our graduates to accommodate those who prefer not to a sign on for a seasonal plan.  Take a course, or even a private or refresher, and you qualify to be a rental skipper.  Why not rent to anyone with a piece of paper?  Read our Rant about it

We’re only half the length of Manhattan away from it – but you won’t believe you’re still in NYC!  Why sail from City Island, when there are places to sail from in NY Harbor and the Rivers?  It’s a vastly better sailing environment, and it’s Closer Than You Think.  See the Fox 5 News piece about City Island and NY Sailing Center, which was part of their summer long series, “Closer Than You Think,” on easily accessible things to do in NYC.

How close are we really?  How about 35′ subway ride from the Upper East Side, plus a quick bus transfer or pick-up from the Sailing Center?  Or, maybe it takes you a little longer to get to us than to some clubs in Manhattan, Brooklyn or Jersey City.  How little time are you willing to save in order to waste the whole day fighting strong currents, dodging commercial traffic, and bouncing back and forth off the same two shorelines?

City Island is different.  There are reasons why it has all this, and in such a small space:

  • 3 ASA Sailing Schools
  • 3 private Yacht Clubs that are mostly sailboats
  • 2 Sailmakers
  • 2 college sailing teams (Columbia and Fordham Universities), and a dinghy sail way from 2 others
  • A multitude of mooring and slip facilities

Our fleet ranges from the Beneteau First 21, the boat that inspired the nearly identical ASA (Beneteau) First 22/Trainer of the same size, to our Pearson 31 & 33 racer/cruisers with inboard diesels and wheels.  Our mid-size boats in the upper 20’s are still tiller steered to give beginners and intermediates a better feel and further develop their skills.


What does it cost?

Membership has its privileges – and its perks.  One is price!  As with our School, our Club is an excellent value…

  • Unlimited Skipper Pass: $1475 
  • Weekday Skipper Pass: $875
  • Social/Crew Pass (weekdays & weekends): $695

Want the CLUB for free?  Do our 4-Course, Free Club Combo.  Buy 101-105 at full price:

Then, get one year free in our Sailing Club starting after you finish up 101 and are ready to skipper – and that INCLUDES this late summer/fall, any ‘off” season sailing that weather permits, and ALL of the 2019 season!

We have liberal guest policies, and also bend over backwards to get you out on the water when you can’t bring a guest.  We sail all week and have club members who only come out on weekdays or weekday evenings, but of course we’re mostly geared up for weekends when most of you can come out and play.

More types of boats, more times to sail, more waters to explore… just some of the ways we give you MORE.  Contact us with questions or JUST SIGN UP!