City Island Yacht Club Sailing School

Incorporated 1907

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City Island Yacht Club Sailing School

An American Sailing Association (ASA) Affiliate School 

2023 Schedule for ASA 101

June 9th-11thJuly 7th-9th August 4th-6thSeptember 8th-10thOctober 6th-8th
June 23rd-25thJuly 21st-23rdAugust 18th-20thSeptember 22nd-24th 

Book Online

Pick an event on the calendar:

Call or email for more info:

(718) 885-2487 x 4 or email

We give you the knowledge and experience to be confident and safe on all your sailing adventures…Whether you charter a boat from a local harbor, go on an exotic sailing vacation, or even buy your own boat.

The CIYC Sailing School provides American Sailing Association curriculum and certification and the following benefits to students:

  • Convenient classroom and on-board instruction using CIYC boats
  • Use of club facilities during instruction
  • An active sailing community to support you in your sailing endeavors

Other courses offered on a periodic basis based on interest.

Questions and registration: (718) 885-2487 x 4 or email


Classes Offered

ASA 101ASA 101, Basic Keelboat Sailing
Learn to skipper a 20′ – 27′ sloop-rigged keelboat by day, in light to moderate winds and sea conditions. Learn basic sailing terminology, parts and functions, helm commands, basic sail trim, points of sail, buoyage, seamanship and safety including basic navigation rules to avoid collisions and hazards. Qualifies you for CIYC Club Boat program.
–  $595 (plus $99 for  Coursebook and ASA Certification; instructor gratuity always welcome!)

ASA 103ASA 103, Basic Coastal Cruising
Learn to skipper a sloop-rigged auxiliary powered 25′-35′ keelboat by day in moderate winds and sea conditions. Learn cruising sailboat terminology, basic boat systems, auxiliary engine operation, docking procedures, intermediate sail trim, navigation rules, basic coastal navigation, anchoring, weather, safety and seamanship.
–  $595 (plus Coursebook and ASA fees)

ASA104ASA 104, Bareboat Cruising
Learn how to sail a sloop-rigged, auxiliary powered 30′-45′ sailboat during a multi-day cruise upon inland/coastal waters in moderate/heavy winds and sea conditions. Learn about provisioning, boat systems, auxiliary engines, advanced sail trim, coastal navigation, anchoring / mooring, docking, emergency operations, weather, and more.
–  $595 (plus Coursebook and ASA fees)

ASA105ASA 105, Coastal Navigation
Learn the the navigational theory and practices for safe navigation of a sailing vessel in coastal and inland waters. On-water coastal navigation skills elements are contained in the ASA103, Basic Coastal Cruising, ASA 104, Bareboat Cruising, and ASA 106, Advanced Coastal Cruising, in progressively increasing levels of detail.
–  $495 (plus $99 for Coursebook and ASA certification fee)


Ed Woolsey: An avid racer and cruiser, Ed began sailing in 1976. Most of his sail time has been in Eastchester Bay and Long Island Sound, but more recently he has explored the gulf coast of Florida. Over the years, he has owned several boats including a Frers 33, a J-80, an Ericson 38, a Tartan 34, and his current Tartan 41.

In 2015 Ed became a USCG Captain, 100-ton master, and more recently a 200-ton mate of towing. He owns and operates a marine repair and marine electronics business that often takes him to Liberty Landing Marina in Jersey City in New Jersey.

Ed has the following ASA teaching certifications: keelboat, basic coastal cruising, bareboat cruising, coastal navigation, docking and boat handling. Ed sails out of Liberty Landing Marina in Jersey City and City Island Yacht Club where he is an active member. He teaches ASA 103, 104, 105, and 118 (docking).