American Sailing Association Affiliate School
The CIYC Sailing School is an American Sailing Association (ASA) affiliate school and we provide their curriculum and certification and presents an active sailing community to support you in your sailing endeavor. 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.
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Call or email for more info:
(718) 885-2487 x 4 or email sailing_school@cityislandyc.org
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ASA 103/104 Certification in
Croatia and the Caribbean
Our Instructors Eduardo Sanchez and Herb d'Entremont have been working on organizing 2 amazing off-0site ASA certification trips—and here are the details of the next adventure. This will be a great opportunity to advance your sailing skills in a beautiful setting while earning ASA 103 and 104 certifications.
Croatia ASA Charter
Dates: August 30 – September 6, 2025
Location: Split, Croatia
Carribean ASA Charter
Dates: November 15–22, 2025
Location: St. Lucia & Martinique: St. Lucia & Martinique
Courses We Offer
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ASA 101, Basic Keelboat Sailing
Welcome aboard to ASA 101, the gateway to sailing adventure! This foundational course sets the stage for mastering the art of sailing. With expert instruction, you’ll learn the language of sailing and essential skills like hoisting sails, tacking, and navigating safely on the water, while gaining the confidence to take command of your own vessel. ASA 101 is more than just a class—it’s your first step toward a lifestyle of freedom and exploration. Embrace the wind, chart your course, and embark on the unforgettable journey that sailing offers!
– $595 (plus $99 for Coursebook and ASA Certification; instructor gratuity always welcome!)
ASA 103, Basic Coastal Cruising
ASA 103 Coastal Cruising prepares sailors for more advanced and independent cruising aboard larger boats, learning to navigate in coastal waters, and manage a variety of onboard systems. From anchoring and docking to planning multi-day trips, ASA 103 empowers you to explore further, experience new destinations, and enjoy the freedom that comes with coastal cruising. The adventure is yours—set sail and embrace the coastal lifestyle!
– $595 (plus Coursebook and ASA fees)
ASA 104, Bareboat Cruising
ASA 104 Bareboat Cruising unlocks a new level of leadership aboard. Sailors gain the skills and confidence to skipper a mid-sized cruising boat on multi-day trips, managing all aspects of boat operation and crew responsibilities. From provisioning and route planning to mastering advanced navigation and emergency procedures, ASA 104 equips you with everything you need to enjoy the freedom of bareboat chartering. Step into the world of self-reliant cruising and unlock the ability to explore new horizons, from island hopping to extended coastal passages!
– $595 (plus Coursebook and ASA fees)
ASA 105, Coastal Navigation
ASA 105 Coastal Navigation is essential for anyone ready to move beyond day sailing and take command of extended trips along the coast. Knowing how to navigate safely without relying solely on electronics builds both your confidence and capability as a skipper. This course empowers you to explore new cruising grounds, confidently plan multi-day routes, and handle the ever-changing conditions of coastal waters. By mastering these fundamental navigation skills, you’ll unlock the freedom to chart your own course, making each journey both safer and more adventurous.
– $495 (plus $99 for Course book and ASA certification fee)
ASA 106, Advanced Coastal Cruising
ASA 106 Advanced Coastal Cruising is the ultimate course for sailors looking to take on more challenging conditions by learning the advanced techniques and seamanship required to navigate coastal waters confidently, day or night, in all weather. Whether you’re dreaming of longer passages or exploring more remote destinations, ASA 106 gives you the experience and knowledge to handle your boat like a seasoned skipper in various demanding scenarios.
– $795 (plus $99 for Coursebook and ASA certification fee)
Our Instructors
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Herb d'Entremont
Primary Instructor
Herb has been sailing for the last 15 years and grew up on the water as an off-shore commercial scallop fisherman. He holds a USCG 200-ton Near Coastal captain’s license, STCW and Safety at Sea certifications, and is a RYA Yachtmaster. Herb has been fortunate enough to sailing in beautiful places like Hawaii, St. Martin, St. Bart’s, Anguilla, Antigua, Grenada, Nova Scotia and of course the USA. He has been a Club Boat and Social Member at CIYC during the last few years and races on a couple of member boats (Eagle & Sanguine). Herb is a certified instructor for ASA 101, 103, 104, 105, 106, 114, 116 and 118.
Eduardo S. Sanchez
Associate Instructor
Eduardo is a member of the City Island Yacht Club since 2017 and previously sailed out of the Club Nautique in Sausalito. He obtained his initial American Sailing Association certifications in 2016 and since then he has become an instructor for ASA 101, 103 and 104. He also holds a Master 50 Tons with sailing extension from the United States Coast Guard. He skippered more than 35 weekly charters throughout the Caribbean, Mediterranean, Great Lakes, San Juan Islands, Florida Keys, Long Island Sound and Martha’s Vineyard/Nantucket.
Ed Woolsey
Associate Instructor
Ed Woolsey (Associate Instructor).Ed is an avid racer and cruiser, who 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. Ed became a USCG Captain, 100-ton master with a sailing endorsement, and more recently a 200-ton mate of towing. He teaches ASA 103, 104, 105, 106, and 118 (docking).
