Learn to sail in the Caribbean | iYachtClub

Is learning to sail on your Bucket List?

Do you have a vision of yourself at the helm of your own yacht, sailing through the azure waters of the Caribbean? If learning to sail is on your bucket list, we can make that happen. It’s easier than you might think…

What better place to learn to sail than in the beautiful waters of the US and British Virgin Islands? The Caribbean is one of the world’s best sailing grounds. You can learn to sail during your Caribbean yacht charter and have an amazing vacation at the same time!

Learn to Sail During Your Caribbean Yacht CharterASA (American Sailing Association) Courses

Earning your sailing certification will give you the confidence, experience, and knowledge to safely charter a bareboat sailboat, or enjoy sailing your own yacht. You can book a week long Caribbean yacht charter enjoying all of the amazing destinations that the US and British Virgin Islands itinerary has to offer, while at the same time experiencing hands-on daily learn to sail instruction. Our ‘learn to sail’ charter yachts are part of Charter House’s accredited ASA Certified School.

American Sailing Association

ASA Certification Courses

ASA 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.

ASA 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.

ASA 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.

ASA 114, Cruising Catamaran

Learn to skipper an auxiliary-powered sailing cruising catamaran of approximately 30-45′ feet in length during a multi-day liveaboard cruise upon inland or coastal waters in moderate to heavy winds (up to 30 knots) and sea conditions.

Learn to Sail Caribbean Yacht Charters

During your week-long learn to sail charter, you will be living aboard a luxurious catamaran and sailing through the US and British Virgin Islands. Two of those days will be spent sailing aboard a basic monohull keelboat to earn the basic sailing certification (ASA 101). The other modules will be taught during the week. There is some classroom work involved with workbooks and testing is necessary for certification.

Meet Your Sailing Instructor!

Learn to sail during your Caribbean yacht charter | iYachtClub

Steve has a 100 Ton USCG Captain’s license and holds an ASA Instructor’s credential and is an ASA Instructor Qualifier.


Captain Steve aboard Mari’s Leonardo has been opening up the world of sailing to people for over ten years. Aboard his beautiful catamaran Mari’s Leonardo, Steve steps back and makes the charter experience a totally hands-on learning adventure.

Steve’s calm demeanor and laid back style keeps the learn-to-sail experience stress free. Sharing the beauty and freedom of sailing with his students is Steve’s true passion, and he makes sure that everyone aboard enjoys each day.





Our Learn To Sail Vessel

Learning to Sail Made Easy and Fun Aboard Mari’s Leonardo

Mari’s Leonardo is the perfect yacht for learn to sail charters and at an amazing price!

Mari’s Leonardo

Learn to Sail during a Caribbean yacht charter |iYachtClub

Mari’s Leonardo is a 2008 44’ Fountaine Pajot Orana model.

There are 3 cabins for guests, 2 with ensuite heads. The third shares a head with the captain. Full A/C is available on board.

Learn to sail aboard Mari's Leonardo | iYachtClub

Plotting the next days’ course around the big salon table.

A big comfortable indoor salon with full galley and a comfortable cockpit with table give guests indoor and outdoor spaces to dine and relax on board.

The yacht also features underwater lights for tarpon fishing at night!

Learn more, Mari’s Leonardo featured article