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





Meet Your Sailing Instructor Aboard Love Boat

Book Crewed Yacht Charters - Love Boat in the BVI | iYachtClub

Captain Jacek is ready to welcome you aboard LoveBoat!

US sailing instructor, avid scuba diver, and water sports enthusiast Captain Jacek grew up sailing since age eight where he attended St. Petersburg Sailing Center in Florida racing Optimists. In high school, he went on to race Lasers and continued racing for Florida Atlantic University where he placed top 3 in several collegiate racing regattas.

Jacek continued to find his passion on the water and began working in the marine industry; becoming a captain piloting charters from New England to the Virgin Islands. Using his intimate knowledge of the Virgin Islands and local hot spots Jacek delivers a marvelously guided sailing experience.



Book Love Boat for amazing crewed yacht charters - BVI and Caribbean | iYachtClub

The flybridge offers bench seating for guests to enjoy the 360 degree view during the sail or to catch the “Green Flash” at sunset. A cocktail deck forward provides another space to relax and enjoy the sailing. The expansive trampolines are the best places to stretch out in the sun.

Feel the Love! Crewed yacht charters aboard Love Boat | iYachtClub Time for Fun! Book Love Boat for an amazing crewed yacht charter | iYachtClub

Amenities include 3 guest cabins with private ensuite heads, a large and bright salon, a roomy shaded cockpit with a bar fridge, and interchangeable tables that allow indoor or outdoor dining.

The cockpit can seat 10 people comfortable and is often the central spot on the boat where everyone hangs out…dining, talking, playing games or watching the HD projector and pull down movie screen in the evening or on the occasional rainy day.

Learn more, LoveBoat


Meet Your Sailing Instructor Aboard Avalanche

Captain Gary is a man of many hats! Hanging out with him on board Avalanche, you may find yourself kite-boarding the crystal blue waters, hoisting and trimming sails, chart plotting to find your best point of sail, scuba diving ship wrecks, and navigating the stars. Gary loves to share his enthusiasm for these water sports and get others involved. Certified to teach these activities, the array of new skills one can learn from Gary during a charter are priceless.




Stylish Sailing! S/Y Avalanche offers elegant BVI and New England sailing charters | iYachtClub

Avalanche is the ideal vessel to make your vacation a true sailing experience. At 60′, this yacht is not only large and comfortable but sails extraordinarily well and highlights the opportunity for those aboard to “learn to sail.” It’s captain, Gary Rhodes is an ASA trained sailing instructor and all around adventurer always eager to share his expertise with others.

With 3 comfortable staterooms, this yacht is perfect for couples and families alike. Come sail the seas with Avalanche in both the Caribbean and New England!”

Learn more, Avalanche

Meet Your Sailing Instructor Aboard Mariann

Captain Mark is your host and expert guide aboard Mariann

Captain Mark Turner grew up in a small village in Leicestershire, England, before moving to the US over 20 years ago. When Mark first moved to the US he lived in Santa Cruz, California where he learned to sail & would go fishing for salmon and halibut in the Monterey Bay. Later he moved to Florida where his passion for being on the water & sailing lead him to become a sailing instructor. He discovered the Virgin Islands around 15 years ago and since that first visit always dreamed of living the island lifestyle. Finally, in 2015 he made that dream a reality. He is really excited to share his passion for sailing and the island way of life with guests enjoying a BVI crewed yacht charter aboard Mariann.

Mark is a U.S. Coast Guard Captain, RYA/MCA Yachtmaster Offshore, open water certified scuba diver, and a U.S. Certified Sailing Instructor. He enjoys traveling to new places and meeting people, making new friends along the way. He enjoys being on the water more than being on land, so its no surprise that his favorite sports other than sailing are wake boarding, scuba diving, surfing, and kiteboarding. On land, he also enjoys watching his favorite football team Leicester City.

BVI crewed yacht charters. Modern luxury aboard Mariann | iYachtClub

MariAnn has enormous living areas making it ideal for charter vacations for family and friends. The spacious interior salon is accessed via an extra-wide entry door that seamlessly integrates the indoor and outdoor spaces, and features skylights plus a spectacular panoramic window that provides exceptional views and natural light.

Most of the dining aboard your crewed yacht charter takes place in the outdoor aft lounge where guests can enjoy the soft breezes and the compelling surrounding beauty.  This area features a large lounge, extra sofa, a dining table for 12 guests.

Learn more, Mariann