four good reasons



We pull from a network of over 300 skippers from The Yacht Week and only select the best in terms of sailing competency, teaching ability and soft skills. We love our instructors and think you will too.


The British Virgin Islands are legendary for their consistent “Goldilocks” breeze: perfect conditions for sailing. Combining that with some of the top beaches in the world – and crystal clear waters – makes for an incredible spot to learn how to sail.


Your Sailing Virgins experience shouldn’t end once your course is over. With a network of several hundred like-minded, adventurous young people, we have a network you can tap into for your next sail or bareboat charter adventure (ask about our sponsored alumni weeks).

Our style

Our instruction is chilled. We don’t shout. We allow our students to learn by doing and by making mistakes. We’re also not afraid to have fun at the same time with frequent trips ashore to the many great restaurants and nightlife in the BVI and Martinique.
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What is it like?

In this video, Sailing Virgins alum Céline offers first hand look at her experience during a recent Island Adventure Course

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Jeff C

Wonderful Down Island Adventure Sailing!


Just finished the down island adventure! It was an incredible week of sailing. From the great instruction to timeless moments at sea / coming into port every aspect was refreshing and vitalizing. I would highly recommend Sailing Virgins for anyone interested from starting out to preparing to buy a boat and picking up final tips. Why not do it all in an enjoyable fashion? You’ll pick up some of the most important and unnamed rules that are vital to sailing!

Ben C

Excellent in every sense!

Just got back sailing from Tortola > St. Maarten > St. Barts > Antigua > Guadaloupe with James of Sailing Virgins. It was an amazing experience and I learned a ton about sailing. I took the nautic ed course prior to arrival and feel completely confident in day sailing. James is an excellent teacher and an overall cool dude to be around. I would give the course 6 stars if it was an option! I would recommend spending a week with Sailing Virgins to anybody interested in sailing!



My boyfriend and I spent 7 days with Sailing Virgins this past March cruising and learning to sail. I had never been on a sailboat prior and I was extremely nervous but Rupert and James put my fears to rest and did their best to make me feel comfortable. I found the week flew by as I learned some sailing basics and visited beautiful spots in amongst the islands… I found both Rupert and James knowledge and passionate about sailing and if you are looking for a memorable and out of the ordinary vacation I would highly recommend Sailing Virgins!


So amazing I decided to get married during it!

James is an amazing captain and an even more amazing person. His love for the water and sailing made this trip so peaceful. He goes above and beyond to make sure all guests are enjoying themselves. During our trip my husband and I decided to get married and James was the officiant! I couldn’t of asked for a better wedding or vacation :).
Take a Look at Our


Beginner Course

Our entry level course, the seven day course takes students through the paces in one week of live-aboard sailing. A more
7 days
British Virgin Islands, Martinique, Grenada

Performance Catamaran Course

Our latest release, this 7-day fast-track performance catamaran course turns monohull skippers catamaran-endorsement. And the boat is siiick.
7 days

Performance Course - Short

Our latest release, this 3-day fast-track performance course turns will level up your sailing, in paradise. And the boat is
Easy, Medium