British Virgin Islands Sailing


A Sailor's Paradise of steady winds & sunshine while exploring the 50+ isles

ICC (International Certification of Competence) & RYA Day Skipper Certifications Available

Need Help? Contact Island Sailing

Contact Chris Black at with questions or to register.

BVI's Overview

Where: British Virgin Islands

Captain/Instructor: Capt. Mark Thompson

Price: starting at $3,850 per cabin
($100 discount if paying directly by cash or check)

Certifications Options*: ICC, Bareboat, RYA Day Skipper

Prerequisite: No prior experience required. Participants should have both a willingness and capacity to learn sailing and participate in all sailing activities on the yacht.

Beneteau 50British Virgin Islands

Dec. 10th - 16th
Jeanneau 53 Monohull


$3,850 per cabin ($1,925/person double occupancy)

$100 discount if paying directly by check or cash

Offshore with spinnaker on Lagoon 450British Virgin Islands

January 14th to 20th 2018
Lagoon 450F


$4,250 per cabin ($2,125/person double occupancy)

$100 discount if paying directly by check or cash

Lagoon 42 SailingSt. Maarten to St. Barth

February 3rd to 10th
Lagoon 42


$4,250 per cabin ($2,125/person double occupancy)

$100 discount if paying directly by check or cash

The British Virgin Islands...

Peter Island, BVI's sailing...are considered among the best sailing destinations in the world, a true sailor's paradise. The trade winds are consistent, weather warm year-round, and much of the sailing is "line of sight" navigation and deep water island hops.  The beaches are white sand, the waters crystal clear turquoise, and there are an abundance of protected bays nestled among the 50+ islands.  The wind is plentiful, but typically not too much. There's almost always a 15+ knot wind for sailing well as cool breezes at the anchorages.

When not sailing, the BVIs offer something for everyone: snorkeling, pirate beach bars and restaurants, and exploring many uninhabited islands.

The voyage casts off from Hodges Creek, Tortola.  From there, the voyage is largely unstructured and mostly determined by the conditions and desires of the participants.  Captain Thompson knows the BVIs very well and having sailed the Caribbean waters for over 20 years!  Simply, it's the best of both worlds - exploring the waters and islands with the experience and recommendations of Capt. Thompson.


Dufour 560 sailing close-hauledA few itinerary examples:

  • Norman Island - the Bight, Willy T’s floating bar
  • Peter Islands - Little Harbour (beautiful anchorage)
  • Cooper Island - Manchioneel Bay
  • Virgin Gorda - snorkeling at the Baths, Leverick Bay, Saba Rock, Bitter End Yacht Club
  • Anegada - Cow Wreck Beach, Lololly Beach, lobster dinner on the beach, touring the island on scooters
  • Tortola - Cane Garden Bay
  • Jost Van Dyke - White Bay/Soggy Dollar Bar, Foxy’s, the Bubbly Pool

Included in the cabin price are linens and towels, all meals and snacks while aboard, water and soft beverages, fuel and moorage.

Not included are transportation, meals ashore, hotels, excursions, alcoholic beverage of your choice, and additional certification training materials. We'll coordinate travel arrangements with all participants.

Prerequisites: No prior sailing experience is required, but all participants need a willingness to learn sailing and capacity to actively participate in all aspects of sailing the yacht. Sailing can be adventurous, rigorous and challenging, but the rewards of freedom of the open water, connecting with nature, disconnecting from the modern world, discovering islands and new ports, and self-confidence are tremendous. If you enjoy adventures, then once on the water you'll wonder why you haven't been sailing all along!

*Certifications: You'll receive training from one of the World's foremost experts and regardless of certifications. For those wanting certifications: Bareboat OR RYA Day Skipper (not both) and ICC (International Certificate of Competence) are available upon merit. By merit we mean successfully completing any prerequisite knowledge requirements, and more importantly successfully passing the instructor's assessment of your skills and competence.

Depending on the certification and your sailing background, the knowledge training may be an additional cost. For knowledge, we utilize NauticEd online and interactive courses - an advantage because your knowledge training and testing can be completed prior to the trip (i.e., more fun time).

Every sailor has unique backgrounds, needs and goals - and so we'll review your background and make specific preparatory training recommendations. Our goal's to save you time and money; and focus on what's individually needed.

Read more about the ICC >

Meet RYA Instructor Capt. Mark Thompson

Mark Thompson, ICC Training, RYA Instructor, Catamaran ExpertMark Thompson
RYA & NauticEd Instructor, ICC Assessor, Catamaran Expert

Mark Thompson with Yachting Education is the Assessor. He is an RYA Sailing Instructor with over 20 years of instruction experience. Mark's one of the best, is very patient and puts student at ease. While the ICC Assessment is pass-fail, Mark creates a positive and low-stress environment for candidates.

As the Principal and Chief Instructor for Yachting Education, Mark Thompson has a significant sailing resume including multiple Atlantic Ocean crossings and experience in Caribbean, Mediterranean, Australian and US waters.More about Capt. Thompson

Mark's career has centered on charter catamarans including a 5 year captaincy aboard the luxury yacht S/Y Lone Star. At 85ft LOA she was at one point the largest charter catamaran in the Caribbean and after crossing the Atlantic, Mark and his crew hosted families on more than 100 weeks of charter.

Mark is a Chief Instructor accredited under NauticEd & RYA programs and has taught hundreds of students in the art of sailing and the nuances of running catamarans. One critical issue he shares is the ability to smoothly and silently communicate and operate theses large powerful vessels.

Mark grew up in Melbourne Australia and joined the maritime industry after a career converting inner city office buildings into trendy apartments. During a year spent traveling the world he discovered a sailing career while driving through Viareggio Italy and thought "you mean I get paid to sail?"

His love of sailing is infectious and his calm, patient demeanor has empowered hundreds of students to consider a bareboat charter and many to purchase their own boat. Whatever your level of expertise, the practical time spent with Mark will be enlightening and your certification will open up a world of sailing opportunities.



British Virgin Islands: Dec. 10th - 16th, DuFour 450 Liberty, AVAILABLE
$3,850 per cabin ($1,925/person double occupancy)

British Virgin Islands: January 14th to 20th 2018, Lagoon 450F, Sold-out
$4,250 per cabin ($2,125/person double occupancy)

St. Maarten to St. Barth - Advanced: February 3rd to 10th 2018, Lagoon 42, AVAILABLE
$4,250 per cabin ($2,125/person double occupancy)

Price Details


  • Sail Training: Bareboat or RYA Day Skipper (*theory materials may be additional)
  • ICC Certification (upon successfully passing an assessment)
  • All meals and snacks while aboard
  • Water and soft beverages
  • Fuel, moorage and boat fees
  • Linens and Towels
  • We assist on travel plans & coordination


  • Additional training materials
  • Flights and transfers
  • Hotels
  • Alcoholic beverage of your choice

 Booking Conditions, Policies & Release

Registration & Questions

To register or if you have questions, please submit the contact form below and we'll follow-up. Our process begins with answering questions and discussing training, goals and other details related to the voyage and travel. Simply, we tailor these voyages to each sailor's goals and needs.





Need Help? Contact Island SailingAlternatively, you can contact Chris Black directly at with questions, for more information or to sign-up!

Please note: bookings are first-come/first-serve. The booking process includes some required paperwork and waivers before payment.

For payment, a twenty (20%) per cent deposit is required at time of booking. The balance is due sixty (60) days before departure, or within seven (7) days from the initial deposit when the departure date is within sixty (60) days.

Please see Booking Conditions, Policies & Release for details.