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Caribbean Courses

Join us for the best sailing education and winter holiday available! For our 20th season of Caribbean instruction, we are offering our Cruising Course in the British Virgin Islands.

$2475 to $2675 depending on cabin size. Taught aboard a Jeanneau Sun Odyssey 509. We cover the same content as our popular Boston courses - only with white sand beaches, turquoise waters, and trade winds. 

ASA 104Please note that this is the description, pricing, and location for our January-February 2017 program. Winter 2018 will be announced in August 2017. Contact the office if you are interested in the 2018 course and would like to be informed as soon as the program goes live in August. 

Gain the fundamental skills needed to cruise and charter successfully on this 6-day course. Starting from Tortola, the cruising area includes the British Virgin Islands. This course will prepare you for a Cruising 30 or 35 membership or for bareboat chartering.

This course includes entering unfamiliar harbors, anchoring, sail handling, dinghy use and more. We cover the mechanical and electrical systems of a full-size cruising boat, the navigation required for sailing in coastal waters, and docking under power.

Taught on 

Jeanneau Sun Odyssey 509


Advanced Course or equivalent experience

 Text Book

ASA's Bareboat Cruising Made Easy (included in course fee)


ASA 104 Bareboat Cruising

Prepares you for 

Cruising 30 or 35 Membership, Chartering in the Caribbean

2017 Cruising Course Weeks

Saturday, January 14 - Friday, January 20, 2017
Saturday, January 21 - Friday, January 27, 2017
Saturday, January 28 - Friday, February 3, 2017
Saturday, February 4 - Friday, February 10, 2017

The courses are structured so you can fly in on the first day, and fly out on the last - no need for a hotel! Cruising courses begin and end in Tortola, so you can fly direct to Tortola, or to a nearby island like St. Thomas and take the ferry over.

Pricing Breakdown

The Jeanneau Sun Odyssey 509 has four large (double) cabins, and one small cabin with bunks. The small cabin is discounted $200 off our normal Caribbean pricing.

Large Cabin Pricing: $2675 per student ($2407 for members)
Small Cabin Pricing: $2475 per student ($2227 for members)

We will not have more than five students participate in the cruising course, so pricing here is per student. Couples enrolling together may choose to share a cabin, but will still need to sign up for their individual cabins. However, we do have group enrollment discounts if you have at least two people! Contact the office for specifics and enroll over the phone if you are signing up a group.

2018 Program to be announced in August 2017. Contact the office if you are interested in this course. 


Contact the Boston Sailing Center office by phone 617-227-4198 or email This email address is being protected from spambots. You need JavaScript enabled to view it. and an office manager would be happy to assist you.