Caribbean Courses


SKU: CB- Category: Tags: , , ,


Maybe you are up for your next cruising adventure but can’t wait for summer. Or perhaps you are ready to be underway and under sail in one of the best cruising grounds on the planet, where the air is warm, the water is clear turquoise and the breeze is strong and steady. Either way, Courageous’s new cruising courses in the Caribbean have you covered.

Over three weeks, we will run three courses: two Bareboats  (5 days, 4 nights) and one Coastal Passage Making (7 days, 6 nights). The Bareboats will likely stay within the British Virgin Islands; Coastal Passage Making will branch out to the US Virgin Islands and include an extended passage. The curriculum is the same as courses run in Boston, but oh, how sweet it will be to cover the material in the Virgin Islands, instead.

Students are advised to arrive a day early in order to leave plenty of time for transit and to take advantage of cheaper direct flights to St. Thomas and a quick ferry ride to Road Town. The course fee includes the cost of provisions for the week, along with dockage, moorings, and operational costs.  Transportation and pre-course accommodations are not included. US Sailing certification is available at both the Bareboat and Coastal Passage Making levels.

Things to note:

IMPORTANT: We must reach a minimum capacity of at least 3 participants per course. Please contact us following your course purchase before buying your flight so we can be sure we have reached capacity. Please feel free to contact Grant with any questions.

In the event that we reach capacity on our first bareboat course we may be able to open up a second week so please reach out to us with interest.


  • Basic Cruising or equivalent for the Caribbean Bareboat Course
  • Basic Cruising + Bareboat Cruising or equivalent for the Caribbean Coastal Passage Making course

Note: Students may enroll for Bareboat and Coastal Passage Making back to back.

Next steps and additional courses include: