Caribbean sailing vacations for individuals, couples, families and friends that are fun filled and stress free.
“We sailed with Doug in the British Virgin Islands last winter. When we hired him to skipper our charter, he told us it would be the best vacation we ever had. Although we anticipated a good time, it was everything we had hoped for and much more. We squeezed as much sailing, swimming, beachcombing, and island hopping into each day as was humanly possible and we improved our sailing skills and confidence immensely .”
– J & R Colorado
Are you seeking the Caribbean less traveled? Love to sail? Book your sailing vacation today with a skipper who knows the islands and the waters surrounding them. Join Captain Doug and sail to places off the beaten path.
These vacations are for sailors who want to see the Caribbean close-up. Sail to where there are quiet coves, gorgeous anchorages, stunning sunsets, deserted beaches, Caribbean ambience and perhaps a sandy beach bar where you'll meet interesting people from around the world.
Book your next vacation now