Caribbean Sailing Vacations | Sailing Charters BVI

Specializing in Overnight & Week-long Sailing Charters in the US & British Virgin Islands

Come Aboard the Sailing Yacht Sopris for Fabulous
Caribbean Sailing Vacations

Whether you’re sailing through tranquil crystal clear waters, or anchored in a secluded cove with the most beautiful beaches in the world, you will agree – this will be the Caribbean Sailing Vacation of a lifetime! You can enjoy snorkeling, diving, fishing, shore excursions, sightseeing, beachcombing, or just sit back, relax, and enjoy a cocktail while viewing one of the most beautiful places in the world.

Enjoy duty-free shopping and lively beach bars

Swim, Snorkel, Scuba Dive, Fish, Beachcomb

Sail to St. John, Caneel Bay, Cane Garden Bay on Tortola, or plot your own course in the Caribbean

Kick back and relax on some of the most beautiful secluded beaches in the world

Leave the Crowds Behind, Reserve Today!

Departs from American Yacht Harbor, Red Hook, St. Thomas

Let’s Face It… You’ve thought about it for quite a while.

A fabulous sailing vacation through the Caribbean Islands, waking up to an explosive sunrise, and toasting the day’s end. Diving into crystal clear waters that are so private, you feel as if you are the first to discover them. Whether you’re planning on a Daysail, an Overnight, or even a week-long sailing trip, the Sailing Vessel Sopris is ready for you. We have been providing sailing dreams since 1994 throughout the US and British Virgin Islands.

Give us a call today to make your reservation!

Our Testimonials

Life Aboard the Sopris was Amazing

Wow! What a week! Life aboard the Sopris was amazing! You gave us an equal dose of rest and adventure! Your hospitality went way beyond our expectations. Thank you for sharing your part of the world with us! The islands physical beauty - the lush greens of the tropical vegetation - the ribbons of white beaches - the sunsets with their rainbow colors were all ours thanks to the travels on the Sopris! You know - you can see all this from a large cruise ship as we've done in the past, but, you can't experience and/or live the island ambiance on those large floating cities. We loved the sailing…read more →

The Pralls Golden, Colorado

One of the Best Vacations We’ve Had

This has been one of the best vacations we have had. It is a fitting way to mark our tenth anniversary. The food, the sailing, the boat, the snorkeling, the weather, and the places we visited (some for the 1st time) were all superb. And we know that you arranged all of it even the weather. Bill says thanks for letting him drive the boat. She is fun to sail and he learned a lot about sailing and boat handling from Chris. The reach across Sir Francis Drake channel is something he will not soon forget. And he claims that it was not his fault that Mary & Robin got…read more →

The McDaniels Norwalk, Connecticut

We Look Forward to Returning

What started out a a well-planned introduction to sailing turned into an extraordinary adventure, a new friendship and a new insight into relaxation. Chris, as captain, you demonstrated all the qualities of leadership and professionalism, in a warm, friendly and pleasing manner. Your dedication to this end is obvious and your love of the sea an asset. Robin, as first mate, I suspect you will one day be a captain and I admire your willingness to learn. As a team, Annie & I could not have done better. Be it blind luck on our side or astute planning you made this a wonderful holiday. You packed into 4 days every…read more →

The Armstrongs San Francisco, California