Learn more about the current Tour Updates. Safety and health is our priority.

Yachtsman's Caribbean aboard Windstar's Wind Surf Sail Ship

Mar 12, 2022 - Mar 19, 2022

March 12-19, 2022 8 Days/7 Nts

Let Windstar take you into hidden coves and tiny harbors no one else can reach as you fully experience the Caribbean’s private yachting scene. Explore the island charm of Road Town and the inviting beaches of Jost Van Dyke as you overnight in the harbor. Sail to Virgin Gorda, with its assembly of house-sized rocks called "The Baths." Savor the high life on St. Barts.

8 Day(s)


  • 7 Nights aboard Windstar's Flagship Wind Surf, carrying 342 passengers - the world’s largest sailing ship, draws admiring glances as she glides majestically into port with her tall sails billowing.
  • All Taxes Included in Fare


Outside Stateroom / Twin pricing per person starting from (inquire about adding Air, Hotel & Transfer packages):



Payment Policy

Deposit: $600.pp deposit due with reservation RECOMMENDED ASAP. RESERVATIONS ARE ON A FIRST COME FIRST SERVED BASIS. Space is subject to availability at time of deposit. Check with the Ship Shop at any time for current availability.

Cancellation Policy

If cancelled after deposit and before Nov 24, 2021 fee of $125.pp administrative fee; Nov 24, 2021-Jan 5, 2022 fee of 50% of total fare; Jan 6-Feb 1, 2022 fee of 75% of total fare; No refunds after Feb 1, 2022.

Trip Protection Policy

Trip Protection Coverage is strongly recommended. Aon Affinity administers the NTA Travel Protection plan designed specifically for members of the National Tour Association.

The Pre-existing medical condition exclusion can be waived by purchasing the Enhanced Plan within 14 days of your deposit or initial payment. Purchase of the plan within this time period also provides eligibility for the Financial Insolvency benefit.

Traveling companions / roommates are required to take the same plan (Basic or Enhanced) in order to be properly covered. Premium is non-refundable once paid.

Three ways to enroll:

  1. Website: https://nta.aontravelprotect.com Tour Operator Location #076068. You can also view plan details on this site.
  2. Call Aon 1-800-388-1470. Tour Operator Location #076068. Customer service agents can also answer questions about each plan.
  3. Call Friendship Tours / The Ship Shop 860-243-1630 or 800-243-1630

Trip Protection Coverage with CANCEL FOR ANY REASON coverage is available through Travel Insured International when purchased within 14 days of your initial deposit—ask Friendship Tours/The Ship Shop for more information

Discover the World of
Friendship Tours/The Ship Shop

Sign up to hear about our newest journeys, exclusive offers, and more.
Join the Friendship Tours Family and Let Your Journey Begin...