Escorted Small Ship Caribbean Beach at Sunset
Escorted Small Ship Caribbean Wind Surf at the Pitons

Escorted Small Ship Caribbean Cruises | on Windstar®

Choose Your Escorted Cruise Next January 2025
or Book Them Both!

Embark on a small ship cruise of some lesser known Caribbean islands with  Chris and Tracy Archer,  proprietors of Good Life Travel, as they sail round trip from St. Maarten on the Windstar’s Wind Surf . Relax in the small ship atmosphere of only 342 guests on Windstar’s flagship also known as the world’s largest sailing ship. Recently revamped, you’ll relax in updated public spaces (with larger pool) and suites, and an expanded lounge with new lights and sound for stage performances. This is the perfect “home base” while exploring from the well-known Caribbean islands such as St.Lucia or Antigua to the less visited ones such as Virgin Gorda or St. Barts.

†Islands visited depends on itinerary chosen.

Classic Caribbean

Jan 04-11, 2025 · St. Maarten Round Trip · Escorted

Fare is from $3,038 Cat B & up per person, based on double occupancy.
Includes port charges & fees, WiFi & beverages, and gratuities*.


*See also terms & conditions.

Escorted Small Ship Caribbean Classic Map

Itinerary

Day, DatePort of CallArrivesDeparts
Sat, Jan 04St. Maarten7:00 PM
Sun, Jan 05Charlestown, Nevis8:00 AM5:00 PM
Mon, Jan 06Roseau, Dominica8:00 AM5:00 PM
Tue, Jan 07Pigeon Island, St. Lucia8:00 AM5:00 PM
Wed, Jan 08Les Saintes, Guadeloupe8:00 AM5:00 PM
Thu, Jan 09Gustavia, St. Barts8:00 AM10;00 PM
Fri, Jan 10Basseterre, St. Kitts8:00 AM5:00 PM
Sat, Jan 11St. Maarten6:00 AM
Escorted Small Ship Caribbean Guadeloupe Beach

Beach Fun & Sun: Caribbean Getaway

Jan 11-18, 2025 · St. Maarten Round Trip · Escorted

Fare is from $3,400 Cat B & up per person, based on double occupancy.
Includes port charges & fees, WiFi & beverages, and gratuities*
This is a Signature Collection Hosted Sailing.


*See also terms & conditions.

Escorted Small Ship Caribbean Beach Fun and Sun Map

Itinerary

Day, DatePort of CallArrivesDeparts
Sat, Jan 11St. Maarten7:00 PM
Sun, Jan 12Falmouth Harbor, Antigua8:00 AM5:00 PM
Mon, Jan 13Gustavia, St. Barts8:00 AM5:00 PM
Tue, Jan 14Sopers Hole, Tortola, BVI8:00 AM5:00 PM
Wed, Jan 15Jost Van Dyke, BVI8:00 AM5:00 PM
Thu, Jan 16Virgin Gorda, BVI8:00 AM10;00 PM
Fri, Jan 17Road Bay, Anguilla8:00 AM5:00 PM
Sat, Jan 18St. Maarten6:00 AM
Escorted Small Ship Caribbean Antigua

These are back-to-back cruises so why not book both and visit as many islands in the sun when you can with one airfare!

Escorted Small Ship Caribbean Beach with man and umbrella

Terms & Conditions: * All pricing is in USD, per person double occupancy unless specified otherwise, and subject to availability at time of booking. Port fees and taxes, WIFI, on board gratuities, and beverage package are included in the fares.  Discounts and Amenities are not combinable with the Alumni, Back-to-Back, Welcome Home, Loyalty Program SBC, or Hosted Voyage Sailings promotions and does NOT apply to Home City Air or pre/post packages. These programs, are available at standard rates.  All terms and conditions stated on the Windstar website applies to all Bookings.  Air, transfers, and pre- and post-cruise land stays, and travel insurance are available for purchase separately, please inquire. Cruise is not considered booked until initial deposit  received. Other conditions apply.

Please contact your travel professional at this agency for further information on this escorted cruise.

This agency reserves the right to correct any errors, omissions or inaccuracies in this publication at any time without notice.

OFFER ID: WSR0125