Windstar Announces Exciting New Caribbean Itineraries

Windstar Cruises has drawn up a new seven days beach bum’s delight of a Caribbean itinerary beginning winter of 2023.

Beach Fun & Sun: A Remote Caribbean Getaway has guests spending a week on some of the most beautiful islands in the Caribbean, including stops in St. Maarten, Antigua, St. Barts, Anguilla, Jost Van Dyke (overnight), Virgin Gorda, and Tortola. The November 4 Windstar Caribbean sailing only will take place on Windstar’s all-suite Star Pride and the other eight departures are aboard the 342-guest classic sailing yacht Wind Surf.

Both yachts’ Watersports Platforms – which allow guests to jump from the yacht into the sea- will be operational daily on these cruises, except for embarkation/disembarkation days, so the sailings will be very focused on beaches, swimming, watersports, and snorkelling – all the things we want to do in paradise. In addition, the new Beach Fun & Sun itinerary can easily be combined with Windstar’s Classic Caribbean for a two-week cruise, as the itineraries alternate and both depart from St. Maarten. Classic Caribbean includes stops in Dominica, Guadeloupe, St. Kitts, and Nevis, as well as a repeat in St. Barts (and who could complain about that).

Windstar will also be sailing from Miami for the first time from December 2022. The Jungles & Jewels of the Central American Coast voyage stops in Key West before heading to Mexico, Belize, Guatemala and Honduras, before returning to Miami, while the new Central America & the Panama Canal Revealed cruise brings guests from Miami to Mexico, Belize, Honduras, Costa Rica, and Panama.

Windstar Cruises has drawn up a new seven days beach bum’s delight of a Caribbean itinerary beginning winter of 2023.

Starting winter 2023, Windstar is also introducing a new, seven-day round trip Costa Rica cruise itinerary from Puerto Caldera called Naturally Costa Rica, which includes inaugural calls in San Juan del Sur and Corinto in Nicaragua. The new option easily combines with a Windstar Panama Canal itinerary for a 14-day adventure in the region.

Other returning Caribbean itineraries include Windward Island Surfs & Sunsets, a seven-day roundtrip San Juan sailing that’s a quick escape up and down the Windward Islands; Windward Ways & Tobago Cays, sailing through the Windward and ABC Islands; Yachtsman’s Caribbean, a classic voyage to the Caribbean’s private yachting scene; and more

For more Cruising inspiration click here.

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About Author

Nick Walton

Nick Walton

Nick Walton is a leading travel and lifestyle journalist, magazine editor, publisher, photographer, travel commentator, and media trainer, based in Hong Kong. He is also managing editor of Artemis Communications, the titles of which include Ultimate Encounters, Alpha Men Asia, and The Art of Business Travel.


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