7 nights · 9. January - 16. January 2027 · Philipsburg → Philipsburg
Seven nights under white sails through the British Virgin Islands and Anguilla. From Philipsburg on St Maarten the Star Flyer takes you to those islands once famous as pirate refuges and now among the best sailing grounds in the Caribbean: calm water in the Sir Francis Drake Channel, sheltered bays and beaches still free of high-rise development.
Scroll along the route. Tap a port for details.
Philipsburg is the capital of Dutch Sint Maarten - the smallest land mass shared by two nations …
Road Bay (also Sandy Ground) is the main anchorage on Anguilla's west coast, famous for fresh lobster grilled right by the water …
Jost van Dyke (British Virgin Islands) is barely 8 square kilometres in size, yet famous far beyond the Caribbean …
Sopers Hole at the western tip of Tortola is a classic Caribbean yacht harbour …
The Sir Francis Drake Channel is the sheltered waterway between the main islands of the British Virgin Islands …
Norman Island in the British Virgin Islands is said to have inspired Robert Louis Stevenson's "Treasure Island" …
Spanish Town on the BVI island of Virgin Gorda is the gateway to "The Baths" - a rock formation of house-sized granite boulders forming pools, tunnels and grottoes between them …
Basseterre is the capital of Saint Kitts and one of the best-preserved colonial cities in the English-speaking Caribbean …
South Friars Bay lies on the quiet south-eastern coast of Saint Kitts, sheltered by hills and the South East Peninsula …
Gustavia is the capital of Saint-Barthélemy and is regarded as the "Côte d'Azur of the Caribbean" …
Philipsburg is the capital of Dutch Sint Maarten - the smallest land mass shared by two nations …
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