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Star Collector: Atlantic Crossing to the Virgin Islands
Dec 6, 2027 — Dec 27, 2027
Starting from
LISBON → SAN JUAN
21 Nights on Star Legend
This extended Atlantic-to-Caribbean sailing follows a rare winter route that links Europe, the open ocean, and the islands of the eastern Caribbean in one continuous journey, with experiences shaped by both destination and time at sea. Begin in Lisbon with its historic neighborhoods and riverfront cafés, then pause in Madeira for botanical gardens, coastal walks, and views from Monte. A true transoceanic crossing follows, offering days to settle into shipboard life before landfall in the Caribbean. Once there, small-ship access opens the door to snorkeling off Jost Van Dyke, beach time at Virgin Gorda’s Prickly Pear, exploring colonial streets in San Juan, and dining ashore in Gustavia after sunset. Cruz Bay and Basseterre invite hiking, sailing, and easy island exploration, creating a journey defined by variety, distance, and unhurried discovery.
Popular Highlights
Admire the incredible views from El Morro’s 16th century ramparts, a UNESCO World Heritage Site, in San Juan
Let the Bubbly Pool on Jost Van Dyke wash your cares away
Visit Madeira for gardens, coastal viewpoints, and island walks before turning west toward open water.
Arrive in the Caribbean with small-ship access to places larger vessels cannot reach, including Jost Van Dyke and Cruz Bay.
Enjoy a long stretch of days at sea that allows time to settle into shipboard life and onboard enrichment.
Snorkel clear waters, relax on secluded beaches, and sail calm bays in the British Virgin Islands
The rhythm of Lisbon invites you to join its captivating dance. This splendid capital city on the banks of the Rio Teja offers a warm welcome and an unparalleled blend of architectural styles. Elegant outdoor cafés line the cobbled sidewalks. Turn-of-the-century funiculars climb the scenic hills. Find the UNESCO sites of the Tower of Belem and the Monastery of the Hieronymites. And, everywhere, the city engages you with its easy style and remarkable charm.
Considered one of Portugal's main tourist attractions and home of world-famous footballer Cristiano Ronaldo, Funchal is known for its style and beauty. Visit Cabo Girao, the highest sea cliff in Europe or take a trip to the Pica da Torre for an incredible view of Camara de Lobos, a delightful fishing village. With a long history of Madeira winemaking, there'll be time here for a little wine tasting, a meal at one of the many 5-star restaurants, sightseeing to 15th century Cathedral of Our Lady of the Assumption, shopping the bargains to be found here, or experiencing the vibrant night life.
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