Ocean Crossing
Indulge yourself in leisurely, unscheduled days where time suspends in the magic of the sea. Sleep late. Dine early. Establish your own rhythm in sync with the waves and the arc of...
Cruise only — prices from Solo cruise only — from
Ports of Call & Itinerary
15-night voyage departing Philipsburg, arriving Lisbon.
Printable Itinerary (PDF)Route Map
Ocean Crossing
4 ports plotted · click a marker for details
Day 1
Philipsburg , Sint Maarten (Dutch part)
Sunday, 19/03/2028
Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.
Day 12
Porto Santo Island , Portugal
Thursday, 30/03/2028
PORTO SANTO, MADEIRA
Day 13
Funchal, Madeira , Portugal
Friday, 31/03/2028
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.
Day 16
Lisbon , Portugal
Monday, 03/04/2028
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.
Room Type & Prices
All prices per person based on double occupancy. Solo traveller prices — single occupancy. Contact our cruise experts for the latest availability and best fares.
Category B
188 sqft · Up to 2 guests
Category BX Deluxe
188 sqft · Up to 2 guests
Category A
188 sqft · Up to 2 guests
Category AX Deluxe
188 sqft · Up to 2 guests
Category TX Deluxe
188 sqft · Up to 2 guests
Suite
376 sqft · Up to 3 guests
Broadmoor Suite/Sea Island Suite
495 sqft · Up to 3 guests
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Your Ship
Wind Surf
Windstar's Flagship Sailing Yacht
As part of our Wind Class, our 342-guest Wind Surf offers a sailing experience like no other — one with real working sails.
