Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing
Cruise from Portugal across the Atlantic to white Caribbean beaches, vibrant tropical fish and savory West Indies cuisine during this 19-day transatlantic crossing. Relax, unwind a...
Cruise only — prices from Solo cruise only — from
Ports of Call & Itinerary
22-night voyage departing Philipsburg, arriving Lisbon.
Printable Itinerary (PDF)Route Map
Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing
10 ports plotted · click a marker for details
Day 1
Philipsburg , Sint Maarten (Dutch part)
Sunday, 12/03/2028
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 3
Gustavia , Saint Barthélemy
Tuesday, 14/03/2028
Affectionately known as St. Barts, the Caribbean's most chic island adds a French flair to Riviera-like beaches and duty-free boutiques. Walk past gingerbread cottages in search of celebrities, shop for designer fashions, or sip the island's signature ti punch as kite surfers fly by.
Day 4
Sopers Hole, Tortola , British Virgin Islands
Wednesday, 15/03/2028
Arrive at the boardwalk of Pusser's Landing and mingle with other yachtsmen in the utterly charming marina at Soper's Hole. Find a deserted stretch of beach to kick back and ponder this tiny port's rich heritage of romance, pirates, and adventure. An evening departure features a once-in-a-lifetime romantic sunset Sail Away.
Day 4
Great Harbour, Jost Van Dyke , British Virgin Islands
Wednesday, 15/03/2028
For an island comprised of a mere eight square miles, it's amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis Drake Waterway. After all that, you'll be ready for an evening drink on the beach - where you can admire your Windstar ship aglow in the harbor.
Day 5
Great Harbour, Jost Van Dyke , British Virgin Islands
Thursday, 16/03/2028
For an island comprised of a mere eight square miles, it's amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis Drake Waterway. After all that, you'll be ready for an evening drink on the beach - where you can admire your Windstar ship aglow in the harbor.
Day 7
Road Bay , Anguilla
Saturday, 18/03/2028
With its protected shoreline, calm surf, spectacular coral reefs and sugar-soft beaches, Road Bay has become a destination for boaters, with its delightful restaurants, bars, and shops. Anguilla has some of the most beautiful sunsets and delicious rum punch to be found in the Caribbean. It is also home to Cuban tree frogs, red-footed tortoise, green iguanas and five species of bats. Worth checking out is Wallblake House, a heritage plantation house and museum said to be the oldest building on the island and located nearby.
Day 8
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 19
Porto Santo Island , Portugal
Thursday, 30/03/2028
PORTO SANTO, MADEIRA
Day 20
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 23
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.