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Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing
Windstar Cruises — Wind Surf

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...

Departs Sun 12/03/2028
Duration 22 Nights
Ship Wind Surf
From Philipsburg
Arrives Lisbon
Region Transatlantic
Day by Day

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

⚓ Arrives 08:00 🚢 Departs 19:00

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.

Philipsburg

Day 3

Gustavia , Saint Barthélemy

Tuesday, 14/03/2028

⚓ Arrives 08:00 🚢 Departs 18:00

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.

Gustavia

Day 4

Sopers Hole, Tortola , British Virgin Islands

Wednesday, 15/03/2028

⚓ Arrives 19:00 🚢 Departs 18:00

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.

Sopers Hole, Tortola

Day 4

Great Harbour, Jost Van Dyke , British Virgin Islands

Wednesday, 15/03/2028

⚓ Arrives 19:00 🚢 Departs 23:59

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.

Great Harbour, Jost Van Dyke

Day 5

Great Harbour, Jost Van Dyke , British Virgin Islands

Thursday, 16/03/2028

⚓ Arrives 08:00 🚢 Departs 22:00

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.

Great Harbour, Jost Van Dyke

Day 7

Road Bay , Anguilla

Saturday, 18/03/2028

⚓ Arrives 06:00 🚢 Departs 22:00

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.

Road Bay

Day 8

Philipsburg , Sint Maarten (Dutch part)

Sunday, 19/03/2028

⚓ Arrives 13:00 🚢 Departs 16:00

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.

Philipsburg

Day 19

Porto Santo Island , Portugal

Thursday, 30/03/2028

⚓ Arrives 08:00 🚢 Departs 22:00

PORTO SANTO, MADEIRA

Porto Santo Island

Day 20

Funchal, Madeira , Portugal

Friday, 31/03/2028

⚓ Arrives 08:00 🚢 Departs 17:00

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.

Funchal, Madeira

Day 23

Lisbon , Portugal

Monday, 03/04/2028

⚓ Arrives 08:00

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.

Lisbon
Choose Your Accommodation

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.

View
Category B

Category B

188 sqft · Up to 2 guests

Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L'Occitane® bath products, wrap up in your...
✓ Toiletries Provided ✓ TV ✓ Wi-Fi (Additional Cost) ✓ Safe ✓ Hair Dryer ✓ Mini Bar (Additional Cost) ✓ Queen
Category BX Deluxe

Category BX Deluxe

188 sqft · Up to 2 guests

Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L'Occitane® bath products, wrap up in your...
✓ Toiletries Provided ✓ TV ✓ Wi-Fi (Additional Cost) ✓ Safe ✓ Hair Dryer ✓ Mini Bar (Additional Cost) ✓ Queen

Category BX Deluxe
Category A

Category A

188 sqft · Up to 2 guests

Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L'Occitane® bath products, wrap up in your...
✓ Toiletries Provided ✓ TV ✓ Wi-Fi (Additional Cost) ✓ Safe ✓ Hair Dryer ✓ Mini Bar (Additional Cost) ✓ Queen
Category AX Deluxe

Category AX Deluxe

188 sqft · Up to 2 guests

Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L'Occitane® bath products, wrap up in your...
✓ Queen or Twin Configuration ✓ Toiletries Provided ✓ TV ✓ Wi-Fi (Additional Cost) ✓ Safe ✓ Hair Dryer ✓ Mini Bar (Additional Cost)

Category AX Deluxe
Category TX Deluxe

Category TX Deluxe

188 sqft · Up to 2 guests

Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L'Occitane® bath products, wrap up in your...
✓ Toiletries Provided ✓ TV ✓ Wi-Fi (Additional Cost) ✓ Safe ✓ Hair Dryer ✓ Mini Bar (Additional Cost) ✓ Queen

Category TX Deluxe
Suite

Suite

376 sqft · Up to 3 guests

With 376 square feet, you'll find the perfect space for time together - and plenty of room for time to yourself. You'll even enjoy two full separate bathrooms. All the amenities of the staterooms await you, plus a beautiful sitting area, and two flat-screen television sets with DVD players.Amenities: SuiteQueen Size Be...
✓ Toiletries Provided ✓ TV ✓ Free Wi-Fi ✓ Coffee Machine ✓ Safe ✓ Hair Dryer ✓ Mini Bar (Additional Cost) ✓ Queen
Broadmoor Suite/Sea Island Suite Broadmoor Suite/Sea Island Suite Broadmoor Suite/Sea Island Suite Broadmoor Suite/Sea Island Suite Broadmoor Suite/Sea Island Suite

Broadmoor Suite/Sea Island Suite

495 sqft · Up to 3 guests

For Broadmoor Suite/Sea Island Suite: Enjoy 495 square feet of elevated comfort and refined style. Within this category, each suite embodies a unique design perspective inspired by two renowned Xanterra properties. Suite 503 draws inspiration from Sea Island, reflecting the relaxed coastal elegance and warm Southern ho...
✓ Queen or Twin Configuration ✓ Sofa Bed ✓ Dining Area ✓ Shower ✓ Whirlpool Bath ✓ Toiletries Provided ✓ Room Service Available ✓ Suite Benefits

Oceanview

Category B · 188 sqft

B

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Category BX Deluxe · 188 sqft

BX

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Category A · 188 sqft

A

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Category AX Deluxe · 188 sqft

AX

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Category TX Deluxe · 188 sqft

TX

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Suite

Suite · 376 sqft

STE

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Broadmoor Suite/Sea Island Suite · 495 sqft

BRS Bridge Suite

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Windstar Cruises

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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.

Wind Surf
342
Passengers
14,745
Gross Tonnage
1998
Year Built
6
Decks
171
Cabins
210
Crew

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