VINCENT VACATIONS
23 NIGHTS | WINDSTAR | WIND SURF

23-Night Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing Cruise

Aboard Wind Surf (Windstar) | Departing Lisbon to St Maarten (Philipsburg) | 1 Available Departures from $4,813

Request Custom Quote & Shipboard Credit →
23 NightsDuration
WindstarCruise LineWind SurfCruise ShipLisbonEmbarkation PortEuropeRegion$4,813Starting Fare
PORTS OF CALL ON THIS VOYAGELisbon, Funchal, Jost Van Dyke, St Maarten (Philipsburg), Gustavia, St. Johns, Deshaies, Road Bay
Hold Stateroom & Check Perks →
SELECT YOUR DEPARTURE DATE & STATEROOM

Upcoming Sailings & Stateroom Fares (1)

Click any cabin price to request that exact stateroom & onboard credit
Departure DateReturn DateInsideOceanviewBalconySuiteAdvisor Quote & Perks
Nov 05, 2027
Voyage #SU20271105-23D
Nov 28, 2027Call for Exclusive Rate$4,813Call for Exclusive Rate$7,228
PORT-BY-PORT TIMELINE

Day-by-Day Cruise Itinerary

Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing Route Map
Day 1

LISBON (PTLIS)

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. Fi

Day 2

At Sea (SEAD)

Day 3

At Sea (SEAD)

Day 4

FUNCHAL, MADEIRA (PTFNC)

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 fishin

Day 5

At Sea (SEAD)

Day 6

At Sea (SEAD)

Day 7

At Sea (SEAD)

Day 8

At Sea (SEAD)

Day 9

At Sea (SEAD)

Day 10

At Sea (SEAD)

Day 11

At Sea (SEAD)

Day 12

At Sea (SEAD)

Day 13

At Sea (SEAD)

Day 14

At Sea (SEAD)

Day 15

GREAT HARBOUR, JOST VAN DYKE (VGJVD)

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 r

Day 16

PHILIPSBURG, ST MAARTEN (SXPHI)

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

Day 17

GUSTAVIA, ST BARTHELEMY (BLGUS)

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 18

ST JOHNS, ANTIGUA (AGSJO)

St. John's is a city of Old World charm and elegance which lingers in the varied architecture of Georgian, Victorian, Vernacular, Romantic and International flavors. The picturesque seafront where tiny, colorful boats are moored, the cheerful wooden buildings carefully refurbished to retain their or

Day 19

DESHAIES (GPDES)

Situated near the Grand Anse beach, Deshaies has the deepest bay of all the Caribbean coasts with the best natural protection which made it a shelter for pirates of days gone by and is said to still be housing treasures on the Island. Grand Anse beach is one of the most beautiful of the islands with

Day 20

ROAD BAY, ANGUILLA (AIRBY)

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 h

Day 21

SOPERS HOLE, TORTOLA, BVI (VGSHO)

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 r

Day 21

GREAT HARBOUR, JOST VAN DYKE (VGJVD)

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 r

Day 22

GREAT HARBOUR, JOST VAN DYKE (VGJVD)

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 r

Day 23

VIRGIN GORDA/PRICKLY PEAR, BVI (VGVIJ)

The beautiful Bank Barrier coral reef wavers just beneath you as your ship makes the break to the bird sanctuary of Prickly Pear Island, so named because it is dotted with prickly pear cacti. Althought uninhabited, it does have a beach bar and water sports facilities. Not far away lies the curious a

Day 24

PHILIPSBURG, ST MAARTEN (SXPHI)

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

COMPLIMENTARY EXTRAS

Available Promotions & Onboard Credits

Reduced Deposit

One or more fares on this sailing includes a reduced deposit promotion.

THE SIGNATURE TRAVEL NETWORK ADVANTAGE

Why Book 23-Night Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing (Wind Surf) with Vincent Vacations Instead of Direct?

You pay the exact same promotional cruise line rate with $0 agency booking fees, while unlocking exclusive consortium perks unavailable on retail websites:

✓ $100–$600+ Shipboard Credits✓ Private Car & Driver Shore Excursions✓ Hosted Voyages & VIP Receptions✓ 100% Loyalty Points + Promo Stacking✓ Price-Drop Monitoring Before Final Payment
Request Custom Quote & Perks →Call 1-888-883-0460Already booked direct within 60 days? Ask about our complimentary perk transfer.
EXPERT CRUISE GUIDANCE

Frequently Asked Questions About 23-Night Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing (Wind Surf)

What is included in the 23-Night Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing cruise aboard Wind Surf?

This 23-night Windstar voyage aboard Wind Surf embarks in Lisbon and concludes in St Maarten (Philipsburg), visiting Lisbon, Funchal, Jost Van Dyke, St Maarten (Philipsburg), Gustavia, St. Johns, Deshaies, Road Bay. Fares start at $4,813 per person based on double occupancy, plus eligible Vincent Vacations onboard credits.

How do I claim complimentary onboard credit on Wind Surf?

Click any stateroom fare or 'Get Quote & Perks' button in the departure table above, or call 1-888-883-0460. Our certified advisors lock in the lowest promotional rate on Wind Surf and attach all eligible Signature Travel Network shipboard credits and VIP amenities.

Signature Travel Network Perks: Up to $600 Shipboard Credit + Price-Match Guarantee + $0 Booking Fees
1-888-883-0460 Request Custom Quote →