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Wind Surf: Lisbon to Philipsburg St Maarten23-night repositioning cruise · Friday, November 5, 2027

Wind Surf
Windstar Cruises logo
Wind Surf
Windstar Cruises
TransatlanticGrand Voyage
LisbonPortugalPhilipsburg St MaartenSint Maarten
Nov 5, 2027 -> Nov 28, 2027(23 nights)
From LisbonTo Philipsburg St Maarten
Cruise from Lisbon to Philipsburg St Maarten via Funchal, Philipsburg St Maarten, Gustavia St Barths, Tortola Island BVI. Approximate sailing route.1. Funchal2. Philipsburg St Maarten3. Gustavia St Barths4. Tortola Island BVILisbonPortugalPhilipsburg St MaartenSint MaartenFunchalPhilipsburg St MaartenGustavia St BarthsApproximate sailing route

Some itinerary locations are missing from this approximate map. See the listed itinerary below.

Itinerary

Embark · Friday, November 5, 2027Lisbon, Portugal
Port of callFunchal
Port of callJost Van Dyke Island BVI
Port of callPhilipsburg St Maarten
Port of callGustavia St Barths
Port of callSt John's Antigua
Port of callDeshaies
Port of callAnguilla Island
Port of callTortola Island BVI
Port of callJost Van Dyke Island BVI
Port of callVirgin Gorda Island BVI
Disembark · Sunday, November 28, 2027Philipsburg St Maarten, Sint Maarten

Cruise details

Cruise line
Windstar Cruises
Ship
Wind Surf
Departs
Lisbon (Western Europe)
Arrives
Philipsburg St Maarten (Caribbean)
Length
23 nights
Month
November
Ports of call
Funchal · Jost Van Dyke Island BVI · Philipsburg St Maarten · Gustavia St Barths · St John's Antigua · Deshaies · Anguilla Island · Tortola Island BVI · Jost Van Dyke Island BVI · Virgin Gorda Island BVI
Lead-in cabin
Check cabin availability

About this voyage: a 23-night one-way repositioning cruise aboard Wind Surf, sailing from Lisbon to Philipsburg St Maarten as Windstar Cruises moves the ship between seasons. Compare its nightly fare with the full trip cost, including one-way flights and transfers.

Plan your flights

Plan travel to Lisbon and home from Philipsburg St Maarten. Check which flights and transfers the fare includes before adding travel costs to your budget.

Flights to LisbonFlights home from Philipsburg St Maarten

Plan your arrival and departure

Lisbon cruise port guide

Terminal and location
Lisbon Cruise Terminal is next to the historic centre, with road access via Avenida Infante Dom Henrique. Confirm your berth with the operator.
Airport and transport
The port identifies Humberto Delgado Airport and nearby Santa Apolónia rail access. Lisbon Airport also publishes cruise-terminal transfer guidance; compare the route with your luggage and boarding time in mind.
Before embarkation
Check the assigned passenger entrance and boarding window. Plan your onward airport transfer around disembarkation, rather than the ship’s scheduled arrival alone.

Prepared by RepoCruises · Sources checked

Terminal assignments and transport services can change. Confirm boarding instructions and current transfer timetables before travelling.

Our sources and corrections policy

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Explore Wind Surf: Lisbon to Philipsburg St Maarten

This 23-night sailing with Windstar Cruises is listed to leave Lisbon, Portugal, on November 5, 2027 and arrive in Philipsburg St Maarten, Sint Maarten, on November 28, 2027. Use this page to compare the voyage dates, ship, listed itinerary and per-person cabin fares.

A listing is not a reservation or a live inventory guarantee. Confirm the sailing and your cabin directly with the cruise line.

For a one-way cruise, plan the journey to the departure port separately from the journey home after arrival. Check boarding instructions, the final port schedule and fare inclusions before buying flights or accommodation.

Before you book this itinerary

Confirm the local dates, exact terminals, boarding deadline and current itinerary with the operator. Compare cabin occupancy and inclusions in the final quote, then arrange flights and transfers for both ends of the journey.

Wind Surf: Lisbon to Philipsburg St Maarten: questions and answers

When does this Wind Surf cruise sail?
The listed departure is November 5, 2027 from Lisbon. The listed arrival is November 28, 2027 in Philipsburg St Maarten, after 23 nights. Confirm the final schedule with Windstar Cruises.
Does this cruise return to its departure port?
No. This listing starts in Lisbon and ends in Philipsburg St Maarten. Arrange onward travel from the arrival port.
Are the cabin fares on this page live booking prices?
A listing is not a reservation or a live inventory guarantee. Confirm the sailing and your cabin directly with the cruise line. Displayed fares are recent source observations; when a recent fare is unavailable, we show “Check fare”. Confirm currency, cabin type, occupancy, taxes, fees, gratuities and cancellation conditions before booking.

Our data sources, fare checks and corrections policy