Wind Surf: 23-Night Transatlantic

Wind Surf

This 23-night Caribbean (Eastern) cruise aboard the Wind Surf by Windstar Cruises sails from Lisbon to St. Maarten (Philipsburg), departing November 5, 2027, calling at Funchal, Jost Van Dyke, St. Maarten (Philipsburg), and 6 more ports, and returns November 28, 2027. Cabin prices start from $4,813 per person.

Days
23 nights
Departs
Nov 5, 2027
Ports
10
Returns
Nov 28, 2027
Sea days
12
Distance
3,802nm
Itinerary
Embark Port Sea
Day 1
Nov 5
Embark
Lisbon, Portugal
dep 17:00

Lisbon cruise port is one of the most atmospheric arrivals in Europe. Ships sail up the Tagus River past the 25 de Abril Bridge (a near-twin of San Francisco's Golden Gate) and the Christ the King statue, with the city rising up on seven hills to the north.

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Day 2
Nov 6
At Sea
Day 3
Nov 7
At Sea
Day 4
Nov 8
Funchal, Madeira, Portugal
arr 08:00 · dep 15:00

Funchal is the capital of Madeira, a Portuguese island in the Atlantic Ocean about 600 miles southwest of Lisbon and 400 miles north of the Canary Islands. The island is volcanic, mountainous, and green, with a subtropical climate that keeps temperatures mild year-round.

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Day 5
Nov 9
At Sea
Day 6
Nov 10
At Sea
Day 7
Nov 11
At Sea
Day 8
Nov 12
At Sea
Day 9
Nov 13
At Sea
Day 10
Nov 14
At Sea
Day 11
Nov 15
At Sea
Day 12
Nov 16
At Sea
Day 13
Nov 17
At Sea
Day 14
Nov 18
At Sea
Day 15
Nov 19
Jost Van Dyke, British Virgin Islands
arr 08:00 · dep 18:00
Day 16
Nov 20
St. Maarten (Philipsburg)
arr 06:00 · dep 19:00

St. Maarten cruise port is one of the busiest in the Caribbean, with ships docking at the A.C.

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Day 17
Nov 21
St. Barthelemy, Saint Barthelemy
arr 08:00 · dep 22:00
Day 18
Nov 22
Antigua (St. John's)
arr 08:00 · dep 22:00

St. John's is the capital and main cruise port of Antigua, one of the Leeward Islands in the eastern Caribbean. The Heritage Quay and Redcliffe Quay cruise terminals sit in the heart of St. John's, directly adjacent to the duty-free shopping district.

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Day 19
Nov 23
Deshaies, Guadeloupe
arr 07:00 · dep 17:00
Day 20
Nov 24
Anguilla
arr 08:00 · dep 18:00
Day 22
Nov 26
Day 23
Nov 27
Virgin Gorda, British Virgin Islands
arr 08:00 · dep 17:00
Day 24
Nov 28
Disembark
St. Maarten (Philipsburg)
arr 06:00

St. Maarten cruise port is one of the busiest in the Caribbean, with ships docking at the A.C.

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Loading map...
1Embark/Debark3Port of CallRoute
Distance
≈ 3,802nm
At sea
12 of 23 nights
Type
One-way
Price history

Ocean View cabin

$4,813
Low
$4,813
High
$4,813
Average
$4,813
Vs avg
+0%
$4,812$4,813$4,813$4,814$4,814Nov 7Nov 8Nov 10$4,813 · Nov 7$4,813 · Nov 10

New to these charts? How to read cruise price history

Similar sailings

Other Caribbean (Eastern) departures

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Questions

Questions about this sailing

How much does this cruise cost per night?

Ocean view cabins start at $4,813 per person for the 23 nights, about $209 a night, with taxes and port fees included.

Which ports does it visit?

It sails from Lisbon to St. Maarten (Philipsburg) and calls at Funchal, Jost Van Dyke, St. Maarten (Philipsburg), St. Barthelemy, Antigua (St. John's), Deshaies, Anguilla, Tortola and Virgin Gorda, with 12 days at sea.

Starting from
$4,813/person
Incl. taxes & port fees
Checked 3 days ago · Nov 10
Ocean View
$209/night
$4,813
Suite
$314/night
$7,228

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1 cabin · double occupancy · stop any time

Wind Surf
Your ship
Wind Surf
Windstar Cruises · 5-Masted Motor Sailing Ship class · Built 1990
Passengers
386
Tonnage
14,745
Length
187m
Crew
214
Onboard
PoolHot TubWhirlpoolCasinoTheaterLive Music VenueLibrarySpaSaunaFitness CenterHair SalonSpecialty Restaurant
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