Wind Surf: 15-Night Transatlantic

Wind Surf

This 15-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, and returns November 20, 2027. Cabin prices start from $2,580 per person.

Days
15 nights
Departs
Nov 5, 2027
Ports
4
Returns
Nov 20, 2027
Sea days
12
Distance
3,329nm
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
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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1Embark/Debark3Port of CallRoute
Distance
≈ 3,329nm
At sea
12 of 15 nights
Type
One-way
Price history

Starting cabin

$2,580▼ $249 (8.8%) vs Jun 29
Low
$2,580
High
$2,829
Average
$2,705
Vs avg
−5%
$2,555$2,630$2,705$2,779$2,854Jun 29Aug 25Oct 21$2,829 · Jun 29$2,580 · Oct 21

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Similar sailings

Other Caribbean (Eastern) departures

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Questions

Questions about this sailing

Which ports does it visit?

It sails from Lisbon to St. Maarten (Philipsburg) and calls at Funchal and Jost Van Dyke, with 12 days at sea.

From
$2,580/person
Incl. taxes & port fees
Checked today · Oct 21
Last change Oct 21: $2,829 → $2,580 (−$249)
Per-cabin pricing not yet available. Click "Book this cruise" for full pricing.

Track prices

Cabin-level pricing isn't yet tracked for this cruise line, so price alerts aren't available here.

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
Full ship profile →
Book from $2,580Instant checkout

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