14 Night Transatlantic Cruise

Wind Surf

This 14-night Caribbean (Eastern) cruise aboard the Wind Surf by Windstar Cruises sails from Lisbon to St. Maarten (Philipsburg), departing December 5, 2026, calling at Antigua (St. John's), and returns December 19, 2026. Cabin prices start from $1,788 per person.

Days
14 nights
Departs
Dec 5, 2026
Ports
3
Returns
Dec 19, 2026
Sea days
12
Distance
3,120nm
Itinerary
Embark Port Sea
Day 1
Dec 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
Dec 6
At Sea
Day 3
Dec 7
At Sea
Day 4
Dec 8
At Sea
Day 5
Dec 9
At Sea
Day 6
Dec 10
At Sea
Day 7
Dec 11
At Sea
Day 8
Dec 12
At Sea
Day 9
Dec 13
At Sea
Day 10
Dec 14
At Sea
Day 11
Dec 15
At Sea
Day 12
Dec 16
At Sea
Day 13
Dec 17
At Sea
Day 14
Dec 18
Antigua (St. John's)
arr 08:00 · dep 19:00

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 15
Dec 19
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
≈ 3,120nm
At sea
12 of 14 nights
Type
One-way
Price history

Ocean View cabin

$1,788▼ $1,441 (44.6%) vs Mar 11
Low
$1,788
High
$3,229
Average
$2,364
Vs avg
−24%
$1,643$2,076$2,509$2,941$3,374Mar 11Mar 21Apr 1$3,229 · Mar 11$1,788 · Mar 18$3,229 · Mar 24$1,788 · Mar 31$1,788 · Apr 1

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This sailing appears to be sold out. Prices below are the last we saw.
Starting from
$1,788/person
Incl. taxes & port fees
Checked 180 days ago · Apr 1
Last change Mar 31: $3,229 → $1,788 (−$1,441)
Ocean View
$128/night
$1,788
Suite
$151/night
$2,118

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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 →
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