14-Night CARIBBEAN CRUISE

Wind Surf

This 14-night Caribbean (Eastern) cruise aboard the Wind Surf by Windstar Cruises departs St. Maarten (Philipsburg) on February 13, 2027, calling at Falmouth, Anguilla, Tortola Island BVI, and 9 more ports, and returns February 27, 2027. Cabin prices start from $6,000 per person.

Days
14 nights
Departs
Feb 13, 2027
Ports
12
Returns
Feb 27, 2027
Sea days
0
Distance
2,593nm
Itinerary
Embark Port Sea
Day 1
Feb 13
Embark
St. Maarten (Philipsburg)
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 2
Feb 14
Falmouth, Jamaica
arr 08:00 · dep 18:00

Falmouth's historic port was purpose-built for mega-ships and sits in a town known for its well-preserved Georgian colonial architecture. Popular excursions include Dunn's River Falls, bamboo rafting on the Martha Brae River, and Montego Bay beaches.

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Day 3
Feb 15
Anguilla
arr 08:00 · dep 18:00
Day 5
Feb 17
Day 6
Feb 18
Day 7
Feb 19
Gustavia St Barths, Saint-Barthelemy Island France
arr 08:00 · dep 22:00
Day 8
Feb 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 9
Feb 21
Charlestown Nevis, Nevis Island
arr 08:00 · dep 17:00
Day 10
Feb 22
Roseau, Dominica
arr 08:00 · dep 16:00
Day 11
Feb 23
Mayreau Island, Grenadines
arr 08:00 · dep 17:00
Day 12
Feb 24
Terra de Haut, Guadeloupe
arr 12:00 · dep 18:00
Day 13
Feb 25
Basseterre St Kitts, Port Zante
arr 08:00 · dep 22:00

Basseterre cruise port in St. Kitts uses the Port Zante terminal, a purpose-built cruise facility in the heart of Basseterre, the capital of St. Kitts and Nevis. Port Zante includes two dedicated cruise piers capable of berthing the largest modern ships plus a marina, restaurants, shops, and the Amina Craft Market.

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Day 14
Feb 26
Gustavia St Barths, Saint-Barthelemy Island France
arr 08:00 · dep 22:00
Day 15
Feb 27
Disembark
Loading map...
1Embark/Debark3Port of CallRoute
Distance
≈ 2,593nm
At sea
0 of 14 nights
Type
Round-trip
Price history

Ocean View cabin

$6,000▲ $301 (5.3%) vs Apr 16
Low
$5,292
High
$6,700
Average
$5,923
Vs avg
+1%
$5,151$5,574$5,996$6,419$6,841Apr 16Jul 6Sep 26$5,699 · Apr 16$5,999 · May 6$6,256 · May 10$5,936 · May 11$6,256 · May 21$6,376 · May 25$5,936 · May 28$6,376 · May 30$6,256 · May 31$5,936 · Jun 6$6,056 · Jun 9$5,936 · Jun 10$6,056 · Jun 16$5,936 · Jun 17$6,430 · Jun 20$5,860 · Jun 28$5,740 · Jul 1$5,860 · Jul 3$5,740 · Jul 4$6,048 · Jul 8$5,412 · Jul 9$5,292 · Jul 10$5,720 · Jul 11$5,600 · Jul 12$5,720 · Jul 14$5,412 · Jul 15$5,292 · Jul 16$5,628 · Jul 18$5,748 · Jul 20$5,628 · Jul 22$6,252 · Jul 24$6,280 · Jul 26$6,160 · Jul 27$6,252 · Jul 30$6,132 · Jul 31$6,308 · Aug 1$6,188 · Aug 2$6,000 · Aug 7$5,832 · Aug 13$5,524 · Aug 22$5,832 · Aug 23$5,524 · Aug 24$5,832 · Aug 26$5,524 · Aug 27$6,280 · Aug 31$6,700 · Sep 3$5,930 · Sep 10$5,580 · Sep 16$6,000 · Sep 19$5,790 · Sep 24$6,000 · Sep 26

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Starting from
$6,000/person
Incl. taxes & port fees
Checked 2 days ago · Sep 26
Last change Sep 26: $5,790 → $6,000 (+$210)
Ocean View
$429/night
$6,000
Suite
$534/night
$7,470

Track prices

Get emailed when double occupancy drops below your target.

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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