14-Night CARIBBEAN CRUISE

Wind Surf

This 14-night Caribbean (Eastern) cruise aboard the Wind Surf by Windstar Cruises departs St. Maarten (Philipsburg) on March 13, 2027, calling at Falmouth, Anguilla, Tortola Island BVI, and 9 more ports, and returns March 27, 2027. Cabin prices start from $6,700 per person.

Days
14 nights
Departs
Mar 13, 2027
Ports
12
Returns
Mar 27, 2027
Sea days
0
Distance
2,593nm
Itinerary
Embark Port Sea
Day 1
Mar 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
Mar 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
Mar 15
Anguilla
arr 08:00 · dep 18:00
Day 5
Mar 17
Day 6
Mar 18
Day 7
Mar 19
Gustavia St Barths, Saint-Barthelemy Island France
arr 08:00 · dep 22:00
Day 8
Mar 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
Mar 21
Charlestown Nevis, Nevis Island
arr 08:00 · dep 17:00
Day 10
Mar 22
Roseau, Dominica
arr 08:00 · dep 16:00
Day 11
Mar 23
Mayreau Island, Grenadines
arr 08:00 · dep 17:00
Day 12
Mar 24
Terra de Haut, Guadeloupe
arr 12:00 · dep 18:00
Day 13
Mar 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
Mar 26
Gustavia St Barths, Saint-Barthelemy Island France
arr 08:00 · dep 22:00
Day 15
Mar 27
Disembark
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1Embark/Debark3Port of CallRoute
Distance
≈ 2,593nm
At sea
0 of 14 nights
Type
Round-trip
Price history

Ocean View cabin

$6,700▲ $1,201 (21.8%) vs Apr 16
Low
$4,480
High
$6,812
Average
$5,740
Vs avg
+17%
$4,246$4,946$5,646$6,346$7,046Apr 16Jul 6Sep 26$5,499 · Apr 16$5,776 · May 10$5,896 · Jun 9$5,776 · Jun 10$5,896 · Jun 16$5,776 · Jun 17$4,918 · Jun 20$4,480 · Jun 28$4,760 · Jul 1$4,880 · Jul 3$4,760 · Jul 4$5,720 · Jul 9$5,600 · Jul 10$5,720 · Jul 11$5,600 · Jul 12$5,720 · Jul 14$5,600 · Jul 15$5,404 · Jul 18$5,524 · Jul 21$5,404 · Jul 22$5,376 · Jul 24$5,740 · Jul 26$6,300 · Jul 30$6,524 · Aug 2$6,812 · Aug 7$6,252 · Aug 13$5,944 · Aug 20$5,790 · Aug 31$6,140 · Sep 4$5,930 · Sep 5$6,000 · Sep 11$6,350 · Sep 16$6,280 · Sep 19$6,070 · Sep 24$6,700 · Sep 26

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Other Caribbean (Eastern) departures

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Starting from
$6,700/person
Incl. taxes & port fees
Checked 2 days ago · Sep 26
Last change Sep 26: $6,070 → $6,700 (+$630)
Ocean View
$479/night
$6,700
Suite
$589/night
$8,240

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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