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 6, 2027, calling at Charlestown Nevis, Roseau, Mayreau Island, and 9 more ports, and returns March 20, 2027. Cabin prices start from $6,140 per person.

Days
14 nights
Departs
Mar 6, 2027
Ports
12
Returns
Mar 20, 2027
Sea days
0
Distance
2,593nm
Itinerary
Embark Port Sea
Day 1
Mar 6
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 7
Charlestown Nevis, Nevis Island
arr 08:00 · dep 17:00
Day 3
Mar 8
Roseau, Dominica
arr 08:00 · dep 16:00
Day 4
Mar 9
Mayreau Island, Grenadines
arr 08:00 · dep 17:00
Day 5
Mar 10
Terra de Haut, Guadeloupe
arr 12:00 · dep 18:00
Day 6
Mar 11
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 7
Mar 12
Gustavia St Barths, Saint-Barthelemy Island France
arr 08:00 · dep 22:00
Day 8
Mar 13
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 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 10
Mar 15
Anguilla
arr 08:00 · dep 18:00
Day 12
Mar 17
Day 13
Mar 18
Day 14
Mar 19
Gustavia St Barths, Saint-Barthelemy Island France
arr 08:00 · dep 22:00
Day 15
Mar 20
Disembark
Loading map...
1Embark/Debark3Port of CallRoute
Distance
≈ 2,593nm
At sea
0 of 14 nights
Type
Round-trip
Price history

Ocean View cabin

$6,140▲ $741 (13.7%) vs Apr 16
Low
$4,984
High
$6,350
Average
$5,499
Vs avg
+12%
$4,847$5,257$5,667$6,077$6,487Apr 16Jul 6Sep 26$5,399 · Apr 16$5,696 · May 10$5,816 · Jun 8$5,696 · Jun 10$5,816 · Jun 16$5,696 · Jun 17$5,366 · Jun 20$5,236 · Jun 26$5,628 · Jul 1$5,748 · Jul 3$5,628 · Jul 4$5,468 · Jul 9$5,348 · Jul 10$5,468 · Jul 11$5,348 · Jul 12$5,468 · Jul 14$5,348 · Jul 15$5,068 · Jul 18$5,188 · Jul 21$5,068 · Jul 22$5,012 · Jul 24$4,984 · Jul 26$5,180 · Jul 30$5,264 · Aug 2$5,524 · Aug 14$5,216 · Aug 18$5,914 · Aug 19$5,216 · Aug 22$5,914 · Aug 27$5,020 · Aug 31$5,090 · Sep 4$5,510 · Sep 10$5,860 · Sep 16$6,070 · Sep 19$5,720 · Sep 21$6,350 · Sep 24$6,140 · Sep 26

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Similar sailings

Other Caribbean (Eastern) departures

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Starting from
$6,140/person
Incl. taxes & port fees
Checked 2 days ago · Sep 26
Last change Sep 26: $6,350 → $6,140 (−$210)
Ocean View
$439/night
$6,140
Suite
$524/night
$7,330

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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