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Caribbean (Eastern)

7 Night Caribbean Cruise

Wind Surf

This 7-night Caribbean (Eastern) cruise aboard the Wind Surf by Windstar Cruises departs St. Maarten (Philipsburg) on January 16, 2027, calling at Anguilla, Tortola Island BVI, Jost Van Dyke, and 3 more ports, and returns January 23, 2027. Cabin prices start from $3,708 per person.

Days
7 nights
Departs
Jan 16, 2027
Ports
7
Returns
Jan 23, 2027
Sea days
0
Distance
1,903nm
Itinerary
Embark Port Sea
Day 1
Jan 16
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
Jan 17
Anguilla
arr 08:00 · dep 18:00
Day 3
Jan 18
Tortola Island BVI, Road Town, UK Virgin Islands08:00 – 18:00
Jost Van Dyke, British Virgin Islands
Day 4
Jan 19
Jost Van Dyke, British Virgin Islands
dep 22:00
Day 5
Jan 20
Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
arr 08:00 · dep 22:00
Day 6
Jan 21
Gustavia St Barths, Saint-Barthelemy Island France
arr 08:00 · dep 22:00
Day 7
Jan 22
Falmouth, Jamaica
arr 08:00 · dep 17:00

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 8
Jan 23
Disembark
St. Maarten (Philipsburg)
arr 06:00
Loading map...
1Embark/Debark3Port of CallRoute
Distance
≈ 1,903nm
At sea
0 of 7 nights
Type
Round-trip
Price history

Ocean View cabin

$3,708▲ $109 (3%) vs Mar 9
Low
$2,001
High
$4,303
Average
$3,518
Vs avg
+5%
$1,770$2,461$3,152$3,843$4,534Mar 9Jun 17Sep 26$3,599 · Mar 9$3,667 · Mar 17$3,599 · Mar 18$3,667 · Mar 24$3,599 · Mar 25$3,667 · Mar 31$3,599 · Apr 1$3,199 · Apr 2$3,619 · Apr 22$3,199 · Apr 23$3,267 · Apr 24$3,199 · Apr 26$3,267 · Apr 29$3,199 · Apr 30$3,290 · May 8$3,358 · May 15$3,290 · May 18$3,358 · May 19$3,290 · May 20$3,358 · May 21$3,290 · May 22$3,358 · May 28$3,290 · May 29$3,430 · May 31$3,498 · Jun 9$3,430 · Jun 10$3,498 · Jun 12$3,430 · Jun 16$3,395 · Jun 19$3,463 · Jun 20$3,395 · Jun 22$3,185 · Jun 25$3,255 · Jun 27$3,675 · Jun 30$3,743 · Jul 1$3,675 · Jul 4$3,743 · Jul 5$3,675 · Jul 7$2,001 · Jul 10$3,463 · Jul 11$3,395 · Jul 12$3,463 · Jul 14$3,673 · Jul 15$3,605 · Jul 16$3,745 · Jul 17$3,673 · Jul 19$3,605 · Jul 20$3,673 · Jul 21$3,605 · Jul 22$4,235 · Jul 23$4,268 · Jul 24$4,200 · Jul 26$3,535 · Jul 29$3,603 · Jul 30$3,535 · Jul 31$3,918 · Aug 1$3,850 · Aug 2$3,220 · Aug 5$3,463 · Aug 7$3,393 · Aug 9$3,358 · Aug 14$3,463 · Aug 22$4,303 · Aug 25$4,163 · Aug 31$4,093 · Sep 4$3,638 · Sep 5$3,848 · Sep 10$3,708 · Sep 11$3,533 · Sep 12$3,708 · Sep 13$3,253 · Sep 16$2,938 · Sep 19$3,113 · Sep 24$3,148 · Sep 24$3,708 · Sep 26

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Starting from
$3,708/person
Incl. taxes & port fees
Checked 2 days ago · Sep 26
Last change Sep 26: $3,148 → $3,708 (+$560)
Ocean View
$530/night
$3,708
Suite
$625/night
$4,373

Track prices

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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
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