Caribbean (Eastern)▲ 32% since Nov 3

Wind Surf: 7-Night Caribbean

Wind Surf

This 7-night Caribbean (Eastern) cruise aboard the Wind Surf by Windstar Cruises departs St. Maarten (Philipsburg) on February 20, 2027, calling at Nevis, Roseau, Mayreau, and 3 more ports, and returns February 27, 2027. Cabin prices start from $3,727 per person.

Days
7 nights
Departs
Feb 20, 2027
Ports
7
Returns
Feb 27, 2027
Sea days
0
Distance
702nm
About this sailing

How this date compares

This route

1 of 7 dates

Wind Surf sails round trip from St. Maarten (Philipsburg) to these six ports on 7 dates between December 2026 and March 2027. 4 of the 6 other dates in the table below call at them in the same order.

Vs other dates

6th lowest of 7

At $3,727 for a ocean view cabin, this date is the 6th lowest of the 7 dates from December 2026 to March 2027 in the table below. The lowest is $1,871 on Feb 6, 2027.

Itinerary
Embark Port Sea
Day 1
Feb 20
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 21
Nevis, Saint Kitts and Nevis
arr 08:00 · dep 17:00
Day 3
Feb 22
Roseau, Dominica
arr 08:00 · dep 16:00
Day 4
Feb 23
Mayreau, Grenadines
arr 08:00 · dep 17:00
Day 5
Feb 24
Les Saintes, Guadeloupe
arr 12:00 · dep 18:00
Day 6
Feb 25
St. Kitts, Saint Kitts and Nevis
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
Feb 26
St. Barthelemy, Saint Barthelemy
arr 08:00 · dep 22:00
Day 8
Feb 27
Disembark
Loading map...
1Embark/Debark3Port of CallRoute
Distance
≈ 702nm
At sea
0 of 7 nights
Type
Round-trip
Price history

Ocean View cabin

$3,727▲ $428 (13%) vs Mar 9
Low
$2,053
High
$4,007
Average
$3,376
Vs avg
+10%
$1,857$2,444$3,030$3,617$4,203Mar 9Jul 10Nov 11$3,299 · Mar 9$3,351 · Mar 17$3,299 · Mar 18$3,351 · Mar 24$3,299 · Mar 25$3,351 · Mar 31$3,299 · Apr 4$3,351 · Apr 7$3,299 · Apr 8$3,351 · Apr 24$3,299 · Apr 25$3,351 · Apr 29$3,299 · Apr 30$3,010 · May 8$3,062 · May 12$3,010 · May 13$3,062 · May 16$3,010 · May 18$3,062 · May 19$3,010 · May 20$2,911 · May 24$3,010 · May 28$3,622 · May 31$3,570 · Jun 6$3,622 · Jun 9$3,570 · Jun 10$3,622 · Jun 16$3,570 · Jun 17$3,500 · Jun 19$3,552 · Jun 23$3,325 · Jun 25$3,377 · Jun 26$3,395 · Jun 27$3,447 · Jun 29$3,395 · Jun 30$3,080 · Jul 1$3,132 · Jul 3$3,080 · Jul 4$2,244 · Jul 6$2,053 · Jul 7$3,587 · Jul 9$3,535 · Jul 10$3,587 · Jul 11$3,535 · Jul 12$3,587 · Jul 14$3,535 · Jul 15$3,500 · Jul 17$3,587 · Jul 19$3,535 · Jul 20$3,587 · Jul 21$3,535 · Jul 23$3,622 · Jul 24$3,570 · Jul 26$3,622 · Jul 28$3,640 · Jul 29$3,692 · Jul 30$3,640 · Jul 31$3,622 · Aug 1$3,570 · Aug 2$3,430 · Aug 5$3,482 · Aug 7$3,447 · Aug 9$3,482 · Aug 10$3,447 · Aug 11$3,377 · Aug 12$3,482 · Aug 13$3,517 · Aug 14$3,867 · Aug 19$3,832 · Aug 23$3,797 · Aug 31$3,972 · Sep 4$3,937 · Sep 5$3,412 · Sep 11$3,095 · Sep 16$2,992 · Sep 17$3,097 · Sep 19$3,027 · Sep 24$3,097 · Sep 26$3,202 · Oct 3$4,007 · Oct 9$3,972 · Oct 11$3,902 · Oct 15$3,517 · Oct 17$3,657 · Oct 28$3,132 · Oct 29$2,817 · Nov 3$3,027 · Nov 7$2,440 · Nov 9$3,027 · Nov 10$3,727 · Nov 11

New to these charts? How to read cruise price history

Same ship, same ports, other dates

Wind Surf to these six ports on other dates

DepartsPort orderOcean view fromvs Feb 20
Dec 26, 2026St. Barthelemy, Nevis, Roseau, Mayreau, Les Saintes, St. Kitts$4,182+$455
Jan 9, 2027Nevis, Les Saintes, Mayreau, Roseau, St. Kitts, St. Barthelemy$2,922−$805
Jan 23, 2027Nevis, Roseau, Mayreau, Les Saintes, St. Kitts, St. Barthelemy$3,482−$245
Feb 6, 2027Nevis, Roseau, Mayreau, Les Saintes, St. Kitts, St. Barthelemy$1,871−$1,856
Feb 20, 2027Nevis, Roseau, Mayreau, Les Saintes, St. Kitts, St. Barthelemy$3,727this sailing
Mar 6, 2027Nevis, Roseau, Mayreau, Les Saintes, St. Kitts, St. Barthelemy$3,027−$700
Mar 20, 2027Nevis, Roseau, Mayreau, Les Saintes, St. Kitts, St. Barthelemy$2,642−$1,085

Wind Surf, round trip from St. Maarten (Philipsburg), 7 nights. Ocean view cabin, per person, two sharing, taxes and port fees included. Prices checked as of Nov 11, 2026.

Similar sailings

Other Caribbean (Eastern) departures

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Questions

Questions about this sailing

How much does this cruise cost per night?

Ocean view cabins start at $3,727 per person for the 7 nights, about $532 a night, with taxes and port fees included.

Is $3,727 a good price for this sailing?

It is $1,674 above the lowest ocean view price we have recorded for this sailing since March 9, 2026 ($2,053 on July 7, 2026). Among the 7 dates from December 2026 to March 2027 on this route shown above, the lowest is $1,871 on Feb 6, 2027.

Which ports does it visit?

It sails round trip from St. Maarten (Philipsburg) and calls at Nevis, Roseau, Mayreau, Les Saintes, St. Kitts and St. Barthelemy.

Are there other dates with the same ports?

Yes. Wind Surf sails this route on 7 dates between December 2026 and March 2027.

Starting from
$3,727/person
Incl. taxes & port fees
Checked yesterday · Nov 11
Last change Nov 11: $3,027 → $3,727 (+$700)
Ocean View
$532/night
$3,727
Suite
$652/night
$4,567

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1 cabin · double occupancy · stop any time

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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