Caribbean (Eastern)▲ 3% since Nov 3

Wind Surf: 15-Night Caribbean

Wind Surf

This 15-night Caribbean (Eastern) cruise aboard the Wind Surf by Windstar Cruises departs St. Maarten (Philipsburg) on November 20, 2027, calling at St. Barthelemy, Antigua (St. John's), Deshaies, and 10 more ports, and returns December 5, 2027. Cabin prices start from $4,920 per person.

Days
15 nights
Departs
Nov 20, 2027
Ports
13
Returns
Dec 5, 2027
Sea days
0
Distance
1,243nm
Itinerary
Embark Port Sea
Day 1
Nov 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
Nov 21
St. Barthelemy, Saint Barthelemy
arr 08:00 · dep 22:00
Day 3
Nov 22
Antigua (St. John's)
arr 08:00 · dep 22:00

St. John's is the capital and main cruise port of Antigua, one of the Leeward Islands in the eastern Caribbean. The Heritage Quay and Redcliffe Quay cruise terminals sit in the heart of St. John's, directly adjacent to the duty-free shopping district.

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Day 4
Nov 23
Deshaies, Guadeloupe
arr 07:00 · dep 17:00
Day 5
Nov 24
Anguilla
arr 08:00 · dep 18:00
Day 7
Nov 26
Day 8
Nov 27
Virgin Gorda, British Virgin Islands
arr 08:00 · dep 17:00
Day 9
Nov 28
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 10
Nov 29
Nevis, Saint Kitts and Nevis
arr 08:00 · dep 17:00
Day 11
Nov 30
Roseau, Dominica
arr 08:00 · dep 16:00
Day 12
Dec 1
Mayreau, Grenadines
arr 08:00 · dep 17:00
Day 13
Dec 2
Les Saintes, Guadeloupe
arr 12:00 · dep 18:00
Day 14
Dec 3
St. Barthelemy, Saint Barthelemy
arr 08:00 · dep 22:00
Day 15
Dec 4
St. Kitts, Saint Kitts and Nevis
arr 08:00 · dep 17:00

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 16
Dec 5
Disembark
Loading map...
1Embark/Debark3Port of CallRoute
Distance
≈ 1,243nm
At sea
0 of 15 nights
Type
Round-trip
Price history

Starting cabin

$4,920▲ $201 (4.3%) vs Oct 10
Low
$4,719
High
$5,604
Average
$4,943
Vs avg
−0%
$4,630$4,896$5,162$5,427$5,693Oct 10Oct 26Nov 12$4,719 · Oct 10$4,770 · Oct 23$4,845 · Oct 31$4,770 · Nov 3$4,920 · Nov 6$4,995 · Nov 8$5,604 · Nov 10$4,920 · Nov 12

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Similar sailings

Other Caribbean (Eastern) departures

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Questions

Questions about this sailing

Which ports does it visit?

It sails round trip from St. Maarten (Philipsburg) and calls at St. Barthelemy, Antigua (St. John's), Deshaies, Anguilla, Tortola, Jost Van Dyke, Virgin Gorda, St. Maarten (Philipsburg), Nevis, Roseau, Mayreau, Les Saintes and St. Kitts.

From
$4,920/person
Incl. taxes & port fees
Checked today · Nov 12
Last change Nov 12: $5,604 → $4,920 (−$684)
Per-cabin pricing not yet available. Click "Book this cruise" for full pricing.

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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
Full ship profile →
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