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 December 19, 2027, calling at Antigua (St. John's), St. Barthelemy, Anguilla, and 9 more ports, and returns January 3, 2028. Cabin prices start from $4,695 per person.

Days
15 nights
Departs
Dec 19, 2027
Ports
12
Returns
Jan 3, 2028
Sea days
0
Distance
1,192nm
About this sailing

How this date compares

This route

1 of 2 dates

Wind Surf sails round trip from St. Maarten (Philipsburg) to these 12 ports on 2 dates between December 2027 and December 2027.

Itinerary
Embark Port Sea
Day 1
Dec 19
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
Dec 20
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 3
Dec 21
St. Barthelemy, Saint Barthelemy
arr 08:00 · dep 22:00
Day 4
Dec 22
Anguilla
arr 08:00 · dep 18:00
Day 6
Dec 24
Day 7
Dec 25
Virgin Gorda, British Virgin Islands
arr 08:00 · dep 17:00
Day 8
Dec 26
Nevis, Saint Kitts and Nevis
arr 08:00 · dep 21:00
Day 9
Dec 27
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
Dec 28
Nevis, Saint Kitts and Nevis
arr 08:00 · dep 17:00
Day 11
Dec 29
Roseau, Dominica
arr 08:00 · dep 16:00
Day 12
Dec 30
Mayreau, Grenadines
arr 08:00 · dep 17:00
Day 13
Dec 31
Les Saintes, Guadeloupe
arr 12:00 · dep 18:00
Day 14
Jan 1
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 15
Jan 2
St. Barthelemy, Saint Barthelemy
arr 08:00 · dep 22:00
Day 16
Jan 3
Disembark
Loading map...
1Embark/Debark3Port of CallRoute
Distance
≈ 1,192nm
At sea
0 of 15 nights
Type
Round-trip
Price history

Starting cabin

$4,695▼ $524 (10%) vs Jul 9
Low
$4,392
High
$5,370
Average
$4,800
Vs avg
−2%
$4,294$4,588$4,881$5,175$5,468Jul 9Sep 10Nov 12$5,219 · Jul 9$4,868 · Jul 13$4,392 · Jul 20$4,512 · Aug 13$4,588 · Aug 20$4,712 · Oct 10$5,370 · Oct 20$4,545 · Nov 3$4,845 · Nov 6$4,620 · Nov 8$5,229 · Nov 10$4,695 · Nov 12

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Same ship, same ports, other dates

Wind Surf to these 12 ports on other dates

DepartsPort orderInterior from
Dec 12, 2027Nevis, Roseau, Mayreau, Les Saintes, St. Kitts, St. Barthelemy, St. Maarten (Philipsburg), Antigua (St. John's), St. Barthelemy, Anguilla, Tortola, Jost Van Dyke, Jost Van Dyke, Virgin Gorda, NevisNo current price
Dec 19, 2027Antigua (St. John's), St. Barthelemy, Anguilla, Tortola, Jost Van Dyke, Jost Van Dyke, Virgin Gorda, Nevis, St. Maarten (Philipsburg), Nevis, Roseau, Mayreau, Les Saintes, St. Kitts, St. BarthelemyNo current price

Wind Surf, round trip from St. Maarten (Philipsburg), 15 nights. Interior cabin, per person, two sharing, taxes and port fees included.

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 Antigua (St. John's), St. Barthelemy, Anguilla, Tortola, Jost Van Dyke, Virgin Gorda, Nevis, St. Maarten (Philipsburg), Roseau, Mayreau, Les Saintes and St. Kitts.

Are there other dates with the same ports?

Yes. Wind Surf sails this route on 2 dates between December 2027 and December 2027.

From
$4,695/person
Incl. taxes & port fees
Checked today · Nov 12
Last change Nov 12: $5,229 → $4,695 (−$534)
Per-cabin pricing not yet available. Click "Book this cruise" for full pricing.

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Cabin-level pricing isn't yet tracked for this cruise line, so price alerts aren't available here.

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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