Caribbean (Eastern)▲ 5% since Nov 3

Wind Surf: 13-Night Caribbean

Wind Surf

This 13-night Caribbean (Eastern) cruise aboard the Wind Surf by Windstar Cruises departs St. Maarten (Philipsburg) on January 3, 2028, calling at Anguilla, St. Barthelemy, Jost Van Dyke, and 8 more ports, and returns January 16, 2028. Cabin prices start from $4,215 per person.

Days
13 nights
Departs
Jan 3, 2028
Ports
11
Returns
Jan 16, 2028
Sea days
0
Distance
978nm
About this sailing

How this date compares

This route

1 of 2 dates

Wind Surf sails round trip from St. Maarten (Philipsburg) to these 11 ports on 2 dates between December 2027 and January 2028.

Itinerary
Embark Port Sea
Day 1
Jan 3
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 4
Anguilla
arr 08:00 · dep 18:00
Day 3
Jan 5
St. Barthelemy, Saint Barthelemy
arr 08:00 · dep 19:00
Day 4
Jan 6
Jost Van Dyke, British Virgin Islands
arr 08:00 · dep 22:00
Day 5
Jan 7
Virgin Gorda, British Virgin Islands
arr 08:00 · dep 17:00
Day 6
Jan 8
Tortola, British Virgin Islands
arr 08:00 · dep 18:00

Tortola is the largest of the British Virgin Islands, a mountainous, lush Caribbean island where Road Town serves as the capital of this British Overseas Territory. The cruise port at Road Town Pier Park handles two large ships simultaneously (up to 180,000 GT).

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Day 7
Jan 9
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 8
Jan 10
Nevis, Saint Kitts and Nevis
arr 08:00 · dep 17:00
Day 9
Jan 11
Roseau, Dominica
arr 08:00 · dep 16:00
Day 10
Jan 12
Mayreau, Grenadines
arr 08:00 · dep 17:00
Day 11
Jan 13
Les Saintes, Guadeloupe
arr 12:00 · dep 18:00
Day 12
Jan 14
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 13
Jan 15
St. Barthelemy, Saint Barthelemy
arr 08:00 · dep 22:00
Day 14
Jan 16
Disembark
Loading map...
1Embark/Debark3Port of CallRoute
Distance
≈ 978nm
At sea
0 of 13 nights
Type
Round-trip
Price history

Starting cabin

$4,215▼ $404 (8.7%) vs Jun 29
Low
$4,020
High
$4,824
Average
$4,305
Vs avg
−2%
$3,939$4,181$4,422$4,664$4,905Jun 29Sep 5Nov 12$4,619 · Jun 29$4,185 · Oct 10$4,085 · Oct 20$4,020 · Nov 3$4,280 · Nov 6$4,215 · Nov 8$4,824 · Nov 10$4,215 · Nov 12

New to these charts? How to read cruise price history

Same ship, same ports, other dates

Wind Surf to these 11 ports on other dates

DepartsPort orderInterior from
Dec 27, 2027Nevis, Roseau, Mayreau, Les Saintes, St. Kitts, St. Barthelemy, St. Maarten (Philipsburg), Anguilla, St. Barthelemy, Jost Van Dyke, Virgin Gorda, TortolaNo current price
Jan 3, 2028Anguilla, St. Barthelemy, Jost Van Dyke, Virgin Gorda, Tortola, St. Maarten (Philipsburg), Nevis, Roseau, Mayreau, Les Saintes, St. Kitts, St. BarthelemyNo current price

Wind Surf, round trip from St. Maarten (Philipsburg), 13 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 Anguilla, St. Barthelemy, Jost Van Dyke, Virgin Gorda, Tortola, St. Maarten (Philipsburg), Nevis, 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 January 2028.

From
$4,215/person
Incl. taxes & port fees
Checked today · Nov 12
Last change Nov 12: $4,824 → $4,215 (−$609)
Per-cabin pricing not yet available. Click "Book this cruise" for full pricing.

Get a price-drop alert

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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