VINCENT VACATIONS
7 NIGHTS | WINDSTAR | WIND SURF

7-Night Classic Caribbean Cruise

Aboard Wind Surf (Windstar) | Departing St Maarten (Philipsburg) to St Maarten (Philipsburg) | 12 Available Departures from $2,362

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7 NightsDuration
WindstarCruise LineWind SurfCruise ShipSt Maarten (Philipsburg)Embarkation PortCaribbean EasternRegion
$2,362Starting Fare
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Upcoming Sailings & Stateroom Fares (12)

Departure DateReturn DateInsideOceanviewBalconySuitePerks & Action
Jan 23, 2027
Sailing #1610575
Jan 30, 2027Call for Exclusive Rate$3,937Call for Exclusive Rate$4,777
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Feb 06, 2027
Sailing #1610586
Feb 13, 2027Call for Exclusive Rate$3,132Call for Exclusive Rate$3,972
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Feb 20, 2027
Sailing #1610594
Feb 27, 2027Call for Exclusive Rate$3,657Call for Exclusive Rate$4,497
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Mar 06, 2027
Sailing #1610599
Mar 13, 2027Call for Exclusive Rate$3,412Call for Exclusive Rate$4,077
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Mar 20, 2027
Sailing #1614281
Mar 27, 2027Call for Exclusive Rate$3,552Call for Exclusive Rate$4,843
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Dec 12, 2027
Sailing #1652586
Dec 19, 2027Call for Exclusive Rate$2,432Call for Exclusive Rate$3,272
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Dec 27, 2027
Sailing #1652600
Jan 03, 2028Call for Exclusive Rate$2,432Call for Exclusive Rate$3,272
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Jan 09, 2028
Sailing #1652610
Jan 16, 2028Call for Exclusive Rate$2,607Call for Exclusive Rate$3,272
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Jan 23, 2028
Sailing #1652624
Jan 30, 2028Call for Exclusive Rate$2,362Call for Exclusive Rate$3,202
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Feb 06, 2028
Sailing #1652639
Feb 13, 2028Call for Exclusive Rate$2,537Call for Exclusive Rate$3,377
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Feb 20, 2028
Sailing #1652651
Feb 27, 2028Call for Exclusive Rate$2,432Call for Exclusive Rate$3,272
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Mar 05, 2028
Sailing #1652659
Mar 12, 2028Call for Exclusive Rate$2,432Call for Exclusive Rate$3,272
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PORT-BY-PORT TIMELINE

Day-by-Day Cruise Itinerary

Classic Caribbean Route Map
Day 1

PHILIPSBURG, ST MAARTEN (SXPHI)

Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole

Day 2

CHARLESTOWN (KNCHA)

This capital of Nevis with its narrow streets and brightly painted Victorian and Georgian stone buildings is full of colonial history. Alexander Hamilton lived here as a child and you can see the ruins of the Hamilton Estate. Lovely Pinney's Beach is nearby and a group of volunteers work at night ta

Day 3

ROSEAU, DOMINICA (DMRSU)

Get ready for a full day with plenty to do. Snorkel alongside brilliant parrot fish in the bubbly waters of Champagne Beach. Take a break to enjoy more than 150 species of plants and brilliant red-necked Jaco parrots at the botanical gardens. If you're up for an optional hike, don't miss Boiling Lak

Day 4

MAYREAU (VCMA6)

Mayreau is the smallest inhabited island of St. Vincent and the Grenadines, covering just about 1.5 square miles with a population of only a few hundred people. Tucked between Union Island and the Tobago Cays in the southern Grenadines, it's known for its laid-back, off-the-grid charm—there are no a

Day 5

LES SAINTES, GUADELOUPE (GPLSS)

This is the Caribbean as you've always imagined it, with yacht-filled harbors set against volcanic mountains and endless stretches of palm-fringed beach. The underwater world here attracted the likes of Jacques Cousteau, but even novice snorkelers will enjoy exploring these impossibly blue waters.

Day 6

BASSETERRE, ST KITTS (KNBAS)

With Georgian architecture situated against an irresistible backdrop of emerald green hills, Basseterre is one of the loveliest of the Caribbean's small capitals. Beyond town, more than a quarter of St. Kitts has been set aside as Brimstone Hill Fortress national Park, a UNESCO World Heritage Site.

Day 7

GUSTAVIA, ST BARTHELEMY (BLGUS)

Affectionately known as St. Barts, the Caribbean's most chic island adds a French flair to Riviera-like beaches and duty-free boutiques. Walk past gingerbread cottages in search of celebrities, shop for designer fashions, or sip the island's signature ti punch as kite surfers fly by.

Day 8

PHILIPSBURG, ST MAARTEN (SXPHI)

Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole

COMPLIMENTARY EXTRAS

Available Promotions & Onboard Credits

Onboard Credit

Onboard Credit!

$300 per Couple Shipboard Credit - Not Combinable with some promotions. ACTION REQUIRED, click for terms.

ACTION REQUIRED for Amenity Confirmation please contact your advisor or our agency to ensure amenity combinability. Failure to do so may result in forfeiture of the amenity(ies) listed. $300 Per Couple Shipboard Credit Terms and Conditions: • Single occupancy bookings receive half the listed shipboard credit Combinability: • Signature amenities are NOT combinable with Flash fares. Flash fares are not included in the electronic pricing feed and ar

Reduced Deposit

One or more fares on this sailing includes a reduced deposit promotion.