VINCENT VACATIONS
14 NIGHTS | WINDSTAR | WIND SURF

14-Night Star Collector: Caribbean Explorations Cruise

Aboard Wind Surf (Windstar) | Departing St Maarten (Philipsburg) to St Maarten (Philipsburg) | 1 Available Departures from $6,070

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14 NightsDuration
WindstarCruise LineWind SurfCruise ShipSt Maarten (Philipsburg)Embarkation PortCaribbean EasternRegion
$6,070Starting Fare
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Upcoming Sailings & Stateroom Fares (1)

Departure DateReturn DateInsideOceanviewBalconySuitePerks & Action
Dec 19, 2026
Sailing #1610551
Jan 02, 2027Call for Exclusive Rate$6,070Call for Exclusive Rate$7,680
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PORT-BY-PORT TIMELINE

Day-by-Day Cruise Itinerary

Star Collector: Caribbean Explorations 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

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 3

FALMOUTH HARBOUR, ANTIGUA (AGFAM)

It's said that Antigua has 365 beaches - one for every day of the year. See how many you can discover as our stay in port stretches into the evening to accommodate them all. Watch the stars come out as darkness falls and imagine how residents of Andromeda must envy you.

Day 4

ROAD BAY, ANGUILLA (AIRBY)

With its protected shoreline, calm surf, spectacular coral reefs and sugar-soft beaches, Road Bay has become a destination for boaters, with its delightful restaurants, bars, and shops. Anguilla has some of the most beautiful sunsets and delicious rum punch to be found in the Caribbean. It is also h

Day 5

SOPERS HOLE, TORTOLA, BVI (VGSHO)

Arrive at the boardwalk of Pusser's Landing and mingle with other yachtsmen in the utterly charming marina at Soper's Hole. Find a deserted stretch of beach to kick back and ponder this tiny port's rich heritage of romance, pirates, and adventure. An evening departure features a once-in-a-lifetime r

Day 5

GREAT HARBOUR, JOST VAN DYKE (VGJVD)

For an island comprised of a mere eight square miles, it's amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis Drake Waterway. After all that, you'll be r

Day 6

GREAT HARBOUR, JOST VAN DYKE (VGJVD)

For an island comprised of a mere eight square miles, it's amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis Drake Waterway. After all that, you'll be r

Day 7

VIRGIN GORDA/PRICKLY PEAR, BVI (VGVIJ)

The beautiful Bank Barrier coral reef wavers just beneath you as your ship makes the break to the bird sanctuary of Prickly Pear Island, so named because it is dotted with prickly pear cacti. Althought uninhabited, it does have a beach bar and water sports facilities. Not far away lies the curious a

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

Day 9

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 10

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 11

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 12

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 13

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 14

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 15

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

$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.