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) | 2 Available Departures from $4,250

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14 NightsDuration
WindstarCruise LineWind SurfCruise ShipSt Maarten (Philipsburg)Embarkation PortCaribbean EasternRegion$4,250Starting Fare
PORTS OF CALL ON THIS VOYAGESt Maarten (Philipsburg), Charlestown, Roseau, Mayreau, Iles des Saintes, Basseterre, Gustavia, St. Johns
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Upcoming Sailings & Stateroom Fares (2)

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Departure DateReturn DateInsideOceanviewBalconySuiteAdvisor Quote & Perks
Jan 09, 2028
Voyage #SU20280109-14D
Jan 23, 2028Call for Exclusive Rate$4,250Call for Exclusive Rate$5,300
Get Quote & Perks →1-888-883-0460
Feb 06, 2028
Voyage #SU20280206-14D
Feb 20, 2028Call for Exclusive Rate$4,320Call for Exclusive Rate$5,790
Get Quote & Perks →1-888-883-0460
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

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

Day 9

ST JOHNS, ANTIGUA (AGSJO)

St. John's is a city of Old World charm and elegance which lingers in the varied architecture of Georgian, Victorian, Vernacular, Romantic and International flavors. The picturesque seafront where tiny, colorful boats are moored, the cheerful wooden buildings carefully refurbished to retain their or

Day 10

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 11

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 11

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 12

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 13

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 14

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 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

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...

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THE SIGNATURE TRAVEL NETWORK ADVANTAGE

Why Book 14-Night Star Collector: Caribbean Explorations (Wind Surf) with Vincent Vacations Instead of Direct?

You pay the exact same promotional cruise line rate with $0 agency booking fees, while unlocking exclusive consortium perks unavailable on retail websites:

✓ $100–$600+ Shipboard Credits✓ Private Car & Driver Shore Excursions✓ Hosted Voyages & VIP Receptions✓ 100% Loyalty Points + Promo Stacking✓ Price-Drop Monitoring Before Final Payment
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EXPERT CRUISE GUIDANCE

Frequently Asked Questions About 14-Night Star Collector: Caribbean Explorations (Wind Surf)

What is included in the 14-Night Star Collector: Caribbean Explorations cruise aboard Wind Surf?

This 14-night Windstar voyage aboard Wind Surf embarks in St Maarten (Philipsburg) and concludes in St Maarten (Philipsburg), visiting St Maarten (Philipsburg), Charlestown, Roseau, Mayreau, Iles des Saintes, Basseterre, Gustavia, St. Johns. Fares start at $4,250 per person based on double occupancy, plus eligible Vincent Vacations onboard credits.

How do I claim complimentary onboard credit on Wind Surf?

Click any stateroom fare or 'Get Quote & Perks' button in the departure table above, or call 1-888-883-0460. Our certified advisors lock in the lowest promotional rate on Wind Surf and attach all eligible Signature Travel Network shipboard credits and VIP amenities.

Signature Travel Network Perks: Up to $600 Shipboard Credit + Price-Match Guarantee + $0 Booking Fees
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