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Cruise itinerary

14 night star collector caribbean explorations

Ask your friends: Should I go?

Ship: Wind Surf (details)
Cruise line: Windstar Cruises

Departure date: Saturday, February 28, 2026
Return date: Saturday, March 14, 2026
Departure port: Philipsburg
Ports of call: Charlestown, Roseau, Pigeon Island, Iles Des Saintes, St. Barts, Basseterre, Falmouth, Road Bay, British Virgin Islands, Sopers Hole
Return port: Philipsburg

Prices:

Outside $3,819

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Suite $9,519

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Cruiseable's travel advisors can often find you additional savings & lower fares than the public prices listed here.

Day Location

1
Philipsburg
2
Philipsburg
3
Charlestown
4
Roseau
5
Pigeon Island
6
Iles Des Saintes
7
St. Barts
8
Basseterre
9
Philipsburg
10
Falmouth
11
Road Bay
12
British Virgin Islands
13
Sopers Hole
14
Great Harbour
15
St. Barts
16
Philipsburg
17
Philipsburg

Visitors jumping from rocks to the sea in St. Maarten.

Want an adrenaline rush? Head to Loterie Farm for a zipline adventure on St. Maarten.

The bridge over the river Galion on the tropical island of Guadeloupe.

A vendor selling pepper shrimp in Jamaica.

Fort Louis Delgrès in Basse-Terre, capital of Guadeloupe.

Rent a bike and take to the road on St. Maarten.

Grab a towel and hit the beautiful beaches of St. Maarten.

Gotta have nectar! An electric green-colored hummingbird in Jamaica.

A tropical flower in Jamaica.

A beach on Guadeloupe in the Caribbean.

Near Cupecoy Beach, St. Maarten.

Selling textiles in St. Maarten in the Caribbean.

A scene along the beach and tropical waters of Falmouth, a popular cruise destination in Jamaica.

For a snack try some tasty Jamaican plantain tarts (they look like turnovers but the locals call them tarts).

A dramatic landscape on St. Maarten.

One of the beautiful beaches in Basse-Terre, Guadeloupe.

White Witch Golf Course near Falmouth, Jamaica.

A couple watches one of Jamaica's scenic sunsets.