How our Bliss Filters work

Your custom results ({[{ results.meta.total }]}) Return to previous page

Cruise itinerary

7 night classic caribbean

Ask your friends: Should I go?

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

Departure date: Saturday, March 21, 2026
Return date: Saturday, March 28, 2026
Departure port: Philipsburg
Ports of call: Charlestown, Roseau, Mayreau, Iles Des Saintes, Basseterre
Return port: Philipsburg

Prices:

Outside $2,351

Select
Suite $5,251

Select

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
Mayreau
6
Iles Des Saintes
7
Basseterre
8
St. Barts
9
Philipsburg
10
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.

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

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

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

Near Cupecoy Beach, St. Maarten.

Selling textiles in St. Maarten in the Caribbean.

A beach on Guadeloupe in the Caribbean.

A dramatic landscape on St. Maarten.

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