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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: Sunday, February 13, 2028
Return date: Sunday, February 27, 2028
Departure port: Philipsburg
Ports of call: St John's, Road Bay, Sopers Hole, Great Harbour, Prickly Pear British Virgin Islands, Gustavia St. Barts, Charlestown, Roseau, Mayreau, Iles Des Saintes
Return port: Philipsburg

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
St John's
4
Road Bay
5
Sopers Hole
6
Great Harbour
7
Prickly Pear British Virgin Islands
8
Gustavia St. Barts
9
Philipsburg
10
Charlestown
11
Roseau
12
Mayreau
13
Iles Des Saintes
14
Basseterre
15
Gustavia St. Barts
16
Philipsburg
17
Philipsburg

You can rent a car in Philipsburg to more fully explore St. Maarten.

A rocky beach on St. Maarten.

As the sun sets on St. Maarten, visitors take one last leap into the sea.

A dramatic landscape on St. Maarten.

The methodist church of Philipsburg, St. Maarten.

Try your luck at one of St. Maarten's three casinos.

Segways are available for rental in Philipsburg, St. Maarten.

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

Shopping on Front Street in Philipsburg, St. Maarten.

A cigar rolling demonstration in St. Maarten.

Catamaran tour of St. Maarten.

Shopping at the Marigot Market in St. Maarten.

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

The beautiful aquamarine waters of St. Maarten.

Near Cupecoy Beach in St. Maarten.

Visitors explore hilltop ruins on St. Maarten.

Sun, sand and surf on St. Maarten.

Near Cupecoy Beach, St. Maarten.

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

A couple near Cupecoy Beach in St. Maarten.