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Cruise itinerary

7 night windward islands surf and sunsets

Ask your friends: Should I go?

Ship: Star Seeker (details)
Cruise line: Windstar Cruises

Departure date: Friday, February 27, 2026
Return date: Friday, March 06, 2026
Departure port: San Juan
Ports of call: Philipsburg, Iles Des Saintes, Mayreau, Bequia
Return port: San Juan

Prices:

Outside $5,836

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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
San Juan
2
San Juan
3
Philipsburg
4
Iles Des Saintes
5
Mayreau
6
Bequia
7
Soufriere
8
San Juan
9
San Juan

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.