Windstar cruises on Wind Surf

Departing

Operator

21 Days One Way from Philipsburg St Maarten to Bridgetown

04. January 2026 - 19:00 - 25. January 2026 - 06:00

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Departing

Operator

14 Days One Way from Philipsburg St Maarten to Bridgetown

04. January 2026 - 19:00 - 18. January 2026 - 05:00

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Departing

Operator

7 Days Round Trip Beach Fun Sun A Remote Caribbean Getaway

04. January 2026 - 19:00 - 11. January 2026 - 06:00

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Departing

Operator

14 Days One Way from Philipsburg St Maarten to Bridgetown

11. January 2026 - 19:00 - 25. January 2026 - 06:00

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Departing

Operator

7 Days One Way from Philipsburg St Maarten to Bridgetown

11. January 2026 - 19:00 - 18. January 2026 - 05:00

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Departing

Operator

14 Days One Way from Bridgetown to Oranjestad Aruba

18. January 2026 - 18:00 - 01. February 2026 - 06:00

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Departing

Operator

7 Days Round Trip Jewels of the Windward Islands

18. January 2026 - 18:00 - 25. January 2026 - 06:00

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Operator

15 Days One Way from Bridgetown to Colon

25. January 2026 - 18:00 - 09. February 2026 - 00:00

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Departing

Operator

7 Days One Way from Bridgetown to Oranjestad Aruba

25. January 2026 - 18:00 - 01. February 2026 - 06:00

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Operator

cruise ships docked at port of Oranjestad, Aruba (Aerial View)

16 Days One Way from Oranjestad Aruba to Cozumel

01. February 2026 - 18:00 - 17. February 2026 - 08:00

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Oranjestad Aruba, Netherlands Antilles

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Operator

8 Days One Way from Oranjestad Aruba to Colon

01. February 2026 - 18:00 - 09. February 2026 - 00:00

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Oranjestad Aruba, Netherlands Antilles

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Operator

Cruise ship docked at the port of Colon, Panama

19 Days One Way from Colon to Philipsburg St Maarten

09. February 2026 - 16:00 - 28. February 2026 - 06:00

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Departing

Colon, Panama

Operator

8 Days One Way from Colon to Cozumel

09. February 2026 - 16:00 - 17. February 2026 - 08:00

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Departing

Colon, Panama

Operator

18 Days One Way from Cozumel to Philipsburg St Maarten

17. February 2026 - 18:00 - 07. March 2026 - 06:00

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Departing

Cozumel, Mexico

Operator

11 Days One Way from Cozumel to Philipsburg St Maarten

17. February 2026 - 18:00 - 28. February 2026 - 06:00

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Departing

Cozumel, Mexico

Operator

14 Days Round Trip Star Collector Caribbean Explorations

28. February 2026 - 19:00 - 14. March 2026 - 06:00

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Departing

Operator

7 Days Round Trip Classic Caribbean

28. February 2026 - 19:00 - 07. March 2026 - 06:00

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Departing

Operator

7 Days Round Trip Beach Fun Sun A Remote Caribbean Getaway

07. March 2026 - 19:00 - 14. March 2026 - 06:00

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Departing

Operator

7 Days Round Trip Beach Fun Sun A Remote Caribbean Getaway

14. March 2026 - 19:00 - 21. March 2026 - 06:00

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Departing

Operator