Windstar Cruises Cruises from Philipsburg, St. Maarten, The Netherlands 2025 – Itineraries & Deals

*Rates and offers are per person, in US Dollars, based on double occupancy, capacity controlled, subject to availability and confirmation, and may change without notice. Government taxes and fees are included. Rates and offers are available for select dates and categories only. Additional restrictions may apply. Call 1-800-377-9383 for full terms and conditions.

Windstar Cruises from Philipsburg, St. Maarten, The Netherlands

Upcoming Windstar Cruises from Philipsburg, St. Maarten, The Netherlands

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14-night Star Collector: Leeward & Windward Caribbean Havens Cruise

7-night Beach Fun & Sun: A Remote Caribbean Getaway Cruise

7-night Classic Caribbean Cruise

14-night Star Collector: Leeward & Windward Caribbean Havens Cruise

10-night Blue Waters Of The Leeward Islands Cruise

21-night Star Collector: A Lesser Antilles Odyssey Cruise

17-night Star Collector: Hidden Gems of the Caribbean Cruise

7-night Lush & Lovely Islands of the Lesser Antilles Cruise

28-night Star Collector: Grand Caribbean & Panamanian Adventure Cruise

28-night Star Collector: The Best Of The Windward & Leeward Isles Cruise

14-night Star Collector: Antilles Adventures Cruise

15-night Star Collector: Antilles Adventure Cruise

21-night Star Collector: Spectacular Transatlantic Journey: Caribbean To The Azores Cruise

55-night Star Collector: A Grand Caribbean Adventure Cruise

12-night Star Collector: Ivory Beaches & Sapphire Seas of the Caribbean Cruise

14-night Star Collector: Caribbean Explorations Cruise

7-night Lush & Lovely Islands of the Lesser Antilles Cruise

7-night Classic Caribbean Cruise

14-night Star Collector: Caribbean Explorations Cruise

5-night Barefoot Break in the British Virgin Islands Cruise

6-night Beach Fun & Sun: A Remote Caribbean Getaway Cruise

7-night Beach Fun & Sun: A Remote Caribbean Getaway Cruise

22-night Star Collector: Atlantic Interludes & Iberian Indulgences Cruise

6-night Beach Fun & Sun: A Remote Caribbean Getaway Cruise

22-night Star Collector: A Lesser Antilles Odyssey Cruise

Windstar Cruises from Philipsburg, St. Maarten, The Netherlands

Upcoming Windstar Cruises from Philipsburg, St. Maarten, The Netherlands

More to Explore

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14-night Star Collector: Leeward & Windward Caribbean Havens Cruise

7-night Beach Fun & Sun: A Remote Caribbean Getaway Cruise

7-night Classic Caribbean Cruise

14-night Star Collector: Leeward & Windward Caribbean Havens Cruise

10-night Blue Waters Of The Leeward Islands Cruise

21-night Star Collector: A Lesser Antilles Odyssey Cruise

17-night Star Collector: Hidden Gems of the Caribbean Cruise

7-night Lush & Lovely Islands of the Lesser Antilles Cruise

28-night Star Collector: Grand Caribbean & Panamanian Adventure Cruise

28-night Star Collector: The Best Of The Windward & Leeward Isles Cruise

14-night Star Collector: Antilles Adventures Cruise

15-night Star Collector: Antilles Adventure Cruise

21-night Star Collector: Spectacular Transatlantic Journey: Caribbean To The Azores Cruise

55-night Star Collector: A Grand Caribbean Adventure Cruise

12-night Star Collector: Ivory Beaches & Sapphire Seas of the Caribbean Cruise

14-night Star Collector: Caribbean Explorations Cruise

7-night Lush & Lovely Islands of the Lesser Antilles Cruise

7-night Classic Caribbean Cruise

14-night Star Collector: Caribbean Explorations Cruise

5-night Barefoot Break in the British Virgin Islands Cruise

6-night Beach Fun & Sun: A Remote Caribbean Getaway Cruise

7-night Beach Fun & Sun: A Remote Caribbean Getaway Cruise

22-night Star Collector: Atlantic Interludes & Iberian Indulgences Cruise

6-night Beach Fun & Sun: A Remote Caribbean Getaway Cruise

22-night Star Collector: A Lesser Antilles Odyssey Cruise