Windstar Cruise Line Cruises From Philipsburg

Windstar Cruise Line Schedule From Philipsburg

10 Night Blue Waters of the Leeward Islands

Wind Spirit
Scheduled Departures:
Wednesday January 14, 2026


12 Night Star Collector: Ivory Beaches and Sapphire Seas of the Caribbean

Wind Surf
Scheduled Departures:
Tuesday December 2, 2025

14 Night Ocean Crossings + Ponta Delgada, Azores

Wind Surf
Scheduled Departures:
Saturday March 29, 2025
Saturday April 4, 2026


14 Night Star Collector: Antilles Adventures

Wind Surf
Scheduled Departures:
Sunday January 11, 2026
Saturday February 28, 2026

14 Night Star Collector: Caribbean Explorations

Wind Surf
Scheduled Departures:
Saturday February 8, 2025
Saturday February 15, 2025
Saturday February 22, 2025
Saturday March 8, 2025
Saturday March 15, 2025
Sunday December 7, 2025
Sunday December 14, 2025
Sunday December 21, 2025
Saturday January 31, 2026
Saturday February 7, 2026
Saturday February 28, 2026
Saturday March 14, 2026
Saturday March 21, 2026


14 Night Star Collector: Leeward and Windward Caribbean Havens

Wind Surf
Scheduled Departures:
Sunday January 4, 2026
Saturday February 21, 2026

17 Night Star Collector: Hidden Gems of the Caribbean

Wind Spirit
Scheduled Departures:
Wednesday January 14, 2026


21 Night Star Collector: A Lesser Antilles Odyssey

Wind Surf
Scheduled Departures:
Sunday January 4, 2026
Saturday February 21, 2026

21 Night Star Collector: Spectacular Transatlantic Journey: Caribbean to the Azores

Wind Surf
Scheduled Departures:
Saturday March 28, 2026

22 Night Star Collector: Atlantic Interludes and Iberian Indulgences

Wind Surf
Scheduled Departures:
Saturday March 29, 2025
Saturday April 4, 2026

28 Night Star Collector: The Best of the Windward and Leeward Isles

Wind Surf
Scheduled Departures:
Sunday January 4, 2026

5 Night Barefoot Break in the British Virgin Islands

Wind Surf
Scheduled Departures:
Tuesday December 2, 2025

55 Night Star Collector: Grand Caribbean Adventure

Wind Surf
Scheduled Departures:
Sunday January 4, 2026

7 Night Beach Fun and Sun: A Remote Caribbean Getaway

Wind Surf
Scheduled Departures:
Saturday February 15, 2025
Saturday March 1, 2025
Saturday March 8, 2025
Saturday March 22, 2025
Sunday December 14, 2025
Sunday December 28, 2025
Sunday January 4, 2026
Saturday January 24, 2026
Saturday January 31, 2026
Saturday February 14, 2026
Saturday February 21, 2026
Saturday March 7, 2026
Saturday March 14, 2026
Saturday March 28, 2026

7 Night Classic Caribbean

Wind Surf
Scheduled Departures:
Saturday February 8, 2025
Saturday February 22, 2025
Saturday March 15, 2025
Sunday December 7, 2025
Sunday December 21, 2025
Saturday February 7, 2026
Saturday February 28, 2026
Saturday March 21, 2026

7 Night Lush and Lovely Islands of the Lesser Antilles

Wind Surf
Scheduled Departures:
Sunday January 11, 2026
Saturday February 28, 2026

Cruise Updates

Azamara Onward

The ship lives up to its name with lots of cruises in the Mediterranean but also departures from far-from-the-Med ports like Auckland, Singapore, Hong Kong and Miami.


New Zealand and Australia in December

Viking Venus starts in Auckland, travels the length of the west coast of New Zealand, visits Tasmania then Melbourne and ends in Sydney


Christmas Cruises Worldwide

Expand your horizons with our list of great Christmas cruises departing from the US, England, Spain, Italy, Greece, Turkey, Bali, Peru, Australia and New Zealand


Historic Istanbul Cruises

Hundreds of cruises every year make a visit to Istanbul when touring the eastern Mediterranean and Aegean Seas


Thanksgiving Cruises from Galveston

Cruises out of Galveston at sea on Thanksgiving include the usual selection of trips to the eastern and western Caribbean, plus a 4-day quickie cruise on Disney Magic


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