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Cruises of Windstar Cruises in Sint Maarten January 2027

  • 2026
  • 2028
December 2026
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10 cruises
Caribbean: Sint Maarten, British Virgin Islands, Virgin Islands, Saint Barthelemy, United States, Guadeloupe, Saint Vincent and the Grenadines, Dominica, Saint Kitts and Nevis
Philipsburg Itinerary Caribbean
External from £3,746
price per person Taxes included
See the cruise Book
Wind Surf | 2 Jan 2027
Duration: 14 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. navigation,
3. Tortola Island,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Philipsburg,
10. Charlestown,
11. Les Saintes,
12. Mayreau,
13. Roseau,
14. Basseterre,
15. Gustavia,
16. Philipsburg
Caribbean: Sint Maarten, British Virgin Islands, Virgin Islands, Saint Barthelemy
Philipsburg Itinerary Caribbean
External from £2,335
price per person Taxes included
See the cruise Book
Wind Surf | 2 Jan 2027
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. navigation,
3. Tortola Island,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Philipsburg
Caribbean: Sint Maarten, United States, Guadeloupe, Saint Vincent and the Grenadines, Dominica, Saint Kitts and Nevis, Saint Barthelemy, British Virgin Islands, Virgin Islands
Philipsburg Itinerary Caribbean
External from £4,245
price per person Taxes included
See the cruise Book
Wind Surf | 9 Jan 2027
Duration: 14 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Les Saintes,
4. Mayreau,
5. Roseau,
6. Basseterre,
7. Gustavia,
8. Philipsburg,
9. Tortola Island,
10. Tortola Island,
11. Jost Van Dyke,
12. Jost Van Dyke,
13. Virgin Gorda,
14. Gustavia,
15. navigation,
16. Philipsburg
Caribbean: Sint Maarten, United States, Guadeloupe, Saint Vincent and the Grenadines, Dominica, Saint Kitts and Nevis, Saint Barthelemy
Philipsburg Itinerary Caribbean
External from £2,165
price per person Taxes included
See the cruise Book
Wind Surf | 9 Jan 2027
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Les Saintes,
4. Mayreau,
5. Roseau,
6. Basseterre,
7. Gustavia,
8. Philipsburg
Caribbean: Sint Maarten, British Virgin Islands, Virgin Islands, Saint Barthelemy
Philipsburg Itinerary Caribbean
External from £3,114
price per person Taxes included
See the cruise Book
Wind Surf | 16 Jan 2027
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Tortola Island,
3. Tortola Island,
4. Jost Van Dyke,
5. Jost Van Dyke,
6. Virgin Gorda,
7. Gustavia,
8. navigation,
9. Philipsburg
Caribbean: Sint Maarten, British Virgin Islands, Virgin Islands, Saint Barthelemy, United States, Dominica, Saint Vincent and the Grenadines, Guadeloupe, Saint Kitts and Nevis
Philipsburg Itinerary Caribbean
External from £5,605
price per person Taxes included
See the cruise Book
Wind Surf | 16 Jan 2027
Duration: 14 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Tortola Island,
3. Tortola Island,
4. Jost Van Dyke,
5. Jost Van Dyke,
6. Virgin Gorda,
7. Gustavia,
8. navigation,
9. Philipsburg,
10. Charlestown,
11. Roseau,
12. Mayreau,
13. Les Saintes,
14. Basseterre,
15. Gustavia,
16. Philipsburg
Caribbean: Sint Maarten, United States, Dominica, Saint Vincent and the Grenadines, Guadeloupe, Saint Kitts and Nevis, Saint Barthelemy, British Virgin Islands, Virgin Islands
Philipsburg Itinerary Caribbean
External from £5,748
price per person Taxes included
See the cruise Book
Wind Surf | 23 Jan 2027
Duration: 14 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Roseau,
4. Mayreau,
5. Les Saintes,
6. Basseterre,
7. Gustavia,
8. Philipsburg,
9. Tortola Island,
10. Tortola Island,
11. Jost Van Dyke,
12. Jost Van Dyke,
13. Virgin Gorda,
14. Gustavia,
15. navigation,
16. Philipsburg
Caribbean: Sint Maarten, United States, Dominica, Saint Vincent and the Grenadines, Guadeloupe, Saint Kitts and Nevis, Saint Barthelemy
Philipsburg Itinerary Caribbean
External from £3,661
price per person Taxes included
See the cruise Book
Wind Surf | 23 Jan 2027
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Roseau,
4. Mayreau,
5. Les Saintes,
6. Basseterre,
7. Gustavia,
8. Philipsburg
Caribbean: Sint Maarten, British Virgin Islands, Virgin Islands, Saint Barthelemy, United States, Dominica, Saint Vincent and the Grenadines, Guadeloupe, Saint Kitts and Nevis
Philipsburg Itinerary Caribbean
External from £5,463
price per person Taxes included
See the cruise Book
Wind Surf | 30 Jan 2027
Duration: 14 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Tortola Island,
3. Tortola Island,
4. Jost Van Dyke,
5. Jost Van Dyke,
6. Virgin Gorda,
7. Gustavia,
8. navigation,
9. Philipsburg,
10. Charlestown,
11. Roseau,
12. Mayreau,
13. Les Saintes,
14. Basseterre,
15. Gustavia,
16. Philipsburg
Caribbean: Sint Maarten, British Virgin Islands, Virgin Islands, Saint Barthelemy
Philipsburg Itinerary Caribbean
External from £2,460
price per person Taxes included
See the cruise Book
Wind Surf | 30 Jan 2027
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Tortola Island,
3. Tortola Island,
4. Jost Van Dyke,
5. Jost Van Dyke,
6. Virgin Gorda,
7. Gustavia,
8. navigation,
9. Philipsburg
10 cruises