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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
Suite External from £5,799
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
Suite External from £3,061
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
Suite External from £5,490
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
Suite External from £3,295
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
Suite External from £2,721
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
Suite External from £6,604
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
Suite External from £7,161
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
Suite External from £4,192
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
Suite External from £6,851
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
Suite External from £3,340
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