Itineraries and cruises Windstar Cruises departing from Philipsburg January 2026 - 2027
- 2025
- 2026
January 2026
February 2026
March 2026
April 2026
May 2026
June 2026
July 2026
August 2026
September 2026
October 2026
November 2026
10 cruises
Sint Maarten, Antigua and Barbuda, British Virgin Islands, Virgin Islands, Saint Barthelemy
External from $4,436
price per person Taxes included
price per person Taxes included
Itinerary:
1. Philipsburg,
2. Saint Johns,
3. Tortola Island,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Philipsburg
Sint Maarten, Antigua and Barbuda, British Virgin Islands, Virgin Islands, Saint Barthelemy
External from $4,678
price per person Taxes included
price per person Taxes included
Itinerary:
1. Philipsburg,
2. Saint Johns,
3. Tortola Island,
4. Virgin Gorda,
5. Tortola Island,
6. Tortola Island,
7. Jost Van Dyke,
8. Gustavia,
9. Philipsburg
Sint Maarten, Saint Kitts and Nevis, Dominica, Saint Lucia, Martinique, Guadeloupe, United States, British Virgin Islands, Virgin Islands, Saint Barthelemy
External from $6,464
price per person Taxes included
price per person Taxes included
Itinerary:
1. Philipsburg,
2. Basseterre,
3. Roseau,
4. Castries,
5. Fort de france,
6. Les Saintes,
7. Charlestown,
8. Virgin Gorda,
9. Jost Van Dyke,
10. Gustavia,
11. Philipsburg
Suite from $8,375
price per person Taxes included
price per person Taxes included
Book Online
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
Suite from $8,649
price per person Taxes included
price per person Taxes included
Itinerary:
1. Philipsburg,
2. Basseterre,
3. Gustavia,
4. Saint Johns,
5. Les Saintes,
6. Roseau,
7. Mayreau,
8. Bridgetown
Sint Maarten, British Virgin Islands, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Guadeloupe, Dominica, Saint Vincent and the Grenadines, Barbados
External from $9,268
price per person Taxes included
price per person Taxes included
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. Basseterre,
11. Gustavia,
12. Saint Johns,
13. Les Saintes,
14. Roseau,
15. Mayreau,
16. Bridgetown
Sint Maarten, Saint Kitts and Nevis, Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Dominica, Saint Vincent and the Grenadines, Barbados, Martinique, Saint Lucia, Sri Lanka, Grenada
External from $11,586
price per person Taxes included
price per person Taxes included
Itinerary:
1. Philipsburg,
2. Basseterre,
3. Gustavia,
4. Saint Johns,
5. Les Saintes,
6. Roseau,
7. Mayreau,
8. Bridgetown,
9. Fort de france,
10. Castries,
11. Pigeon Island,
12. Pigeon Island,
13. Bequia,
14. Mayreau,
15. Saint George,
16. Bridgetown
Sint Maarten, British Virgin Islands, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Guadeloupe, Dominica, Saint Vincent and the Grenadines, Barbados, Martinique, Saint Lucia, Sri Lanka, Grenada
External from $14,023
price per person Taxes included
price per person Taxes included
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. Basseterre,
11. Gustavia,
12. Saint Johns,
13. Les Saintes,
14. Roseau,
15. Mayreau,
16. Bridgetown,
17. Fort de france,
18. Castries,
19. Pigeon Island,
20. Pigeon Island,
21. Bequia,
22. Mayreau,
23. Saint George,
24. Bridgetown
Sint Maarten, British Virgin Islands, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Guadeloupe, Dominica, Saint Vincent and the Grenadines, Barbados, Martinique, Saint Lucia, Sri Lanka, Grenada, Netherlands Antilles, Aruba
External from $18,901
price per person Taxes included
price per person Taxes included
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. Basseterre,
11. Gustavia,
12. Saint Johns,
13. Les Saintes,
14. Roseau,
15. Mayreau,
16. Bridgetown,
17. Fort de france,
18. Castries,
19. Pigeon Island,
20. Pigeon Island,
21. Bequia,
22. Mayreau,
23. Saint George,
24. Bridgetown,
25. Bequia,
26. Mayreau,
27. Soufriere,
28. navigation,
29. Kralendijk,
30. Willemstad,
31. Oranjestad
Sint Maarten, British Virgin Islands, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Guadeloupe, Dominica, Saint Vincent and the Grenadines, Barbados, Martinique, Saint Lucia, Sri Lanka, Grenada, Netherlands Antilles, Aruba, Colombia, Panama, Honduras, Belize, Mexico, Cayman Islands, Jamaica, Dominican Republic
External from $34,719
price per person Taxes included
price per person Taxes included
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. Basseterre,
11. Gustavia,
12. Saint Johns,
13. Les Saintes,
14. Roseau,
15. Mayreau,
16. Bridgetown,
17. Fort de france,
18. Castries,
19. Pigeon Island,
20. Pigeon Island,
21. Bequia,
22. Mayreau,
23. Saint George,
24. Bridgetown,
25. Bequia,
26. Mayreau,
27. Soufriere,
28. navigation,
29. Kralendijk,
30. Willemstad,
31. Oranjestad,
32. navigation,
33. Cartagena De Indias,
34. Cartagena De Indias,
35. San Blas Island,
36. navigation,
37. Bocas del Toro,
38. Colon,
39. Colon,
40. Bocas del Toro,
41. San Andres,
42. navigation,
43. navigation,
44. Roatan,
45. Belize City,
46. Costa Maya,
47. Cozumel Island,
48. navigation,
49. George Town,
50. George Town,
51. Ocho Rios,
52. navigation,
53. Santo Domingo,
54. La Romana,
55. navigation,
56. Jost Van Dyke,
57. Virgin Gorda,
58. Philipsburg
10 cruises
