Itineraries and cruises Windstar Cruises departing from Philipsburg
- 2024
- 2025
- 2026
January 2025
February 2025
March 2025
April 2025
May 2025
June 2025
July 2025
August 2025
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November 2025
December 2025
35 cruises
Caribbean: Sint Maarten, United States, Dominica, Sri Lanka, Guadeloupe, Saint Kitts and Nevis, Saint Barthelemy
from $4,345.62
price per person Taxes included
price per person Taxes included
19 reservations in 36 hours
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Basseterre,
7. Gustavia,
8. Philipsburg
Sint Maarten, Antigua and Barbuda, United Kingdom, Virgin Islands, British Virgin Islands, Saint Barthelemy
from $7,271.01
price per person Taxes included
price per person Taxes included
Itinerary:
1. Philipsburg,
2. Falmouth Harbour,
3. Anguilla,
4. Jost Van Dyke,
5. Virgin Gorda,
6. Tortola Island,
7. Tortola Island,
8. Gustavia,
9. Philipsburg
Caribbean: Sint Maarten, United States, Dominica, Sri Lanka, Guadeloupe, Saint Barthelemy, Saint Kitts and Nevis
from $5,412.88
price per person Taxes included
price per person Taxes included
16 reservations in 48 hours
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Gustavia,
7. Basseterre,
8. Philipsburg
Caribbean: Sint Maarten, Antigua and Barbuda, Saint Barthelemy, British Virgin Islands, Virgin Islands, United Kingdom
from $5,439.52
price per person Taxes included
price per person Taxes included
18 reservations in 36 hours
Itinerary:
1. Philipsburg,
2. Falmouth Harbour,
3. Gustavia,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Anguilla,
9. Philipsburg
Caribbean: Sint Maarten, United States, Dominica, Sri Lanka, Guadeloupe, Saint Barthelemy, Saint Kitts and Nevis
from $5,412.88
price per person Taxes included
price per person Taxes included
15 reservations in 48 hours
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Gustavia,
7. Basseterre,
8. Philipsburg
Caribbean: Sint Maarten, Antigua and Barbuda, United Kingdom, British Virgin Islands, Virgin Islands, Saint Barthelemy
from $5,439.52
price per person Taxes included
price per person Taxes included
19 reservations in 48 hours
Itinerary:
1. Philipsburg,
2. Falmouth Harbour,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Philipsburg
Caribbean: Sint Maarten, Antigua and Barbuda, United Kingdom, British Virgin Islands, Virgin Islands, Saint Barthelemy
from $5,939.02
price per person Taxes included
price per person Taxes included
20 reservations in 48 hours
Itinerary:
1. Philipsburg,
2. Falmouth Harbour,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Philipsburg
Caribbean: Sint Maarten, United States, Dominica, Sri Lanka, Guadeloupe, Saint Kitts and Nevis, Saint Barthelemy
from $5,412.88
price per person Taxes included
price per person Taxes included
17 reservations in 36 hours
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Basseterre,
7. Gustavia,
8. Philipsburg
Caribbean: Sint Maarten, Antigua and Barbuda, Virgin Islands, British Virgin Islands, Saint Barthelemy, United Kingdom
from $5,439.52
price per person Taxes included
price per person Taxes included
19 reservations in 48 hours
Itinerary:
1. Philipsburg,
2. Falmouth Harbour,
3. Jost Van Dyke,
4. Virgin Gorda,
5. Tortola Island,
6. Gustavia,
7. Anguilla,
8. Philipsburg
Caribbean: Sint Maarten, United States, Dominica, Sri Lanka, Guadeloupe, Saint Kitts and Nevis, Saint Barthelemy
from $5,412.88
price per person Taxes included
price per person Taxes included
17 reservations in 48 hours
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Basseterre,
7. Gustavia,
8. Philipsburg
Caribbean: Sint Maarten, Antigua and Barbuda, United Kingdom, British Virgin Islands, Virgin Islands, Saint Barthelemy
from $5,772.52
price per person Taxes included
price per person Taxes included
19 reservations in 48 hours
Itinerary:
1. Philipsburg,
2. Falmouth Harbour,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Philipsburg
Caribbean: Sint Maarten, Antigua and Barbuda, United Kingdom, British Virgin Islands, Virgin Islands, Saint Barthelemy
from $5,273.02
price per person Taxes included
price per person Taxes included
17 reservations in 36 hours
Itinerary:
1. Philipsburg,
2. Falmouth Harbour,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Philipsburg
Caribbean: Sint Maarten, United States, Dominica, Sri Lanka, Guadeloupe, Saint Kitts and Nevis, Saint Barthelemy
from $5,412.88
price per person Taxes included
price per person Taxes included
19 reservations in 48 hours
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Basseterre,
7. Gustavia,
8. Philipsburg
Caribbean: Sint Maarten, Antigua and Barbuda, United Kingdom, British Virgin Islands, Virgin Islands, Saint Barthelemy
from $5,439.52
price per person Taxes included
price per person Taxes included
15 reservations in 48 hours
Itinerary:
1. Philipsburg,
2. Falmouth Harbour,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Philipsburg
Ocean Cruises: Sint Maarten, Portugal
from $4,205.76
price per person Taxes included
price per person Taxes included
20 reservations in 36 hours
Itinerary:
1. Philipsburg,
2. navigation,
3. navigation,
4. navigation,
5. navigation,
6. navigation,
7. navigation,
8. navigation,
9. navigation,
10. navigation,
11. Ponta Delgada,
12. navigation,
13. navigation,
14. navigation,
15. Lisbon
Caribbean: Sint Maarten, British Virgin Islands, Virgin Islands, Saint Barthelemy
from $3,413.23
price per person Taxes included
price per person Taxes included
17 reservations in 36 hours
Itinerary:
1. Philipsburg,
2. Tortola Island,
3. Jost Van Dyke,
4. Jost Van Dyke,
5. Virgin Gorda,
6. Gustavia,
7. Philipsburg
Caribbean: Sint Maarten, United States, Dominica, Saint Vincent and the Grenadines, Guadeloupe, Saint Kitts and Nevis, Saint Barthelemy
from $3,914.39
price per person Taxes included
price per person Taxes included
19 reservations in 36 hours
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Roseau,
4. Mayreau,
5. Les Saintes,
6. Basseterre,
7. Gustavia,
8. Philipsburg
Caribbean: Sint Maarten, Antigua and Barbuda, United Kingdom, British Virgin Islands, Virgin Islands, Saint Barthelemy
from $4,107.53
price per person Taxes included
price per person Taxes included
16 reservations in 48 hours
Itinerary:
1. Philipsburg,
2. Falmouth Harbour,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Philipsburg
Caribbean: Sint Maarten, United States, Dominica, Saint Vincent and the Grenadines, Guadeloupe, Saint Kitts and Nevis, Saint Barthelemy
from $4,580.39
price per person Taxes included
price per person Taxes included
19 reservations in 48 hours
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Roseau,
4. Mayreau,
5. Les Saintes,
6. Basseterre,
7. Gustavia,
8. Philipsburg
Caribbean: Sint Maarten, Antigua and Barbuda, United Kingdom, British Virgin Islands, Virgin Islands, Saint Barthelemy
from $4,607.03
price per person Taxes included
price per person Taxes included
15 reservations in 36 hours
Itinerary:
1. Philipsburg,
2. Falmouth Harbour,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Philipsburg
Caribbean: Sint Maarten, Antigua and Barbuda, United Kingdom, British Virgin Islands, Virgin Islands, Saint Barthelemy
from $4,345.62
price per person Taxes included
price per person Taxes included
16 reservations in 36 hours
Itinerary:
1. Philipsburg,
2. Falmouth Harbour,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Philipsburg
Caribbean: Sint Maarten, Saint Kitts and Nevis, Saint Barthelemy, Virgin Islands, Guadeloupe, Sri Lanka, Saint Vincent and the Grenadines, Barbados
from $4,388.91
price per person Taxes included
price per person Taxes included
18 reservations in 36 hours
Itinerary:
1. Philipsburg,
2. Basseterre,
3. Gustavia,
4. St. John ,
5. Les Saintes,
6. Pigeon Island,
7. Kingstown,
8. Bridgetown
Caribbean: Sint Maarten, Saint Kitts and Nevis, Dominica, Saint Lucia, Martinique, Guadeloupe, United States, British Virgin Islands, Virgin Islands, Saint Barthelemy
from $6,048.91
price per person Taxes included
price per person Taxes included
19 reservations in 36 hours
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
Caribbean: Sint Maarten, Virgin Islands, United Kingdom, British Virgin Islands, Saint Barthelemy
from $4,428.87
price per person Taxes included
price per person Taxes included
19 reservations in 36 hours
Itinerary:
1. Philipsburg,
2. St. John ,
3. Anguilla,
4. Virgin Gorda,
5. Tortola Island,
6. Tortola Island,
7. Jost Van Dyke,
8. Gustavia,
9. Philipsburg
Caribbean: Sint Maarten, Virgin Islands, United Kingdom, British Virgin Islands, Saint Barthelemy
from $4,262.37
price per person Taxes included
price per person Taxes included
21 reservations in 36 hours
Itinerary:
1. Philipsburg,
2. St. John ,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Philipsburg
Caribbean: Sint Maarten, United States, Dominica, Sri Lanka, Guadeloupe, Saint Kitts and Nevis, Saint Barthelemy
from $4,357.28
price per person Taxes included
price per person Taxes included
21 reservations in 48 hours
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Basseterre,
7. Gustavia,
8. Philipsburg
Caribbean: Sint Maarten, Virgin Islands, United Kingdom, British Virgin Islands, Saint Barthelemy
from $4,428.87
price per person Taxes included
price per person Taxes included
19 reservations in 36 hours
Itinerary:
1. Philipsburg,
2. St. John ,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Philipsburg
Caribbean: Sint Maarten, Virgin Islands, United Kingdom, British Virgin Islands, Saint Barthelemy
from $4,428.87
price per person Taxes included
price per person Taxes included
22 reservations in 36 hours
Itinerary:
1. Philipsburg,
2. St. John ,
3. Anguilla,
4. Virgin Gorda,
5. Tortola Island,
6. Tortola Island,
7. Jost Van Dyke,
8. Gustavia,
9. Philipsburg
Caribbean: Sint Maarten, Saint Kitts and Nevis, Saint Barthelemy, Virgin Islands, Guadeloupe, Dominica, Sri Lanka, Barbados
from $4,195.77
price per person Taxes included
price per person Taxes included
18 reservations in 36 hours
Itinerary:
1. Philipsburg,
2. Basseterre,
3. Gustavia,
4. St. John ,
5. Les Saintes,
6. Roseau,
7. Pigeon Island,
8. Bridgetown
Caribbean: Sint Maarten, United States, Dominica, Sri Lanka, Guadeloupe, Saint Barthelemy, Saint Kitts and Nevis
from $4,247.39
price per person Taxes included
price per person Taxes included
16 reservations in 36 hours
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Gustavia,
7. Basseterre,
8. Philipsburg
35 cruises