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Cruises from Philipsburg December 2026

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10 cruises
Caribbean: Sint Maarten, Anguilla, Virgin Islands, British Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy
Philipsburg Itinerary Caribbean
from $3,976
price per person Taxes included
See the cruise Book
Star Flyer | 12 Dec 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Baie Road,
3. Jost Van Dyke,
4. Norman Island,
5. Spanish Town - Virgin Gorda,
6. Basseterre,
7. Gustavia,
8. Philipsburg
Caribbean: Sint Maarten, Saint Kitts and Nevis, Dominica, Guadeloupe, France, Antigua and Barbuda
Philipsburg Itinerary Caribbean
from $4,085
price per person Taxes included
See the cruise Book
Star Flyer | 5 Dec 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Cabritz Bay,
4. Terre-de-Haut,
5. Deshaies,
6. Falmouth Harbour,
7. Basseterre,
8. Philipsburg
Caribbean: Sint Maarten, Anguilla, Virgin Islands, British Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy
Philipsburg Itinerary Caribbean
from $4,194
price per person Taxes included
See the cruise Book
Star Flyer | 26 Dec 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Baie Road,
3. Jost Van Dyke,
4. Norman Island,
5. Spanish Town - Virgin Gorda,
6. Basseterre,
7. Gustavia,
8. Philipsburg
Caribbean: Sint Maarten, Saint Kitts and Nevis, Dominica, Guadeloupe, France, Antigua and Barbuda
Philipsburg Itinerary Caribbean
from $4,253
price per person Taxes included
See the cruise Book
Star Flyer | 19 Dec 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Cabritz Bay,
4. Terre-de-Haut,
5. Deshaies,
6. Falmouth Harbour,
7. Basseterre,
8. Philipsburg
Caribbean: Sint Maarten, Saint Barthelemy, United States, Dominica, Saint Vincent and the Grenadines, Guadeloupe, Saint Kitts and Nevis
Philipsburg Itinerary Caribbean
External from $5,206
price per person Taxes included
See the cruise Book
Wind Surf | 26 Dec 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Gustavia,
3. Charlestown,
4. Roseau,
5. Mayreau,
6. Les Saintes,
7. Basseterre,
8. Philipsburg
Caribbean: Sint Maarten, Saint Barthelemy, British Virgin Islands, Virgin Islands
Philipsburg Itinerary Caribbean
External from $5,586
price per person Taxes included
See the cruise Book
Wind Surf | 19 Dec 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Gustavia,
3. navigation,
4. Tortola Island,
5. Tortola Island,
6. Jost Van Dyke,
7. Jost Van Dyke,
8. Virgin Gorda,
9. Philipsburg
Caribbean: Sint Maarten, Saint Barthelemy, British Virgin Islands, Virgin Islands, United States, Dominica, Saint Vincent and the Grenadines, Guadeloupe, Saint Kitts and Nevis
Philipsburg Itinerary Caribbean
External from $9,145
price per person Taxes included
See the cruise Book
Wind Surf | 19 Dec 2026
Duration: 14 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Gustavia,
3. navigation,
4. Tortola Island,
5. Tortola Island,
6. Jost Van Dyke,
7. Jost Van Dyke,
8. Virgin Gorda,
9. Philipsburg,
10. Gustavia,
11. Charlestown,
12. Roseau,
13. Mayreau,
14. Les Saintes,
15. Basseterre,
16. Philipsburg
Caribbean: Sint Maarten, Saint Barthelemy, United States, Dominica, Saint Vincent and the Grenadines, Guadeloupe, Saint Kitts and Nevis, British Virgin Islands, Virgin Islands
Philipsburg Itinerary Caribbean
External from $10,180
price per person Taxes included
See the cruise Book
Wind Surf | 26 Dec 2026
Duration: 14 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Gustavia,
3. Charlestown,
4. Roseau,
5. Mayreau,
6. Les Saintes,
7. Basseterre,
8. Philipsburg,
9. navigation,
10. Tortola Island,
11. Tortola Island,
12. Jost Van Dyke,
13. Jost Van Dyke,
14. Virgin Gorda,
15. Gustavia,
16. Philipsburg
Caribbean: Sint Maarten, Antigua and Barbuda, Anguilla, United States
Philipsburg Itinerary Caribbean
Suite from $30,932
price per person Taxes included
See the cruise Book
Four Seasons Yacht I | 13 Dec 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Miami
Itinerary:
1. Philipsburg,
2. Falmouth Harbour,
3. Baie Road,
8. Miami
Caribbean: Sint Maarten, Antigua and Barbuda, Saint Kitts and Nevis, United States
Philipsburg Itinerary Caribbean
Suite from $35,807
price per person Taxes included
See the cruise Book
Four Seasons Yacht I | 27 Dec 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Miami
Itinerary:
1. Philipsburg,
2. Falmouth Harbour,
3. Charlestown,
8. Miami
10 cruises