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Cruises Sint Maarten in December 2026

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13 cruises
Caribbean: Sint Maarten, Anguilla, Virgin Islands, British Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy
Philipsburg Itinerary Caribbean
from $3,916
price per person Taxes included
See the cruise Book
Star Flyer | Dec. 12, 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 $4,023
price per person Taxes included
See the cruise Book
Star Flyer | Dec. 5, 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 $4,131
price per person Taxes included
See the cruise Book
Star Flyer | Dec. 26, 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 $4,189
price per person Taxes included
See the cruise Book
Star Flyer | Dec. 19, 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, British Virgin Islands, Virgin Islands
Philipsburg Itinerary Caribbean
External from $4,459
price per person Taxes included
See the cruise Book
Wind Surf | Dec. 19, 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, United States, Dominica, Saint Vincent and the Grenadines, Guadeloupe, Saint Kitts and Nevis
Philipsburg Itinerary Caribbean
External from $4,664
price per person Taxes included
See the cruise Book
Wind Surf | Dec. 26, 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, British Virgin Islands, Saint Kitts and Nevis, France, Saint Vincent and the Grenadines, Grenada, Barbados
Sint Maarten Itinerary Caribbean
Suite from $5,793
price per person Taxes included
See the cruise Book
Seabourn Ovation | Dec. 5, 2026
Duration: 7 nights
Departure from: Sint Maarten Landing: Bridgetown
Itinerary:
1. Sint Maarten,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Les Trois-Îlets,
6. Bequia,
7. Saint George,
8. Bridgetown
Caribbean: Sint Maarten, British Virgin Islands, Saint Kitts and Nevis, France, Saint Vincent and the Grenadines, Grenada, Barbados
Sint Maarten Itinerary Caribbean
Suite from $8,608
price per person Taxes included
See the cruise Book
Seabourn Ovation | Dec. 26, 2026
Duration: 7 nights
Departure from: Sint Maarten Landing: Bridgetown
Itinerary:
1. Sint Maarten,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Les Trois-Îlets,
6. Bequia,
7. Saint George,
8. Bridgetown
Caribbean: Sint Maarten, British Virgin Islands, Saint Kitts and Nevis, France, Saint Vincent and the Grenadines, Grenada, Barbados, Guadeloupe, Saint Pierre and Miquelon, Dominica, Saint Lucia
Sint Maarten Itinerary Caribbean
Suite from $9,601
price per person Taxes included
See the cruise Book
Seabourn Ovation | Dec. 5, 2026
Duration: 14 nights
Departure from: Sint Maarten Landing: Bridgetown
Itinerary:
1. Sint Maarten,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Les Trois-Îlets,
6. Bequia,
7. Saint George,
8. Bridgetown,
9. navigation,
10. Basseterre,
11. Terre-de-Haut,
12. Saint Pierre,
13. Roseau,
14. Rodney Bay,
15. Bridgetown
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 $9,747
price per person Taxes included
See the cruise Book
Wind Surf | Dec. 19, 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
13 cruises