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Cruises Sint Maarten in January 2026

  • 2025
  • 2026
  • 2027
17 cruises
sold out

Sint Maarten, British Virgin Islands, Virgin Islands, Saint Barthelemy

Philipsburg Itinerary Caribbean
from $4,233
price per person Taxes included
Wind Surf | Jan. 4, 2026
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
sold out

Sint Maarten, Virgin Islands, Montserrat, Saint Lucia, Saint Vincent and the Grenadines, Guadeloupe

Philipsburg Itinerary Caribbean
from $9,244
price per person Taxes included
Silver Shadow | Jan. 4, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. navigation,
3. Saint Thomas,
4. Little Bay,
5. Castries,
6. Mayreau,
7. Les Saintes,
8. Philipsburg

Caribbean: Sint Maarten, Antigua and Barbuda, Dominica, Guadeloupe, France, Saint Barthelemy

Philipsburg Itinerary Caribbean
from $3,860
price per person Taxes included
Star Flyer | Jan. 10, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Barbuda,
3. Cabritz Bay,
4. Terre-de-Haut,
5. Deshaies,
6. Falmouth Harbour,
7. Gustavia,
8. Philipsburg
sold out

Sint Maarten, Saint Kitts and Nevis, Saint Barthelemy, Virgin Islands, Guadeloupe, Sri Lanka, Saint Vincent and the Grenadines, Barbados

Philipsburg Itinerary Caribbean
from $4,275
price per person Taxes included
Wind Surf | Jan. 11, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Bridgetown
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, Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Saint Vincent and the Grenadines, Barbados

Philipsburg Itinerary Caribbean
from $4,437
price per person Taxes included
Wind Surf | Jan. 11, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Bridgetown
Itinerary:
1. Philipsburg,
2. Basseterre,
3. Gustavia,
4. Saint Johns,
5. Les Saintes,
6. Mayreau,
7. Kingstown,
8. Bridgetown
sold out

Sint Maarten, Virgin Islands, Montserrat, Saint Lucia, Saint Vincent and the Grenadines, Guadeloupe

Philipsburg Itinerary Caribbean
from $9,407
price per person Taxes included
Silver Shadow | Jan. 11, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. navigation,
3. Saint Thomas,
4. Little Bay,
5. Castries,
6. Mayreau,
7. Les Saintes,
8. Philipsburg

Caribbean: Sint Maarten, Saint Kitts and Nevis, Dominica, Saint Lucia, Martinique, Guadeloupe, United States, British Virgin Islands, Virgin Islands, Saint Barthelemy

Philipsburg Itinerary Caribbean
from $7,514
price per person Taxes included
Wind Spirit | Jan. 14, 2026
Duration: 10 nights
Departure from: Philipsburg Landing: Philipsburg
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
sold out

Sint Maarten, Saint Kitts and Nevis, Dominica, Saint Lucia, Martinique, Guadeloupe, United States, British Virgin Islands, Virgin Islands, Saint Barthelemy

Philipsburg Itinerary Caribbean
from $5,892
price per person Taxes included
Wind Spirit | Jan. 14, 2026
Duration: 10 nights
Departure from: Philipsburg Landing: Philipsburg
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, British Virgin Islands, Saint Kitts and Nevis, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada, Barbados

Philipsburg Itinerary Caribbean
from $7,298
price per person Taxes included
Seabourn Ovation | Jan. 17, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Bridgetown
Itinerary:
1. Philipsburg,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Saint Pierre,
6. Bequia,
7. Saint George,
8. Bridgetown

Caribbean: Sint Maarten, British Virgin Islands, Saint Kitts and Nevis, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada, Barbados, Saint Lucia, United Kingdom, Antigua and Barbuda, Virgin Islands

Philipsburg Itinerary Caribbean
from $13,137
price per person Taxes included
Seabourn Ovation | Jan. 17, 2026
Duration: 14 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Saint Pierre,
6. Bequia,
7. Saint George,
8. Bridgetown,
9. Castries,
10. navigation,
11. Montserrat,
12. Saint Johns,
13. Basseterre,
14. Jost Van Dyke,
15. Philipsburg

Caribbean: Sint Maarten, United Kingdom, United States, Guadeloupe, Netherlands, Saint Barthelemy, Puerto Rico

Philipsburg Itinerary Caribbean
from $7,761
price per person Taxes included
SeaDream II | Jan. 18, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: San Juan
Itinerary:
1. Philipsburg,
2. Falmouth,
3. Charlestown,
4. Terre-de-Haut,
5. Saba,
6. Gustavia,
7. Gustavia,
8. navigation,
9. San Juan
sold out

Sint Maarten, Antigua and Barbuda, British Virgin Islands, Virgin Islands, Saint Barthelemy

Philipsburg Itinerary Caribbean
from $4,314
price per person Taxes included
Wind Spirit | Jan. 24, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
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

Caribbean: Sint Maarten, Antigua and Barbuda, British Virgin Islands, Virgin Islands, Saint Barthelemy

Philipsburg Itinerary Caribbean
from $4,476
price per person Taxes included
Wind Spirit | Jan. 24, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
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

Caribbean: Sint Maarten, Antigua and Barbuda, Dominica, Guadeloupe, France, Saint Barthelemy

Philipsburg Itinerary Caribbean
from $3,860
price per person Taxes included
Star Flyer | Jan. 24, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Barbuda,
3. Cabritz Bay,
4. Terre-de-Haut,
5. Deshaies,
6. Falmouth Harbour,
7. Gustavia,
8. Philipsburg
sold out

Sint Maarten, Antigua and Barbuda, British Virgin Islands, Virgin Islands, Saint Barthelemy

Philipsburg Itinerary Caribbean
from $4,152
price per person Taxes included
Wind Spirit | Jan. 31, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
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

Caribbean: Sint Maarten, British Virgin Islands, Saint Kitts and Nevis, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada, Barbados

Philipsburg Itinerary Caribbean
from $7,298
price per person Taxes included
Seabourn Ovation | Jan. 31, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Bridgetown
Itinerary:
1. Philipsburg,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Saint Pierre,
6. Bequia,
7. Saint George,
8. Bridgetown

Caribbean: Sint Maarten, British Virgin Islands, Saint Kitts and Nevis, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada, Barbados, France, Guadeloupe, Dominica, Saint Lucia

Philipsburg Itinerary Caribbean
from $13,137
price per person Taxes included
Seabourn Ovation | Jan. 31, 2026
Duration: 14 nights
Departure from: Philipsburg Landing: Bridgetown
Itinerary:
1. Philipsburg,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Saint Pierre,
6. Bequia,
7. Saint George,
8. Bridgetown,
9. navigation,
10. Basseterre,
11. Les Trois-Îlets,
12. Pointe à Pitre,
13. Roseau,
14. Rodney Bay,
15. Bridgetown
17 cruises