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Cruises Sint Maarten in January 2026

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  • 2026
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January 2026 February 2026 March 2026 April 2026 May 2026 June 2026 July 2026 August 2026 September 2026 October 2026 November 2026
19 cruises
sold out

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

Philipsburg Itinerary Caribbean
from $2,907.41
price per person Taxes included
Wind Surf | Jan 4, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
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

Philipsburg Itinerary Caribbean
from $2,907.41
price per person Taxes included
5 reservations in 72 hours
Wind Surf | Jan 4, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
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
sold out

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

Philipsburg Itinerary Caribbean
from $6,349.52
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 $2,651.20
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 $2,936.37
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, Virgin Islands, Guadeloupe, Sri Lanka, Saint Vincent and the Grenadines, Barbados

Philipsburg Itinerary Caribbean
from $2,936.37
price per person Taxes included
2 reservations in 72 hours
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
sold out

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

Philipsburg Itinerary Caribbean
from $6,460.91
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
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 $4,046.98
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 $4,046.98
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, South Africa, Grenada, Barbados

Sint Maarten Itinerary Caribbean
from $4,511.50
price per person Taxes included
Seabourn Ovation | Jan 17, 2026
Duration: 7 nights
Departure from: Sint Maarten Landing: Bridgetown
Itinerary:
1. Sint Maarten,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Saint Pierre,
6. Port Elizabeth,
7. Saint George,
8. Bridgetown

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

Sint Maarten Itinerary Caribbean
from $8,120.70
price per person Taxes included
Seabourn Ovation | Jan 17, 2026
Duration: 14 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Saint Pierre,
6. Port Elizabeth,
7. Saint George,
8. Bridgetown,
9. Castries,
10. navigation,
11. Montserrat,
12. Saint Johns,
13. Basseterre,
14. Jost Van Dyke,
15. Sint Maarten

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

Philipsburg Itinerary Caribbean
from $4,880.21
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

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

Philipsburg Itinerary Caribbean
from $2,651.20
price per person Taxes included
2 reservations in 72 hours
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, Virgin Islands, United Kingdom, British Virgin Islands, Saint Barthelemy

Philipsburg Itinerary Caribbean
from $2,963.11
price per person Taxes included
Wind Spirit | Jan 24, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
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

Philipsburg Itinerary Caribbean
from $2,963.11
price per person Taxes included
Wind Spirit | Jan 24, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
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
sold out

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

Philipsburg Itinerary Caribbean
from $2,851.71
price per person Taxes included
Wind Spirit | Jan 31, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
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, British Virgin Islands, Saint Kitts and Nevis, Saint Pierre and Miquelon, South Africa, Grenada, Barbados

Sint Maarten Itinerary Caribbean
from $4,511.50
price per person Taxes included
Seabourn Ovation | Jan 31, 2026
Duration: 7 nights
Departure from: Sint Maarten Landing: Bridgetown
Itinerary:
1. Sint Maarten,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Saint Pierre,
6. Port Elizabeth,
7. Saint George,
8. Bridgetown

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

Sint Maarten Itinerary Caribbean
from $8,120.70
price per person Taxes included
Seabourn Ovation | Jan 31, 2026
Duration: 14 nights
Departure from: Sint Maarten Landing: Bridgetown
Itinerary:
1. Sint Maarten,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Saint Pierre,
6. Port Elizabeth,
7. Saint George,
8. Bridgetown,
9. navigation,
10. Basseterre,
11. Les Trois-Îlets,
12. Pointe à Pitre,
13. Roseau,
14. Rodney Bay,
15. Bridgetown
sold out

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

Philipsburg Itinerary Caribbean
from $2,851.71
price per person Taxes included
Wind Spirit | Jan 31, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
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
19 cruises