home Port of departureJanuary 2026

Cruises from Philipsburg January 2026

  • 2027
  • 2028
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11 cruises
Philipsburg Itinerary Caribbean
from $4,400
price per person Taxes included
Star Flyer | 10 Jan 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
Philipsburg Itinerary Caribbean
from $4,400
price per person Taxes included
Star Flyer | 24 Jan 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
Philipsburg Itinerary
Suite from $5,361
price per person Taxes included
Silver Shadow | 18 Jan 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Bridgetown
Itinerary:
1. Philipsburg,
2. St. John ,
3. Gustavia,
4. Roseau,
5. St. George's Island,
6. Les Trois-Îlets,
7. Kingstown,
8. Bridgetown
Philipsburg Itinerary Caribbean
Suite from $5,638
price per person Taxes included
Silver Shadow | 11 Jan 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. navigation,
3. Saint Thomas,
4. Little Bay,
5. Castries,
6. Bequia,
7. Les Saintes,
8. Philipsburg
sold out
Sint Maarten, Antigua and Barbuda, British Virgin Islands, Virgin Islands, Saint Barthelemy
Philipsburg Itinerary Caribbean
External from $8,060
price per person Taxes included
Wind Spirit | 31 Jan 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
sold out
Sint Maarten, United Kingdom, United States, Guadeloupe, Netherlands, Saint Barthelemy, Puerto Rico
Philipsburg Itinerary Caribbean
External from $8,563
price per person Taxes included
SeaDream II | 18 Jan 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
Philipsburg Itinerary Caribbean
External from $8,984
price per person Taxes included
Wind Spirit | 24 Jan 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
Philipsburg Itinerary Caribbean
External from $11,523
price per person Taxes included
Wind Spirit | 14 Jan 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
Philipsburg Itinerary Caribbean
Suite from $13,192
price per person Taxes included
Wind Surf | 11 Jan 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Bridgetown
Itinerary:
1. Philipsburg,
2. Basseterre,
3. Gustavia,
4. Saint Johns,
5. Les Saintes,
6. Roseau,
7. Mayreau,
8. Bridgetown
sold out
Sint Maarten, Saint Kitts and Nevis, Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Dominica, Saint Vincent and the Grenadines, Barbados, Martinique, Saint Lucia, Sri Lanka, Grenada
Philipsburg Itinerary Caribbean
External from $17,671
price per person Taxes included
Wind Surf | 11 Jan 2026
Duration: 14 nights
Departure from: Philipsburg Landing: Bridgetown
Itinerary:
1. Philipsburg,
2. Basseterre,
3. Gustavia,
4. Saint Johns,
5. Les Saintes,
6. Roseau,
7. Mayreau,
8. Bridgetown,
9. Fort de france,
10. Castries,
11. Pigeon Island,
12. Pigeon Island,
13. Bequia,
14. Mayreau,
15. Saint George,
16. Bridgetown
11 cruises