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Cruises from Philipsburg February 2026

2025
2026

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15 cruises

Caribbean: Sint Maarten, United States, Dominica, Saint Vincent and the Grenadines, Martinique, Saint Kitts and Nevis, Saint Barthelemy

from $3,322
price per person Taxes included

4 reservations in 72 hours

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Wind Spirit | Feb 7, 2026

Duration: 7 nights

Departure from: Philipsburg Landing: Philipsburg

Itinerary:

1. Philipsburg,

2. Charlestown,

3. Roseau,

4. Mayreau,

5. Fort de france,

6. Basseterre,

7. Gustavia,

8. Philipsburg

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

from $2,711
price per person Taxes included

See the cruise Book

Star Flyer | Feb 7, 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

Sint Maarten, United States, Dominica, Sri Lanka, Guadeloupe, Saint Kitts and Nevis, Saint Barthelemy

from $2,980
price per person Taxes included

Wind Spirit | Feb 7, 2026

Duration: 7 nights

Departure from: Philipsburg Landing: Philipsburg

Itinerary:

1. Philipsburg,

2. Charlestown,

3. Roseau,

4. Pigeon Island,

5. Les Saintes,

6. Basseterre,

7. Gustavia,

8. Philipsburg

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

from $28,813
price per person Taxes included

5 reservations in 72 hours

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Four Seasons Yacht I | Feb 8, 2026

Duration: 7 nights

Departure from: Philipsburg Landing: Bridgetown

Itinerary:

1. Philipsburg,

2. Peter Island,

3. Charlestown,

4. Gustavia,

7. Bequia,

8. Bridgetown

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

from $3,029
price per person Taxes included

Wind Spirit | Feb 14, 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

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

from $6,719
price per person Taxes included

Silver Shadow | Feb 19, 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

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

from $3,029
price per person Taxes included

Wind Spirit | Feb 21, 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, British Virgin Islands, Saint Kitts and Nevis, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada, Barbados

from $5,808
price per person Taxes included

4 reservations in 72 hours

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Seabourn Ovation | Feb 21, 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, Antigua and Barbuda, Dominica, Guadeloupe, France, Saint Barthelemy

from $2,711
price per person Taxes included

See the cruise Book

Star Flyer | Feb 21, 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

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

from $10,250
price per person Taxes included

4 reservations in 72 hours

See the cruise Book

Seabourn Ovation | Feb 21, 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

Sint Maarten, Virgin Islands, Saint Barthelemy, Dominica, Bermuda, France, Saint Vincent and the Grenadines, Barbados

from $6,719
price per person Taxes included

Silver Shadow | Feb 26, 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

Caribbean: Sint Maarten, Saint Kitts and Nevis, Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Dominica, Saint Vincent and the Grenadines, Barbados

from $2,870
price per person Taxes included

2 reservations in 72 hours

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Wind Spirit | Feb 28, 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

Sint Maarten, Saint Kitts and Nevis, Saint Barthelemy, Virgin Islands, Guadeloupe, Dominica, Sri Lanka, Barbados

from $2,870
price per person Taxes included

Wind Spirit | Feb 28, 2026

Duration: 7 nights

Departure from: Philipsburg Landing: Bridgetown

Itinerary:

1. Philipsburg,

2. Basseterre,

3. Gustavia,

4. St. John ,

5. Les Saintes,

6. Roseau,

7. Pigeon Island,

8. Bridgetown

Caribbean: Sint Maarten, United States, Dominica, Saint Vincent and the Grenadines, France, Saint Kitts and Nevis, Saint Barthelemy

from $3,019
price per person Taxes included

2 reservations in 72 hours

See the cruise Book

Wind Surf | Feb 28, 2026

Duration: 7 nights

Departure from: Philipsburg Landing: Philipsburg

Itinerary:

1. Philipsburg,

2. Charlestown,

3. Roseau,

4. Mayreau,

5. Deshaies,

6. Basseterre,

7. Gustavia,

8. Philipsburg

Sint Maarten, United States, Dominica, Sri Lanka, Guadeloupe, Saint Barthelemy, Saint Kitts and Nevis

from $2,905
price per person Taxes included

Wind Surf | Feb 28, 2026

Duration: 7 nights

Departure from: Philipsburg Landing: Philipsburg

Itinerary:

1. Philipsburg,

2. Charlestown,

3. Roseau,

4. Pigeon Island,

5. Les Saintes,

6. Gustavia,

7. Basseterre,

8. Philipsburg

15 cruises