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

from $2,923.82
price per person Taxes included

21 reservations in 48 hours

See the cruise Book

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

from $2,971.86
price per person Taxes included

19 reservations in 36 hours

See the cruise Book

Wind Spirit | Feb 14, 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

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

from $6,591.72
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

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

from $2,971.86
price per person Taxes included

22 reservations in 36 hours

See the cruise Book

Wind Spirit | Feb 21, 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

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

from $6,591.72
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, Virgin Islands, Guadeloupe, Dominica, Sri Lanka, Barbados

from $2,815.44
price per person Taxes included

18 reservations in 36 hours

See the cruise Book

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, Sri Lanka, Guadeloupe, Saint Barthelemy, Saint Kitts and Nevis

from $2,850.08
price per person Taxes included

16 reservations in 36 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. Pigeon Island,

5. Les Saintes,

6. Gustavia,

7. Basseterre,

8. Philipsburg

Cruises from Philipsburg February 2026

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

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

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

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

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

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

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