Cruises of Windstar Cruises in Sint Maarten February 2026

7 cruises

Sort: Sort Nearest departure

Nearest departure Further departure Lower price Higher price Shorter duration Longer duration Recommended cruises

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

External from R 85 795
price per person Taxes included

Wind Spirit | 07 Feb 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

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

External from R 93 120
price per person Taxes included

Wind Spirit | 14 Feb 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, Antigua and Barbuda, British Virgin Islands, Virgin Islands, Saint Barthelemy

External from R 93 120
price per person Taxes included

Wind Spirit | 21 Feb 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

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

External from R 167 382
price per person Taxes included

Wind Spirit | 28 Feb 2026

Duration: 15 nights

Departure from: Philipsburg Landing: Bridgetown

Itinerary:

1. Philipsburg,

2. Basseterre,

3. Gustavia,

4. navigation,

5. Les Saintes,

6. Roseau,

7. Mayreau,

8. Bridgetown,

9. navigation,

10. Basseterre,

11. Saint Johns,

12. Les Saintes,

13. Roseau,

14. Mayreau,

15. Fort de france,

16. Bridgetown

Sint Maarten, Saint Kitts and Nevis, Saint Barthelemy, Guadeloupe, Dominica, Saint Vincent and the Grenadines, Barbados

External from R 83 723
price per person Taxes included

Wind Spirit | 28 Feb 2026

Duration: 7 nights

Departure from: Philipsburg Landing: Bridgetown

Itinerary:

1. Philipsburg,

2. Basseterre,

3. Gustavia,

4. navigation,

5. Les Saintes,

6. Roseau,

7. Mayreau,

8. Bridgetown

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

External from R 158 454
price per person Taxes included

See the cruise

Book Online

Wind Surf | 28 Feb 2026

Duration: 14 nights

Departure from: Philipsburg Landing: Philipsburg

Itinerary:

1. Philipsburg,

2. Charlestown,

3. Roseau,

4. Mayreau,

5. Deshaies,

6. Basseterre,

7. Gustavia,

8. Philipsburg,

9. navigation,

10. Tortola Island,

11. Virgin Gorda,

12. Tortola Island,

13. Tortola Island,

14. Jost Van Dyke,

15. Gustavia,

16. Philipsburg

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

External from R 92 928
price per person Taxes included

See the cruise

Book Online

Wind Surf | 28 Feb 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

7 cruises

Sort: Sort Nearest departure

Nearest departure Further departure Lower price Higher price Shorter duration Longer duration Recommended cruises