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Itineraries and cruises Windstar Cruises departing from Sint Maarten

  • 2024
  • 2025
  • 2026
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34 cruises

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

Sint Maarten Itinerary Caribbean
from 23.048,66 kr.
price per person Taxes included
18 reservations in 48 hours
Wind Surf | 21 Dec 2024
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Basseterre,
7. Gustavia,
8. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 26.891,39 kr.
price per person Taxes included
16 reservations in 36 hours
Wind Surf | 28 Dec 2024
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Falmouth Harbour,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 18.437,39 kr.
price per person Taxes included
15 reservations in 36 hours
Wind Surf | 4 Jan 2025
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Gustavia,
7. Basseterre,
8. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 19.205,94 kr.
price per person Taxes included
18 reservations in 36 hours
Wind Surf | 11 Jan 2025
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Falmouth Harbour,
3. Gustavia,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Anguilla,
9. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 20.743,03 kr.
price per person Taxes included
15 reservations in 48 hours
Wind Surf | 18 Jan 2025
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Gustavia,
7. Basseterre,
8. Sint Maarten

Caribbean: Sint Maarten, United States, Dominica, Sri Lanka, Guadeloupe, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Anguilla, Virgin Islands, British Virgin Islands

Sint Maarten Itinerary Caribbean
from 40.340,93 kr.
price per person Taxes included
22 reservations in 48 hours
Wind Surf | 18 Jan 2025
Duration: 14 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Gustavia,
7. Basseterre,
8. Sint Maarten,
9. Falmouth Harbour,
10. Baie Road,
11. Jost Van Dyke,
12. Jost Van Dyke,
13. Virgin Gorda,
14. Gustavia,
15. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 18.437,39 kr.
price per person Taxes included
18 reservations in 48 hours
Wind Surf | 25 Jan 2025
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Falmouth Harbour,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 18.437,39 kr.
price per person Taxes included
19 reservations in 48 hours
Wind Surf | 1 Feb 2025
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Falmouth Harbour,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 19.974,48 kr.
price per person Taxes included
16 reservations in 36 hours
Wind Surf | 8 Feb 2025
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Basseterre,
7. Gustavia,
8. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 18.437,39 kr.
price per person Taxes included
19 reservations in 48 hours
Wind Surf | 15 Feb 2025
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Falmouth Harbour,
3. Jost Van Dyke,
4. Virgin Gorda,
5. Tortola Island,
6. Gustavia,
7. Anguilla,
8. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 18.437,39 kr.
price per person Taxes included
16 reservations in 48 hours
Wind Surf | 22 Feb 2025
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Basseterre,
7. Gustavia,
8. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 16.900,30 kr.
price per person Taxes included
18 reservations in 48 hours
Wind Surf | 1 Mar 2025
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Falmouth Harbour,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 16.900,30 kr.
price per person Taxes included
16 reservations in 36 hours
Wind Surf | 8 Mar 2025
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Falmouth Harbour,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 19.974,48 kr.
price per person Taxes included
19 reservations in 48 hours
Wind Surf | 15 Mar 2025
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Basseterre,
7. Gustavia,
8. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 17.668,85 kr.
price per person Taxes included
15 reservations in 48 hours
Wind Surf | 22 Mar 2025
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Falmouth Harbour,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Sint Maarten

Ocean Cruises: Sint Maarten, Portugal

Sint Maarten Itinerary Ocean Cruises
from 19.205,94 kr.
price per person Taxes included
19 reservations in 36 hours
Wind Surf | 29 Mar 2025
Duration: 14 nights
Departure from: Sint Maarten Landing: Lisbon
Itinerary:
1. Sint Maarten,
2. navigation,
3. navigation,
4. navigation,
5. navigation,
6. navigation,
7. navigation,
8. navigation,
9. navigation,
10. navigation,
11. Ponta Delgada,
12. navigation,
13. navigation,
14. navigation,
15. Lisbon

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

Sint Maarten Itinerary Caribbean
from 14.594,67 kr.
price per person Taxes included
16 reservations in 48 hours
Wind Surf | 2 Dec 2025
Duration: 5 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Tortola Island,
3. Jost Van Dyke,
4. Jost Van Dyke,
5. Virgin Gorda,
6. Gustavia,
7. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 17.668,85 kr.
price per person Taxes included
19 reservations in 36 hours
Wind Surf | 7 Dec 2025
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Gustavia,
7. Basseterre,
8. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 18.437,39 kr.
price per person Taxes included
16 reservations in 48 hours
Wind Surf | 14 Dec 2025
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Falmouth Harbour,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 20.743,03 kr.
price per person Taxes included
19 reservations in 48 hours
Wind Surf | 21 Dec 2025
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Gustavia,
7. Basseterre,
8. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 20.743,03 kr.
price per person Taxes included
15 reservations in 36 hours
Wind Surf | 28 Dec 2025
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Falmouth Harbour,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 19.205,94 kr.
price per person Taxes included
16 reservations in 36 hours
Wind Surf | 4 Jan 2026
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Falmouth Harbour,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Sint Maarten

Caribbean: Sint Maarten, Saint Kitts and Nevis, Montserrat, Saint Barthelemy, France, Dominica, Sri Lanka, Barbados

Sint Maarten Itinerary Caribbean
from 19.205,94 kr.
price per person Taxes included
18 reservations in 36 hours
Wind Surf | 11 Jan 2026
Duration: 7 nights
Departure from: Sint Maarten Landing: Bridgetown
Itinerary:
1. Sint Maarten,
2. Basseterre,
3. Little Bay,
4. Gustavia,
5. Deshaies,
6. Roseau,
7. Pigeon Island,
8. Bridgetown

Caribbean: Sint Maarten, Saint Kitts and Nevis, Dominica, Saint Lucia, Saint Vincent and the Grenadines, Grenada, Martinique, Guadeloupe, Saint Barthelemy

Sint Maarten Itinerary Caribbean
from 26.891,39 kr.
price per person Taxes included
19 reservations in 36 hours
Wind Spirit | 14 Jan 2026
Duration: 10 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Basseterre,
3. Roseau,
4. Castries,
5. Bequia,
6. Saint George,
7. Mayreau,
8. Fort de france,
9. Les Saintes,
10. Gustavia,
11. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 19.205,94 kr.
price per person Taxes included
19 reservations in 36 hours
Wind Spirit | 24 Jan 2026
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Tortola Island,
3. Jost Van Dyke,
4. Jost Van Dyke,
5. Virgin Gorda,
6. Gustavia,
7. Anguilla,
8. Falmouth Harbour,
9. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 19.205,94 kr.
price per person Taxes included
21 reservations in 36 hours
Wind Spirit | 31 Jan 2026
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Tortola Island,
3. Jost Van Dyke,
4. Jost Van Dyke,
5. Virgin Gorda,
6. Gustavia,
7. Anguilla,
8. Falmouth Harbour,
9. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 19.974,48 kr.
price per person Taxes included
19 reservations in 36 hours
Wind Spirit | 14 Feb 2026
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Tortola Island,
3. Jost Van Dyke,
4. Jost Van Dyke,
5. Virgin Gorda,
6. Gustavia,
7. Anguilla,
8. Falmouth Harbour,
9. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 19.974,48 kr.
price per person Taxes included
22 reservations in 36 hours
Wind Spirit | 21 Feb 2026
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Tortola Island,
3. Jost Van Dyke,
4. Jost Van Dyke,
5. Virgin Gorda,
6. Gustavia,
7. Anguilla,
8. Falmouth Harbour,
9. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from 18.437,39 kr.
price per person Taxes included
18 reservations in 36 hours
Wind Spirit | 28 Feb 2026
Duration: 7 nights
Departure from: Sint Maarten Landing: Bridgetown
Itinerary:
1. Sint Maarten,
2. Basseterre,
3. Gustavia,
4. Little Bay,
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

Sint Maarten Itinerary Caribbean
from 17.668,85 kr.
price per person Taxes included
15 reservations in 36 hours
Wind Surf | 28 Feb 2026
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Gustavia,
7. Basseterre,
8. Sint Maarten
34 cruises