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Itineraries and cruises Windstar Cruises departing from Bridgetown January 2026

  • 2025
  • 2026
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5 cruises

Caribbean: Barbados, Saint Vincent and the Grenadines, Dominica, Martinique, France, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy, British Virgin Islands, Sint Maarten

Bridgetown Itinerary Caribbean
from $6,375
price per person Taxes included
See the cruise Book
Wind Spirit | 4 Jan 2026
Duration: 10 nights
Departure from: Bridgetown Landing: Philipsburg
Itinerary:
1. Bridgetown,
2. Mayreau,
3. Roseau,
4. Fort de france,
5. Deshaies,
6. Basseterre,
7. Saint Johns,
8. navigation,
9. Gustavia,
10. Tortola Island,
11. Philipsburg

Caribbean: Barbados, Martinique, Saint Lucia, Sri Lanka, Saint Vincent and the Grenadines, Antigua and Barbuda

Bridgetown Itinerary Caribbean
from $5,074
price per person Taxes included
See the cruise Book
Wind Surf | 18 Jan 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. Fort de france,
3. Castries,
4. Pigeon Island,
5. Pigeon Island,
6. Bequia,
7. Mayreau,
8. Saint Johns,
9. Bridgetown
sold out

Barbados, Martinique, Saint Lucia, Sri Lanka, Saint Vincent and the Grenadines, Antigua and Barbuda

Bridgetown Itinerary Caribbean
from $5,074
price per person Taxes included
Wind Surf | 18 Jan 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. Fort de france,
3. Castries,
4. Pigeon Island,
5. Pigeon Island,
6. Bequia,
7. Mayreau,
8. Saint Johns,
9. Bridgetown

Caribbean: Barbados, United Kingdom, Saint Vincent and the Grenadines, Saint Lucia, Netherlands Antilles, Aruba

Bridgetown Itinerary Caribbean
from $5,637
price per person Taxes included
See the cruise Book
Wind Surf | 25 Jan 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Oranjestad
Itinerary:
1. Bridgetown,
2. Man of War Bay,
3. Mayreau,
4. Soufriere,
5. navigation,
6. Kralendijk,
7. Willemstad,
8. Oranjestad
sold out

Barbados, United Kingdom, Saint Vincent and the Grenadines, Saint Lucia, Netherlands Antilles, Aruba

Bridgetown Itinerary Caribbean
from $5,264
price per person Taxes included
Wind Surf | 25 Jan 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Oranjestad
Itinerary:
1. Bridgetown,
2. Man of War Bay,
3. Mayreau,
4. Soufriere,
5. navigation,
6. Kralendijk,
7. Willemstad,
8. Oranjestad
5 cruises