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

External from $4,383
price per person Taxes included

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Wind Spirit | Jan 4, 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, Grenada

External from $3,659
price per person Taxes included

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Wind Surf | Jan 18, 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 George,

9. Bridgetown

Barbados, Martinique, Saint Lucia, Sri Lanka, Saint Vincent and the Grenadines, Grenada

External from $3,296
price per person Taxes included

Wind Surf | Jan 18, 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 George,

9. Bridgetown

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

External from $3,904
price per person Taxes included

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Wind Surf | Jan 25, 2026

Duration: 7 nights

Departure from: Bridgetown Landing: Oranjestad

Itinerary:

1. Bridgetown,

2. Bequia,

3. Mayreau,

4. Soufriere,

5. navigation,

6. Kralendijk,

7. Willemstad,

8. Oranjestad

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

External from $3,419
price per person Taxes included

Wind Surf | Jan 25, 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

Itineraries and cruises Windstar Cruises departing from Bridgetown January 2026