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Priced from

Nov 05, 2024

(Tuesday)

14 Night Ocean Crossing Cruise

Wind Star
Windstar Cruises
4.2 based on 5 ratings
Starts: Lisbon, Portugal
Ends: Bridgetown, Barbados

14 Nights


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Lowest from

$2,199

per person
(double occupancy)
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Jan 25, 2025

(Saturday)

7 Night Windward Islands Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados

7 Nights


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Lowest from

$2,199

per person
(double occupancy)
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Feb 08, 2025

(Saturday)

7 Night Windward Islands Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados

7 Nights


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Lowest from

$2,199

per person
(double occupancy)
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Dec 14, 2024

(Saturday)

7 Night Windward Islands Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados

7 Nights


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Lowest from

$2,199

per person
(double occupancy)
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Jan 18, 2025

(Saturday)

7 Night Jewels of the Windward Islands Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados

7 Nights


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Lowest from

$2,199

per person
(double occupancy)
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Feb 01, 2025

(Saturday)

7 Night Jewels of the Windward Islands Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados

7 Nights


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Lowest from

$2,199

per person
(double occupancy)
Learn More

Feb 15, 2025

(Saturday)

7 Night Jewels of the Windward Islands Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados

7 Nights


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Lowest from

$2,199

per person
(double occupancy)
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Jan 04, 2025

(Saturday)

7 Night Jewels of the Windward Islands Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados

7 Nights


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Lowest from

$2,199

per person
(double occupancy)
Learn More

Dec 07, 2024

(Saturday)

7 Night Jewels of the Windward Islands Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados

7 Nights


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Lowest from

$2,199

per person
(double occupancy)
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Jan 11, 2025

(Saturday)

7 Night Windward Ways and Tobago Cays Cruise

Star Pride
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Oranjestad, Aruba

7 Nights


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Lowest from

$2,199

per person
(double occupancy)
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Jan 11, 2025

(Saturday)

7 Night Windward Islands Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados

7 Nights


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Lowest from

$2,199

per person
(double occupancy)
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Nov 09, 2024

(Saturday)

7 Night Windward Islands Surf and Sunsets Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico

7 Nights


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Lowest from

$2,199

per person
(double occupancy)
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Dec 07, 2024

(Saturday)

7 Night Winter Antilles Escape Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: Bridgetown, Barbados

7 Nights


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Lowest from

$2,199

per person
(double occupancy)
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Mar 15, 2025

(Saturday)

7 Night James Beard Foundation Windward Ways and Tobago Cays Cruise

Star Pride
Windstar Cruises
Starts: Oranjestad, Aruba
Ends: Bridgetown, Barbados
Theme Cruise

7 Nights


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Lowest from

$2,199

per person
(double occupancy)
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Dec 14, 2024

(Saturday)

7 Night Windward Ways and Tobago Cays Cruise

Star Pride
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Oranjestad, Aruba

7 Nights


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Lowest from

$2,199

per person
(double occupancy)
Learn More

Feb 22, 2025

(Saturday)

15 Night Ocean Crossing Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Bridgetown, Barbados
Ends: Lisbon, Portugal

15 Nights


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Lowest from

$2,399

per person
(double occupancy)
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Jan 18, 2026

(Sunday)

7 Night Jewels of the Windward Islands Cruise

Wind Surf
Windstar Cruises
4.3 based on 8 ratings
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados

7 Nights


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Lowest from

$2,399

per person
(double occupancy)
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Mar 26, 2025

(Wednesday)

15 Night Ocean Crossing Cruise

Wind Star
Windstar Cruises
4.2 based on 5 ratings
Starts: Bridgetown, Barbados
Ends: Lisbon, Portugal

15 Nights


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Lowest from

$2,399

per person
(double occupancy)
Learn More

Nov 13, 2024

(Wednesday)

14 Night Ocean Crossing Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Lisbon, Portugal
Ends: Bridgetown, Barbados

14 Nights


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Compare Favorites
Lowest from

$2,499

per person
(double occupancy)
Learn More

Nov 04, 2025

(Tuesday)

14 Night Ocean Crossing Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Lisbon, Portugal
Ends: Bridgetown, Barbados

14 Nights


Add to Favorites
Compare Favorites
Lowest from

$2,499

per person
(double occupancy)
Learn More

Dec 28, 2024

(Saturday)

7 Night Windward Islands Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados

7 Nights


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Compare Favorites
Lowest from

$2,599

per person
(double occupancy)
Learn More

Mar 07, 2026

(Saturday)

7 Night Jewels of the Windward Islands Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados

7 Nights


Add to Favorites
Compare Favorites
Lowest from

$2,599

per person
(double occupancy)
Learn More

Mar 14, 2026

(Saturday)

7 Night Windward Islands Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados

7 Nights


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Lowest from

$2,599

per person
(double occupancy)
Learn More

Feb 01, 2025

(Saturday)

7 Night Panama Canal Cartagena San Blas Islands and More Cruise

Star Pride
Windstar Cruises
Starts: Oranjestad, Aruba
Ends: Fuerte Amador, Panama

7 Nights


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Lowest from

$2,599

per person
(double occupancy)
Learn More

Mar 21, 2026

(Saturday)

7 Night Jewels of the Windward Islands Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados

7 Nights


Add to Favorites
Compare Favorites
Lowest from

$2,599

per person
(double occupancy)
Learn More



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