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Cruises from Bridgetown


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Mar 29, 2025

(Saturday)

7 Night Jewels of the Windward Islands Cruise

Star Pride
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados
Ports of Call:
Bridgetown, Pigeon Island, Castries, The Pitons, Anse Mitan, Mayreau, St George's, Bequia...

7 Nights


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$2,940

per person
(double occupancy)
Includes taxes & fees
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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
Ports of Call:
Bridgetown, Pigeon Island, Castries, The Pitons, Kingstown, Mayreau, St George's, Bequia, Bridgetown

7 Nights


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$3,143

per person
(double occupancy)
Includes taxes & fees
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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
Ports of Call:
Bridgetown, Basseterre, Iles des Saintes, Roseau, Anse Mitan, Mayreau, Bridgetown

7 Nights


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$3,309

per person
(double occupancy)
Includes taxes & fees
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Apr 05, 2025

(Saturday)

10 Night Ocean Crossing Cruise

Star Pride
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Santa Cruz de Tenerife, Spain
Ports of Call:
Bridgetown, Santa Cruz de Tenerife

10 Nights


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$3,394

per person
(double occupancy)
Includes taxes & fees
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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
Ports of Call:
Bridgetown, Anse Mitan, Castries, Pigeon Island, Bequia, Mayreau, St George's, Bridgetown

7 Nights


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$3,415

per person
(double occupancy)
Includes taxes & fees
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Jan 25, 2026

(Sunday)

7 Night Windward Ways and Tobago Cays Cruise

Wind Surf
Windstar Cruises
4.3 based on 8 ratings
Starts: Bridgetown, Barbados
Ends: Oranjestad, Aruba
Ports of Call:
Bridgetown, Man of War Bay, Mayreau, Soufriere , Bonaire, Willemstad (Curacao), Oranjestad

7 Nights


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$3,517

per person
(double occupancy)
Includes taxes & fees
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Dec 28, 2025

(Sunday)

7 Night Windward Islands Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados
Ports of Call:
Bridgetown, Basseterre, Iles des Saintes, Roseau, Mayreau, Anse Mitan, Bridgetown

7 Nights


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$3,609

per person
(double occupancy)
Includes taxes & fees
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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
Ports of Call:
Bridgetown, St John's, Roseau, Iles des Saintes, Anse Mitan, Pigeon Island, Bridgetown

7 Nights


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$3,909

per person
(double occupancy)
Includes taxes & fees
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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
Ports of Call:
Bridgetown, Lisbon

15 Nights


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$3,910

per person
(double occupancy)
Includes taxes & fees
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Mar 28, 2026

(Saturday)

15 Night Ocean Crossing Cruise

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

15 Nights


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$4,010

per person
(double occupancy)
Includes taxes & fees
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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
Ports of Call:
Bridgetown, Pigeon Island, Castries, The Pitons, Kingstown, Mayreau, St George's, Bequia, Bridgetown

7 Nights


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$4,044

per person
(double occupancy)
Includes taxes & fees
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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
Ports of Call:
Bridgetown, Basseterre, Iles des Saintes, Roseau, Anse Mitan, Pigeon Island, Bridgetown

7 Nights


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$4,209

per person
(double occupancy)
Includes taxes & fees
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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
Ports of Call:
Bridgetown, St John's, Roseau, Castries, Anse Mitan, Pigeon Island, Bridgetown

7 Nights


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$4,229

per person
(double occupancy)
Includes taxes & fees
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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
Ports of Call:
Bridgetown, Lisbon

15 Nights


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$4,310

per person
(double occupancy)
Includes taxes & fees
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Feb 22, 2025

(Saturday)

7 Night Windward Ways and Tobago Cays Cruise

Star Pride
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Oranjestad, Aruba
Ports of Call:
Bridgetown, Man of War Bay, Mayreau, Soufriere , St George's, Willemstad (Curacao), Oranjestad

7 Nights


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$4,362

per person
(double occupancy)
Includes taxes & fees
Learn More

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
Ports of Call:
Bridgetown, Basseterre, Iles des Saintes, Roseau, Anse Mitan, Pigeon Island, Bridgetown

7 Nights


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$4,409

per person
(double occupancy)
Includes taxes & fees
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Nov 18, 2025

(Tuesday)

11 Night Colombian and Southern Caribbean Coastlines Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Bridgetown, Barbados
Ends: Colon, Panama
Ports of Call:
Bridgetown, Bequia, Mayreau, St George's, Bonaire, Willemstad (Curacao), Oranjestad, Cartagena...

11 Nights


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$5,230

per person
(double occupancy)
Includes taxes & fees
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Mar 07, 2026

(Saturday)

14 Night Star Collector Blue Seas of the Windward Islands Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados
Ports of Call:
Bridgetown, Basseterre, St John's, Iles des Saintes, Roseau, Mayreau, Anse Mitan, Bridgetown...

14 Nights


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$5,519

per person
(double occupancy)
Includes taxes & fees
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Jan 18, 2026

(Sunday)

14 Night Star Collector Captivating Caribbean Cruise

Wind Surf
Windstar Cruises
4.3 based on 8 ratings
Starts: Bridgetown, Barbados
Ends: Oranjestad, Aruba
Ports of Call:
Bridgetown, Anse Mitan, Castries, Pigeon Island, Bequia, Mayreau, St George's, Bridgetown...

14 Nights


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$6,033

per person
(double occupancy)
Includes taxes & fees
Learn More

Jan 11, 2025

(Saturday)

7 Night Windward Ways and Tobago Cays Cruise

Star Pride
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Oranjestad, Aruba
Ports of Call:
Bridgetown, Man of War Bay, Mayreau, Soufriere , Willemstad (Curacao), Bonaire, Oranjestad

7 Nights


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$6,113

per person
(double occupancy)
Includes taxes & fees
Learn More

Mar 21, 2026

(Saturday)

22 Night Star Collector Caribbean Beats and Transatlantic Treats Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Bridgetown, Barbados
Ends: Lisbon, Portugal
Ports of Call:
Bridgetown, Basseterre, Iles des Saintes, Roseau, Anse Mitan, Mayreau, Bridgetown, Lisbon

22 Nights


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$6,320

per person
(double occupancy)
Includes taxes & fees
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Apr 05, 2025

(Saturday)

18 Night Star Collector Song of the Canary Islands A Transatlantic Crossing Cruise

Star Pride
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Lisbon, Portugal
Ports of Call:
Bridgetown, Santa Cruz de Tenerife, San Sebastian de la Gomera, Las Palmas, Lanzarote, Madeira...

18 Nights


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$6,529

per person
(double occupancy)
Includes taxes & fees
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Jan 25, 2026

(Sunday)

15 Night Star Collector Windward Islands and Spanish New World Cruise

Wind Surf
Windstar Cruises
4.3 based on 8 ratings
Starts: Bridgetown, Barbados
Ends: Colon, Panama
Ports of Call:
Bridgetown, Man of War Bay, Mayreau, Soufriere , Bonaire, Willemstad (Curacao), Oranjestad...

15 Nights


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$6,551

per person
(double occupancy)
Includes taxes & fees
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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
Ports of Call:
Bridgetown, Pigeon Island, Castries, The Pitons, Kingstown, Mayreau, St George's, Bequia, Bridgetown

7 Nights


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$6,844

per person
(double occupancy)
Includes taxes & fees
Learn More

Jan 04, 2025

(Saturday)

14 Night Star Collector Windward Treasures An Antilles Odyssey Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados
Ports of Call:
Bridgetown, Pigeon Island, Castries, The Pitons, Kingstown, Mayreau, St George's, Bequia...

14 Nights


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from

$6,884

per person
(double occupancy)
Includes taxes & fees
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