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Cruises from Bridgetown


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Nov 27, 2026

(Friday)

7 Night Jewels of the Windward Islands Cruise

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

7 Nights


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$2,738

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

(Saturday)

15 Night Knot Your Average Crossing Cruise

Wind Spirit
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Lisbon, Portugal
Ports of Call:
Bridgetown, Lisbon

15 Nights


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$2,925

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

(Sunday)

7 Night Windward Islands Cruise

Wind Spirit
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados
Ports of Call:
Bridgetown, Basseterre, Iles des Saintes, Roseau, Mayreau, Fort de France, Bridgetown

7 Nights


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$2,991

per person
(double occupancy)
Includes taxes & fees
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Mar 22, 2026

(Sunday)

16 Night Ocean Crossing Cruise

Star Pride
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Amsterdam, Netherlands
Ports of Call:
Bridgetown, Lisbon, Amsterdam

16 Nights


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$3,014

per person
(double occupancy)
Includes taxes & fees
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Mar 02, 2027

(Tuesday)

15 Night Ocean Crossing Cruise

Star Legend
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Lisbon, Portugal
Ports of Call:
Bridgetown, Madeira, PORTO SANTO, Casablanca, Lisbon

15 Nights


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$3,070

per person
(double occupancy)
Includes taxes & fees
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Dec 04, 2026

(Friday)

8 Night Windward Ways and Tobago Cays Cruise

Star Legend
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Oranjestad, Aruba
Ports of Call:
Bridgetown, Rodney Bay, The Pitons, Scarborough, Bequia, Mayreau, Bonaire, Willemstad (Curacao)...

8 Nights


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$3,119

per person
(double occupancy)
Includes taxes & fees
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Mar 21, 2026

(Saturday)

7 Night Windward Islands Cruise

Wind Spirit
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados
Ports of Call:
Bridgetown, Basseterre, Iles des Saintes, Roseau, Fort de France, Mayreau, Bridgetown

7 Nights


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$3,416

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
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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$3,422

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

(Saturday)

8 Night Windward Islands Cruise

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

8 Nights


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$3,516

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
Starts: Bridgetown, Barbados
Ends: Oranjestad, Aruba
Ports of Call:
Bridgetown, Bequia, Mayreau, Soufriere , Bonaire, Willemstad (Curacao), Oranjestad

7 Nights


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$3,624

per person
(double occupancy)
Includes taxes & fees
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Mar 15, 2026

(Sunday)

6 Night Jewels of the Windward Islands Cruise

Wind Spirit
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados
Ports of Call:
Bridgetown, Tobago Cays, Pigeon Island, Castries, The Pitons, Mayreau, Bequia, Bridgetown

6 Nights


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$4,016

per person
(double occupancy)
Includes taxes & fees
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Nov 24, 2026

(Tuesday)

11 Night Colombian and Southern Caribbean Coastlines Cruise

Wind Star
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Colon, Panama
Ports of Call:
Bridgetown, Bequia, St George's, Bonaire, Willemstad (Curacao), Oranjestad, Cartagena...

11 Nights


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$4,530

per person
(double occupancy)
Includes taxes & fees
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Nov 27, 2026

(Friday)

15 Night Star Collector Captivating Caribbean Cruise

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

15 Nights


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$4,658

per person
(double occupancy)
Includes taxes & fees
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Dec 04, 2026

(Friday)

16 Night Star Collector Windward Islands and Spanish New World Cruise

Star Legend
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Fuerte Amador, Panama
Ports of Call:
Bridgetown, Rodney Bay, The Pitons, Scarborough, Bequia, Mayreau, Bonaire, Willemstad (Curacao)...

16 Nights


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$4,661

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
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados
Ports of Call:
Bridgetown, Basseterre, St John's, Iles des Saintes, Roseau, Mayreau, Anse Mitan, Bridgetown...
Special Promotions

14 Nights


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$5,233

per person
(double occupancy)
Includes taxes & fees
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Mar 21, 2026

(Saturday)

22 Night Star Collector Caribbean Beats and Transatlantic Treats Cruise

Wind Spirit
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Lisbon, Portugal
Ports of Call:
Bridgetown, Basseterre, Iles des Saintes, Roseau, Fort de France, Mayreau, Bridgetown, Lisbon
Special Promotions

22 Nights


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$5,742

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

(Saturday)

25 Night Star Collector Classic Crossing to Spain and More Cruise

Wind Spirit
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Barcelona, Spain
Ports of Call:
Bridgetown, Lisbon, Tangier, Malaga, Cartagena, Valencia, Palma de Mallorca, Tarragona, Barcelona
Special Promotions

25 Nights


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$5,990

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
Starts: Bridgetown, Barbados
Ends: Oranjestad, Aruba
Ports of Call:
Bridgetown, Anse Mitan, Castries, Pigeon Island, Bequia, Mayreau, St George's, Bridgetown, Bequia...
Special Promotions

14 Nights


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$6,747

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
Starts: Bridgetown, Barbados
Ends: Colon, Panama
Ports of Call:
Bridgetown, Bequia, Mayreau, Soufriere , Bonaire, Willemstad (Curacao), Oranjestad, Cartagena...
Special Promotions

15 Nights


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$6,766

per person
(double occupancy)
Includes taxes & fees
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Nov 24, 2026

(Tuesday)

18 Night Star Collector Reefs and Rainforests the Caribbean Colombia Panama and Costa Rica via the Panama Canal Cruise

Wind Star
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Puerto Caldera, Costa Rica
Ports of Call:
Bridgetown, Bequia, St George's, Bonaire, Willemstad (Curacao), Oranjestad, Cartagena...
Special Promotions

18 Nights


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$8,200

per person
(double occupancy)
Includes taxes & fees
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Mar 15, 2026

(Sunday)

13 Night Star Collector Blue Seas of the Windward Islands Cruise

Wind Spirit
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados
Ports of Call:
Bridgetown, Tobago Cays, Pigeon Island, Castries, The Pitons, Mayreau, Bequia, Bridgetown...

13 Nights


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Jan 04, 2026

(Sunday)

10 Night Sublime Southern Caribbean Cruise

Wind Spirit
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
Bridgetown, Mayreau, Roseau, Anse Mitan, Charlestown, Basseterre, St John's, Falmouth Harbour...

10 Nights


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