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Nov 10, 2026

(Tuesday)

14 Night Ocean Crossing Cruise

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

14 Nights


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$2,525

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

(Sunday)

7 Night Windward Islands Surf and Sunsets Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan

7 Nights


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$2,530

per person
(double occupancy)
Includes taxes & fees
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Dec 06, 2026

(Sunday)

7 Night Windward Islands Surf and Sunsets Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan

7 Nights


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$2,530

per person
(double occupancy)
Includes taxes & fees
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Nov 08, 2026

(Sunday)

7 Night Windward Islands Surf and Sunsets Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan

7 Nights


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$2,530

per person
(double occupancy)
Includes taxes & fees
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Jan 03, 2027

(Sunday)

7 Night Windward Islands Surf and Sunsets Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan

7 Nights


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$2,530

per person
(double occupancy)
Includes taxes & fees
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Dec 20, 2026

(Sunday)

7 Night Windward Islands Surf and Sunsets Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan

7 Nights


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$2,730

per person
(double occupancy)
Includes taxes & fees
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Mar 09, 2026

(Monday)

6 Night Panamas Pristine Caribbean Cruise

Star Pride
Windstar Cruises
Starts: Colon, Panama
Ends: Oranjestad, Aruba
Ports of Call:
Colon, Bocas Del Toro, San Blas Islands, Cartagena, Oranjestad
Special Promotions

6 Nights


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$3,013

per person
(double occupancy)
Includes taxes & fees
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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
Ports of Call:
Oranjestad, Cartagena, San Blas Islands, Bocas Del Toro, Cruising the Panama Canal, Fuerte Amador
Special Promotions

7 Nights


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$3,138

per person
(double occupancy)
Includes taxes & fees
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Jan 25, 2025

(Saturday)

7 Night Panama Canal Cartagena San Blas Islands and More Cruise

Star Pride
Windstar Cruises
Starts: Fuerte Amador, Panama
Ends: Oranjestad, Aruba
Ports of Call:
Fuerte Amador, Cruising the Panama Canal, Bocas Del Toro, San Blas Islands, Cartagena, Oranjestad
Special Promotions

7 Nights


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$3,138

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
Special Promotions

7 Nights


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$3,267

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
Special Promotions

7 Nights


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$3,309

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

(Sunday)

7 Night Windward Ways and Tobago Cays Cruise

Star Pride
Windstar Cruises
Starts: Oranjestad, Aruba
Ends: Bridgetown, Barbados
Ports of Call:
Oranjestad, Bonaire, Pigeon Island, The Pitons, Bequia, Mayreau, Man of War Bay, Bridgetown

7 Nights


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$3,312

per person
(double occupancy)
Includes taxes & fees
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Nov 09, 2025

(Sunday)

7 Night San Juan and the Virgin Islands Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan
Special Promotions

7 Nights


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$3,323

per person
(double occupancy)
Includes taxes & fees
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Nov 23, 2025

(Sunday)

7 Night San Juan and the Virgin Islands Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan
Special Promotions

7 Nights


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$3,323

per person
(double occupancy)
Includes taxes & fees
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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...
Special Promotions

7 Nights


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$3,331

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
Special Promotions

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
Special Promotions

7 Nights


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$3,415

per person
(double occupancy)
Includes taxes & fees
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Mar 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
Ports of Call:
Oranjestad, Cartagena, San Blas Islands, Bocas Del Toro, Cruising the Panama Canal, Fuerte Amador
Special Promotions

7 Nights


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$3,418

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
Special Promotions

7 Nights


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$3,517

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
4.2 based on 5 ratings
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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$3,530

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
Special Promotions

7 Nights


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$3,609

per person
(double occupancy)
Includes taxes & fees
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Dec 13, 2025

(Saturday)

7 Night Enchanting Colombia and Panamanian Islands Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Colon, Panama
Ends: Oranjestad, Aruba
Ports of Call:
Colon, San Blas Islands, Cartagena, Santa Marta, Oranjestad
Special Promotions

7 Nights


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$3,708

per person
(double occupancy)
Includes taxes & fees
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Dec 20, 2025

(Saturday)

8 Night An ABC Christmas Cruise

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

8 Nights


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$3,718

per person
(double occupancy)
Includes taxes & fees
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Mar 13, 2026

(Friday)

7 Night Windward Islands Surf and Sunsets Cruise

Star Seeker
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Marigot, Iles des Saintes, Mayreau, Bequia, Pigeon Island, The Pitons, San Juan
Special Promotions

7 Nights


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$3,726

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

Feb 27, 2026

(Friday)

7 Night Windward Islands Surf and Sunsets Cruise

Star Seeker
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Philipsburg (St. Maarten), Iles des Saintes, Soufriere , Bequia, Mayreau, San Juan
Special Promotions

7 Nights


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$3,829

per person
(double occupancy)
Includes taxes & fees
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