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Mar 28, 2026

(Saturday)

16 Night Ocean Crossing Cruise

Wind Spirit
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Malaga, Spain
Ports of Call:
Bridgetown, Tangier, Malaga

16 Nights


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$2,364

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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$2,418

per person
(double occupancy)
Includes taxes & fees
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Mar 06, 2028

(Monday)

7 Night Island Trails Aruba to the Virgin Islands Cruise

Star Pride
Windstar Cruises
Starts: Oranjestad, Aruba
Ends: San Juan, Puerto Rico
Ports of Call:
Oranjestad, Willemstad (Curacao), Bonaire, Gustavia St. Barts, Great Harbour...
Special Promotions

7 Nights


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$2,558

per person
(double occupancy)
Includes taxes & fees
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Nov 08, 2027

(Monday)

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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$2,930

per person
(double occupancy)
Includes taxes & fees
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Nov 22, 2027

(Monday)

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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$2,930

per person
(double occupancy)
Includes taxes & fees
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Mar 13, 2028

(Monday)

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
Special Promotions

7 Nights


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$3,030

per person
(double occupancy)
Includes taxes & fees
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Mar 27, 2028

(Monday)

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
Special Promotions

7 Nights


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$3,030

per person
(double occupancy)
Includes taxes & fees
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Jan 10, 2028

(Monday)

7 Night Windward Islands Surf and Sunsets Cruise

Star Legend
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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$3,030

per person
(double occupancy)
Includes taxes & fees
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Jan 24, 2028

(Monday)

7 Night Windward Islands Surf and Sunsets Cruise

Star Legend
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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$3,030

per person
(double occupancy)
Includes taxes & fees
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Feb 07, 2028

(Monday)

7 Night Windward Islands Surf and Sunsets Cruise

Star Legend
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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$3,030

per person
(double occupancy)
Includes taxes & fees
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Feb 21, 2028

(Monday)

7 Night Windward Islands Surf and Sunsets Cruise

Star Legend
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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$3,030

per person
(double occupancy)
Includes taxes & fees
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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, Rodney Bay, Castries, The Pitons, Mayreau, St George's, Bequia, Bridgetown

7 Nights


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$3,138

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, Deshaies, Marigot, San Juan

7 Nights


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$3,230

per person
(double occupancy)
Includes taxes & fees
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Dec 27, 2027

(Monday)

7 Night Windward Islands Surf and Sunsets Cruise

Star Legend
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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$3,230

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, Deshaies, Marigot, San Juan

7 Nights


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$3,330

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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$3,330

per person
(double occupancy)
Includes taxes & fees
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Feb 28, 2028

(Monday)

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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$3,365

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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$3,430

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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$3,519

per person
(double occupancy)
Includes taxes & fees
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Dec 12, 2026

(Saturday)

8 Night Panama Canal Cartagena San Blas Islands and More Cruise

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

8 Nights


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$3,565

per person
(double occupancy)
Includes taxes & fees
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Nov 10, 2026

(Tuesday)

14 Night Knot Your Average Crossing Cruise

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

14 Nights


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$3,725

per person
(double occupancy)
Includes taxes & fees
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Feb 16, 2027

(Tuesday)

6 Night Panama Canal Cartagena San Blas Islands and More Cruise

Star Legend
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

6 Nights


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$3,765

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, Deshaies, Marigot, San Juan

7 Nights


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$4,030

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

Mar 06, 2028

(Monday)

14 Night Star Collector Windward Islands ABC Islands and the Virgin Islands Cruise

Star Pride
Windstar Cruises
Starts: Oranjestad, Aruba
Ends: San Juan, Puerto Rico
Ports of Call:
Oranjestad, Willemstad (Curacao), Bonaire, Gustavia St. Barts, Great Harbour...
Special Promotions

14 Nights


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$4,489

per person
(double occupancy)
Includes taxes & fees
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Feb 21, 2028

(Monday)

14 Night Latin America Explorer Cruise

Star Pride
Windstar Cruises
Starts: Puerto Caldera, Costa Rica
Ends: Oranjestad, Aruba
Ports of Call:
Puerto Caldera, Playa Flamingo, Punta Leona, Quepos, Golfo Dulce, Isla Parida, Fuerte Amador...
Special Promotions

14 Nights


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$4,627

per person
(double occupancy)
Includes taxes & fees
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