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Priced from

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

7 Nights


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Lowest from

$2,199

per person
(double occupancy)
Learn More

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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Lowest from

$2,399

per person
(double occupancy)
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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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Lowest from

$2,399

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
Ports of Call:
San Juan, Charlotte Amalie (St Thomas), Gustavia St. Barts, Basseterre, Roseau, Pigeon Island...

7 Nights


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Lowest from

$2,499

per person
(double occupancy)
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Nov 23, 2024

(Saturday)

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, Pigeon Island, Iles des Saintes, Philipsburg (St. Maarten), San Juan

7 Nights


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Lowest from

$2,499

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
Ports of Call:
Bridgetown, Man of War Bay, Mayreau, Soufriere , St George's, Willemstad (Curacao), Oranjestad

7 Nights


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Lowest from

$2,499

per person
(double occupancy)
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Nov 16, 2024

(Saturday)

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, Charlotte Amalie (St Thomas), Sint Maarten, Gustavia St. Barts, Basseterre...

7 Nights


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Lowest from

$2,499

per person
(double occupancy)
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Nov 03, 2024

(Sunday)

6 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, Sint Maarten, Charlestown, Gustavia St. Barts, Great Harbour, Virgin Gorda, San Juan

6 Nights


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Lowest from

$2,499

per person
(double occupancy)
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Mar 08, 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

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
Ports of Call:
Oranjestad, Cartagena, San Blas Islands, Bocas Del Toro, Cruising the Panama Canal, Fuerte Amador

7 Nights


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Lowest from

$2,599

per person
(double occupancy)
Learn More

Jan 18, 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

7 Nights


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Lowest from

$2,599

per person
(double occupancy)
Learn More

Jan 04, 2025

(Saturday)

7 Night Windward Ways and Tobago Cays Cruise

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

7 Nights


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Lowest from

$2,599

per person
(double occupancy)
Learn More

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

7 Nights


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Lowest from

$2,599

per person
(double occupancy)
Learn More

Oct 26, 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, Basseterre, Gustavia St. Barts, Sint Maarten, Great Harbour, Virgin Gorda, San Juan

7 Nights


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Lowest from

$2,599

per person
(double occupancy)
Learn More

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, Pigeon Island, Iles des Saintes, Marigot, San Juan

7 Nights


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Lowest from

$2,599

per person
(double occupancy)
Learn More

Nov 16, 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, Basseterre, Gustavia St. Barts, Sint Maarten, Great Harbour, Virgin Gorda, San Juan

7 Nights


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Lowest from

$2,599

per person
(double occupancy)
Learn More

Nov 30, 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, Gustavia St. Barts, Basseterre, Sint Maarten, Great Harbour, Virgin Gorda, San Juan

7 Nights


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Lowest from

$2,599

per person
(double occupancy)
Learn More

Nov 02, 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, Basseterre, Gustavia St. Barts, Sint Maarten, Great Harbour, Virgin Gorda, San Juan

7 Nights


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Lowest from

$2,599

per person
(double occupancy)
Learn More

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, Pigeon Island, Iles des Saintes, Marigot, San Juan

7 Nights


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Lowest from

$2,599

per person
(double occupancy)
Learn More

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
Ports of Call:
Oranjestad, Willemstad (Curacao), Bonaire, Soufriere , Mayreau, Man of War Bay, Bridgetown
Theme Cruise

7 Nights


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Lowest from

$2,599

per person
(double occupancy)
Learn More

Feb 08, 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

7 Nights


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Lowest from

$2,599

per person
(double occupancy)
Learn More

Oct 19, 2025

(Sunday)

7 Night Bermuda Bliss Cruise

Star Pride
Windstar Cruises
Starts: New York, New York
Ends: San Juan, Puerto Rico
Ports of Call:
New York, St George, San Juan

7 Nights


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Lowest from

$2,599

per person
(double occupancy)
Learn More

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 , Bonaire, Willemstad (Curacao), Oranjestad

7 Nights


Add to Favorites
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Lowest from

$2,699

per person
(double occupancy)
Learn More

Nov 30, 2024

(Saturday)

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, Charlotte Amalie (St Thomas), Sint Maarten, Basseterre, Gustavia St. Barts...

7 Nights


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Lowest from

$2,699

per person
(double occupancy)
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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Lowest from

$2,799

per person
(double occupancy)
Learn More

Oct 23, 2024

(Wednesday)

11 Night Boston Sights Warm Caribbean Nights Cruise

Star Pride
Windstar Cruises
Starts: Boston, Massachusetts
Ends: San Juan, Puerto Rico
Ports of Call:
Boston, Hamilton, St George, Gustavia St. Barts, Basseterre, Virgin Gorda, San Juan

11 Nights


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Lowest from

$2,799

per person
(double occupancy)
Learn More

Dec 07, 2025

(Sunday)

6 Night The Spanish Main Rise of the New World Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: Colon, Panama
Ports of Call:
San Juan, Santo Domingo, Cartagena, San Blas Islands, Colon

6 Nights


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Lowest from

$2,799

per person
(double occupancy)
Learn More

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
Ports of Call:
San Juan, St George's, Bequia, Pigeon Island, Iles des Saintes, Philipsburg (St. Maarten), San Juan

7 Nights


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Lowest from

$2,899

per person
(double occupancy)
Learn More

Dec 21, 2024

(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

7 Nights


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Lowest from

$2,999

per person
(double occupancy)
Learn More

Oct 18, 2025

(Saturday)

11 Night Boston Sights Warm Caribbean Nights Cruise

Star Pride
Windstar Cruises
Starts: Boston, Massachusetts
Ends: San Juan, Puerto Rico
Ports of Call:
Boston, Hamilton, St George, Gustavia St. Barts, Basseterre, Virgin Gorda, San Juan

11 Nights


Add to Favorites
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Lowest from

$2,999

per person
(double occupancy)
Learn More

Dec 28, 2024

(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

7 Nights


Add to Favorites
Compare Favorites
Lowest from

$3,499

per person
(double occupancy)
Learn More

Nov 23, 2024

(Saturday)

14 Night Star Collector Lovely Leewards Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, St George's, Bequia, Pigeon Island, Iles des Saintes, Philipsburg (St. Maarten), San Juan...

14 Nights


Add to Favorites
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Lowest from

$3,999

per person
(double occupancy)
Learn More

Nov 16, 2024

(Saturday)

14 Night Star Collector Lovely Leewards Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Charlotte Amalie (St Thomas), Sint Maarten, Gustavia St. Barts, Basseterre...

14 Nights


Add to Favorites
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Lowest from

$3,999

per person
(double occupancy)
Learn More

Dec 07, 2024

(Saturday)

14 Night Star Collector White Sands of the Windward Islands Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: Oranjestad, Aruba
Ports of Call:
San Juan, Charlotte Amalie (St Thomas), Gustavia St. Barts, Basseterre, Roseau, Pigeon Island...

14 Nights


Add to Favorites
Compare Favorites
Lowest from

$3,999

per person
(double occupancy)
Learn More

Mar 08, 2025

(Saturday)

14 Night Star Collector Windward Islands and Spanish New World Cruise

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

14 Nights


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Lowest from

$4,099

per person
(double occupancy)
Learn More

Feb 22, 2025

(Saturday)

14 Night Star Collector Windward Islands and Spanish New World Cruise

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

14 Nights


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Lowest from

$4,099

per person
(double occupancy)
Learn More

Jan 11, 2025

(Saturday)

14 Night Star Collector Windward Islands and Spanish New World Cruise

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

14 Nights


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Lowest from

$4,299

per person
(double occupancy)
Learn More

Nov 03, 2024

(Sunday)

13 Night Star Collector Lovely Leewards Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Sint Maarten, Charlestown, Gustavia St. Barts, Great Harbour, Virgin Gorda, San Juan...

13 Nights


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Lowest from

$4,299

per person
(double occupancy)
Learn More

Nov 09, 2024

(Saturday)

14 Night Star Collector Lovely Leewards Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, St George's, Bequia, Pigeon Island, Iles des Saintes, Philipsburg (St. Maarten), San Juan...

14 Nights


Add to Favorites
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Lowest from

$4,299

per person
(double occupancy)
Learn More

Dec 14, 2024

(Saturday)

14 Night Star Collector Windward Islands and Spanish New World Cruise

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

14 Nights


Add to Favorites
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Lowest from

$4,399

per person
(double occupancy)
Learn More

Nov 01, 2025

(Saturday)

14 Night Star Collector Lovely Leewards Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, St John, Philipsburg (St. Maarten), Basseterre, Gustavia St. Barts, Great Harbour...

14 Nights


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Lowest from

$4,499

per person
(double occupancy)
Learn More

Dec 28, 2024

(Saturday)

14 Night Star Collector Windward Islands and Spanish New World Cruise

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

14 Nights


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Lowest from

$4,799

per person
(double occupancy)
Learn More

Oct 07, 2025

(Tuesday)

22 Night Star Collector Fall Leaves and Caribbean Breezes Cruise

Star Pride
Windstar Cruises
Starts: Montreal, Canada
Ends: San Juan, Puerto Rico
Ports of Call:
Montreal, Quebec City, Gaspe, Cap-Aux-Meules, Louisbourg, Halifax, Lunenburg, Bar Harbor, Portland...

22 Nights


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Lowest from

$5,599

per person
(double occupancy)
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Oct 12, 2024

(Saturday)

22 Night Star Collector Fall Leaves and Caribbean Breezes Cruise

Star Pride
Windstar Cruises
Starts: Montreal, Canada
Ends: San Juan, Puerto Rico
Ports of Call:
Montreal, Quebec City, Gaspe, Cap-Aux-Meules, Louisbourg, Halifax, Portland, Boston, Hamilton...

22 Nights


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Lowest from

$6,199

per person
(double occupancy)
Learn More

Jan 31, 2025

(Friday)

8 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

8 Nights


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Pricing On
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Jan 25, 2025

(Saturday)

6 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

6 Nights


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Pricing On
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Dec 06, 2025

(Saturday)

14 Night Star Collector Coffee Canal and Callaloo Central America Colombia and the Caribbean Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: Puerto Caldera, Costa Rica
Ports of Call:
San Juan, Catalina Island, Santo Domingo, Cartagena, San Blas Islands, Colon...

14 Nights


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Pricing On
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Nov 08, 2025

(Saturday)

14 Night Star Collector Lovely Leewards Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, St George's, Bequia, Pigeon Island, Iles des Saintes, Philipsburg (St. Maarten), San Juan...

14 Nights


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Pricing On
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Nov 08, 2025

(Saturday)

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, Pigeon Island, Iles des Saintes, Philipsburg (St. Maarten), San Juan

7 Nights


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Pricing On
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Nov 15, 2025

(Saturday)

14 Night Star Collector Lovely Leewards Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, St John, Philipsburg (St. Maarten), Basseterre, Gustavia St. Barts, Great Harbour...

14 Nights


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