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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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$1,683

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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$2,419

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
Special Promotions

16 Nights


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$2,514

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
Special Promotions

15 Nights


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$2,525

per person
(double occupancy)
Includes taxes & fees
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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 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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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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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 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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$2,615

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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$2,616

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
Special Promotions

7 Nights


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$2,619

per person
(double occupancy)
Includes taxes & fees
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Nov 04, 2025

(Tuesday)

14 Night Mind Body and Spirit Collection Transatlantic Lisbon to Bridgetown Cruise

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

14 Nights


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$2,625

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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$2,630

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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$2,630

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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$2,722

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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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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$2,926

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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$3,024

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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$3,033

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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$3,116

per person
(double occupancy)
Includes taxes & fees
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Feb 01, 2026

(Sunday)

8 Night In the Wake of the Spanish Armadas Cruise

Wind Surf
Windstar Cruises
4.3 based on 8 ratings
Starts: Oranjestad, Aruba
Ends: Colon, Panama
Ports of Call:
Oranjestad, Santa Marta, Cartagena, Bocas Del Toro, Colon
Special Promotions

8 Nights


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$3,341

per person
(double occupancy)
Includes taxes & fees
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Jan 30, 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, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan
Special Promotions

7 Nights


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$3,427

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

Feb 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, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan
Special Promotions

7 Nights


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$3,427

per person
(double occupancy)
Includes taxes & fees
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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, Mayreau, Bequia, Mayreau, San Juan
Special Promotions

7 Nights


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$3,436

per person
(double occupancy)
Includes taxes & fees
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