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Jan 03, 2028

(Monday)

6 Night Beach Fun and Sun A Remote Caribbean Getaway Cruise

Wind Surf
Windstar Cruises
Starts: Philipsburg (St. Maarten), Netherlands Antilles
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
Philipsburg (St. Maarten), Road Bay, Gustavia St. Barts, Great Harbour...
Special Promotions

6 Nights


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$2,108

per person
(double occupancy)
Includes taxes & fees
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Jan 16, 2028

(Sunday)

7 Night Beach Fun and Sun A Remote Caribbean Getaway Cruise

Wind Surf
Windstar Cruises
Starts: Philipsburg (St. Maarten), Netherlands Antilles
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
Philipsburg (St. Maarten), St John's, Road Bay, Sopers Hole, Great Harbour...
Special Promotions

7 Nights


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$2,273

per person
(double occupancy)
Includes taxes & fees
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Jan 30, 2028

(Sunday)

7 Night Beach Fun and Sun A Remote Caribbean Getaway Cruise

Wind Surf
Windstar Cruises
Starts: Philipsburg (St. Maarten), Netherlands Antilles
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
Philipsburg (St. Maarten), Falmouth Harbour, Road Bay, Sopers Hole, Great Harbour...

7 Nights


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$2,273

per person
(double occupancy)
Includes taxes & fees
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Jan 23, 2028

(Sunday)

7 Night Classic Caribbean Cruise

Wind Surf
Windstar Cruises
Starts: Philipsburg (St. Maarten), Netherlands Antilles
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
Philipsburg (St. Maarten), Charlestown, Roseau, Mayreau, Iles des Saintes, Basseterre...
Special Promotions

7 Nights


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$2,362

per person
(double occupancy)
Includes taxes & fees
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Jan 09, 2028

(Sunday)

7 Night Classic Caribbean Cruise

Wind Surf
Windstar Cruises
Starts: Philipsburg (St. Maarten), Netherlands Antilles
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
Philipsburg (St. Maarten), Charlestown, Roseau, Mayreau, Iles des Saintes, Basseterre...
Special Promotions

7 Nights


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$2,362

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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$2,411

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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$2,411

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
Special Promotions

7 Nights


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$2,411

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
Special Promotions

7 Nights


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$2,411

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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$2,411

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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$2,411

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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$2,411

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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$2,411

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

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
Special Promotions

7 Nights


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$2,411

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

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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$2,411

per person
(double occupancy)
Includes taxes & fees
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Nov 29, 2027

(Monday)

7 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, Catalina Island, Santo Domingo, Cartagena, San Blas Islands, Colon
Special Promotions

7 Nights


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$2,416

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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$2,419

per person
(double occupancy)
Includes taxes & fees
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Dec 12, 2027

(Sunday)

7 Night Classic Caribbean Cruise

Wind Surf
Windstar Cruises
Starts: Philipsburg (St. Maarten), Netherlands Antilles
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
Philipsburg (St. Maarten), Charlestown, Roseau, Mayreau, Iles des Saintes, Basseterre...
Special Promotions

7 Nights


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$2,432

per person
(double occupancy)
Includes taxes & fees
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Dec 20, 2027

(Monday)

7 Night San Juan and the Virgin Islands Cruise

Star Legend
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour...
Special Promotions

7 Nights


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$2,443

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

Jan 03, 2028

(Monday)

7 Night San Juan and the Virgin Islands Cruise

Star Legend
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Cruz Bay, Gustavia St. Barts, Basseterre, Philipsburg (St. Maarten), Great Harbour...
Special Promotions

7 Nights


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$2,443

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

Nov 15, 2027

(Monday)

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, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour...
Special Promotions

7 Nights


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$2,443

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

Nov 01, 2027

(Monday)

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, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour...
Special Promotions

7 Nights


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from

$2,443

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

Feb 14, 2028

(Monday)

7 Night San Juan and the Virgin Islands Cruise

Star Legend
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Cruz Bay, Philipsburg (St. Maarten), Gustavia St. Barts, Basseterre, Great Harbour...
Special Promotions

7 Nights


Add to Favorites
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from

$2,443

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

Jan 31, 2028

(Monday)

7 Night San Juan and the Virgin Islands Cruise

Star Legend
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Cruz Bay, Gustavia St. Barts, Philipsburg (St. Maarten), Basseterre, Great Harbour...
Special Promotions

7 Nights


Add to Favorites
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from

$2,443

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

Jan 17, 2028

(Monday)

7 Night San Juan and the Virgin Islands Cruise

Star Legend
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Cruz Bay, Philipsburg (St. Maarten), Gustavia St. Barts, Basseterre, Great Harbour...
Special Promotions

7 Nights


Add to Favorites
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from

$2,443

per person
(double occupancy)
Includes taxes & fees
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