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Priced from

Dec 06, 2027

(Monday)

14 Night Ocean Crossing Cruise

Star Legend
Windstar Cruises
Starts: Lisbon, Portugal
Ends: San Juan, Puerto Rico
Ports of Call:
Lisbon, Madeira, Great Harbour, San Juan
Special Promotions

14 Nights


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$2,639

per person
(double occupancy)
Includes taxes & fees
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Nov 05, 2027

(Friday)

15 Night Ocean Crossing Cruise

Wind Surf
Windstar Cruises
Starts: Lisbon, Portugal
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
Lisbon, Madeira, Great Harbour, Philipsburg (St. Maarten)
Special Promotions

15 Nights


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$2,829

per person
(double occupancy)
Includes taxes & fees
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Mar 19, 2028

(Sunday)

15 Night Ocean Crossing Cruise

Wind Surf
Windstar Cruises
Starts: Philipsburg (St. Maarten), Netherlands Antilles
Ends: Lisbon, Portugal
Ports of Call:
Philipsburg (St. Maarten), Horta, Ponta Delgada, Lisbon
Special Promotions

15 Nights


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$2,829

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

(Monday)

15 Night Ocean Crossing Cruise

Star Legend
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: Lisbon, Portugal
Ports of Call:
San Juan, Agadir, Casablanca, Lisbon
Special Promotions

15 Nights


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$2,839

per person
(double occupancy)
Includes taxes & fees
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Apr 03, 2028

(Monday)

16 Night Ocean Crossing Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: Amsterdam, Netherlands
Ports of Call:
San Juan, Lisbon, Brest, Amsterdam
Special Promotions

16 Nights


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$3,039

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

(Thursday)

15 Night Ocean Crossing Cruise

Star Legend
Windstar Cruises
Starts: Malaga, Spain
Ends: Bridgetown, Barbados
Ports of Call:
Malaga, Tangier, Casablanca, Madeira, Bridgetown

15 Nights


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$3,304

per person
(double occupancy)
Includes taxes & fees
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Mar 30, 2027

(Tuesday)

16 Night Ocean Crossing Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: London, United Kingdom
Ports of Call:
San Juan, Lisbon, London
Special Promotions

16 Nights


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$3,639

per person
(double occupancy)
Includes taxes & fees
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Mar 02, 2027

(Tuesday)

15 Night Knot Your Average Crossing Cruise

Star Legend
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Lisbon, Portugal
Ports of Call:
Bridgetown, Madeira, PORTO SANTO, Casablanca, Lisbon
Special Promotions

15 Nights


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$3,770

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

(Saturday)

15 Night Ocean Crossing Cruise

Wind Surf
Windstar Cruises
Starts: Philipsburg (St. Maarten), Netherlands Antilles
Ends: Lisbon, Portugal
Ports of Call:
Philipsburg (St. Maarten), Madeira, PORTO SANTO, Lisbon
Special Promotions

15 Nights


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$4,029

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
Special Promotions

14 Nights


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$4,225

per person
(double occupancy)
Includes taxes & fees
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Mar 12, 2028

(Sunday)

22 Night Star Collector Hearty Ports and Rum Punches A Transatlantic Crossing Cruise

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

22 Nights


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$4,597

per person
(double occupancy)
Includes taxes & fees
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Nov 05, 2027

(Friday)

23 Night Star Collector Hearty Ports and Rum Punches A Transatlantic Crossing Cruise

Wind Surf
Windstar Cruises
Starts: Lisbon, Portugal
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
Lisbon, Madeira, Great Harbour, Philipsburg (St. Maarten), Gustavia St. Barts, St John's, Deshaies...
Special Promotions

23 Nights


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$4,697

per person
(double occupancy)
Includes taxes & fees
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Dec 06, 2027

(Monday)

21 Night Star Collector Atlantic Crossing to the Virgin Islands Cruise

Star Legend
Windstar Cruises
Starts: Lisbon, Portugal
Ends: San Juan, Puerto Rico
Ports of Call:
Lisbon, Madeira, Great Harbour, San Juan, Cruz Bay, Basseterre, Gustavia St. Barts...

21 Nights


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$4,702

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

(Monday)

22 Night Star Collector Caribbean Charms to Iberian Shores Cruise

Star Legend
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: Lisbon, Portugal
Ports of Call:
San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan, Agadir, Casablanca...

22 Nights


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$4,870

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

(Monday)

23 Night Star Collector Tropical Horizons to Historic Amsterdam Cruise

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

23 Nights


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$4,870

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

(Thursday)

22 Night Star Collector Caribbean Beats and Transatlantic Treats Cruise

Star Legend
Windstar Cruises
Starts: Malaga, Spain
Ends: Bridgetown, Barbados
Ports of Call:
Malaga, Tangier, Casablanca, Madeira, Bridgetown, Anse Mitan, Rodney Bay, Castries, The Pitons...
Special Promotions

22 Nights


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$5,043

per person
(double occupancy)
Includes taxes & fees
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Mar 02, 2027

(Tuesday)

23 Night Star Collector Spanish Shores Transatlantic Crossing Cruise

Star Legend
Windstar Cruises
Starts: Bridgetown, Barbados
Ends: Barcelona, Spain
Ports of Call:
Bridgetown, Madeira, PORTO SANTO, Casablanca, Lisbon, Cadiz (Seville), Gibraltar, Malaga, Almeria...

23 Nights


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$6,350

per person
(double occupancy)
Includes taxes & fees
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Nov 04, 2026

(Wednesday)

23 Night Star Collector Spanish Mystery and Atlantic Crossing Cruise

Star Legend
Windstar Cruises
Starts: Barcelona, Spain
Ends: Bridgetown, Barbados
Ports of Call:
Barcelona, To Be Announced, Malaga, Tangier, Casablanca, Madeira, Bridgetown

23 Nights


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$6,655

per person
(double occupancy)
Includes taxes & fees
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Oct 31, 2026

(Saturday)

24 Night Star Collector Classic Crossing to Spain and More Cruise

Wind Star
Windstar Cruises
Starts: Barcelona, Spain
Ends: Bridgetown, Barbados
Ports of Call:
Barcelona, Tarragona, Palma de Mallorca, Valencia, Cartagena, Malaga, Tangier, Lisbon, Bridgetown
Special Promotions

24 Nights


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$7,790

per person
(double occupancy)
Includes taxes & fees
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Oct 19, 2026

(Monday)

70 Night Star Collector Grand Mediterranean and Latin America Adventure Cruise

Star Legend
Windstar Cruises
Starts: Istanbul, Turkey
Ends: Puerto Caldera, Costa Rica
Ports of Call:
Istanbul, Myrina, Mykonos, Kusadasi (Ephesus), Bodrum, Santorini, Itea, Cruising the Corinth Canal...

70 Nights


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Nov 10, 2026

(Tuesday)

25 Night Star Collector Southern Caribbean Thanksgiving Jubilee Cruise

Wind Star
Windstar Cruises
Starts: Lisbon, Portugal
Ends: Colon, Panama
Ports of Call:
Lisbon, Bridgetown, Bequia, St George's, Bonaire, Willemstad (Curacao), Oranjestad, Cartagena...
Special Promotions

25 Nights


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Dec 05, 2026

(Saturday)

14 Night Ocean Crossing Cruise

Wind Surf
Windstar Cruises
Starts: Lisbon, Portugal
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
Lisbon, St John's, Philipsburg (St. Maarten)
Special Promotions

14 Nights


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