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Priced from

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)

15 Nights


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$2,580

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), PORTO SANTO, Madeira, Lisbon

15 Nights


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$2,580

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

15 Nights


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$2,592

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

15 Nights


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$2,835

per person
(double occupancy)
Includes taxes & fees
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Nov 19, 2027

(Friday)

10 Night Hidden Gems of the Canary Islands and Madeira Cruise

Wind Spirit
Windstar Cruises
Starts: Santa Cruz de Tenerife, Spain
Ends: Santa Cruz de Tenerife, Spain
Ports of Call:
Santa Cruz de Tenerife, Lanzarote, Madeira, PORTO SANTO, Santa Cruz de la Palma, El Hierro...

10 Nights


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$3,670

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

(Monday)

10 Night Hidden Gems of the Canary Islands and Madeira Cruise

Wind Spirit
Windstar Cruises
Starts: Santa Cruz de Tenerife, Spain
Ends: Santa Cruz de Tenerife, Spain
Ports of Call:
Santa Cruz de Tenerife, Lanzarote, Madeira, PORTO SANTO, Santa Cruz de la Palma, El Hierro...

10 Nights


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$3,670

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

Feb 27, 2028

(Sunday)

10 Night Hidden Gems of the Canary Islands and Madeira Cruise

Wind Spirit
Windstar Cruises
Starts: Santa Cruz de Tenerife, Spain
Ends: Santa Cruz de Tenerife, Spain
Ports of Call:
Santa Cruz de Tenerife, Lanzarote, Madeira, PORTO SANTO, Santa Cruz de la Palma, El Hierro...

10 Nights


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$3,772

per person
(double occupancy)
Includes taxes & fees
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Dec 09, 2027

(Thursday)

10 Night Hidden Gems of the Canary Islands and Madeira Cruise

Wind Spirit
Windstar Cruises
Starts: Santa Cruz de Tenerife, Spain
Ends: Santa Cruz de Tenerife, Spain
Ports of Call:
Santa Cruz de Tenerife, Madeira, PORTO SANTO, Las Palmas, Santa Cruz de la Palma, El Hierro...

10 Nights


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$3,870

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

Jan 08, 2028

(Saturday)

10 Night Hidden Gems of the Canary Islands and Madeira Cruise

Wind Spirit
Windstar Cruises
Starts: Santa Cruz de Tenerife, Spain
Ends: Santa Cruz de Tenerife, Spain
Ports of Call:
Santa Cruz de Tenerife, Lanzarote, Madeira, PORTO SANTO, Santa Cruz de la Palma, El Hierro...

10 Nights


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$3,870

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

Jan 28, 2028

(Friday)

10 Night Hidden Gems of the Canary Islands and Madeira Cruise

Wind Spirit
Windstar Cruises
Starts: Santa Cruz de Tenerife, Spain
Ends: Santa Cruz de Tenerife, Spain
Ports of Call:
Santa Cruz de Tenerife, Madeira, PORTO SANTO, Las Palmas, Santa Cruz de la Palma, El Hierro...

10 Nights


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$3,970

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

Mar 08, 2028

(Wednesday)

10 Night Moroccan Magic Spanish Sizzle Cruise

Wind Spirit
Windstar Cruises
Starts: Santa Cruz de Tenerife, Spain
Ends: Malaga, Spain
Ports of Call:
Santa Cruz de Tenerife, Las Palmas, Agadir, Casablanca, Tangier, Cadiz (Seville), Malaga

10 Nights


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$3,972

per person
(double occupancy)
Includes taxes & fees
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Jan 18, 2028

(Tuesday)

10 Night Hidden Gems of the Canary Islands and Madeira Cruise

Wind Spirit
Windstar Cruises
Starts: Santa Cruz de Tenerife, Spain
Ends: Santa Cruz de Tenerife, Spain
Ports of Call:
Santa Cruz de Tenerife, Lanzarote, Madeira, PORTO SANTO, Santa Cruz de la Palma, El Hierro...

10 Nights


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$4,020

per person
(double occupancy)
Includes taxes & fees
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Dec 19, 2027

(Sunday)

10 Night Hidden Gems of the Canary Islands and Madeira Cruise

Wind Spirit
Windstar Cruises
Starts: Santa Cruz de Tenerife, Spain
Ends: Santa Cruz de Tenerife, Spain
Ports of Call:
Santa Cruz de Tenerife, Lanzarote, Madeira, PORTO SANTO, Santa Cruz de la Palma, El Hierro...

10 Nights


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$4,120

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

Dec 29, 2027

(Wednesday)

10 Night Hidden Gems of the Canary Islands and Madeira Cruise

Wind Spirit
Windstar Cruises
Starts: Santa Cruz de Tenerife, Spain
Ends: Santa Cruz de Tenerife, Spain
Ports of Call:
Santa Cruz de Tenerife, Madeira, PORTO SANTO, Santa Cruz de la Palma, El Hierro...

10 Nights


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$4,120

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

Feb 07, 2028

(Monday)

10 Night Hidden Gems of the Canary Islands and Madeira Cruise

Wind Spirit
Windstar Cruises
Starts: Santa Cruz de Tenerife, Spain
Ends: Santa Cruz de Tenerife, Spain
Ports of Call:
Santa Cruz de Tenerife, Lanzarote, Madeira, PORTO SANTO, Santa Cruz de la Palma, El Hierro...

10 Nights


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from

$4,120

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

Feb 17, 2028

(Thursday)

10 Night Hidden Gems of the Canary Islands and Madeira Cruise

Wind Spirit
Windstar Cruises
Starts: Santa Cruz de Tenerife, Spain
Ends: Santa Cruz de Tenerife, Spain
Ports of Call:
Santa Cruz de Tenerife, Lanzarote, Madeira, PORTO SANTO, Santa Cruz de la Palma, El Hierro...

10 Nights


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$4,120

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

Nov 10, 2028

(Friday)

10 Night Moroccan Magic Spanish Sizzle Cruise

Wind Spirit
Windstar Cruises
Starts: Malaga, Spain
Ends: Santa Cruz de Tenerife, Spain
Ports of Call:
Malaga, Cadiz (Seville), Tangier, Casablanca, Agadir, Las Palmas, Santa Cruz de Tenerife

10 Nights


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$4,221

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

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, Gustavia St. Barts, Sopers Hole, Great Harbour...

22 Nights


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$4,388

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

Jan 26, 2027

(Tuesday)

10 Night The Colorful Canary Islands Cruise

Wind Spirit
Windstar Cruises
Starts: Santa Cruz de Tenerife, Spain
Ends: Cadiz (Seville), Spain
Ports of Call:
Santa Cruz de Tenerife, Las Palmas, San Sebastian de la Gomera, Santa Cruz de la Palma, Madeira...

10 Nights


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$4,690

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

Dec 07, 2026

(Monday)

10 Night Hidden Gems of the Canary Islands and Madeira Cruise

Wind Spirit
Windstar Cruises
Starts: Santa Cruz de Tenerife, Spain
Ends: Santa Cruz de Tenerife, Spain
Ports of Call:
Santa Cruz de Tenerife, Santa Cruz de la Palma, El Hierro, San Sebastian de la Gomera, PORTO SANTO...
Special Promotions

10 Nights


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$4,890

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

Dec 17, 2026

(Thursday)

10 Night Hidden Gems of the Canary Islands and Madeira Cruise

Wind Spirit
Windstar Cruises
Starts: Santa Cruz de Tenerife, Spain
Ends: Santa Cruz de Tenerife, Spain
Ports of Call:
Santa Cruz de Tenerife, Lanzarote, Madeira, PORTO SANTO, El Hierro, Santa Cruz de la Palma...
Special Promotions

10 Nights


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$5,190

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

Dec 06, 2027

(Monday)

14 Night Ocean Crossing Cruise

Star Legend
Windstar Cruises
Starts: Cadiz (Seville), Spain
Ends: San Juan, Puerto Rico
Ports of Call:
Cadiz (Seville), Santa Cruz de Tenerife, Great Harbour, San Juan

14 Nights


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$5,220

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

(Saturday)

23 Night Star Collector Atlantic Interludes and Iberian Indulgences Cruise

Wind Surf
Windstar Cruises
Starts: Philipsburg (St. Maarten), Netherlands Antilles
Ends: Tarragona, Spain
Ports of Call:
Philipsburg (St. Maarten), Madeira, PORTO SANTO, Lisbon, Cadiz (Seville), Gibraltar, Malaga...

23 Nights


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$5,398

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

Dec 27, 2026

(Sunday)

10 Night Hidden Gems of the Canary Islands and Madeira Cruise

Wind Spirit
Windstar Cruises
Starts: Santa Cruz de Tenerife, Spain
Ends: Santa Cruz de Tenerife, Spain
Ports of Call:
Santa Cruz de Tenerife, Lanzarote, Madeira, PORTO SANTO, El Hierro, San Sebastian de la Gomera...
Special Promotions

10 Nights


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$5,640

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

Jan 06, 2027

(Wednesday)

10 Night Hidden Gems of the Canary Islands and Madeira Cruise

Wind Spirit
Windstar Cruises
Starts: Santa Cruz de Tenerife, Spain
Ends: Santa Cruz de Tenerife, Spain
Ports of Call:
Santa Cruz de Tenerife, Lanzarote, Madeira, PORTO SANTO, San Sebastian de la Gomera, El Hierro...

10 Nights


Add to Favorites
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from

$5,640

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



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