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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)

15 Nights


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$2,580

per person
(double occupancy)
Includes taxes & fees
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Nov 17, 2026

(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, San Sebastian de la Gomera, El Hierro...
Special Promotions

10 Nights


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$2,739

per person
(double occupancy)
Includes taxes & fees
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Nov 27, 2026

(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, Puerto del Rosario, Madeira, PORTO SANTO, Santa Cruz de la Palma, El Hierro...
Special Promotions

10 Nights


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$2,739

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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$2,805

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

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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$2,946

per person
(double occupancy)
Includes taxes & fees
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Nov 09, 2026

(Monday)

8 Night The Colorful Canary Islands Cruise

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

8 Nights


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$3,120

per person
(double occupancy)
Includes taxes & fees
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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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$3,120

per person
(double occupancy)
Includes taxes & fees
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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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$3,370

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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$3,407

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

(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, Los Cristianos, Madeira, PORTO SANTO, Santa Cruz de la Palma, El Hierro...

10 Nights


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$3,520

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

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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from

$3,520

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

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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$3,520

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

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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$3,570

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

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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$3,720

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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$3,770

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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$3,820

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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$3,920

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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$3,920

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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$4,020

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

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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$4,220

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

$4,220

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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$4,520

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


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$4,520

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

Jan 16, 2027

(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, Santa Cruz de la Palma, El Hierro, San Sebastian de la Gomera, PORTO SANTO...

10 Nights


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$4,520

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

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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$5,000

per person
(double occupancy)
Includes taxes & fees
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