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*Rates and offers are per person, in US Dollars, based on double occupancy, capacity controlled, subject to availability and confirmation, and may change without notice. Government taxes and fees are included. Rates and offers are available for select dates and categories only. Additional restrictions may apply. Call 1-800-377-9383 for full terms and conditions.

Anaga Mountains landscape, Tenerife.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

10-night Canary Island Idyll Cruise

Santa Cruz de Tenerife
La Gomera
Santa Cruz de La Palma
Funchal (Madeira)
Lanzarote
+2 more

Aboard

Wind Star

From

Santa Cruz de Tenerife, Canary Islands

10 Sailings

Nov 20, 2025 - Feb 18, 2026

10 Sailings

Nov 20, 2025 - Feb 18, 2026

Anaga Mountains landscape, Tenerife.
FREE Champagne, Entertainment, Dining & More*
Windstar

10-night The Colorful Canary Islands Cruise

Santa Cruz de Tenerife
Las Palmas (Gran Canaria)
San Sebastian (Spain)
Santa Cruz de La Palma
Funchal (Madeira)
+2 more

Aboard

Wind Spirit

From

Santa Cruz de Tenerife, Canary Islands

1 Sailing

Jan 26, 2027

1 Sailing

Jan 26, 2027

"An aerial view of the small, charming coastal town of Tamaduste on the island of El Hierro, Spain, showing its white houses and a tranquil natural swimming pool with clear turquoise water, surrounded by volcanic rocks and the blue Atlantic Ocean.  "
FREE Champagne, Entertainment, Dining & More*
Windstar

10-night Hidden Gems Of The Canary & Madeira Islands Cruise

Santa Cruz de Tenerife
Lanzarote
Funchal (Madeira)
Ilha de Porto Santo
San Sebastian (Spain)
+3 more

Aboard

Wind Spirit

From

Santa Cruz de Tenerife, Canary Islands

7 Sailings

Nov 17, 2026 - Jan 16, 2027

7 Sailings

Nov 17, 2026 - Jan 16, 2027

A picturesque view of the historic Cape Spartel Lighthouse on a cliff overlooking the Atlantic Ocean near Tangier, Morocco.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

18-night Star Collector Cruise: Southern Spain & Canary Islands

Barcelona
Barcelona (Tarragona)
Palma de Mallorca
Valencia
Cartagena (Spain)
+9 more

Aboard

Wind Spirit

From

Barcelona, Spain

1 Sailing

Oct 30, 2026

1 Sailing

Oct 30, 2026

A panoramic sunset shot of the beautiful harbor in Palma de Mallorca, Spain, with a marina full of boats and buildings on the surrounding hills.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

18-night Star Collector – Southern Spain and Canary Islands Cruise

Barcelona
Barcelona (Tarragona)
Palma de Mallorca
Valencia
Cartagena (Spain)
+9 more

Aboard

Wind Star

From

Barcelona, Spain

1 Sailing

Nov 2, 2025

1 Sailing

Nov 2, 2025

A stunning view of Santa Cruz de la Palma's black sand beach, with gentle waves from the Atlantic Ocean, a colorful town, and green, volcanic mountains in the background.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

10-night The Colorful Canary Islands Cruise

Santa Cruz de Tenerife
Las Palmas (Gran Canaria)
San Sebastian (Spain)
Santa Cruz de La Palma
Funchal (Madeira)
+2 more

Aboard

Wind Star

From

Santa Cruz de Tenerife, Canary Islands

1 Sailing

Feb 28, 2026

1 Sailing

Feb 28, 2026

A breathtaking aerial view of the Bay of La Concha and the city of San Sebastián, Spain, with the iconic crescent-shaped beach, boats in the turquoise water, and mountains in the background.
FREE Champagne, Entertainment, Dining & More*
Windstar

8-night The Colorful Canary Islands Cruise

Lisbon
Funchal (Madeira)
San Sebastian (Spain)
Santa Cruz de La Palma
Las Palmas (Gran Canaria)
+2 more

Aboard

Wind Spirit

From

Lisbon, Portugal

1 Sailing

Nov 9, 2026

1 Sailing

Nov 9, 2026

A stunning view of Santa Cruz de la Palma's black sand beach, with gentle waves from the Atlantic Ocean, a colorful town, and green, volcanic mountains in the background.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

8-night Colorful Canary Islands Cruise

Lisbon
Funchal (Madeira)
Santa Cruz de La Palma
La Gomera
Las Palmas (Gran Canaria)
+2 more

Aboard

Wind Star

From

Lisbon, Portugal

1 Sailing

Nov 12, 2025

1 Sailing

Nov 12, 2025