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Wind Spirit
Windstar Cruises
Spain
Ship’s Registry: The Bahamas

Island Spirit, Spanish Soul: Experience the Canary Islands

Best Time to Take This Trip
January, October, November, December
Multi-day Experience
The experience is self-contained.

Lunar lava fields, golden beaches, and some of the clearest skies on Earth make the Canary Islands and Madeira a standout destination for Windstar’s 2026 and 2027 sailing seasons. These small-ship voyages include exclusive access to lesser-visited ports like Porto Santo, known for its uninterrupted stretch of southern shoreline, and El Hierro, a compact island rich in character, culture, and cuisine. With fewer crowds and more intimate experiences, guests can enjoy immersive exploration in charming villages, dramatic volcanic landscapes, and world-famous vineyards. This season also features a special New Year’s Eve sailing with a fireworks celebration in Madeira, all aboard the 148-guest Wind Spirit yacht.

Insider Tip

Don’t miss the overnight in Funchal—ride a traditional wicker toboggan down its winding streets, then linger over tastings at local Madeira wineries.

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