Lunar lava fields, world-famous vineyards, and the starriest skies on the planet — it’s no wonder the Canaries have long been a favorite for European travelers.
Windstar’s new 2026 and 2027 voyages in the Canaries and Madeira feature more small-ship destinations where we’ll be one of the only cruise lines in port. These include Porto Santo, home to golden beaches that stretch across the entire south coast of the island, and El Hierro, an underexplored island that punches far above its weight in unique activities and gastronomy.
This sailing season, we also have an extra treat: a special New Year’s Eve firework celebration in Madeira — and a chance to experience our 148-guest sailing yacht,
Wind Spirit, recently updated as part of our
Setting Sails refresh.
Reserve your 2026 or 2027 Canary Islands voyage by
August 31, 2025, and you’ll enjoy a complimentary All-Inclusive experience — featuring Wi-Fi, unlimited select wine, beer and cocktails, and gratuities — plus up to $200 onboard credit per stateroom.
New! Pay Now, Save More. Save 5% on your Early Booking Offer adventure with booking code
PIF when you pay in full at the time of booking.
And if you just can’t wait to experience this unique destination, we have
Canary Islands voyages from November 2025 to March 2026 — many featuring a complimentary All-Inclusive upgrade.