From November 2026 through January 2027, Windstar Cruises is charting a fresh course through the Canary Islands with new 9-night voyages that explore a quieter, more authentic side of the archipelago. Following Windstar’s debut in the region at the end of 2025, these Canary Islands voyages are getting an upgrade with more immersive ports, upgraded onboard spaces, and new marina access which allows guests to jump right into the sparkling Atlantic.
The yacht-style sailings also introduce first-ever visits to Porto Santo (Portugal) and El Hierro (Spain), two dreamy outposts known for golden beaches, volcanic ridges, and time-stopping charm. With fewer people and more possibilities, these sailings are a masterclass in unrushed travel.
- Porto Santo, Portugal – Once home to Christopher Columbus, this golden isle is a little slice of sandy serenity with just the right mix of history, hiking trails, and beach bars.
- El Hierro, Spain – A UNESCO Global Geopark that packs hiking trails, lava rock pools, and slow-tourism soul into the smallest Canary Island.
“We’re always looking to craft new itineraries that show off the authentic heart of a destination, and these updated Canary Islands voyages do just that,” said Jess Peterson, director of destination experience & itinerary planning. “By adding ports like Porto Santo and El Hierro – places larger ships can’t easily visit – we’re giving our guests a chance to experience a quieter, more natural side of the Canaries, with all the comforts of a Windstar yacht.”
These carefully crafted itineraries allow Windstar to serve as both a navigator and cultural curator, showcasing the unique expression of each port led by expert guides.
Guests can extend their trip with a Star Collector Voyage (13+ nights) or a Madrid Cruise Tour for a seamless mix of island time and city scenes.
It’s not too early to start thinking about the winter holidays too, and the Canary Islands present an unsung Christmas destination perfect for those looking to swap snow for the shore. This archipelago offers a uniquely sophisticated holiday experience where centuries-old traditions unfold under starlit skies in 73°F weather. The main celebration occurs on Christmas Eve (Nochebuena) with elaborate seafood dinners, while enchanting choral groups called Rondallas de los Divinos serenade the streets late into the night, creating magical spontaneous performances that blend Spanish heritage with warm December evenings.
Wind Spirit, revamped and ready
Fresh from a recent refresh, Wind Spirit is all dressed up with newly updated suites and staterooms, a reimagined spa and fitness area, and spruced-up dining and lounge spaces. She’ll also debut Windstar’s marina platform in select Canary Islands ports, offering guests more splashy fun with complimentary paddleboards, kayaks, and float-worthy lounging – all right off the back of the yacht.
Contact us for additional information on Windstar Cruises.