Hidden Gems of the Canary Islands & Madeira

 
Santa Cruz de Tenerife to Santa Cruz de Tenerife
Sat Jan 16, 2027 - Tue Jan 26, 2027,
 10 days
 on Wind Spirit
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Starting from $3,599 USD
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Santa Cruz de Tenerife to Santa Cruz de Tenerife
Explore the Canary Islands and Madeira where landscapes are infinitely diverse and temperatures are uniformly pleasant year-round, including islands well off the beaten path like Porto Santos and El Hierro. So many attractions vie for your attention. Spanish and Portuguese cuisines with a unique African twist. Unconventional volcanic vineyards rubbing elbows with bananas, pineapples and palm trees. Authentic “Columbus slept here" stories on Porto Santos and La Gomera. If you’re feeling energetic you can ride a camel across a volcanic moonscape, trek through prehistoric laurel forests, or explore natural wonders like Porto Santo’s 5.5-mile golden beach or El Hierro’s blissfully beautiful natural rock pools. An overnight in Funchal gives you time to visit Madeira’s many wineries, hike historic levadas, and ride a wicker toboggan down steep city streets.
voyage map
Popular Highlights
El Hierro
Known for its rugged landscapes, volcanic terrain, and rich biodiversity, El Hierro is a small ship exclusive and a haven for nature lovers and hikers.
Funchal
Enjoy an overnight in Funchal, as your ship docks just a 10-minute walk from town.  Ride a tobaggon down the steep streets, taste Madeira’s famous fortified wine, and take in the lush green island landscape.
Lanzarote
On Lanzarote, sip award-winning wines and learn how grapes are grown in volcanic soil / lunar landscapes
Itinerary at a Glance
Date
Port
Arrive
Depart
MarinaWatersports Platform: 
Sat Jan 16
Santa Cruz de Tenerife
Arrive:  
Depart:  5:00 PM
Watersports Platform: 
Sun Jan 17
Santa Cruz de Palma
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Mon Jan 18
El Hierro
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Tue Jan 19
San Sebastian
Arrive:  7:00 AM
Depart:  2:30 PM
Watersports Platform: 
Wed Jan 20
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Thu Jan 21
PORTO SANTO, MADEIRA
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Fri Jan 22
Funchal
Arrive:  8:00 AM
Depart:  
Watersports Platform: 
Sat Jan 23
Funchal
Arrive:  
Depart:  5:00 PM
Watersports Platform: 
Sun Jan 24
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Mon Jan 25
Lanzarote
Arrive:  8:00 AM
Depart:  1:00 PM
Watersports Platform: 
Tue Jan 26
Santa Cruz de Tenerife
Arrive:  7:00 AM
Depart:  
Watersports Platform: 
Accommodations & Pricing
Guaranteed Cabin** (chosen by Windstar)
Guaranteed Cabin** (chosen by Windstar)
Guaranteed Cabin** (chosen by Windstar)
? Call for Availability
The Windstar Life
The Windstar staff-to-guest ratio is 1:1.5, and it shows.The moment you board you’ll feel it: an ever-attentive crew at your service, providing you with what you want and need, when you want and need it.
Friendly and Relaxed Atmosphere
Signature Onboard Barbecue
Cooking Demonstrations
ALL DATES &
FARES
Great cruise-only fares or make it an all-inclusive voyage with Wi-Fi, unlimited select beer, wine, and cocktails, and gratuities. From $99 per guest per day.
Date
Ship
All-Inclusive
From
Cruise Only
From
Tue, Nov 17 - Fri, Nov 27, 2026
WIND SPIRIT
$4,489
$3,499
Fri, Nov 27 - Mon, Dec 7, 2026
WIND SPIRIT
$4,489
$3,499
Mon, Dec 7 - Thu, Dec 17, 2026
WIND SPIRIT
$4,489
$3,499
Thu, Dec 17 - Sun, Dec 27, 2026
WIND SPIRIT
$4,589
$3,599
Sun, Dec 27 - Wed, Jan 6, 2027
WIND SPIRIT
$4,589
$3,599
Wed, Jan 6 - Sat, Jan 16, 2027
WIND SPIRIT
$4,889
$3,899
Sat, Jan 16 - Tue, Jan 26, 2027
WIND SPIRIT
$4,589
$3,599
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SAILING