The Colorful Canary Islands
 
Lisbon to Santa Cruz de Tenerife
Wed Nov 12, 2025 - Thu Nov 20, 2025,
 8 days
 on Wind Star
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Starting from $3,099 USD
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Lisbon to Santa Cruz de Tenerife
Volcanoes have left their mark everywhere here – on snow-capped Mount Teide, on black sand beaches, in rich soils and natural sea pools – yet each island is unique. Palms, pines, vineyards, and banana plantations each offer their own shade of green. On some islands you’ll see terraced farms clinging to valley walls. On others, trails trace the cliffs and reward hikers with breathtaking ocean views. And there’s always something new to do. Explore historic colonial towns, national parks, and nature reserves. Discover cuisines that reflect both mainland traditions and the islands’ distinctive culture and abundance. Shop for colorful pottery and jewelry made from lava. Listen to Canarian minstrels coax beautiful folk tunes from the tiny guitar known as a timple. Surround yourself with sunshine, sand, and the soul of a place that works its way into your heart and never lets go.
voyage map
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Day 1: Lisbon
The rhythm of Lisbon invites you to join its captivating dance. This splendid capital city on the banks of the Rio Teja offers a warm welcome and an unparalleled blend of architectural styles. Elegant outdoor cafés line the cobbled sidewalks. Turn-of-the-century funiculars climb the scenic hills. Find the UNESCO sites of the Tower of Belem and the Monastery of the Hieronymites. And, everywhere, the city engages you with its easy style and remarkable charm.
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Day 4: Funchal
Considered one of Portugal’s main tourist attractions and home of world-famous footballer Cristiano Ronaldo, Funchal is known for its style and beauty.  Visit Cabo Girao, the highest sea cliff in Europe or take a trip to the Pica da Torre for an incredible view of Camara de Lobos, a delightful fishing village. With a long history of Madeira winemaking, there’ll be time here for a little wine tasting, a meal at one of the many 5-star restaurants, sightseeing to 15th century Cathedral of Our Lady of the Assumption, shopping the bargains to be found here, or experiencing the vibrant night life.
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Day 6: San Sebastian
Though you won’t find canaries here you will find people who can whistle like them. Whistled speech helped shepherds communicate across the steep ravines and in the lush cloud forest of Garajonay National Park, a UNESCO World Heritage Site. Columbus paused here on all three voyages so you’re in good company as you explore historic San Sebastián, but with all the natural beauty around, you’ll find your gaze drawn inexorably up the terraced hillsides and across to views of Mount Teide.
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Day 7: Santa Cruz de Palma
Santa Cruz de Palma has a distinct Caribbean feel with its colorful houses and relaxed, casual feel. Walk along the cobblestone streets of this charming port that once was a connecting port on the route to the Americas. Learn about the town’s history at the Island Museum of La Palma located in a 16th century monastery and the Naval Museum housed in a full-sized reproduction of the Santa Maria. And see some of the 15 large telescopes along the ridge of Caldera del Taburieint National Park.
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Day 8: Las Palmas
Magnificent scenery surrounds you in the capital of Gran Canaria. Two lovely bays and their beautiful beaches frame the city. The Vegueta District, the older quarter of the town, is a UNESCO World Heritage Site. Explore its historical and cultural treasures, dating back to the city’s founding in 1478. 
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Day 9: Santa Cruz de Tenerife
Here in this privileged setting you’ll discover two UNESCO World Heritage Site beaches of tantalizing beauty; San Cristóbal de La Laguna; and the island’s symbol, Teide National Park. Wide avenues, exotic landscapes, and striking examples of modernist architecture complete one of the world’s most popular destinations.
Popular Highlights
La Palma
Wiggle your toes in the black sand beaches of La Palma
Madeira wines of Funchal
Sample the delicious Madeira wines of Funchal and taste the famous poncha, a delightful local drink of rum and honey
Plaza de Espana, Santa Cruz de Palma
Get to the heart of Santa Cruz de Palma when you find Plaza de Espana
Rossio Square Lisbon
Stroll Rossio Square in Lisbon
 
San Sebastian de la Gomera
From San Sebastian de la Gomera, find the UNESCO site of Garajonay National Park
UNESCO beaches
See both of the beautiful UNESCO beaches in Santa Cruz de Tenerife
Itinerary at a Glance
Date
Port
Arrive
Depart
Watersports
PlatformWatersports Platform: 
Wed Nov 12
Lisbon
Arrive:  
Depart:  3:00 PM
Watersports Platform: 
Thu Nov 13
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Fri Nov 14
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Sat Nov 15
Funchal
Arrive:  8:00 AM
Depart:  11:00 PM
Watersports Platform: 
Sun Nov 16
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Mon Nov 17
San Sebastian
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Tue Nov 18
Santa Cruz de Palma
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Wed Nov 19
Las Palmas
Arrive:  1:00 PM
Depart:  10:00 PM
Watersports Platform: 
Thu Nov 20
Santa Cruz de Tenerife
Arrive:  7:00 AM
Depart:  
Watersports Platform: 
Wind Star
Wind Star is a sleek, 4-masted sailing ship accommodating 148 guests. With four decks and a gross tonnage of 5,307, Wind Star feels like your own private yacht.
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Accommodations & Pricing
Boutique cruising with fewer than 350 guests. Our expertly designed itineraries and unexpected shore excursions bring you closer to each destination.
Category B
Category B
Every inch of your stateroom is designed for comfort. Luxurious Egyptian cotton linens wrap you in pleasant sleepiness as you stretch out in your queen bed (can be separated into twins if you prefer). Your spacious bath features granite counter tops, ample storage, and a roomy shower with massage shower head. L’Occitane® bath products invite you to indulge, while comfy waffle-weave robe and slippers entice you to relax. You’ll find fresh fruit and flowers always waiting for you after a day of sun or sightseeing. And, of course, everything else you need and expect — flat-screen television and DVD, private safe. And always at your fingertips, anything you wish from room service.
? Cruise only from $3,099 per guest
? All-inclusive price from $3,891 per guest
Category BX Deluxe
Category BX Deluxe
Every inch of your stateroom is designed for comfort. Luxurious Egyptian cotton linens wrap you in pleasant sleepiness as you stretch out in your queen bed (can be separated into twins if you prefer). Your spacious bath features granite counter tops, ample storage, and a roomy shower with massage shower head. L’Occitane® bath products invite you to indulge, while comfy waffle-weave robe and slippers entice you to relax. You’ll find fresh fruit and flowers always waiting for you after a day of sun or sightseeing. And, of course, everything else you need and expect — flat-screen television and DVD, private safe. And always at your fingertips, anything you wish from room service.
? Cruise only from $3,499 per guest
? All-inclusive price from $4,291 per guest
Category A
Category A
Every inch of your stateroom is designed for comfort. Luxurious Egyptian cotton linens wrap you in pleasant sleepiness as you stretch out in your queen bed (can be separated into twins if you prefer). Your spacious bath features granite counter tops, ample storage, and a roomy shower with massage shower head. L’Occitane® bath products invite you to indulge, while comfy waffle-weave robe and slippers entice you to relax. You’ll find fresh fruit and flowers always waiting for you after a day of sun or sightseeing. And, of course, everything else you need and expect — flat-screen television and DVD, private safe. And always at your fingertips, anything you wish from room service.
? Cruise only from $3,899 per guest
? All-inclusive price from $4,691 per guest
Category AX Deluxe
Category AX Deluxe
Every inch of your stateroom is designed for comfort. Luxurious Egyptian cotton linens wrap you in pleasant sleepiness as you stretch out in your queen bed (can be separated into twins if you prefer). Your spacious bath features granite counter tops, ample storage, and a roomy shower with massage shower head. L’Occitane® bath products invite you to indulge, while comfy waffle-weave robe and slippers entice you to relax. You’ll find fresh fruit and flowers always waiting for you after a day of sun or sightseeing. And, of course, everything else you need and expect — flat-screen television and DVD, private safe. And always at your fingertips, anything you wish from room service.
? Cruise only from $4,299 per guest
? All-inclusive price from $5,091 per guest
Owner's Suite
Owner's Suite
With an expansive 220 square feet, the Owner’s Suite gives you everything offered in a stateroom, plus lots more, including a beautiful sitting area and separate in-room dining space.
? 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
Genuine and Thoughtful Crew
Crew Talent Show
Open Bridge
Local and Live Performances
Relax at the Pool or Hot Tub
Complimentary 24 Hour Room Service
Signature Sail Away
Shopping With The Chef
Take In The Sun
Watersports Platform
Enjoy regionally inspired treatments at World Spa by Windstar
Relax With A Morning Yoga Session
ALL DATES &
FARES
Pick Your Perk
Great cruise-only fares or make it an all-inclusive voyage with Wi-Fi, unlimited beer, wine, and cocktails, and gratuities. From $99 per guest per day.
Date
Ship
All-Inclusive
From
Cruise Only
From
Wed, Nov 12 - Thu, Nov 20, 2025
WIND STAR
$3,891
$3,099
THIS
SAILING
Sat, Feb 28 - Tue, Mar 10, 2026
WIND STAR
Call For Availability