The Colorful Canary Islands from Lisbon, 9 Nov 2026 (8 nights)


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Your itinerary
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One of Europe's smallest capital cities, Lisbon is for many, one of it most beguiling – an easily accessible mix of new and old worlds. Elegant outdoor cafés line Lisbon's mosaic cobblestone sidewalks along grand 18th-century boulevards. Turn-of-the-century funiculars dot its steep hills. Two-thirds of the city was leveled in a 1755 earthquake, but in its churches, peeling buildings, tiny alleyways, hidden squares, you can still feel the glorious past.
Funchal is the capital city of Portugal's Madeira archipelago. It's backed by hills, and known for its harbor, gardens and Madeira wine cellars. The centuries-old Funchal Cathedral, which mixes Gothic and Romanesque styles, is notable for its carved wooden ceiling. Fronting the harbor is the São Tiago Fortress, built in the 1600s. It now houses the Contemporary Art Museum, with a large collection of Portuguese works.
San Sebastián is a resort town on the Bay of Biscay in Spain’s mountainous Basque Country. It’s known for Playa de la Concha and Playa de Ondarreta, beaches framed by a picturesque bayfront promenade, and world-renowned restaurants helmed by innovative chefs. In its cobblestoned old town (Parte Vieja), upscale shops neighbor vibrant pintxo bars pairing local wines with bite-size regional specialties.
Santa Cruz de La Palma is the capital city of the island of La Palma, in Spain’s Canary Islands. It’s known for its centuries-old architecture, cobbled streets and busy port. A former convent hosts the Museum of the Island of La Palma, with an art collection and exhibits on natural history and ethnography. The Naval Museum is in a replica of Christopher Columbus's 15th-century Santa Maria sailing ship.
Las Palmas de Gran Canaria, the capital of the island, is located in the north-eastern part of the island set in a magnificent scenery composed of two bays and their beautiful beaches – Playa de las Canteras and Playa de las Alcaravaneras. Founded in 1478, Las Palmas de Gran Canaria boasts an important historical and cultural heritage, much of which can be found in the district of Vegueta, the oldest quarter of the town, which was declared a UNESCO World Heritage Site in 1990.
Santa Cruz de Tenerife is a province of Spain, consisting of the western part of the autonomous community of the Canary Islands. Around its important port are wide avenues, squares and exotic landscaped areas, not forgetting some beautiful examples of modernist architecture. Its privileged setting allows you to enjoy beautiful beaches such as las Teresitas, get to know the city of San Cristóbal de La Laguna, declared World Heritage, or visit the Teide National Park, the symbol of the island.
What's included
Fare overview
This sailing is shown as a cruise-only guide fare with Windstar Cruises. The fare is linked to the ship, itinerary and cabin category you choose. Drinks packages, gratuities, Wi-Fi, flights, transfers and shore experiences are only treated as included where they are confirmed before booking.

Sailing aboard
Wind Spirit
Your ship
The Wind Spirit is a sleek, 4-masted sailing ship accommodating 148 guests. With four decks and a gross tonnage of 5,736, Wind Spirit feels like your own private small ship. Wind Spirit features wide open, teak decks—quite unusual for small ships. Guests will find hidden nooks for private moments giving them a feeling of being on their own private veranda. All staterooms have ocean views, queen beds, flat-screen TV with DVD player, and Bose SoundDock speakers for Apple iPods. The Owner’s Suite includes a sitting area. Wind Spirit offers two primary dining venues. Amphora restaurant offers gourmet, course-by-course cuisine in the evenings and Veranda restaurant offers casual buffet and full-service dining for breakfast and lunch. All dining is open seating. And, for dining under the stars, make a reservation for Candles which features steaks and skewers. Wind Spirit amenities include: WindSpa, Watersports Platform, Lounge, Library, Pool, and Hot Tub.
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