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Begin in Barcelona and set out along Spain’s coast with an element of surprise, as each port of call is announced just 36 hours before arrival. The route favors smaller harbors and new-to-Windstar destinations, ending in Málaga after days shaped by shared discovery. From there, the journey stretches westward, stopping in Tangier, Casablanca and Madeira, before committing to the Atlantic. Long sea days create time to settle into life onboard, turning distance into part of the experience and arriving in Barbados with a real sense of passage.
| Date | Country | Port | |
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| Day 1 | Spain | Barcelona | |
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The old meets the new in this sunny Catalan metropolis, where narrow alleyways contrast with grand boulevards, trendy cuisine meets homemade tapas, and everywhere you're greeted by the warm, welcoming smiles of the fashionable locals. Don't miss UNESCO sites like the mind-boggling architecture of Antoni Gaudí or La Sagrada Familia Cathedral, with its eight decorative spires soaring hundreds of feet into the sky. |
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| Day 2 | Mystery Ports | ||
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Today is a surprise! Prepare to be captivated as anticipation builds with the unveiling of our mystery port, revealed only 36 hours before our ship arrives at its destination. Rest assured that you'll still explore new places, meet amazing people and make unforgettable memories — because that's what you do on a Windstar cruise. |
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| Day 3 | Mystery Ports | ||
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Today is a surprise! Prepare to be captivated as anticipation builds with the unveiling of our mystery port, revealed only 36 hours before our ship arrives at its destination. Rest assured that you'll still explore new places, meet amazing people and make unforgettable memories — because that's what you do on a Windstar cruise. |
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| Day 4 | Mystery Ports | ||
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Today is a surprise! Prepare to be captivated as anticipation builds with the unveiling of our mystery port, revealed only 36 hours before our ship arrives at its destination. Rest assured that you'll still explore new places, meet amazing people and make unforgettable memories — because that's what you do on a Windstar cruise. |
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| Day 5 | Mystery Ports | ||
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Today is a surprise! Prepare to be captivated as anticipation builds with the unveiling of our mystery port, revealed only 36 hours before our ship arrives at its destination. Rest assured that you'll still explore new places, meet amazing people and make unforgettable memories — because that's what you do on a Windstar cruise. |
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| Day 6 | Mystery Ports | ||
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Today is a surprise! Prepare to be captivated as anticipation builds with the unveiling of our mystery port, revealed only 36 hours before our ship arrives at its destination. Rest assured that you'll still explore new places, meet amazing people and make unforgettable memories — because that's what you do on a Windstar cruise. |
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| Day 7 | Mystery Ports | ||
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Today is a surprise! Prepare to be captivated as anticipation builds with the unveiling of our mystery port, revealed only 36 hours before our ship arrives at its destination. Rest assured that you'll still explore new places, meet amazing people and make unforgettable memories — because that's what you do on a Windstar cruise. |
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| Day 8 | Mystery Ports | ||
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Today is a surprise! Prepare to be captivated as anticipation builds with the unveiling of our mystery port, revealed only 36 hours before our ship arrives at its destination. Rest assured that you'll still explore new places, meet amazing people and make unforgettable memories — because that's what you do on a Windstar cruise. |
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| Day 9 | Spain | Málaga | |
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Here, on the shores of Costa del Sol, the Andalusian spirit thrives. Be sure to include an optional visit to see the brilliant and comprehensive collection of Picasso's work at Museo Picasso Málaga, a tribute to this artistic genius in the city of his birth. Or you may choose to opt for a visit to the beautiful village of Mijas, where picturesque Andalusian country life creates some of the world's best wines. |
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| Day 10 | Morocco | Tangier | |
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Fascinating Tangier is a traveler's delight with beautiful vistas, lovely unspoiled beaches, intriguing history and friendly people. Separated from Spain by only 20 miles across the Strait of Gibraltar, Tangier is considered by many to be the gateway to Africa. With its cosmopolitan mix of African and European influences, there are many interesting sites in Tangier. The two UNESCO sites of the Medina (the old-walled city) a bustling place, and the Kasbah which offers beautiful views and fine Moroccan art, and the Place de France in the heart of the new city is an entertaining place to sip mint tea and enjoy the view. |
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| Day 11 | Morocco | Casablanca | |
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The siren call of Morocco is irresistible. Amid the whitewashed alleyways and stunning ocean views, make time for an optional excursion to the medina of Marrakech, a UNESCO World Heritage Site. Explore the souks and medinas in the footsteps of Sir Winston Churchill and Yves St. Laurent, who both called this extraordinary blend of east and west their home. |
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| Day 13 | Portugal | Funchal, Madeira | |
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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 24 | Barbados | Bridgetown | |
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Jolly old England comes to life in the city and its garrison, both UNESCO World Heritage Sites. Further afield, you'll find historic sugar plantations and the fairyland magic of Harrison's Cave. |
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