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Unwind during this pleasant transatlantic crossing that includes Caribbean islands and European ports. This vacation offers the perfect opportunity to reconnect and spend quality time with the people who matter most to you or enjoy time by yourself, as you find true relaxation. In Basseterre, go for a safari zipline adventure through the rainforest or join a snorkel safari taking you to reefs teeming with tropical fish and coral life. Kayak through the pristine turquoise waters of Les Saintes. Roseau offers unique experiences, like snorkeling through Champagne Reef, a stream of bubbles rising from a submerged volcanic vent in the sea floor creates the feeling of swimming in a glass of champagne. Take a spirited tour of a rum distillery or visit a traditional Creole village in Anse Mitan. After dining on Barbados delights in Bridgetown, plan out consecutive spa days and delicious indulgences from Windstar’s award-winning menu, including dishes created by James Beard Foundation award winning chefs.
| Date | Country | Port | |
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| Day 1 | Portugal | Lisbon | |
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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 3 | 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 14 | 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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| Day 15 | Martinique | Trois-Ilets | |
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Martinique offers a delightful and distinctive blend of French and Caribbean influences, with a bounty of historical sites, museums and a wide array of excellent shopping. Be sure to take a tour of the beautiful Jardin de Balata Botanical Gardens with exotic plants from around the world and a treetop walkway affording mountain views. |
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| Day 16 | Saint Lucia | Pigeon Island | |
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The UNESCO site Pitons' with their two majestic volcanic peaks and 24 miles of vibrant coral reef welcome you to St. Lucia. Nearby Pigeon Island National Park features impressive ruins of English forts, archaeological relics of Arawak Indians, and splendid beaches. |
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| Day 17 | Saint Lucia | Pigeon Island | |
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The UNESCO site Pitons' with their two majestic volcanic peaks and 24 miles of vibrant coral reef welcome you to St. Lucia. Nearby Pigeon Island National Park features impressive ruins of English forts, archaeological relics of Arawak Indians, and splendid beaches. |
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| Day 17 | Saint Lucia | Castries | |
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The capital and largest city of St. Lucia is a bustling port where shoppers flock. Most of the city's historic buildings were destroyed in major fires between 1785 and 1948 but you'll see the beautiful, scenic backdrop of Morne Fortune (elev. 2,795 ft.) and the bustling harbor. Visit the Castries Market for handicrafts, fruits and vegetables, see the murals painted by a local artist and housed in the Cathedral of the Immaculate Conception, and check out one of the many restaurants or Derek Walcott Square. |
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| Day 18 | Saint Vincent and the Grenadines | Mayreau Island | |
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With fewer than 300 inhabitants and miles of secluded beaches, it's easy to feel as if you're on your own private island. Saline Bay is a delightful anchorage that separates the Caribbean from the Atlantic - and a perfect place to play with some of the toys from the Watersports Platform. |
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| Day 19 | Grenada | Saint George's | |
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Inhale the intoxicating aroma of the "Isle of Spice" as your eyes feast on what is widely claimed to be the most beautiful city in the Caribbean. Spend the day on 2-mile-long Grand Anse beach, and before you go, a taste of nutmeg ice cream is a must. |
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| Day 20 | Saint Vincent and the Grenadines | Port Elizabeth, Bequia | |
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The only ships in port are those small enough to anchor alongside the yachts and fishing boats in Admiralty Bay. Bequia's whaling heritage is on display in the museum in pretty Port Elizabeth, or watch the island's famed model boat builders at work on their miniature masterpieces. |
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| Day 21 | 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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| Departing | Arrives | Price per person | |
|---|---|---|---|
| 12th November 2026 from Málaga | 4th December 2026 into Bridgetown | from £ 6,041pp |