Windward Ways & Tobago Cays
£4,607pp
Itinerary
Dive, snorkel and swim with fish and sea turtles in Tobago’s newly established Speyside Marine Protected Area and Tobago Cays Marine Park. Swim in a picture-perfect waterfall pool surrounded by the oldest protected rainforest in the Western Hemisphere, the Main Ridge Forest Reserve. Take in the volcanic beauty of the Pitons on St. Lucia, where rainforest meets some of the healthiest coral reefs in the Caribbean. Those who are looking for the classic Caribbean will find it in Mayreau — fewer than 300 inhabitants, and just 1.5 square miles, making it a port exclusive to yachts. And those who love colonial harbors will enjoy British Bridgetown as well as the triple Dutch treat of Kralendijk, Willemstad and Oranjestad.
Day to Day Itinerary
| Date | Country | Port | |
|---|---|---|---|
| Day 1 | Aruba | Oranjestad | |
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Known for having some of the best beaches in the Caribbean, this Dutch port makes it easy to just ... take it easy. Walk through town to choose your favorite carved wooden door, or spend the day like the Arubans do playing dominos at a beachside table. |
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| Day 2 | Curaçao | Willemstad | |
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Savor the pastel colors of the historic UNESCO site Old Town and the way the elaborate Dutch gables cut baroque curlicues from the sky. It's the perfect appetizer for a day of watersports or an adventure below ground at the magical Hato Caves-filled with eerie limestone formations and ancient petroglyphs. |
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| Day 3 | Bonaire | Kralendijk | |
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The ice cream colors of the stucco houses will draw your lens, as will the pink flamingos on the salt pans. But you'll need a waterproof camera to complete the portrait since more than 400 fish species and 50 types of coral wait beneath the surface |
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| Day 5 | 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 6 | Saint Lucia | Rodney Bay | |
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Rodney Bay, Saint Lucia |
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| Day 7 | Saint Vincent and the Grenadines | Mayreau Island | |
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Mayreau is the smallest inhabited island of St. Vincent and the Grenadines, covering just about 1.5 square miles with a population of only a few hundred people. Tucked between Union Island and the Tobago Cays in the southern Grenadines, it's known for its laid-back, off-the-grid charm—there are no airports, no banks, and only one small village (Old Wall) perched on a hillside. |
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| Day 8 | 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 9 | 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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Alternative Dates
| Departing | Arrives | Price per person | |
|---|---|---|---|
| 4th December 2026 from Bridgetown | 12th December 2026 into Oranjestad | from £ 2,029pp |