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Caribbean Cruise aboard Wind Surf, the World’s Largest Sailing Ship

Are you curious about the Wind Surf cruise ship itinerary? Come aboard the luxury sailing ship with me and explore seven different Eastern Caribbean islands.

The ‘CLASSIC CARIBBEAN’ Cruise Itinerary

Wind Surf Classic Caribbean itinerary
Wind Surf Classic Caribbean itinerary
Note that the current itinerary has swapped Barbuda for Charlestown, Nevis

In February 2019, I was lucky enough to spend seven days aboard Wind Surf, the world’s largest sailing ship and part of Windstar Cruises. Windstar’s tagline is ‘180 degrees from Ordinary‘ and prides itself on being ‘The world’s best small ship cruise line’. It was certainly 180 degrees from the Carnival cruise I had been on in 2012.

If you’re interested in a Windstar or Wind Surf cruise, or just want to find out about the islands on the itinerary, check out my posts on Sint Maarten, Barbuda, Domenica, St Lucia, Les Saintes, St Kitts, St Barts, and St Martin.

Wind Surf Cruise – a Day Trip to Barbuda

Best Way to Spend a Day on Barbuda – find out about those famous pink sand beaches and where to find them!

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Wind Surf Cruise – a Day Trip to Dominica

One of my must-sees on my To-Do List on Dominica was Titou Gorge: where some scenes from Pirates of the Caribbean – Dead Man’s Chest were filmed.

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Wind Surf Cruise – a Day Trip to St Lucia

What to do with a day on Pigeon Island, St Lucia? Hike up to Fort Rodney and admire the cannons and the 360 degree views, snorkel, and relax!

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Wind Surf Cruise – a Day Trip to Les Saintes

Discover what to do in Terre-de-Haut, the main island of Îles des Saintes (or Les Saintes). These islands are just off Guadeloupe, which is a French overseas territory in the Caribbean.

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Wind Surf Cruise – a Day Trip to St Kitts

A day trip to St Kitts – shopping at Port Zante, admiring the colonial buildings in Basseterre, and ziplining with Sky Safari!

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Wind Surf Cruise – a Day Trip to St Barts

A day in St Barts: exploring the capital Gustavia, how to get to Colombier beach, and sunset at Shell beach

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24 hours in St Maarten – where to stay, eat and swim!

Discover the best things to do in Philipsburg, St Maarten, where to stay in St Maarten, where to eat, and the best St Maarten beaches!

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