The Caribbean

Let one of our fleet whisk you off to explore the beauty of the Caribbean islands under sail. Climb the rigging and take in the view or simply relax on deck.

The Caribbean boasts some of the greatest sailing grounds in the world. The wind, sunshine and numerous different islands and cultures make it one of our favourite destinations to explore on board a tall ship. Making sure our voyages sit outside the usual hurricane season, instead the vessels benefit from the warm North East trade wind belt that will carry you through the emerald islands of the West Indies.

Whilst the ports provide flat seas and sheltered anchorage, you can marvel at how these ships handle the trade winds in open water, with the sails filled and the sea spray flying.

The beauty of being on a ship in these breathtaking islands is that we can take you to the unspoilt, authentic Caribbean, away from the busy resorts and crowded beaches. Experience true Caribbean culture, from small fishing villages to lively, colourful carnivals.

VoyageSet SailDaysCost p/p
Eye of the Wind Christmas and New Year’s Eve23 December 201812£2,640Enquire now
Eye of the Wind Beauty of the Windward Islands4 January 20198£1,485Enquire now
Eye of the Wind Sailing, Sun and Soca-Music11 January 20198£1,485Enquire now
Eye of the Wind Pearls of the Caribbean Sea18 January 20198£1,485Enquire now
Eye of the Wind Around the Grenadines25 January 20198£1,485Enquire now
Eye of the Wind Island Hopping in the Caribbean2 February 20198£1,485Enquire now
Eye of the Wind BVI – Paradise by the Ocean16 February 20198£1,485Enquire now
Scilly coastline in Summer


Our range of vessels enables us to offer several destinations all over the globe. Which adventure will you choose?

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Tall Ships fleet

Our fleet

With vessels of all sizes and each with a unique history and construction, there is no shortage of choice for your sailing holiday.

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