Jamaica & Cuba
Raft down a river in Jamaica’s Portland parish, hear live son in a Havana courtyard or spend lazy afternoons above the cliffs at Negril. Luxury Caribbean holidays combine warm water, music and characterful places to stay with plenty to discover beyond the beach. Choose Jamaica or Cuba, or let me help you build a journey around the islands that suit you.
01
Luxury Jamaica Holidays
Beaches, rainforest and the Blue Mountains. Combine the north or west coast with a few nights around Port Antonio, staying anywhere from a cliffside hideaway to a classic resort.
Explore Jamaica
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Luxury Cuba Holidays
Havana’s music and architecture, the tobacco valleys of Viñales and colonial Trinidad, finished with beach time on the cays.
Explore Cuba
Island Combinations
More Than One Island
Some Caribbean holidays are even better with a second stop. Sail between islands on a small ship, add a city at the start of your trip, or pair the beach with mountains and rivers. I’ll help you plan the route, connections and time needed at each stop.
i.
Jamaica to Antigua Under Sail
Begin in Montego Bay and Port Antonio, then join a small ship heading east through the islands, with quiet anchorages, island stops and time in the water along the way.
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Beach and Rainforest in Jamaica
Pair a few nights on the north or west coast with time around Port Antonio and the Blue Mountains, for rafting, waterfalls and coffee country.
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Havana and the Cays
Start with Havana’s music and colonial streets, continue to Viñales and Trinidad, then finish with beach days on Cayo Santa María.
Your Caribbean,
Designed Around You
A favourite beach, a river you’d love to raft or the music you’ve wanted to hear in person. Tell me what’s drawing you to the Caribbean, and I’ll help shape it into a holiday that feels right for you. From choosing the islands and hotels to arranging the flights and transfers in between, I’ll look after the details and be here throughout.
Let’s Plan Your Caribbean Holiday