Parlatuvier Bay, Tobago

Caribbean Holidays

Not all Caribbean destinations are simply fly and flop. We have selected some distinct Caribbean destinations that offer the traveller more than just a beach holiday.

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Booking a tailor-made trip gives you the flexibility to customise your journey, travelling when and where suits you. Browse our Caribbean holiday ideas to start planning your next journey.

Where to stay

Some of the wonderful places to stay that we frequently recommended.

Anse Chastanet Resort £££££

  • Saint Lucia
  • Beach and Island Escapes

Nick and Karolin Troubetzkoy’s 49-room tropical hideaway is set amidst steep green hillsides that descend to beautiful sandy beaches below. Secluded bays, individually designed rooms, incomparable views of the Piton Mountains and a plethora of activities are just some of the hotel highlights.

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La Luna £££££

  • Grenada
  • Beach and Island Escapes

La Luna is a stylish boutique bolt-hole merging the Italian chic of the hotel’s owner with the laid-back charm of traditional Grenada. Then throw in a touch of Asia at the spa and seafront yoga pavilion. 16 very cool, pastel-coloured cottages are dotted up the hillside behind the beach and offer large bedrooms that open onto verandas with plunge pools and panoramic sea views. Upper cottages benefit from elevated sea views and from the oceanfront cottages, you swap grass for sand and sea in just a few paces. The concierge can assist in booking activities and complimentary Hobie cats, snorkelling, kayaking and paddle-boarding equipment is available on the beach. The thatch-roof Club House overlooks the pool and beach and houses La Luna’s renowned bar and restaurant.

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Goldeneye £££££

  • Jamaica
  • Beach and Island Escapes

The former estate of James Bond author, Ian Fleming, GoldenEye is one of Jamaica’s most luxurious and exclusive coastal resorts. A series of private villas and cottages line the coast, tucked away in tropical gardens. The four original villas are spacious and beautifully decorated and have private gardens, terraces or verandas overlooking the sea or the lagoon. The Fleming Villa is the author’s original house.

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Jade Mountain Hotel £££££

  • Saint Lucia
  • Boutique

Jade Mountain Resort is a beautiful property that overlooks Anse Chastanet beach on St Lucia’s south-west coast. Akin to a scene from a Bond film, Jade Mountain was designed by architect Nick Troubetzkoy and showcases a seriously bold and unique design. It offers 24 infinity pool sanctuaries built with just three walls, the missing fourth wall framing epic views of the Piton Mountains, towering over the Caribbean Sea.

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Thoughts. Opinions. Experiences

Port Antonio, Jamaica, Caribbean
Travel
Rain on my parade? Summer in the Caribbean
John Faithfull
“Don't tell me not to liveJust sit and putterLife's candy and the sun'sA ball of butterDon't bring around a cloudTo rain…
Mountain View, Caribbean, St Lucia
Travel
Saint Lucia: Two Island Hideaways
Steppes Travel
There is something rather exclusive and endearing about the Caribbean archipelago, which I have been fortunate enough to explore in depth…
Tropical Beach, Jamaica
Stories
Shaken & Stirred in Jamaica
Steppes Travel
I’m sat at Ian Fleming’s desk in Goldeneye, his Jamaican home that is now a luxury boutique bolt-hole, hoping that the…

Meet our experts

A passion for travel runs right through every one of our experts - meaning they're always ready with first-hand insight about their specialist countries.

John Faithfull

My love affair with travel began in a vintage Italian train carriage at sunset on a hot and sticky September evening in 1983. Sardined into a two-bench compartment, I’d spent five hours sharing sweaty thighs, broken-Italian pleasantries and furtive glances while rattling towards Turin, stopping at every wisteria-draped village along the way.

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