Luxury holidays in Caribbean

Destinations in Caribbean

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  Anguilla

  • 2 hotels
  • 1 villa
  One of the more placid Caribbean islands, Anguilla is the sort of place people go to let their hair down. And no wonder: with 33 white-sand beaches ranged around its shores, you'll have no trouble escaping…
• 

  Antigua & Barbuda

  • 1 hotel
  Seeking seclusion at a luxury Caribbean hotel by a tranquil bay? Your tropical-luxe holiday stay awaits in Antigua, where the lush landscape provides postcard-perfect panoramas like nowhere else.
• 

  Aruba

  • 1 hotel
• 

  Bahamas

  • 2 hotels
  Kaleidoscopic reefs and clear turquoise waters surround the 700 tropical islands that make up the Bahamas. From lush mangrove forests to pink-sand beaches, each island has its own unique character and customs.
• 

  Barbados

  • 2 hotels
  Choose your own adventure: with both luxury holiday villas and boutique hotels in Barbados, Smith's carefully curated collection of stylish stays in the Caribbean makes escaping to paradise easy.
• 

  British Virgin Islands

  • 3 hotels
  Around 60 pockets of paradise make up the British Virgin Islands, forming a constellation across the Caribbean. Most are uninhabited, but the largest, Tortola, home to capital Road Town, and Virgin Gorda, Anegada, and Jost Van Dyke are ones to flock to.
• 

  Cayman Islands

  • 2 hotels
  A British Overseas Territory famous for its long, soft-sand beaches and world-class wreck diving, the Cayman Islands attract a well-heeled and cosmopolitan crowd – but that’s not to say that the local culture isn't alive and kicking.
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  Cuba

  • 2 hotels
  Long touted as a sort of ‘land-where-time-stood-still’, lively Cuba is tapping its feet along to the syncopated beat of modernisation, with boutique hotels flourishing and paladars – house-based restaurants – putting the spotlight on Cuban cuisine.
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  Dominica

  • 1 hotel
  Dominica is different. Nicknamed the Nature Island, it’s a place well suited to those who like to go off the beaten track, known for its lush forests, soaring waterfalls and lava-boiled lake rather than shiny resorts.
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  Dominican Republic

  • 5 hotels
  • 2 villas
  Whale watching in the morning, jungle trekking in the afternoon… the Dominican Republic's an island idyll. Just pick your boutique hotel or private villa, then start dreaming of blue skies and white sands.
• 

  Grenada

  • 2 hotels
  It's not called the Spice Island for nothing – you really can smell the nutmeg in the air on Grenada. But it could just as well be called the Beach Island for the plethora of idyllic sandy strands…
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  Jamaica

  • 5 hotels
  • 1 villa
  This characterful Caribbean island is full of contrasts and contradictions: jungles with hidden waterfalls, rainforests merging into beaches, a Blue Lagoon and Blue Mountains, and millionaires’ mansions within walking distance from ramshackle huts.
• 

  St Barths

  • 6 hotels
  • 1 villa
  Some supremely stylish stays await on the lush francophone island of Saint Barthélemy. Take your place among the bronzed jet setters at one of our favourite elegant hotels or luxury villas.
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  St Kitts & Nevis

  • 1 hotel
  The smallest sovereign state in the Western Hemisphere, St Kitts and Nevis is a two-island nation that straddles the meeting point between the Caribbean Sea and the Atlantic Ocean.
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  St Lucia

  • 2 hotels
  Explore Smith's collection of Caribbean hotels to find out where to stay on St Lucia – then get exploring. From volcanic beaches and tropical reefs to Carnival, there's plenty to discover on the laid-back isle.
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  St Martin

  • 1 hotel
  An ocean-ringed yin-yang fringed with verdant palms, Caribbean island St Martin (or Sint Maarten) is half French, half Dutch, and all delightful. Check in to a stylish seaside hotel and let the tropical luxury commence.
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  St Vincent & the Grenadines

  • 2 hotels
  These Caribbean islands are a favourite playground of fashionable sun-seekers from across the globe, who are lured to the most popular – Mustique – by the promise of white-as-snow beaches, space and seclusion.
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  Turks & Caicos

  • 4 hotels
  • 1 villa
  A 40-strong cluster of coral-fringed isles, the Turks & Caicos is surrounded by a sea that seems to shift through shades of turquoise neon. Your holiday here will be all lie-on-the-beach luxury with a distinctly tropical taste.