Luxury Caribbean Resorts

The Caribbean isn’t short of places to stay. What it does have is an overwhelming number of options — and not all luxury resorts are created equal. The difference between a good Caribbean holiday and one you’ll be talking about for years often comes down to the property you choose and, more importantly, which island it’s on.

We’ve stayed in, revisited, and personally vetted resorts across the islands — the unhurried elegance of St. Barths, the wild beauty of Dominica, the family-friendly shores of Turks & Caicos, the barefoot sophistication of Anguilla. Below you’ll find the ones we genuinely rate. But the real value isn’t the list — it’s the conversation. Tell us how you want your trip to feel, who you’re travelling with, and what matters most to you, and we’ll match you to the right resort on the right island.

Jumby Bay | Luxury Hotels & Resorts in Antigua, the Caribbean
Hermitage Bay
Mandarin Oriental, Canouan | Luxury Hotels & Resorts in St Vincent & the Grenadines, Caribbean
Luxury Caribbean Vacations
Rosewood Little Dix Bay, British Virgin Islands | Luxury Hotels & Resorts in the Caribbean
Malliouhana, Anguilla | Luxury Hotels & Resorts in the Caribbean
Beautiful bathtubs at the round hill, Jamaica
GoldenEye | Luxury Hotels in Jamaica
Charming and cosy rooms at Strawberry Hill Hotel, Jamaica
Luxury Hotels in St Lucia
COMO Parrot Cay | Luxury Hotels & Resorts in Turks & Caicos
Amanyara
Cobblers Cove
Cheval Blanc St-Barth Isle de France | Luxury Hotels & Resorts in St Barths & the Caribbean
Eden Rock
Belmond Cap Juluca, Anguilla | Luxury Hotels & Resorts in the Caribbean
Mustique
Sugar Beach | Luxury Hotels in St Lucia
Jade Mountain
Sandy Lane Luxury Hotels Resorts Barbados
Kamalame Cay, Andros | Luxury Hotels & Resorts in the Bahamas, Caribbean
A bedroom at One & Only, Bahamas
luxury caribbean hotel | Black Tomato

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“Black Tomato is a super innovative company where the sky is the limit for their clients”

“Luxury travel company, Black Tomato, specialises in the trip you didn’t even realize you had been dreaming of”

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“Black Tomato is a leading luxury travel company that provides innovative and inspiring experiences”