The islands and hotels of the Indian Ocean might be vying for the affections of those in need of luxurious winter sun, but the competition means the Caribbean has had to pull its socks up, and this remains a very special destination.

Eleanor is here to help give you the inside track.

Why we think you’ll love it

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Top picks for Caribbean

View at Cap Juluca, luxury hotel in Anguilla

Cap Juluca

Anguilla

Insulated from the outside world, the hotel is a private, self-contained enclave set along two miles of pristine white-sand beaches on the southwest coast of Anguilla, looking out across the sea to the mountains of St Maarten.

Where to stay

Cap Juluca
Jamaica

Jamaica

Caribbean

The most distinctive Caribbean island, in terms of landscapes and cultural influences, Jamaica works equally for romantic breaks and family holidays.

Where to go

Jamaica
St Kitts & Nevis

St Kitts & Nevis

Caribbean

Saint Kitts and Nevis were amongst the first islands in the Caribbean to be settled by Europeans.

Where to go

St Kitts & Nevis
The British Virgin Islands

The British Virgin Islands

Caribbean

The seas around the BVI’s are remarkably calm, and therefore a sailor’s paradise - making the BVI’s the ideal island hopping archipelago.

Where to go

The British Virgin Islands
Nonsuch Bay

Nonsuch Bay

Antigua

A new arrival to the luxury end of the Caribbean market, Nonsuch sits in its own small bay on the East coast of Antigua, and has an excellent winter sailing set up.

Where to stay

Nonsuch Bay
St Vincent & The Grenadines

St Vincent & The Grenadines

Caribbean

Relax and unwind in style on St Vincent & The Grenadines, sampling a slice of the Caribbean high life.

Where to go

St Vincent & The Grenadines
The Inn at English Harbour

The Inn at English Harbour

Antigua

The Inn at English Harbour enjoys a delightful location on a wooded headland at the entrance of the historic English Harbour, one of the most picturesque parts of Antigua.

Where to stay

The Inn at English Harbour
Sugar Reef

Sugar Reef

St Vincent & The Grenadines

Sugar Reef is a boutique guesthouse in East Bequia, set in the heart of a 65-acre coconut plantation. The plantation looks onto a private, reef-protected bay giving uninterrupted coastal views of the Grenadines. It is also just ten minutes from the buzzing Port Elizabeth Harbour.

Where to stay

Sugar Reef
Jumby Bay

Jumby Bay

Antigua

Located two miles off the northern coast of Antigua, Jumby Bay is on a private and secluded island and is only accessible by boat.

Where to stay

Jumby Bay
St Lucia

St Lucia

Caribbean

The Grand Pitons, long stretches of white beaches, a huge range of water sports, and a drive-in volcano set St Lucia apart from its Caribbean neighbours.

Where to go

St Lucia
St Barts

St Barts

Caribbean

A tiny eight square mile corner of France in the Caribbean, St Barths is pretty idyllic and a firm Original Travel favourite.

Where to go

St Barts
Antigua

Antigua

Caribbean

With 365 beaches to choose from, you'll need expert advice to seek out Antigua's best spots on your luxury holiday.

Where to go

Antigua
Bequia Beach Hotel

Bequia Beach Hotel

St Vincent & The Grenadines

This boutique hotel is inspired by Oliver Messel’s stylish villas in Mustique - just nine miles west of Bequia - and surrounded by beautiful tropical gardens, it combines luxury, elegance and lashings of Caribbean charm.

Where to stay

Bequia Beach Hotel
Petit St Vincent

Petit St Vincent

St Vincent & The Grenadines

Just 50 years ago Petit St Vincent was a scruffy and run-down, uninhabited island. Cue Haze Richardson, a legendary Caribbean sailor, and the island was transformed into one of the most exciting of the Caribbean islands. Since his death in 2008, it has enjoyed further restoration, putting it on the map as one of the most illustrious and exclusive Caribbean hideaways.

Where to stay

Petit St Vincent
Anguilla

Anguilla

Caribbean

Possibly Original Travel’s favourite hangout in the whole Caribbean, Anguilla oozes laidback charm.

Where to go

Anguilla
Cotton House

Cotton House

St Vincent & The Grenadines

Divide your day between the two bays, play a gentle game of tennis, indulge in a spa treatment, or sip a sundowner on the verandah.

Where to stay

Cotton House
Dive Peter Island

Dive Peter Island

The British Virgin Islands

The Caribbean’s reputation for diving is actually somewhat patchy and this is certainly one part of the world that great hotels and great diving would appear to be mutually exclusive.

What to do

Dive Peter Island
Barbados

Barbados

Caribbean

Barbados. The name alone summons up images of palm-fringed beaches, cricket, polo and rum punches. Not a bad little combo.

Where to go

Barbados

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