Caribbean Luxury Holidays

The Caribbean Luxury Collection

This page lists our favourite luxury hotels in the Caribbean, as hand-selected by our destination specialists. These accommodations really are the cream of the crop for high end holidays in this island paradise. Flights are included in the price as standard, and you also get something extra that faceless booking engines simply can’t provide – peerless expertise, local knowledge and friendly personalised service from the trusted travel professionals here at Kenwood Travel.

Browse below for the best luxury hotels in one of world travel’s most authentic destinations. The Caribbean is awash with spectacular hotels where butler service, swim-up suites, gourmet cuisine, sumptuous spas and breath-taking oceanfront scenery add luxury to every stay. From family-friendly breaks and couples retreats to honeymoons and weddings, the luxury amenities on offer at our expertly hand-crafted holidays below will elevate your holiday with the art of escape. Drink in the culture, dive the coral reefs, soak up the scenery or enjoy some old fashioned R&R; when you stay at a Kenwood Travel luxury hotel in the Caribbean, you won’t have to lift a finger.

St Lucia Holidays

Anse Chastanet Resort #511

4.5* out of 5 stars
  • Stay 5 Pay 4
Airline British Airways
Board Basis Room Only
Nights 7
Date 15 Jun 2026
Price per person
Adult
£1,886

Jamaica Holidays

Jamaica Inn #4842

5* out of 5 stars
Airline British Airways
Board Basis Continental Breakfast
Nights 7
Date 4 May 2026
Price per person
Adult
£1,927

Antigua Holidays

Sandals Grande Antigua #6520

5* out of 5 stars
  • Complimentary Airport Transfers
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 28 Jun 2026
Price per person
Adult
£1,940

Barbados Holidays

Treasure Beach Art Hotel, An Autograph Collection All-Inclusive Resort #4982

4* out of 5 stars
  • Save up to 48%
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 13 May 2026
Price per person
Adult
£1,952

Antigua Holidays

Carlisle Bay #9219

5* out of 5 stars
  • 30% Saving
Airline British Airways
Board Basis Bed and Breakfast
Nights 7
Date 19 Nov 2025
Price per person
Adult
£2,262

Barbados Holidays

Fairmont Royal Pavilion #5238

5* out of 5 stars
  • Save up to 60%
Airline British Airways
Board Basis Bed and Breakfast
Nights 7
Date 13 May 2026
Price per person
Adult
£2,301

Grenada Holidays

Silversands Grenada at Grand Anse #5440

5* out of 5 stars
Airline British Airways
Board Basis Bed and Breakfast
Nights 7
Date 3 May 2026
Price per person
Adult
£2,305

Dominican Republic Holidays

Sanctuary Cap Cana, a Luxury Collection Adult All-Inclusive Resort #6755

5* out of 5 stars
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 31 Aug 2026
Price per person
Adult
£2,371

Barbados Holidays

The House, Barbados, An Autograph Collection All-Inclusive Hotel - Adults Only #4993

5* out of 5 stars
  • Save 40%
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 7 Sep 2026
Price per person
Adult
£2,593

Grenada Holidays

Calabash Hotel #975

5* out of 5 stars
  • Free Half Board upgrade
Airline British Airways
Board Basis Half Board
Nights 7
Date 3 May 2026
Price per person
Adult
£2,740