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.

Barbados Luxury Holidays

Fairmont Royal Pavilion

5* out of 5 stars
Airline Virgin Atlantic
Board Basis Bed and Breakfast
Nights 7
Date 8 Sep 2025
Price per person
Adult
£2,773

Sandy Lane

5* out of 5 stars
  • Family Fun Package
  • Stay 7 Pay 6
Airline Virgin Atlantic
Board Basis Bed and Breakfast
Nights 7
Date 8 Oct 2025
Price per person
Adult
£3,295

Cancun & Riviera Maya Luxury Holidays

Fairmont Mayakoba

5* out of 5 stars
  • Up to 30% saving
  • KIDS GO FREE
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 16 Sep 2025
Price per person
Adult
£2,351

Conrad Tulum Riviera Maya

5* out of 5 stars
  • Complimentary All Inclusive from Half Board
  • 20% saving
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 13 Jun 2025
Price per person
Adult
£4,574

Dominican Republic Luxury Holidays

Casa de Campo Resort & Villas

5* out of 5 stars
  • Up to 62% saving
  • Complimentary Room Upgrade*
  • One Free Child*
Airline British Airways
Board Basis Room Only
Nights 7
Date 8 Sep 2025
Price per person
Adult
£1,490

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

5* out of 5 stars
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 8 Sep 2025
Price per person
Adult
£2,477

Grenada Luxury Holidays

Calabash Hotel

5* out of 5 stars
  • Value Added
  • Complementary upgrade to Deluxe Suite
  • Complimentary Private Dinner on the New Jetty & Airport Transfers
Airline British Airways
Board Basis Bed and Breakfast
Nights 7
Date 7 Jun 2025
Price per person
Adult
£2,375

Spice Island Beach Resort

5* out of 5 stars
  • Family Promotion
  • 14% saving
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 2 Jul 2025
Price per person
Adult
£2,162

Jamaica Luxury Holidays

Jamaica Inn

5* out of 5 stars
  • 20% saving
Airline Virgin Atlantic
Board Basis Room Only
Nights 7
Date 9 Oct 2025
Price per person
Adult
£2,035

Mustique Luxury Holidays

The Cotton House

5* out of 5 stars
  • Complimentary late check out until 13:00
Airline British Airways
Board Basis Bed and Breakfast
Nights 7
Date 12 May 2025
Price per person
Adult
£3,737
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