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.

Jamaica Luxury Holidays

Couples Tower Isle

5* out of 5 stars
  • Complimentary Shared Airport Transfers
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 9 Sep 2026
Price per person
Adult
£1,655

Couples Swept Away

5* out of 5 stars
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 9 Sep 2026
Price per person
Adult
£1,895

Jamaica Inn

5* out of 5 stars
  • 25% Saving
Airline British Airways
Board Basis Continental Breakfast
Nights 7
Date 4 May 2026
Price per person
Adult
£1,911

Mustique Luxury Holidays

The Cotton House

5* out of 5 stars
Airline British Airways
Board Basis Bed and Breakfast
Nights 7
Date 25 Nov 2025
Price per person
Adult
£3,615

St Lucia Luxury Holidays

Sandals Halcyon Beach

5* out of 5 stars
  • Complimentary Airport Transfers
  • Up to 45% saving
  • Booking Bonus up to £700
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 30 Aug 2026
Price per person
Adult
£1,925

Cap Maison

5* out of 5 stars
  • 15% saving
Airline British Airways
Board Basis Half Board
Nights 7
Date 8 Jun 2026
Price per person
Adult
£2,220

Windjammer Landing Resort & Residences

5* out of 5 stars
  • Save up to 50%
Airline British Airways
Board Basis Bed and Breakfast
Nights 7
Date 31 May 2026
Price per person
Adult
£1,359

Anse Chastanet Resort

4.5* out of 5 stars
  • Stay 5 Pay 4
Airline British Airways
Board Basis Room Only
Nights 7
Date 8 Jun 2026
Price per person
Adult
£1,885

Serenity at Coconut Bay

5* out of 5 stars
  • Standard Transfers
Airline British Airways
Board Basis All Inclusive
Nights 7
Date 30 Jun 2026
Price per person
Adult
£3,671

St Vincent & Grenadines Luxury Holidays

Bequia Beach Hotel

5* out of 5 stars
  • Up to 40% Saving
Airline Virgin Atlantic
Board Basis Bed and Breakfast
Nights 7
Date 17 May 2026
Price per person
Adult
£2,034