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Anna Rushbrooke
Anna Rushbrooke

We have a team of Caribbean experts who are ready to help you with your holiday.

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Luxury Caribbean Holidays

From Anguilla to St Lucia, Cuba to the Virgin Islands, Western & Oriental know all about Caribbean holidays and will help you select the perfect island to suit your personality. Caribbean holidays are perfect for island hopping, honeymoons, sport or complete relaxation our collection of luxury Caribbean holidays offers a selection of spa sanctuaries and yoga retreats.

The Caribbean is a culinary delight for those after a gastronomic feast and our holidays have been chosen for their cuisine, service and local charm. We’ve carefully selected a range of hotels from All Inclusive Caribbean holidays on popular islands like Antigua, Barbados and St Lucia, to hotels that are surrounded by the beauty of nature like those on Dominica and the Virgin Islands.

A string of idyllic beautiful beaches, warm turquoise waters and spectacular hospitality make this region the perfect place for a luxury honeymoon. From the vast shores of Barbados to the private villas in Turks & Caicos, each island offers a romantic escape giving you options for where to spend this special time in your life. The Caribbean is one of the best regions if considering a multi-centre luxury honeymoon or holiday

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Windjammer Landing
Saint Lucia
Village-like resort in St Lucia with plenty of facilties, ideal for families, groups and couples!
  • All Inclusive
  • Beach Holidays
  • Family
 
 
 
Special Offer
Kids Stay Free
From £805 per adult
7 Nights, Room Only
Flights included
We have been here
Breezes Jibacoa
Jibacoa, Cuba
  • All Inclusive
  • Beach Holidays
 
From £839 per adult
7 Nights, All Inclusive
Flights included
We have been here
Dreams La Romana Resort & Spa
La Romana
  • All Inclusive
  • Beach Holidays
  • Family
 
 
 
Special Offer
Early Booking Discount
From £845 per adult
7 Nights, All Inclusive
Flights included
Blue Waters Inn
Tobago, Trinidad & Tobago
  • Beach Holidays
From £849 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
Dreams Palm Beach Punta Cana
Punta Cana
  • All Inclusive
  • Beach Holidays
  • Family
 
 
 
Special Offer
Summer Discounts Up To 11%
From £855 per adult
7 Nights, All Inclusive
Flights included
Iberostar Tainos
Varadero, Cuba
Family-friendly 4 star Cuban-style resort located on Varadero's beaches with a kid's club and evening entertainment for adults
  • All Inclusive
  • Beach Holidays
 
From £865 per adult
7 Nights, All Inclusive
Flights included
We have been here
Melia Las Antillas
Varadero, Cuba
  • All Inclusive
  • Beach Holidays
 
 
From £865 per adult
7 Nights, All Inclusive
Flights included
We have been here
Now Larimar Punta Cana
Punta Cana
  • All Inclusive
  • Beach Holidays
  • Family
 
Special Offer
Summer Discounts Up To 12%
From £865 per adult
7 Nights, All Inclusive
Flights included
True Blue Bay
Grenada
  • Beach Holidays
Special Offer
7 Nights For The Price Of 5 Nights
From £865 per adult
7 Nights, Bed & Breakfast
Flights included
Bougainvillea Beach Resort
Barbados
  • Beach Holidays
  • Family
Special Offer
10% OFF Junior Suites & Deluxe One Bedroom Suites - Book By 31 August 2014
From £875 per adult
7 Nights, Room Only
Flights included
We have been here
Sugar Ridge
Antigua
  • Honeymoons
 
Special Offer
35% Early Booking Discount Plus US$50 Spa Credit - Book By 31 August 2014
From £879 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
Magdalena Grand Beach Resort
Tobago, Trinidad & Tobago
Set within a gated community, the resort features 200 rooms and suites, 3 swimming pools, 2 tennis courts and a children's club
  • All Inclusive
  • Beach Holidays
 
 
Special Offer
Special Discount
From £885 per adult
7 Nights, Bed & Breakfast
Flights included
Melia Peninsula Varadero
Varadero, Cuba
  • All Inclusive
  • Family
 
From £885 per adult
7 Nights, All Inclusive
Flights included
We have been here
Coco Palm
Saint Lucia
  • Beach Holidays
From £889 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
The Crane
Barbados
Beachfront Barbadian hotel with a shopping area, six swimming pools and great restaurants
  • All Inclusive
  • Beach Holidays
  • Family
 
Special Offer
Stay 7 Nights Pay For 5 Plus 30% Discount Plus $40 Spa Credit Per Room
From £895 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
Bequia Beach Hotel
St Vincent & Grenadines
  • Beach Holidays
  • Honeymoons
 
Special Offer
Free Night Offer
From £895 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
Iberostar Playa Alameda
Varadero, Cuba
  • All Inclusive
  • Beach Holidays
 
From £899 per adult
7 Nights, All Inclusive
Flights included
We have been here
Ocean Two
Barbados
Family and couples friendly resort located on the South Coast of Barbados
  • Beach Holidays
  • Family
 
Special Offer
Up To 35% Early Booking Discount
From £899 per adult
7 Nights, Room Only
Flights included
We have been here
Rosalie Bay Resort
Dominica
  • Beach Holidays
  • Honeymoons
From £899 per adult
7 Nights, Bed & Breakfast
Flights included
Melia Marina Varadero
Varadero, Cuba
  • All Inclusive
  • Beach Holidays
 
From £905 per adult
7 Nights, All Inclusive
Flights included
We have been here
Iberostar Laguna Azul
Varadero, Cuba
Large all-inclusive resort located by Varadero's beaches with a kid's club, nightclub, 6 swimming pools and 15 restaurants and bars
  • All Inclusive
  • Beach Holidays
  • Family
 
From £935 per adult
7 Nights, All Inclusive
Flights included
We have been here
Coco Reef Resort
Tobago, Trinidad & Tobago
  • All Inclusive
  • Beach Holidays
 
Special Offer
Early Booking Offer
From £939 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
Jewel Paradise Cove Resort & Spa
Runaway Bay, Jamaica
  • All Inclusive
  • Beach Holidays
  • Honeymoons
 
 
Special Offer
Early Booking Offer
From £945 per adult
7 Nights, All Inclusive
Flights included
Ti Kaye Resort and Spa
Saint Lucia
  • All Inclusive
  • Beach Holidays
  • Honeymoons
 
 
 
Special Offer
20% Fall Discount
From £945 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
Melia Las Americas
Varadero, Cuba
  • All Inclusive
  • Beach Holidays
 
From £949 per adult
7 Nights, All Inclusive
Flights included
We have been here
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