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Tom Cloherty
Tom Cloherty

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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Dreams La Romana Resort & Spa
La Romana
The family friendly Unlimited-Luxury® All Inclusive Dreams La Romana Resort & Spa is situated on the magnificent southeast coast of the Dominican Republic, just 40 minutes from Punta Cana Airport. The resort features eight restaurants and a vast range of inclusive activities for all the family.
  • All Inclusive
  • Beach Holidays
  • Family
 
 
Special Offer
15% Early Booking Discount - Book By 30 September 2014
From £805 per adult
7 Nights, All Inclusive
Flights included
We have been here
True Blue Bay
Grenada
This charming Caribbean boutique resort is situated in a secluded bay on the south coast of Grenada, where the Caribbean Sea meets the Atlantic Ocean and is conveniently located near Grand Anse Beach. True Blue Bay is a colourful resort set in exotic tropical gardens right on the waterfront, this low-key resort is particularly popular with sailors, divers and the more independent traveller.
  • Beach Holidays
Special Offer
Stay 7 Nights Or More And Receive US$300 Voucher Booklet
From £805 per adult
7 Nights, Bed & Breakfast
Flights included
Sugar Ridge
Antigua
Sugar Ridge is bordered by sugar cane and indigenous flora, and boasts spectacular views over Jolly Beach and towards Coco Beach with the Caribbean Sea in the distance. All rooms have a large verandah, with a luxurious day bed and outdoor dining area, while the lower floor rooms each have their own private plunge pools.
  • Honeymoons
 
Special Offer
35% Early Booking Discount Plus US$50 Spa Credit - Book By 31 August 2014
From £819 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
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
1st Child Sharing With Parents Stays and Eats For Free
From £825 per adult
7 Nights, Room Only
Flights included
We have been here
Now Larimar Punta Cana
Punta Cana
Set on over 640 metres of palm-studded white sand beach, family friendly Now Larimar Punta Cana's Unlimited-Luxury® offers an impressive range of amenities, nine restaurants and ten bars.
  • All Inclusive
  • Beach Holidays
  • Family
Special Offer
15% Early Booking Discount - Book By 28 February 2015
From £825 per adult
7 Nights, All Inclusive
Flights included
Dreams Palm Beach Punta Cana
Punta Cana
Set on a 300 metre soft sand beach lined with palm trees is the family and couples friendly Dreams Palm Beach Punta Cana. With a fantastic Unlimited-Luxury® concept, with a host of restaurants, bars and activities, here you can enjoy Punta Cana at its best.
  • All Inclusive
  • Beach Holidays
  • Family
 
 
Special Offer
15% Early Booking Discount - Book By 28 February 2015
From £835 per adult
7 Nights, All Inclusive
Flights included
We have been here
Blue Waters Inn
Tobago, Trinidad & Tobago
  • Beach Holidays
From £845 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
Ocean Two
Barbados
Situated on Barbados’ South Coast, the 4* Ocean Two beachfront resort is a wonderful haven for families and couples alike. With almost all the accommodation offering ocean views, a selection of restaurants and bars and great facilities and services, Ocean Two is the perfect destination for your beach holiday in Barbados.
  • Beach Holidays
  • Family
 
Special Offer
35% Discount - Book By 10 October 2014
From £845 per adult
7 Nights, Room Only
Flights included
We have been here
Bougainvillea Beach Resort
Barbados
Nestled on the beach front on the lively south coast of Barbados, the charming Bougainvillea Beach Resort offers comfortable Caribbean inspired studios and suites, a range of land and water sports and is located only five minutes from the famous Oistins Fish Fry and the islands dining and nightlife capital of St Lawrence Gap.
  • Beach Holidays
  • Family
Special Offer
10% OFF Junior Suites & Deluxe One Bedroom Suites - Book By 31 August 2014
From £855 per adult
7 Nights, Room Only
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 £875 per adult
7 Nights, Bed & Breakfast
Flights included
Bequia Beach Hotel
St Vincent & Grenadines
  • Beach Holidays
  • Honeymoons
 
Special Offer
Free Night Offer
From £885 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
Rosalie Bay Resort
Dominica
Rosalie Bay Resort is nestled at the foothills of the UNESCO World Heritage Site of the Morne Trois Pitons and sits on 22 verdant acres of natural beauty. This intimate eco-friendly retreat is for those seeking a true Caribbean gem off the beaten track, where you can enjoy the sound of the crashing waves and forget the stresses of everyday life.
  • Beach Holidays
  • Honeymoons
From £895 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
Little Arches Boutique Hotel
Barbados
Delightful adult only boutique hotel located on the south coast of Barbados offering 10 individually styled rooms and the lovely Café Luna.
  • Beach Holidays
  • Honeymoons
 
 
Special Offer
Receive 5th Night Free - Book By 15 September 2014
From £905 per adult
7 Nights, Room Only
Flights included
We have been here
Saint Peter's Bay
Barbados
Saint Peter's Bay Luxury Resort & Residences is set on the picturesque North West coast of Barbados. The resort offers a collection of three and four bedroom beach front accommodations, lagoon style swimming pool, fitness centre, gazebo bar and choice of non-motorised water sports.
  • Beach Holidays
  • Family
Special Offer
Stay 7 Nights Pay For 6 Nights Plus Receive A Value Add Package For Free
From £915 per adult
7 Nights, Room Only
Flights included
We have been here
Breezes Jibacoa
Jibacoa, Cuba
Breezes Jibacoa is an excellent four star adult only all inclusive resort that lies on a beautiful white sandy beach in one of the quietest and most unspoilt spots on the north coast of Cuba.
  • All Inclusive
  • Beach Holidays
 
From £929 per adult
7 Nights, All Inclusive
Flights included
We have been here
Coco Reef Resort
Tobago, Trinidad & Tobago
  • All Inclusive
  • Beach Holidays
Special Offer
Discount Offer - Book By 30 September 2014
From £935 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
Coco Palm
Saint Lucia
  • Beach Holidays
From £935 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
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 £949 per adult
7 Nights, All Inclusive
Flights included
We have been here
Melia Las Antillas
Varadero, Cuba
  • All Inclusive
  • Beach Holidays
 
From £955 per adult
7 Nights, All Inclusive
Flights included
We have been here
Tamarind by Elegant Hotels
Barbados
The family friendly Tamarind by Elegant Hotels blend Mediterranean influences with casual Caribbean designs. Set on one of the west coasts loveliest beaches, Tamarind is a lively resort with excellent range of facilities.
  • Beach Holidays
  • Family
 
 
 
 
Special Offer
Up To 40% Discount - Book By 15 September 2014
From £965 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
Melia Peninsula Varadero
Varadero, Cuba
  • All Inclusive
  • Family
From £975 per adult
7 Nights, All Inclusive
Flights included
We have been here
Ottley's Plantation Inn
St Kitts & Nevis
Originally a 17th century sugar plantation, the secluded Ottley's Plantation Inn is set in 35 acres of manicured gardens and lush green lawns in the foothills of majestic Mount Liamuiga. The Inn’s ambience effortlessly transports you to a bygone era of gracious living, hospitality, and good taste – but with all the comfort and conveniences of today.
  • Beach Holidays
Special Offer
Stay 7 Nights Pay For 5 Nights
From £975 per adult
7 Nights, Room Only
Flights included
We have been here
St James's Club Morgan Bay
Saint Lucia
  • All Inclusive
  • Beach Holidays
Special Offer
Up To 40% Discount - Book By 31 August 2014
From £985 per adult
7 Nights, All Inclusive
Flights included
Ti Kaye Resort and Spa
Saint Lucia
  • All Inclusive
  • Beach Holidays
  • Honeymoons
 
 
Special Offer
30% Early Booking Offer
From £985 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
The Villas At Stonehaven
Tobago, Trinidad & Tobago
  • Beach Holidays
 
Special Offer
Stay 7 Nights Pay For 6 Nights - Book By 30 September 2014
From £989 per adult
7 Nights, Room Only
Flights included
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