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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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Windjammer Landing
Saint Lucia
This village-like resort offers a range of accommodations from hotel rooms to luxurious villas with private pools and chefs. The all inclusive programme allows you to dine in five restaurants and include a wide range of activities and water sports.
  • All Inclusive
  • Beach Holidays
  • Family
 
 
 
 
Special Offer
Discount Plus Stay 7 Nights Pay For 6 Nights
From £775 per adult
7 Nights, Room Only
Flights included
We have been here
Nonsuch Bay
Antigua
A low key resort offering spacious one to three bedroom self contained apartments. With two miles of waters protected by a barrier reef and warm trade winds, Nonsuch Bay is a perfect destination for sailing and kite surfing as well as a home for dolphins and turtles.
  • Beach Holidays
  • Family
  • Honeymoons
Special Offer
30% Discount - Book By 31 October 2014
From £779 per adult
7 Nights, Room Only
Flights included
We have been here
Melia Las Antillas
Varadero, Cuba
The adult only Melia Las Antillas is set in beautiful surroundings with hanging gardens and stunning water features throughout the hotel grounds. Located right on Varadero Beach, the Melia Antillas is the perfect choice for an all inclusive beach holiday for couples, singles or groups of friends.
  • All Inclusive
  • Beach Holidays
 
From £785 per adult
7 Nights, All Inclusive
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 £795 per adult
7 Nights, All Inclusive
Flights included
We have been here
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 £809 per adult
7 Nights, All Inclusive
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 £815 per adult
7 Nights, All Inclusive
Flights included
We have been here
Melia Peninsula Varadero
Varadero, Cuba
The family friendly Melia Peninsula Varadero is situated on the beachfront at the eastern end of the Varadero peninsula in an ecological reserve. The two and three storey Key West colonial style buildings are set in tropical gardens and house the 581 modern and charming rooms.
  • All Inclusive
  • Family
From £815 per adult
7 Nights, All Inclusive
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 £819 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 £829 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 Pay For 5 Nights
From £829 per adult
7 Nights, Bed & Breakfast
Flights included
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 £835 per adult
7 Nights, Room Only
Flights included
We have been here
Melia Marina Varadero
Varadero, Cuba
Located by the marina and beach, the Melia Marina Varadero is a contemporary all inclusive resort with a wide selection of accommodations. At the Melia Marina Varadero there are five freshwater swimming pools including a kids club pool, kids pool and a special pool with night-time fantasy illumination – the first of its kind in Varadero! The beach is ideally situated 60 metres away, across the road from the hotel
  • All Inclusive
  • Beach Holidays
From £835 per adult
7 Nights, All Inclusive
Flights included
We have been here
Bay Gardens Beach Resort
Saint Lucia
Great value family beach resort located in Rodney Bay Village where you can find a good range of restaurants, bars and shopping village.
  • Beach Holidays
  • Family
 
 
Special Offer
40% Autumn Discount - Book by 10 October 2014
From £835 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
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 - Book By 30 September 2014
From £839 per adult
7 Nights, Bed & Breakfast
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 30 September 2014
From £845 per adult
7 Nights, Room Only
Flights included
We have been here
Iberostar Playa Alameda
Varadero, Cuba
A fantastic value for money family all inclusive resort set on the beachfront in Varadero. The resort offers spacious and an excellent range of facilities and restaurants to choose from.
  • All Inclusive
  • Beach Holidays
From £849 per adult
7 Nights, All Inclusive
Flights included
We have been here
Blue Waters Inn
Tobago, Trinidad & Tobago
From the deep blue of the Atlantic, to the brilliant green of Tobago’s lush hills, Blue Waters Inn enjoys a picture perfect location. Located well away from the island’s main tourist area, it is tucked neatly into its own private bay on Tobago’s north-east coast.
  • Beach Holidays
From £865 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
Bequia Beach Hotel
St Vincent & Grenadines
Bequia Beach Hotel is situated on what many consider to be the premiere location on Bequia Island – Friendship Beach. This boutique hotel and villas are surrounded by beautiful tropical gardens and has its own secluded beach area.
  • Beach Holidays
  • Honeymoons
 
Special Offer
Stay 7 Nights Pay For 6 Nights
From £865 per adult
7 Nights, Bed & Breakfast
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 £885 per adult
7 Nights, All Inclusive
Flights included
We have been here
Melia Las Americas
Varadero, Cuba
Lovely adult only all inclusive resort located adjacent to the Varadero Golf Club. Melia Las Americas is set on a lovely stretch of beach and offers a good range of inclusive facilities and restaurants,
  • All Inclusive
  • Beach Holidays
From £899 per adult
7 Nights, All Inclusive
Flights included
We have been here
Coco Palm
Saint Lucia
This boutique Caribbean hotel is located close to this lively resorts heart with shopping arcades, bars and restaurants only a few steps away. The accommodations are set around the large free-form swimming pool with the ground floor rooms benefiting from direct access to the pool.
  • Beach Holidays
From £899 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
Breathless Punta Cana
Punta Cana
Perfectly situated on the sugar-white sand in the Uvero Alto region of Punta Cana, Breathless Punta Cana Resort is a chic and vibrant all-inclusive experience for sophisticated couples, singles and friends. The resort features 750 ultra-modern suites with private terraces and scenic views, sophisticated amenities included in its Unlimited-Luxury® comprising of eleven dining venues matched by carefully selected wines and other premium spirits served up at nine bars and lounges.
  • All Inclusive
  • Beach Holidays
  • Honeymoons
 
 
From £905 per adult
7 Nights, All Inclusive
Flights included
Royal Hicacos Resort & Spa
Varadero, Cuba
Situated within 23 acres of land including lush gardens and set away from the white sand beach of Varadero, the Royal Hicacos Resort & Spa (formerly Sandals Royal Hicacos) is an adult only all inclusive resort.
  • All Inclusive
  • Beach Holidays
  • Honeymoons
 
 
From £919 per adult
7 Nights, All Inclusive
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 £935 per adult
7 Nights, Room Only
Flights included
We have been here
The Crane
Barbados
Situated on Crane Beach itself on the south east side of Barbados, The Crane has existed as a hotel since 1887. The Crane comprises spacious self contained suites, some with private pools, a shopping arcade and selection of fine restaurants.
  • All Inclusive
  • Beach Holidays
  • Family
 
Special Offer
45% Discount
From £939 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
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