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Sally Rushbrooke
Sally 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
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 £785 per adult
7 Nights, Room Only
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 £789 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 £795 per adult
7 Nights, Bed & Breakfast
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 £799 per adult
7 Nights, All Inclusive
Flights included
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 £805 per adult
7 Nights, Bed & Breakfast
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 £809 per adult
7 Nights, All Inclusive
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 £809 per adult
7 Nights, Room Only
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 £815 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 £825 per adult
7 Nights, Room Only
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 £845 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 £865 per adult
7 Nights, Bed & Breakfast
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 £875 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
Coco Reef Resort
Tobago, Trinidad & Tobago
Coco Reef is idyllically situated next to Store Bay with its food and gift stalls, and overlooks Coconut Bay, its own private white sand beach.
  • All Inclusive
  • Beach Holidays
Special Offer
Discount Offer - Book By 30 September 2014
From £885 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 £895 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 £909 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 - Book By 15 October 2014
From £915 per adult
7 Nights, Bed & Breakfast
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 £925 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
Ti Kaye Resort and Spa
Saint Lucia
An idyllic boutique hideaway perched on a secluded cliff top, Ti Kaye Resort & Spa comprises 33 sea facing cottages and suites. Ti Kaye si perfect for those seeking pure relaxation, escapism and true Saint Lucian hospitality.
  • All Inclusive
  • Beach Holidays
  • Honeymoons
 
 
 
Special Offer
Up To 30% Fall Discount - Book By 31 October 2014
From £929 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
The Villas At Stonehaven
Tobago, Trinidad & Tobago
Sitting on a hillside on the west coast of Tobago, The Villas at Stonehaven overlook the bay and enjoys spectacular sunsets over the Caribbean Sea. The fourteen ocean view villas all feature three spacious and stylish bedrooms, each with en suite facilities and can comfortably cater for up to 6 adults.
  • Beach Holidays
 
Special Offer
10% Early Booking Discount - Book By 30 November 2014
From £939 per adult
7 Nights, Room Only
Flights included
St James's Club Morgan Bay
Saint Lucia
St James's Club Morgan Bay is spread over 25 acres of tropical beach front, comprising 345 rooms, an array of facilities and choice of restaurants all available on the all inclusive programme.
  • All Inclusive
  • Beach Holidays
 
 
Special Offer
Up To 40% Early Booking Discount - Book By 20 December 2014
From £945 per adult
7 Nights, All Inclusive
Flights included
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 £949 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 £949 per adult
7 Nights, All Inclusive
Flights included
We have been here
Jewel Paradise Cove Resort & Spa
Runaway Bay, Jamaica
  • All Inclusive
  • Beach Holidays
  • Honeymoons
 
Special Offer
Up To 44% Discount - Book By 31 October 2014
From £955 per adult
7 Nights, All Inclusive
Flights included
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 £959 per adult
7 Nights, Bed & Breakfast
Flights included
We have been here
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