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Save up to £3590
The Super Chill Out Family Offer at the 5* Carlisle Bay in Antigua includes 7 nights in a Beach Balcony Suite, and a complimentary upgrade to all inclusive basis.
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Family Holidays in Caribbean

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. Formerly known as Tropical Locations, we have the ideal holiday destinations for families, couples or those travelling solo. Caribbean holidays are perfect for island hopping, honeymoons, sport or complete relaxation. There’s also the five-masted Royal Clipper for cruising if you want to see more of this region.

More than stunning beaches

Relaxation, nature and activity - you can find it on our Caribbean holidays. Acclaimed as one of the most beautiful destinations in the world the Caribbean offers more than stunning beaches.  Beautiful sea scapes, mountains, hills and waterfalls to admire – the scenery alone will charm you.

Above and below the sea

The calm waters of the Caribbean are perfect for yachters to sail.  But if your prefer underwater views and want a diving or snorkelling holiday, there’s a wealth of marine life in the warm waters for you to discover.  And if you want a more relaxing holiday, you’ll find natural hot springs to soak in. Plus our collection of luxury Caribbean holidays offers a selection of spa sanctuaries and yoga retreats.

Caribbean hospitality

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 – with warm and friendly greetings from the local people.

Western & Oriental's Beaches & Retreats

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.

Caribbean Honeymoon Experiences

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.
Start on the island of Saint Lucia. Known widely for the Pitons, its two dramatic peaks, much of the island is mountainous forest, deep valleys, and famous beautiful beaches. After a day or two in one of the luxury resorts in our collection, make your way over to Antigua. With its powder soft sand and reef protected waters, it is a beach-lover’s paradise. Considered to be the sunniest destination in the Caribbean you can spend your days laying in the sun or exploring the island sights such as the historic English harbour. Bask in the last days of your honeymoon on the lavish island of St. Barths. A haven of luxury, this small oasis is known for its sophisticated high-end shops, fine dining, and elegant scenery.

Our Caribbean specialists have years of experience travelling through the islands.  Call them today and they can help you choose your destination and tailor-make your holiday.

Read more about Caribbean

Antigua & Barbuda,  Antigua
7 nights from £1049 per adult & £555 per child
All Inclusive
Lively All Inclusive Beach Resort
Tucked away on a secluded peninsula at Mamora Bay, St James Club is situated on the southeastern coast of Antigua. St James Club is set in 100 acres of tropical landscape and boasting two white sand beaches and offers a vast...
  • Family Holidays
Riviera Maya,  Mexico Coast
7 nights from £1235 per adult & £675 per child
All Inclusive
Family Friendly All Inclusive Beach Resort and Spa
Dreams Riviera Cancun Resort and Spa is situated only 30 minutes from the exciting resort of Cancun and close to the more hip, relaxed and bohemian Playa del Carmen. Offering modern and contemporary Mexican styled...
  • All Inclusive Holidays
  • Family Holidays
Saint Lucia,  St Lucia
7 nights from £1315 per adult & child stays free
Room Only
Villa Style Living By The Sea
Cotton Bay Village Hotel and Resort is barefoot elegance by the sea, situated on a secluded bay on the north-east of Saint Lucia and provides luxury villa style living. Comprising 74 accommodations, these include One Bedroom Tamarind...
  • Family Holidays
Montego Bay,  Jamaica
7 nights from £1325 per adult & £735 per child
Room Only
Boutique Hotel and Villas with a Timeless Quality
Located on a former plantation, Round Hill is one of the most beautiful and elegant boutique resorts in the Caribbean. The hotel offers discreet and impeccable service and genuine warm Jamaican hospitality. The hotel was originally the...
  • Family Holidays
Barbados
7 nights from £1355 per adult & £545 per child
Bed and Breakfast
West Coast Hotel With Excellent Family Facilities For Children and Teenagers
The family friendly Tamarind by Elegant Hotels has recently been reimagined and redisgned  with fully renovated contemporary rooms and suites, blending Mediterranean influences with casual Caribbean designs. Most...
  • Family Holidays
Saint Lucia,  St Lucia
7 nights from £1355 per adult & child stays free
Room Only
The World's Most Spectacular Setting
Boasting what is undoubtedly one of the most spectacular sites in the world, The Jalousie Plantation (soon to be renamed Sugar Beach, a Viceroy Hotel)  is set in the Valley of The Pitons, an area listed by UNESCO as a World...
  • Family Holidays
Grenada
7 nights from £1629 per adult & £625 per child
Half Board
Elegant Beach Front Resort
Situated on the breathtaking Grand Anse Beach, Spice Island Beach Resort  has been designed with a modern flair and elegance.   Graceful architecture is complemented by spice-themed colours and exquisite furnishings...
  • Family Holidays
Barbados
7 nights from £1655 per adult & £939 per child
All Inclusive
All Suite Family Friendly All Inclusive Beach Resort
Turtle Beach by Elegant Hotels is set on a 1500 foot stretch of white sandy beach on the south coast of Barbados, and only 15 minutes from the International airport. Turtle Beach is an all suite, family friendly all inclusive resort that...
  • Family Holidays
British Virgin Islands
7 nights from £1699 per adult & £899 per child
Room Only
Authentic Castaway Retreat
Rosewood Little Dix Bay, on Virgin Gorda, has one of the most beautiful beaches in the Caribbean. A reef protects against tides and currents, creating exceptional swimming conditions, safe for children and great for snorkelling, sailing...
  • Family Holidays
Antigua & Barbuda,  Antigua
7 nights from £1925 per adult & £689 per child
All Inclusive
Elegant Family Owned and Run Resort
Blue Waters is set in historic Soldiers Bay, amid magnificent tropical gardens, bordered by two white sand beaches and is just 15 minutes drive from the capital. The hotel has been a popular choice with couples and families...
  • Family Holidays
Turks & Caicos
7 nights from £2039 per adult & £1130 per child
All Inclusive
Turks And Caicos's Newest All Inclusive Resort
Set on the world-renowned pristine white sands of Grace Bay, The Veranda Resort & Residences is a new All-Inclusive resort on the island of Providenciales in the Turks and Caicos Islands. The Veranda blends modern amenities and...
  • Family Holidays
St Vincent & Grenadines
7 nights from £2049 per adult & £615 per child
All Inclusive
New All Inclusive Beach Resort - Great for Families
Buccament Bay Resort is St Vincent's newest and most luxurious resort and spa. Built to the highest specification the resort offers state-of-the-art facilities and is the first 5 star luxury resort on the beautiful and unspoilt Caribbean...
  • All Inclusive Holidays
  • Family Holidays
Barbados
7 nights from £2105 per adult & £585 per child
All Inclusive
Excellent value West Coast All Inclusive Hotel
Crystal Cove by Elegant Hotels is one of the west coast's premier All Inclusive resorts and is located just thirty five minutes from the airport and fifteen minutes from the cosmopolitan capital of Bridgetown....
  • Family Holidays
Rio Grande,  Puerto Rico
7 nights from £2169 per adult & £635 per child
Room Only
Stylish and Sophisticated Family Beach Resort
St Regis Bahia Beach Resort oozes style and sophistication, combining tropical elegance with modern technology in the 139 rooms and suites, the accommodation is seductive and beautifully appointed with custom-designed furnishings. The...
  • Family Holidays
Antigua & Barbuda,  Antigua
7 nights from £2715 per adult & £615 per child
Bed and Breakfast
Family Friendly Resort featuring a Wonderfil Children's Programme
Situated in one of Antigua's most beautiful settings, Carlisle Bay has a backdrop of rolling hills, lush tropical rainforest and lagoon, and positioned on one of the islands best beaches on the unspoilt south coast. Carlisle Bay is a...
  • Family Holidays
Barbados
7 nights from £2975 per adult & £1859 per child
Bed and Breakfast
Luxurious Elegant Beach Front Hotel
Sandy Lane is set on what is possibly the best white sandy beach on the West Coast of Barbados, and maintains its eminence as one of the world’s premier luxury resorts. The choice for sports celebrities, movie stars and discerning...
  • Family Holidays
Riviera Maya,  Mexico Coast
7 nights from £3995 per adult & £825 per child
Bed and Breakfast
Fusion Of Asia and Mexico At The Banyan Tree Mayakoba
The Banyan Tree Mayakoba is set between the jungle and the sea, separated by tropical lagoons and mangroves. Situated in Mayakoba, an area created to harmonize a luxury resort of the world's finest hotels with the unspoiled...
  • Family Holidays
Call our experts to tailor-make and book
020 7666 1230
  • Rossella Colella

    Cuba is a spectacular country, with beautiful and very warm loving people. Travel here not only requires a passport, money and a good rucksack; it also requires flexibility, creativity, good humour, patience and a healthy sense of adventure. Cuba remains an easy country to travel to and within and since Raúl Castro took office in February 2008, he has allowed Cubans access to cell phones and entry into tourist hotels, meaning interaction with the locals is now simpler and often surprisingly candid.

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