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Caribbean

 
Anna Rushbrooke
Anna Rushbrooke

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

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020 7666 1214

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. 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

Anguilla
Anguilla
Just sixteen miles long and three miles across, this delightful gem of a destination is relatively undiscovered. On your luxury Anguilla holiday, discover the charm, tranquillity, serenity, and friendliness. The most northerly of the Leeward Islands, it’s famed for its powder white beaches - 33 at the last count. The coastline is just perfect for a Caribbean beach holiday, boasting long,...
Antigua
Antigua
Powder-soft sand and reef protected waters – an Antigua holiday is a beach-lover’s fantasy - with a beach for every day of the year. That’s not the only pre-requisite for the ideal Caribbean beach holiday, of course. It is the largest of the English speaking Leeward Islands and also the sunniest destination in the Eastern Caribbean. The island has gentle, rolling landscapes and...
Barbados
Barbados
Discover the most easterly of the Caribbean Islands on a Barbados holiday.  The island’s west coast, also known as the Platinum Coast, boasts an unending string of fine sand beaches, sapphire seas, hotels and fine restaurants. The east coast offers rugged headlands pounded by Atlantic waves and beaches molded by the surf.With palm fringed beaches it’s no wonder luxury Barbados...
Bermuda
Bermuda
The semi-tropical Island of Bermuda lies 600 miles to the west of North Carolina and over 1,000 miles north-east of the Caribbean. With such a unique location and cultural inheritance, little crime and no income tax, natural beauty and wonderful climate – it is a very special place.The high season for Bermuda holidays is from April to October. In the winter months, holidays in Bermuda will...
British Virgin Islands
British Virgin Islands
A British Virgin Islands holiday is the nearest you may well find to paradise on earth. With powdery white-sand beaches, lush green mountains and dramatic scenery these islands are ideal for all types of holidays. A holiday to the British Virgin Islands, will let you sample one or more of some sixty idyllic islands, islets and cays. The waters boast superb coral formations, making them perfect...
Cuba
Cuba
Cuba holidays are made up of irresistible cocktails of colonial cities, wonderful beaches, beautiful scenery and music, stirred with a dash of rum. If you enjoy history and culture or simply lying on a fine Caribbean beach, a holiday to Cuba will not disappoint you. Cuba tours are very popular for those looking for city breaks to experience the local music, food, culture and scenic beauty. You...
Dominica
Dominica
The ‘Nature Island’ of Dominica sits mid way along the Eastern Caribbean archipelago, just a few miles from Martinique. Dominica is an island of unspoiled nature, with tropical rainforest, 365 rivers rushing to the sea, national parks and a UNESCO world heritage site.A holiday in Dominica is a haven for the hiker and nature-lover, with nearly 300 miles of footpaths and trails taking...
Dominican Republic
Dominican Republic
With over 1000 miles of beautiful white soft sand beaches, clear waters and a backdrop of tall mountains, the island of the Dominican Republic is the perfect destination for a Caribbean beach holiday. Situated nearby to the islands of Cuba, Jamaica, Turks & Caicos and Puerto Rico, the Dominican Republic is a part of the island of Hispaniola, shared with Haiti.Voted one of the Top 10...
Grenada
Grenada
Known as the Isle of Spice, Grenada is a laid-back, charming island that produces nutmeg, mace, cinnamon, clove, ginger and bay leaf as well as some of the world’s finest cocoa and bananas.Having remained typically Caribbean, a holiday in Grenada combines refined hospitality with abundant tropical splendor and excellent cuisine.The Isle of Spice is hard to beat if you’re looking for a...
Jamaica
Jamaica
A holiday in Jamaica offers the opportunity to visit some of the best beaches in the Caribbean and a fascinating interior that is well worth exploring. The 7,400 ft Blue Mountain looks down over some of the most spectacular heights and coffee plantations. There can be few more stunning vistas than forested slopes peaking above a blanket of white wispy clouds.This is very much an island for an...
Puerto Rico
Puerto Rico
The Caribbean island of Puerto Rico is rich in history, culture, scenic beauty and offers a true Caribbean and Latin American experience in one destination.San Juan, known as the walled city is the first port of call on most Puerto Rico holidays. Located on the north of Puerto Rico on the Atlantic Coast, the city of San Juan is divided in two, a modern commercial centre with...
Riviera Maya (Mexico)
Riviera Maya (Mexico)
The unspoiled Caribbean coast of Mexico's Riviera Maya is now within easy reach, direct from the UK on scheduled British Airways flights. This new, upmarket region, sometimes confused with Cancun & Playa del Carmen, is located in Mexico on the Yucatan Peninsula and stretches south of Cancun for 75 miles, fronted by the second-largest coral reef in the world. Tranquil powder-sand...
St Barths
St Barths
The pretty French island of St Barths (or St Barthelemy as it is known locally), could almost have been hewn out of the Cote d’Azur and towed across the Atlantic to take advantage of the warmer winters. It is elegant and sophisticated, with outstanding restaurants, glorious beaches and an exciting, yet discrete nightlife.The infrastructure is pure French, perfect roads, newly painted white...
St Kitts & Nevis
St Kitts & Nevis
Two islands, one paradise. For anyone who enjoys stunning natural beauty, a holiday in St Kitts or its little sister Nevis cannot fail to exceed expectations. At the centre of St Kitts stands the spectacular, cloud-fringed peak of Mount Liamuiga (pronounced Lee-a-mweega), a dormant volcano covered by dense tropical forest. And on Nevis, too, the ground rises upward into a forest filled with...
St Lucia
St Lucia
One of the most scenically beautiful of the Caribbean islands, St Lucia is best known for its two dramatic mountainous peaks, the stunning Pitons. Much of the rest of the island is mountainous forest, deep valleys and gorges. With stunning underwater scenery and a wealth of marine life, luxury St Lucia holidays have much to offer divers and ‘land-lovers’ alike.St Lucia is one of the...
St Vincent & Grenadines
St Vincent & Grenadines
They say that St Vincent is the kite, and the Grenadine Islands are the tail, trailing some 80 miles south towards Grenada. Reputed to be the best sailing waters in the Caribbean, there are nearly 32 small islands, cays and islets. Among them you’ll find some of the world’s most attractive hideaways. These are some of the most delightful islands you are ever likely to find. Cruise by...
Trinidad & Tobago
Trinidad & Tobago
On the surface the twin islands of Trinidad and Tobago couldn’t be more different. Trinidad, a vibrant and industrial country is also the home of calypso and the steel drum. Not to mention probably the world’s best carnival held annually in February. Tobago is a sleepy island whose beaches and scenery have been attracting tourists from Western Europe looking for a luxury Caribbean...
Turks & Caicos
Turks & Caicos
In recent years the Turks and Caicos Islands have taken on an almost legendary reputation for powder white sands, aqua seas and luxurious resorts. The islands have a distinctly exclusive ambience.The Turks and Caicos are a geographical extension of the Bahamas and comprise around 30 cays and islands, of which only eight are inhabited.Better-known for their diving and marine life, the islands have...
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So many reasons to choose Western & Oriental...

Combining Expertise with Passion

  • Well-travelled team with first-hand knowledge of over 65 diverse destinations
  • The same travel specialist will handle your trip from start to finish
  • Dedicated to our customers’ needs to guarantee complete satisfaction

Offering you a personal service

  • Specialists in tailor-made luxury holidays with more than 30 years experience
  • We take the time to really understand what you need
  • Our travel specialists will be on hand to advise, inspire and guide you through every step

Security and Confidence

  • All of our holidays are financially protected through ATOL bonding for your protection
  • 24/7 UK emergency number for complete peace of mind
  • ABTA members, ensuring our customers can benefit from ABTA's assistance & Code of Conduct
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When you book your holiday with Western & Oriental, You can rest assured that you will be protected by ATOL to guarantee your financial protection.
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