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Caribbean Holidays

Caribbean Holidays


Holidays in the Caribbean promise sun filled skies, pristine beaches and balmy crystal clear waters.

All of the Caribbean islands have their own particular charm borne out of unique history, culture and landscape and it would be a life’s work to explore each and every one.

Trailfinders have been helping people organise holidays to the Caribbean for decades and our well travelled consultants have all the information at their fingertips to help you choose the right island for you.

So whether you are looking for fun filled nights, fabulous watersports, peace and seclusion or just the best offer anywhere in the Caribbean when you are looking to travel, we’ll be able to help.

Of course most people are just looking for some relaxing time on the beach from their Caribbean holiday and we have a fabulous selection of resorts to choose from. We’ve selected only the very best properties so whether you are looking for a simple great value budget option or a luxury Caribbean holiday you can rest assured you’ll be getting exceptional value for money.

Caribbean Honeymoons are also exceedingly popular and many hotels offer superb special offers for honeymooners and those celebrating a special anniversary. Be sure to ask about our special offers to help you celebrate your special holiday.

OUR TOURING AND TWIN CENTRE HOLIDAYS TO THE CARIBBEAN

Why not combine a relaxing beach holiday in the Caribbean with a city break in the USA? Or how about indulging in a spot of Caribbean island hopping? Alternatively, split your time between two resorts on one island to fully immerse yourself in the destination. Trailfinders are experts in tailormade travel, here are a few ideas of our most popular twin centre holidays that include the Caribbean or Mexico.
Ultimate Caribbean
12 nights
from €2099
  • Explore Fort Lauderdale’s myriad waterways
  • Discover British, French and Dutch
  • influenced Caribbean islands
  • Sun-kissed days at sea for ultimate relaxation

  • Essential Cuba
    9 days / 8 nights
    from €2,040
  • Tour Havana in a classic American car
  • Enjoy the picturesque Viñales Valley
  • Visit the Che Guevara mausoleum and memorial
  • Marvel at the architecture of Cienfuegos
  • Experience the traditional town of Trinidad

  • Boutique New York & Antigua
    11 days / 10 nights
    from €1,724
  • Vibrant New York
  • Stunning Antigua

  • Las Vegas & Mexico
    11 days / 10 nights
    from €878
  • Sensational Las Vegas
  • Lively Cancun

  • Miami & Barbados
    11 days / 10 nights
    from €1,470
  • Miami's famous art deco architecture
  • Glorious Barbados beaches

  • North & South Saint Lucia
    11 days / 10 nights
    from €2,144
  • Beatiful Saint Lucia
  • Lush Soufrière in the south
  • Tranquil bays and sandy beaches in the north

  • Havana & Varadero
    11 days / 10 nights
    from €1,039
  • Havana
  • Varadero

  • Classic Caribbean & Cancun Beach
    15 nights
    from €2849
  • Sail on Royal Caribbean’s newest Oasis Class ship
  • Enjoy a perfect day on CocoCay®
  • Relax on a sunny Cancun beach after a hard week at sea

  • New York & the Caribbean
    14 nights
    from €2899
  • Soar above the Big Apple in a helicopter
  • Visit five sun-kissed Caribbean islands
  • Cruise aboard the ground-breaking and innovative Anthem of the Seas®

  • WHERE TO GO IN THE CARIBBEAN

    The Caribbean is blessed by year round sunshine, sandy beaches, crystal-clear waters and friendly people so it’s easy to understand why they are so popular. We offer a wide choice of destinations, accommodation and each island has its own unique charm so take a closer look and imagine yourself on that beach.
    Barbados
    Barbados is undoubtedly the most sophisticated of the Caribbean islands, with elegant resorts, internationally acclaimed restaurants, a thriving and lively nightlife and a long list of glamorous celebrity visitors.
    More >>
    St Lucia
    Probably the most picturesque of the Caribbean islands, holidays in St Lucia promise far more than just beautiful beaches. The twin volcanic peaks of the Pitons in the south west rise majestically from clear blue waters and are immediately recognisable from afar.
    More >>
    Antigua
    Antigua is the largest of the British Leeward Islands with a personality to match. Holidays to Antigua promise blue skies, golden beaches, gingerbread architecture, colourful weekend markets and calypso beats.
    More >>
    Jamaica
    As the third largest Caribbean island and also the birthplace of world-famous musician, Bob Marley, Jamaica has fashioned quite a reputation for itself over the decades since Errol Flynn and Hollywood starlets of the 1930 s made it their tropical playground.
    More >>
    Grenada
    The lush and rugged island of Grenada, known affectionately as the ‘Spice Island’, is a wonderful choice if you want to enjoy spectacular beaches, picturesque towns and dramatic mountain scenery.
    More >>
    Tobago
    If you are looking for peace and seclusion with all the paradise trimmings of white sandy beaches and crystal waters then Tobago could be the island for you. Slow paced and relaxed, Tobago is an undiscovered gem lying at the southernmost tip of the Caribbean chain.
    More >>
    Mexico
    Mexico is a fascinating country with an ancient heritage and Latin flavour that is unique in the Caribbean. Mysterious Mayan sites and charming old colonial towns are testament to the country’s rich heritage and with over 6000 miles of coastline to choose from you are bound to find a beach that suits you down to the ground.
    More >>
    Cuba
    Here’s an island that combines the Caribbean staples of sun, sea and sand with the soul and rhythm of Latin America and a sense of pride and history like nowhere else on the planet.
    More >>
    Dominican Republic
    If you are looking for beautiful beaches and some of the best all inclusive value in the Caribbean then the Dominican Republic could just be for you.
    More >>
    The Bahamas
    With dazzling white sand beaches and turquoise waters of breathtaking clarity, these islands are a Mecca for watersports, diving and game fishing enthusiasts alike. From quiet isolated retreats to attraction packed resorts, this idyllic archipelago has something to suit all tastes. The elegant architecture of New Providence is home to duty free outlets, shopping malls and markets and a beautiful beach is never far away.
    More >>
    Turks & Caicos Islands
    Long undiscovered, the British Crown Colony of the Turks & Caicos islands were once known to just a few fortunate divers for their powder white sand beaches, crystal-clear turquoise waters and pristine coral reefs.
    More >>
    St Kitts And Nevis
    The sleepy islands of St Kitts & Nevis, separated by a two mile channel, form the smallest country in the western hemisphere and have a unique cultural heritage.
    More >>
    The Grenadines
    The ultimate dream getaway for Caribbean connoisseurs, The Grenadines are a haven for those in search of traditional island life, seclusion and tranquillity.
    More >>
    Cruising in the Caribbean
    A Caribbean cruise is a quintessentially divine experience. With hundreds of unique islands boasting powder-soft beaches and emerald clad hillsides scattered across tranquil aquamarine seas, it’s easy to see why the Caribbean is one of the world’s best-loved cruise destinations.
    More >>

    OUR RECOMMENDED HOTELS IN THE CARIBBEAN

    BodyHoliday
    Saint Lucia
    from €279
  • Beach
  • Three pools
  • Motorised & non-motorised watersports
  • Daily spa treatment
  • Gym
  • Daily dive (for certified divers)
  • Fitness classes including yoga, T’ai Chi, spinning and Zumba
  • Abseiling
  • Archery
  • Tennis courts
  • Golf
  • Free wi-fi

  • Sugar Beach, A Viceroy Resort
    Saint Lucia
    from €195
  • Two pristine white sand beaches
  • Pool
  • Spectacular Piton views
  • Nonmotorised watersports
  • Impressive Rainforest Spa with treehouse treatment rooms
  • Gym
  • National Marine Reserve perfect for snorkelling
  • Tennis courts
  • Kids’ club
  • Free wi-fi

  • Spice Island Beach Resort
    Grenada
    from €309
  • Set on stunning Grand Anse Beach
  • Pool
  • Non-motorised watersports
  • Renowned Janissa’s Spa
  • Gym
  • Yoga pavilion
  • In room Alexa
  • Near to Grenada Golf Club (green fees included)
  • Bicycles
  • Tennis court
  • Kids’ club
  • Free wi-fi.

  • COCOS Hotel
    Antigua
    from €190
  • Two beautiful beaches
  • Pool
  • Snorkelling
  • Diving (payable locally)
  • Spa
  • Golf (payable locally)
  • Free wi-fi

  • Crystal Cove by Elegant Hotels
    Barbados
    from €185
  • Lovely beach
  • Three lagoon style pools
  • Motorised and nonmotorised watersports
  • Gym
  • Tennis courts
  • Free water taxi service between the west coast Elegant hotels (excludes Turtle Beach)
  • Kids’ club
  • Free wi-fi

  • Bougainvillea Barbados
    Barbados
    from €83
  • Picturesque beach
  • Three pools
  • Non-motorised watersports
  • Spa
  • Gym
  • Golf
  • Kids’ club
  • Free wi-fi

  • Blue Waters Resort & Spa
    Antigua
    from €249
  • Sheltered beach
  • Three pools
  • Non-motorised watersports
  • Gym
  • Free wi-fi
  • Cove Suites at Blue Waters
  • All the facilities at Blue Waters Resort & Spa
  • Additional four pools
  • Concierge service
  • Free wi-fi

  • Fairmont Royal Pavilion
    Barbados
    from €218
  • Gorgeous stretch of beach
  • Pool
  • Non-motorised watersports
  • Gym
  • Tennis courts
  • Seasonal kids’ club
  • Free wi-fi

  • Sandals Grenada Resort & Spa
    Grenada
    from €223
  • Beach
  • 3 pools
  • 2 Jacuzzis
  • Non-motorised watersports
  • Diving (two per day for certified divers)
  • Fabulous Red Lane® Spa
  • Gym
  • Tennis courts
  • Beach volleyball
  • Free wi-fi.

  • VILLA HOLIDAYS IN THE CARIBBEAN

    Rather than staying in a hotel have you ever considered a villa instead? You might well find that it is the perfect solution; they are excellent value for money particularly if you are travelling as a larger family or group.
    Resort Villa at Sea Breeze Beach House by Ocean Hotels
    from €1405
    Barbados
  • Luxury Two Bedroom Oceanfront Suite
  • Sleeps up to 6
  • 2 bedrooms (1 king & 2 queen beds)
  • 2 bathrooms
  • Living area
  • Fully air-conditioned
  • Free wi-fi

  • Resort Villa at The Landings Resort & Spa by Elegant Hotels
    from €913
    Saint Lucia
  • Two Bedroom Butler Ocean View Villa Suite
  • Sleeps up to 4
  • 2 bedrooms (1 king & 2 single beds)
  • 1 bathroom
  • Living/dining area
  • Kitchen
  • Butler service
  • Terrace or balcony
  • Fully air-conditioned
  • Free wi-fi

  • Resort Villa at Bougainvillea Barbados
    from €432
    Barbados
  • Two Bedroom Deluxe Suite
  • Sleeps up to 6
  • 2 bedrooms (1 king & 1 queen bed)
  • 1 bathroom
  • Living area (with queen sofa bed)
  • Kitchen
  • Fully air-conditioned
  • Private balcony or terrace
  • Free wi-fi

  • Private Villa - Sandalwood House Sandy Lane
    from €810
    Barbados
  • 10 minute walk from the beach
  • Private pool
  • Barbecue
  • Access to beach club
  • Housekeeper
  • Cook
  • Air-conditioning (bedrooms only)
  • Free wi-fi
  • Sleeps up to 8
  • 4 bedrooms
  • 5 bathrooms

  • Private Villa - La Bagatelle
    from €740
    Saint Lucia
  • 5 minutes’ drive from the beach
  • Private pool
  • Amazing Piton views
  • Large living space
  • Housekeeper
  • Cook
  • Free wi-fi
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms

  • Private Villa - Villa Serenity
    from €1250
    Antigua
  • 10 minutes’ walk from the beach
  • Private pool
  • Alfresco dining
  • Housekeeper (once per week)
  • Concierge services
  • Sleeps up to 4
  • 2 bedrooms
  • 2 bathrooms

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