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Aquamarine water glistens and luxurious palm trees gently blow by the dazzling Caribbean sea.

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 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

Essential Cuba
Guided Small Group Adventure Tour
9 days / 8 nights

Experience the delights of Cuba on this captivating journey; from the iconic city of Havana, to the picturesque scenery of Viñales Valley and the traditional cobblestone town of Trinidad.
Boutique New York & Antigua
Multi Centre Holiday
11 days / 10 nights

Las Vegas & Mexico
Multi Centre Holiday
11 days / 10 nights

Tall Ship Sailing in the Grenadine Islands

10 nights

Miami & Barbados
Multi Centre Holiday
11 days / 10 nights

North & South Saint Lucia
Multi Centre Holiday
11 days / 10 nights

Havana & Varadero
Multi Centre Holiday
11 days / 10 nights

Boutique Barbados & Hidden Gems

14 nights

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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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OUR RECOMMENDED HOTELS IN THE CARIBBEAN

BodyHoliday
5 star

Saint Lucia

Boasting a stunning location on secluded Cariblue Beach, this popular health and well-being resort offers a unique, all inclusive experience which combines an active beach holiday with a rejuvenating wellness escape. Guests even receive a complimentary 50 minute daily spa treatment at the resort’s impressive Wellness Centre, except on arrival and departure days. BodyHoliday is perfect for couples or friends and single guests are also well catered for with the plethora of activities and group dining available in the restaurants. Five restaurants offer a great choice of dining options including the beachfront deli, serving speciality coffees, smoothies and juices plus I-TAL where guests can help prepare the freshest organic ingredients at this interactive farm to table dining experience (supplement applies). Guests may also exchange dine at BodyHoliday’s sister hotel Rendezvous transport not included and restrictions apply. The 155 relaxing rooms and villas (no televisions) are a haven of tranquillity featuring either garden or ocean views. Please Note: The minimum guest age at the resort is 16 years except during Easter, Summer and Christmas when children aged 12 & above are permitted.
Sugar Beach, A Viceroy Resort
5 star

Saint Lucia

Nestled between the mighty twin peaks of the Pitons, a UNESCO World Heritage Site, this 100 acre estate sweeps dramatically down to 2 stunning white sand beaches and boasts one of the most spectacular and unspoilt settings on Saint Lucia’s south west coast. There are four restaurants and two bars providing a variety of dining options ranging from beachfront casual to elegant fine dining. Due to the resort’s remote location, the pre-paid meal plans are a popular option – please ask your Trailfinders travel consultant for details. Please Note: Due to its hillside location and sprawling nature, this resort may be unsuitable for those with walking difficulties although a free shuttle service is provided.
Spice Island Beach Resort
5 star

Grenada

With a magnificent setting on stunning Grand Anse Beach, this luxury hotel, owned and run by the Hopkin family, offers superb accommodation, excellent service, gourmet fine dining and a range of complimentary activities to while away the days. Redefining all inclusive, the two fine dining restaurants showcase the best of elegant Caribbean cuisine. Guests can enjoy a beachside breakfast at Oliver’s Restaurant or in the privacy of their own suite. Afternoon tea is served daily and the Sea and Surf Terrace & Bar is open for lunch, as well as drinks throughout the day. In the evening, seven course gourmet dinners are served at Oliver’s Restaurant. Golf: 9 hole course nearby. Green fees complimentary but mandatory caddies fee approx USD 20 and golf club rental approx USD 16 (payable locally). Please Note The hotel will be closed 1 Sep 20 - 31 Oct 21
COCOS Hotel
4 star

Antigua

Perched on a bluff overlooking the stunning turquoise waters of the Caribbean Sea, this romantic couples only hotel boasts a unique collection of authentic Antiguan cottages with a welcoming atmosphere and friendly service. Spend your days lazing on one of the stunning white sand beaches, take a refreshing dip in the pool or enjoy cocktails while watching the sun go down. Set on a cliff with panoramic sea views, the tiered restaurant has an intimate setting offering an international á la carte menu with a Caribbean flair. The hotel also has 3 bars and just a 5 minute drive away at Jolly Harbour, there is a variety of shops, bars and restaurants available. The 35 individual cottages have been designed in a traditional Antiguan style and each boasts a romantic four poster bed, private balcony with a hammock and outdoor shower only (no television). Please Note: Children 17 & under are not permitted at this property. Due to its hillside location this hotel may be unsuitable for those with walking difficulties.
Crystal Cove by Elegant Hotels
4 star

Barbados

This smaller all inclusive resort is perfect for couples and families alike. Set in landscaped gardens that slope towards the beach, this pretty hotel boasts sweeping views of the sparkling sea and is bursting with Caribbean charm. Dine at the elegant Reflections restaurant, savour a more casual oceanside meal at Drifters Beach Bar or for lighter bites, enjoy Vista Coffee & Wine Bar which serves delicious tapas and boasts stunning ocean views. Cocktails are served in the dramatically located Cave Bar which is accessed by swimming through a waterfall. Guests can exchange dine at the other properties in the Elegant Hotels (restrictions apply). The resort is arranged like a charming village and all 88 contemporary rooms and suites feature vibrant, Caribbean inspired décor. Please Note: Due to a large number of steps, this hotel may be unsuitable for those with walking difficulties.
Bougainvillea Barbados
4 star

Barbados

This relaxed and friendly resort is located on one of the loveliest south coast beaches, just a five minute drive from lively St Lawrence Gap. With a fabulous array of activities on offer, guests can do as much or as little as they like at Bougainvillea Barbados. The kids’ club offers a host of activities for children aged 4-12 while teenagers will love hanging out in the games room. Babysitting can also be arranged (payable locally). Two beachside restaurants serve a range of tasty local, international and Thai dishes, while the swim up pool bar is the perfect spot to relax with a ‘Banks’ beer or signature cocktail. The hotel also offers a free shuttle to Oistins’ famous ‘Friday Fish Fry’ where fresh seafood is barbequed straight from the sea. The 100 spacious rooms and suites are all recently refurbished and feature garden, pool or ocean views. Golf: 18 hole championship course nearby. Green fees approx USD 115 and golf club rental approx USD 25 (payable locally).
Blue Waters Resort & Spa
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Antigua

Blue Waters Resort & Spa<br/> Nestled on the north west coast, this intimate property provides a very Caribbean welcome to Antigua. With crystal clear waters, secluded white sand coves and 17 acres of tropical gardens, Blue Waters is everything an island paradise should be. There are four restaurants and three bars to choose from. The Palm Restaurant offers all day alfresco dining and afternoon tea whereas Carolyn’s is perfect for light lunches with a great beachside location. Cove Suites at Blue Waters<br/> Situated in private grounds with a stunning cliff side vantage point, these impressive suites offer a luxurious ‘resort within a resort’ feel. Guests have access to four exclusive infinity pools, a dedicated bar, concierge service plus all of the facilities available at Blue Waters Resort & Spa. Guests can dine at all restaurants and bars at both Blue Waters and the Cove Suites. The Cove fine dining restaurant is a must serving gourmet cuisine and offering breathtaking views (restrictions apply). The 96 rooms and suites are furnished in a contemporary style with traditional Caribbean décor combined with elegant modern touches. All rooms feature a private balcony or patio with views of the lush tropical gardens or Caribbean Sea.
Fairmont Royal Pavilion
5 star

Barbados

This exceptional hotel enjoys an enviable beachfront location on the ‘Platinum’ west coast. Recently refurbished, adding a contemporary twist to the traditional colonial style, it combines sophisticated elegance and luxurious surroundings. The renowned personalised Fairmont service provides a haven of serenity on the shores of Barbados. The three restaurants and bars serve mouth watering cuisine in a stunning setting. Palm Terrace Restaurant offers striking sea views and sophisticated fare while Taboras boasts casual alfresco dining. Snacks and lunch are served at the Beach Club overlooking tranquil turquoise waters. Afternoon tea is also included once per stay (daily for guests in suites or villas). The 72 rooms and suites offer unobstructed views of the sparkling sea from the balcony or terrace and have the benefit of ‘Platinum Fast Track’ service through the airport.
Sandals Grenada Resort & Spa
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Grenada

Perfectly situated on the beautiful Pink Gin Beach, this Luxury Included® couples only resort is split into four distinct villages offering a luxurious and romantic Caribbean experience. There is an impressive array of 12 dining options offering gastronomic delights from around the globe. Guests can sample French cuisine at Le Jardinier or savour authentic Caribbean dishes at Spices. In addition, Butch’s Chophouse serves succulent steaks in an intimate setting. Please Note: Children 17 & under are not permitted at this resort.

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
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
    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
    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
    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
    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
    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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    Our latest the caribbean holiday reviews
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    The Caribbean Fast Facts

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    £20 Off your visa service charge if you have booked your holiday with Trailfinders.

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    Recommended Immunisations

    None

    20% Discount off immunisations at our London Travel Clinic if you have booked your holiday with Trailfinders.

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    Trailfinders Travel Insurance

    Enjoy comprehensive cover in The Caribbean from just £65 for 7 days with our superb value Single Trip Travel Insurance.

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    Visa information given is given for British citizens holding a valid UK passport with at least 6 months validity remaining. Immunisation guidelines assume routine UK childhood immunisation has been given and will not apply to all situations. Medical advice should be sought. Your Trailfinders consultant will advise you of the specific visa and immunisation requirements for your trip.

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