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 offer to help you celebrate your special holiday. We can also help you tie the knot if your are looking for a wedding in the Caribbean.

As beautiful as they are it’s not all about the beaches in the Caribbean. We offer a wide range of unmissable experiences to help you explore the rich and varied landscapes and cultures of these beautiful islands. Be sure to book before you go to avoid disappointment!

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Explore The Caribbean with Trailfinders


Special Offers

Luxury Cruising and Free Flight Upgrades Luxury Cruising and Free Flight Upgrades
With holidays starting from £2399 including free pre-paid gratuities worth up to US$22 per person per day, and free upgrades to Premium Economy on flights, you ... Read More...
The World's Best - Conde Nast Traveller Awards The World's Best - Conde Nast Traveller Awards
Trailfinders is delighted to have been voted as one of the UK's Best Tour Operators in this year's highly respected Conde Nast Traveller Reader's Travel Awards.... Read More...
The Drinks Are On Us The Drinks Are On Us
Enjoy a complimentary Classic Drinks Package worth $50 per person per day when you book one of our great selection of Worldwide sailings with premium Celebrity ... Read More...
3 For Free 3 For Free
Book now with Trailfinders and Princess Cruises to enjoy these 3 fabulous offers on a huge selection of 2015 sailings•  Free Oceanview to Balcony S... Read More...
Save in Saint Lucia Save in Saint Lucia
Perhaps the most picturesque of the Caribbean Islands, Saint Lucia revels in glorious beaches and a dramatic landscape, from the twin volcanic peaks of the pito... Read More...
Sensational Beach Offers Sensational Beach Offers
Our pick of the best beach holiday savings around the world. Just back from your summer holidays? Pining for blue skies and balmy beaches already? Well we've go... Read More...
This week's most popular cruises This week's most popular cruises
Cast your eye over some of our best selling cruises this week!These holidays offer fantastic value for money and are proving very popular but they are, of cours... Read More...
This week's red hot offers This week's red hot offers
This week's hottest offers - holidays from £549These holidays are such great value that we couldn't keep them to ourselves and you get to see them here first!Th... Read More...
Unmissable Ships, Unmissable Offers Unmissable Ships, Unmissable Offers
Here's your chance to combine the world's most innovative cruise ships with unbeatable special offers with our unmissable cruise experiences!Anthem of the Seas ... Read More...
The Unmissable Sale The Unmissable Sale
Don't miss out on Celebrity Cruises Unmissable Sale! Book any of our huge range of worldwide sailings and take advantage of exceptional value for money prices s... Read More...
All Inclusive Escapes Worldwide All Inclusive Escapes Worldwide
For rest and relaxation nothing compares to the simplicity of an All Inclusive holiday. No need to worry about the bill on the last day, the cost of cocktails o... Read More...
New Caribbean Brochure 2015 New Caribbean Brochure 2015
Trailfinders new Caribbean & Mexico brochure 2015 is out now, featuring the best of the Caribbean and some superlative special offers.So don't delay, order your... Read More...

Caribbean Cruises 2013

What better way to explore all the Caribbean has to offer than by visiting several islands on one wonderful holiday? Carribean cruises are a carefree way to explore the area, offer exceptional value for money with your meals and entertainment included, and give you the chance to see the islands often from the best vantage point ...the sea! read more


Good To Know

Insurance Trailfinders Travel Insurance
Enjoy comprehensive cover from just 35pa day with our superb value Annual Multi-Trip Travel Insurance
Visa & Passport Service Visa
As part of our comprehensive travel service we'll advise you of the visa requirements for your trip.
Get A Quote Apply for a Visa
Currency Currency
Buy your local currency online and have it delivered directly to your home by the next business day, 0% commission, Free insured Special Delivery, Better rates than at the airport or on the high street
20% Discount off immunisations at our London Travel Clinic if you have booked your holiday with Trailfinders. Trailfinders London Travel Clinic Travel Health
Your Trailfinders travel consultant will advise you of the specific immunisation based on your travel plans
Order Currency Trailfinders Travel Clinic