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

Award Winning Holidays Award Winning Holidays
Trailfinders is delighted to have been voted the UK's Best Tour Operator in the prestigious Telegraph Travel Awards 2014. The Telegraph polled 90,000 of its rea... Read More...
Winter Escapes to the Caribbean from just £999 Winter Escapes to the Caribbean from just £999
Don't miss our extraordinary Caribbean getaways. From just £999, these superb sunny holidays offer unbeatable value for money and provide the perfect escape fro... Read More...
The Best of the Caribbean The Best of the Caribbean
Holidays in the Caribbean promise sun filled skies, pristine beaches and balmy crystal clear waters. All of the Caribbean islands have their own particular char... Read More...
Caribbean Luxury Hot List Caribbean Luxury Hot List
The Caribbean boasts some of the most prestigious resorts in the world and is considered by many as one of the ultimate destinations for luxury seekers.The eleg... 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...
Stunning Value Sun Kissed Savings Stunning Value Sun Kissed Savings
Take advantage of exceptional savings of up to 60% on hundreds of Caribbean cruises with family friendly Royal Caribbean.Royal Caribbean International already r... Read More...
The Choice is Yours The Choice is Yours
Choose from a selection of spectacular special offers when booking your next cruise holiday with Trailfinders and fabulous Celebrity Cruises. Book practically a... Read More...
More Than Just A Room More Than Just A Room
Book a fabulous Concierge Class Balcony Stateroom with Celebrity Cruises and receive three spectacular special offers: •   Complimentary drinks pa... Read More...
The Business The Business
Why not treat yourself to a spot of luxury with these exceptional holidays flying in Business Class? Trailfinders is the UK’s leading independent travel company... Read More...
Christmas Has Come Early Christmas Has Come Early
Treat yourself this festive season and unwrap an early Christmas present from Trailfinders and P&O Cruises. Choose from over 20 fantastic cruises sailing in E... Read More...
A World of Luxury A World of Luxury
Take a look at these fantastic value luxury holidays from Trailfinders and Oceania Cruises. Prices start from £1449 and include free pre paid gratuities worth ... Read More...
Ultra Luxury Special Offers Ultra Luxury Special Offers
Book now to enjoy two spectacular special offers with Trailfinders and ultra luxury Silversea cruises. Choose from a vast selection of worldwide sailings and re... 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