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

All Aboard for All Inclusive All Aboard for All Inclusive
All aboard for these fantastic special offers from Trailfinders & Celebrity Cruises!Book one of hundreds of worldwide voyages and receive a free Classic Drinks ... Read More...
Escape to the Caribbean from just £999 Escape to the Caribbean from just £999
Don't miss our extraordinary last minute Caribbean getaways. From just £999, these superb sunny holidays offer unbeatable value for money and provide the perfec... Read More...
Luxury Free Flight Upgrades Luxury Free Flight Upgrades
start your holiday in style, book a luxury Regent Seven Seas cruise during October and receive complimentary Premium Economy return flights to Miami. There are ... Read More...
Spectacular Worldwide Savings Spectacular Worldwide Savings
Book now to enjoy spectacular savings on a huge selection of 2015 World-wide cruise holidays with Royal Caribbean. With hundreds of sailings to choose from sai... Read More...
All Inclusive Cruising All Inclusive Cruising
Book a Norwegian Cruise Lines holiday before 30 October and take the option to upgrade to their All-inclusive Package that has savings of up to £300 per person,... Read More...
Beach & Boutique Beach & Boutique
Whilst many of us love grand beach resorts with internationally recognised brand names, some of us yearn for something a little more intimate. Somewhere with it... 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 £599These holidays are such great value that we couldn't keep them to ourselves and you get to see them here first!Th... Read More...
The Best Things In Life Are Free The Best Things In Life Are Free
Book now with Trailfinders and Princess Cruises to enjoy up to $400 onboard spend and a free upgrade to a Balcony Stateroom.This great offer is available on a h... Read More...
Award Winning Holidays Award Winning Holidays
Trailfinders is delighted to have been voted the UK's Best Tour Operator in The Times, The Sunday Times and The Sunday Times Travel Magazine Awards 2014. Thousa... Read More...
Find your winter sun... Find your winter sun...
It's cold outside! Summer is months away so it's no surprise that winter sun holidays are flying off the shelves. From Asia to the Caribbean; Arabia to the Indi... 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