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What our travellers say

All the excitement of adventure, without the anxiety

Fleewinter really made our trip memorable. It was so easy and they choose the right hotels and tours and cities to experience, the trip just opened our eyes to a completely different culture.

- Richard O.

Three slices of Caribbean paradise

Silky sand beaches, clear warm waters, and plenty to keep busy, the Cayman Islands are a Caribbean paradise with each island offering something a bit different. Grand Cayman is the crown jewel with luxurious villas and hotels and world class dining. Rugged Cayman Brac is for the adventurous and Little Cayman calls to divers for its breathtaking wall dives and a Robinson Crusoe-feeling on land.

If you’ve only ever thought of the Cayman Islands as a banker’s hideaway, you’re in for a treat. Let us talk you through the barefoot luxury paradise waiting for you on the other end of a direct flight from Heathrow.

 

Inspire Me!

Our favourite way to experience the Cayman Islands is in a private villa – although there are some lovely hotels, too. Whichever you choose, you’ll want time to see the beautiful Seven Mile Beach, look for blue iguanas in the botanical garden, snorkel with stingrays on a sandbar or play a round of golf, maybe ride a horse into the warm Caribbean, or marvel inside cool caves. And don’t forget the restaurants – there’s a reason that Grand Cayman is known as the culinary capital of the Caribbean.

Below we’ve put a few suggestions of where to stay and how to spend your time but you’ll get the most up-to-date information and personalised advice by getting in touch. Don’t be shy, we’re a friendly bunch!

Our favourite places to stay and things to do

We Promise...

To take the time to find out what makes you tick

To create a completely personalised itinerary with unlimited revisions

To offer support every day before you fly and 24/7 support on holiday

Marbree Sullivan

Hello! I’m Marbree

The Cayman Islands are a bit of a mystery to many but having done my share of diving, lounging, exploring, sunbathing, eating, and otherwise soaking in the nation’s glorious offerings, I’m here to help you make the most of your holiday.

Grand Cayman
Glorious beaches, luxurious hotels, beautiful villas, incredible dining opportunities, blue iguanas, a bit of history and culture, a sandbar inhabited by stingrays, and an endless variety of ways to keep busy, Grand Cayman offers a beach holiday with something more than sand and sea.
Cayman Brac
Named for its breathtaking bluff, the Brac is an ideal destination for those seeking a beautiful setting with the option to get away from it all or keep busy.
Little Cayman
With a Robinson Crusoe feel, Little Cayman is the place to be if you want to get away from it all. Incredible diving, one small village, and not much else!

Your adventure starts here!

Do you fancy having a chat about Cayman Islands? Personally, it's one of our favourite things to talk about.

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Itineraries & Destinations