Camilla Uddin

The Cayman Islands Travel Expert

Grand, Little and Brac; luxury, isolation and rugged charm. Each of the three Cayman Islands offers a distinct flavor, all the while dripping with the requisite good looks of this glistening patch of waters. Cocooned by the vibrancy of the Caribbean on one side and the culture of Central America on the other, a luxury vacation in the Cayman Islands offer an insatiable taste of tropical living.

Camilla Uddin

The Cayman Islands Travel Expert

Filter by reason to travel

Filter by

Clear all

Reason to travel

The Cayman Islands Highlights

When it comes to sun-kissed good times, the Cayman Islands are the exclusive Caribbean jewels topping our hot-list right now. We’ve scoured the seven seas searching for island perfection and we think we’ve found it.

Luxury holidays in the Cayman Islands


There is an urban legend that, many years ago, a local official traveled to witness the black, jagged limestone of Grand Cayman, and called it ‘Hell.’ It bears that name to this day (as well as a post box where you can mail a card postmarked from Hell). Throw some salt over your shoulder and think again – the Cayman Islands (properly speaking there are three of them) serve up craggy rocks, rustic charm, and sparkling seas, where you can enjoy the gourmet glamor of Osetra Bay and sample seafood delicacies of conch sashimi and tuna foie gras at the Ritz-Carlton. Unexpected, and just the right mixture of rugged and regal.

Private Tours in


Join a private tour of the captivating Cayman Islands to really absorb everything it has to offer. Perhaps the best starter would be a private helicopter ride to get the measure of Grand Cayman’s beach-strewn coast – where the seas are so blue you’d confuse them with the sky. Many come to dive on its 365 sites, including shipwrecks, marine parks and reef walls that descend invitingly into the deep, warm blue. This technicolor safari shows the Caymans off at their best.

Best Hotels in the Cayman Islands


Across its triad of idyllic islands, the Caymans serve up a range of tranquil retreats from the workaday world. From the sumptuous surrounds of the Ritz-Carlton – with all of its easy colonial glamor – to the luxury of Le Soleil d’Or, nestled in a quiet corner of the rustically elegant island of Cayman Brac. An organic farm, outstanding personal chef, and private tennis courts make it a true no-brainer.

Honeymoons in the Cayman Islands


Life in the Caymans is slow, indulgent, and incredibly easygoing. Enjoy a luxury honeymoon of spa treatments, beachside cocktails, and adventurous diving into its mystical blue-black waters. Its proximity to cultured Cuba not only influences its food, but also means you can combine both into an idyllic luxury Caribbean escape.

The Cayman Islands Highlights

When it comes to sun-kissed good times, the Cayman Islands are the exclusive Caribbean jewels topping our hot-list right now. We’ve scoured the seven seas searching for island perfection and we think we’ve found it.

Luxury holidays in the Cayman Islands


From the colonial grandeur of the Ritz-Carlton - and its decidedly impressive on-site restaurant - to the lodge-like supine world of seaside boutiques, the Cayman Islands serve up thick slices of tranquility and service. These, we feel, are its most unmissable haunts.

Luxury holidays in the Cayman Islands


The arching bay windows, white-washed walls, and elegant suites make the Ritz-Carlton the best-in-class for this part of the world, where avant-garde seafood cooking, unputdownable cocktails, and stately rooms offer a true slab of exclusivity and enjoyment.

Cayman Islands Seven Mile Beach


Taking a modern swing at the traditional beachside resort, the Kimpton Seafire Resort + Spa fuses its inside-out design with indulgent picture-postcard views. Boasting a location on the Cayman’s Seven Mile Beach - the best on the islands - you’ll find it hard to look away from its floor-to-ceiling windows and innovative cooking, led by renowned Executive Chef Massimo de Francesca. It’s one of the hottest dinner spots in the entire Caribbean.

Luxury Holidays Cayman Islands


Slow down for a minute. Le Soleil d’Or - cosied up in a quiet corner of rustic Cayman Brac - offers luxury living, restful relaxation and eye-opening adventure in equal measures. From private tennis courts and a masterful cooking school, its seclusion and world-class service put it high on travelers’ ‘must stay’ lists. Should you want to stretch your legs, a cycling tour across the island is pure idyllic bliss. Get back home in time for cocktails on the beach, and the scintillating setting sun.

  • Population Population 56,732
  • Capital Capital George Town
  • Language Language English
  • Currency Currency Cayman Islands Dollar
  • Time Difference Time Difference GMT-5 | ET

Looking for Inspiration?

What the Press Say

“The hottest company in luxury
travel takes transformative trips
to the next level”

“Black Tomato are one of the coolest
things in the world. Don’t even try
and live without them”

“Black Tomato, the people who
bring you the coolest vacations
you’ve ever heard of”

“Black Tomato is a super innovative
company where the sky is the limit
for their clients”

“Black Tomato prides itself on
meeting customers every minor
need or desires”

“Many companies brag about offering once-in-a-lifetime experiences. But with Black Tomato it’s not hyperbole”

Can't find it? Don't worry. Just because it's not here, doesn't mean we can't do it.
Call us on +44 207 426 9888 or +1 646 558 3644 or tell us what you're looking for here.
We'll make it happen.

Take the risk out of travelling

With State of Flex, all new bookings are now 100% refundable should you cancel at any time up to 30 days before your departure. Should you change your mind, we won’t charge you. Find true flexibility and peace of mind when you come with us.

Find out more x