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Find your soul in
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Ultra Luxury Cayman Islands Holidays

This wonderous destination is a British overseas territory located in the western Caribbean Sea and is made up of three islands—Grand Cayman, Cayman Brac, and Little Cayman—each boasting a unique personality and offering diverse experiences for every visitor.

While luxury resorts and barefoot bliss bring a sense of calm in Grand Cayman, a visit to Cayman Brac will have adventure-seekers filled with excitement. And those seeking a secluded stay should head to Little Cayman, a ten-mile-long remote island brimmed with unspoiled beaches, postcard-worthy seascapes, and impressive wildlife.

Diving is by far one of the most popular activities in the Cayman Islands, which are home to several of the world’s top diving and snorkelling sites. For history and exploration, plunge down to see the iconic ex-USS Kittiwake, an authentic retired American warship that was purposely sunk off Seven Mile Beach to craft an artificial reef for the island’s protected marine life. The shallow waters surrounding the ship along with its great location close to the shore make for excellent, accessible diving, snorkelling, and freediving.

Those looking for something a little more luxurious on dry land can book themselves into a sublime resort hotel and spend their days strolling around the pretty capital of George Town. Here, you can enjoy duty-free shopping for some of the world’s top designer brands, and for a little history lesson, visit the small Cayman National Museum, which is also the town’s oldest building.

Food is a big deal here, and with two major annual food festivals and more than 200 restaurants to its name, the Caymans have some real culinary clout. With a cuisine to suit every palate, you can enjoy everything from Michelin-star resort fine dining to messy, flavoursome jerk chicken from an easy-going beachfront shack.
This wonderous destination is a British overseas territory located in the western Caribbean Sea and is made up of three islands—Grand Cayman, Cayman Brac, and Little Cayman—each boasting a unique personality and offering diverse experiences for every visitor.

While luxury resorts and barefoot bliss bring a sense of calm in Grand Cayman, a visit to Cayman Brac will have adventure-seekers filled with excitement. And those seeking a secluded stay should head to Little Cayman, a ten-mile-long remote island brimmed with unspoiled beaches, postcard-worthy seascapes, and impressive wildlife.

Diving is by far one of the most popular activities in the Cayman Islands, which are home to several of the world’s top diving and snorkelling sites. For history and exploration, plunge down to see the iconic ex-USS Kittiwake, an authentic retired American warship that was purposely sunk off Seven Mile Beach to craft an artificial reef for the island’s protected marine life. The shallow waters surrounding the ship along with its great location close to the shore make for excellent, accessible diving, snorkelling, and freediving.

Those looking for something a little more luxurious on dry land can book themselves into a sublime resort hotel and spend their days strolling around the pretty capital of George Town. Here, you can enjoy duty-free shopping for some of the world’s top designer brands, and for a little history lesson, visit the small Cayman National Museum, which is also the town’s oldest building.

Food is a big deal here, and with two major annual food festivals and more than 200 restaurants to its name, the Caymans have some real culinary clout. With a cuisine to suit every palate, you can enjoy everything from Michelin-star resort fine dining to messy, flavoursome jerk chicken from an easy-going beachfront shack.
This wonderous destination is a British overseas territory located in the western Caribbean Sea and is made up of three islands—Grand Cayman, Cayman Brac, and Little Cayman—each boasting a unique personality and offering diverse experiences for every visitor.

While luxury resorts and barefoot bliss bring a sense of calm in Grand Cayman, a visit to Cayman Brac will have adventure-seekers filled with excitement. And those seeking a secluded stay should head to Little Cayman, a ten-mile-long remote island brimmed with unspoiled beaches, postcard-worthy seascapes, and impressive wildlife.

Diving is by far one of the most popular activities in the Cayman Islands, which are home to several of the world’s top diving and snorkelling sites. For history and exploration, plunge down to see the iconic ex-USS Kittiwake, an authentic retired American warship that was purposely sunk off Seven Mile Beach to craft an artificial reef for the island’s protected marine life. The shallow waters surrounding the ship along with its great location close to the shore make for excellent, accessible diving, snorkelling, and freediving.

Those looking for something a little more luxurious on dry land can book themselves into a sublime resort hotel and spend their days strolling around the pretty capital of George Town. Here, you can enjoy duty-free shopping for some of the world’s top designer brands, and for a little history lesson, visit the small Cayman National Museum, which is also the town’s oldest building.

Food is a big deal here, and with two major annual food festivals and more than 200 restaurants to its name, the Caymans have some real culinary clout. With a cuisine to suit every palate, you can enjoy everything from Michelin-star resort fine dining to messy, flavoursome jerk chicken from an easy-going beachfront shack.
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Stunning Marine
Life

The Cayman Islands are home to an abundance of striking aquatic life. Stingrays, sharks, turtles, starfish, and much more can be explored up close in its crystal-clear waters.

Stunning Marine Life

The Cayman Islands are home to an abundance of striking aquatic life. Stingrays, sharks, turtles, starfish, and much more can be explored up close in its crystal-clear waters.

Dive
Deep

You’ll find many of the world’s best diving spots in the Cayman Islands, with incredible sights like sunken warships and vibrant coral reefs to discover on a once-in-a-lifetime adventure.

Dive Deep

You’ll find many of the world’s best diving spots in the Cayman Islands, with incredible sights like sunken warships and vibrant coral reefs to discover on a once-in-a-lifetime adventure.

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Culinary
Elegance

Whether you’re dining out on five-star gastronomical delights or tucking into laid-back Cayman favourites, you’ll discover a world of flavour, excitement, and elegance in every meal.

Culinary Elegance

Whether you’re dining out on five-star gastronomical delights or tucking into laid-back Cayman favourites, you’ll discover a world of flavour, excitement, and elegance in every meal.

Inspired?
Start planning your
next trip today

Our expert team of personal travel managers are ready to craft your perfect journey. From business trips to luxury leisure holidays, simply put your pin in the map, and we’ll make it happen.

Luxury Cayman Islands Hotels

Luxury Cayman Islands Hotels

The Ritz-Carlton Grand Cayman

Cayman Islands , Caribbean

Nestled on the world-famous Seven Mile Beach, The Ritz-Carlton Grand Cayman provides an unparalleled level of luxury and Caribbean excellence, making it a getaway you and your guests will never forget.

Nestled on the world-famous Seven Mile Beach, The Ritz-Carlton Grand Cayman provides an unparalleled level of luxury and Caribbean excellence, making it a getaway you and your guests will never forget.

Nestled on the world-famous Seven Mile Beach, The Ritz-Carlton Grand Cayman provides an unparalleled level of luxury and Caribbean excellence, making it a getaway you and your guests will never forget.

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Learn more about our range of services and what makes our team tick

Whether it's a restaurant reservation, a last-minute flight change, or something extra special, we're here to make it happen
Whether it's a restaurant reservation, a last-minute flight change, or something extra special, we're here to make it happen
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10 reasons to book with Winged Boots

You'll soon understand why we're a leading luxury travel specialist

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Winged Boots Interviews: Claire Baker, Luxury Concierge for Winged Boots

From reservations to romantic proposals, see how our dedicated personal experience team can add some extra sparkle to an already incredible travel experience.

As well as fantastic land-based activities, many adventures can be had beneath the waves in the Cayman Islands, including some of the most incredible snorkelling and diving opportunities in the world. From submerged mountain ranges and murky shipwrecks to gentle shallows and captivating coral reefs close to the shore, expert divers and nautical novices will have the experience of a lifetime exploring this underwater world.

Little Cayman’s Bloody Bay Marine Park—the island’s biggest attraction and home to more than a third of its dive sites—is a renowned, world-class dive spot where you can explore the awe-inspiring Bloody Bay Wall with its plummeting 1,000 ft drop off. This phenomenal backdrop is a diver’s paradise, where exotic marine life including green turtles, eagle rays, and black triggerfish can be spotted.

With such thriving sea life, it’s unsurprising that one of the most popular tourist spots is Stingray City, where you can wade through waist-deep, crystal-clear waters with these impressive creatures while they leisurely swim around you. Coral Gardens offers a vibrant spot for reef snorkelling, and at Starfish Point you can get up close to some new pentagonal friends.

Be sure to take a trip to the Cayman Turtle Centre where you can experience one-on-one feeding encounters with these majestic creatures in a colourful lagoon, learn about their conservation, and give back to the island’s delicate marine life.

Located on Grand Cayman’s north side you will find the amazing Bioluminescent Bay. Visit this natural phenomenon where high concentrations of bioluminescent phytoplankton can be found and take a peaceful tour on the water in a kayak or stand-up paddle board. When disturbed, they let off a burst of light that lasts a fraction of a second to cause an electric blue glow in the water, making you feel like you are floating through pixie dust.

Naturally, the Cayman Islands are home to some of the most beautiful beaches in the Caribbean, including the award-winning Seven Mile Beach. Powdery white sands, cerulean waters and swaying palm trees are what you can expect from this slice of paradise, with only the most opulent hotels and resorts positioned along its shore.

The Cayman Islands are known as the foodie capital of the Caribbean and where dining is its own joyous activity. As well as Caymanian cafés serving local cuisine and heaps of fresh seafood, you can also expect to enjoy a fantastic variety of other international gastronomic delights including French, Italian, and Japanese fare.

Head to The Wreck Bar & Grill at Rum Point, where the famous mudslide cocktail is said to have been invented in the 70s. The story goes that a customer asked for a White Russian (vodka, Kahlua and cream) but the barman had never made this before. He didn’t have any fresh cream and improvised with Bailey’s Irish Cream, resulting in what is now known as the mudslide!
As well as fantastic land-based activities, many adventures can be had beneath the waves in the Cayman Islands, including some of the most incredible snorkelling and diving opportunities in the world. From submerged mountain ranges and murky shipwrecks to gentle shallows and captivating coral reefs close to the shore, expert divers and nautical novices will have the experience of a lifetime exploring this underwater world.

Little Cayman’s Bloody Bay Marine Park—the island’s biggest attraction and home to more than a third of its dive sites—is a renowned, world-class dive spot where you can explore the awe-inspiring Bloody Bay Wall with its plummeting 1,000 ft drop off. This phenomenal backdrop is a diver’s paradise, where exotic marine life including green turtles, eagle rays, and black triggerfish can be spotted.

With such thriving sea life, it’s unsurprising that one of the most popular tourist spots is Stingray City, where you can wade through waist-deep, crystal-clear waters with these impressive creatures while they leisurely swim around you. Coral Gardens offers a vibrant spot for reef snorkelling, and at Starfish Point you can get up close to some new pentagonal friends.

Be sure to take a trip to the Cayman Turtle Centre where you can experience one-on-one feeding encounters with these majestic creatures in a colourful lagoon, learn about their conservation, and give back to the island’s delicate marine life.

Located on Grand Cayman’s north side you will find the amazing Bioluminescent Bay. Visit this natural phenomenon where high concentrations of bioluminescent phytoplankton can be found and take a peaceful tour on the water in a kayak or stand-up paddle board. When disturbed, they let off a burst of light that lasts a fraction of a second to cause an electric blue glow in the water, making you feel like you are floating through pixie dust.

Naturally, the Cayman Islands are home to some of the most beautiful beaches in the Caribbean, including the award-winning Seven Mile Beach. Powdery white sands, cerulean waters and swaying palm trees are what you can expect from this slice of paradise, with only the most opulent hotels and resorts positioned along its shore.

The Cayman Islands are known as the foodie capital of the Caribbean and where dining is its own joyous activity. As well as Caymanian cafés serving local cuisine and heaps of fresh seafood, you can also expect to enjoy a fantastic variety of other international gastronomic delights including French, Italian, and Japanese fare.

Head to The Wreck Bar & Grill at Rum Point, where the famous mudslide cocktail is said to have been invented in the 70s. The story goes that a customer asked for a White Russian (vodka, Kahlua and cream) but the barman had never made this before. He didn’t have any fresh cream and improvised with Bailey’s Irish Cream, resulting in what is now known as the mudslide!
As well as fantastic land-based activities, many adventures can be had beneath the waves in the Cayman Islands, including some of the most incredible snorkelling and diving opportunities in the world. From submerged mountain ranges and murky shipwrecks to gentle shallows and captivating coral reefs close to the shore, expert divers and nautical novices will have the experience of a lifetime exploring this underwater world.

Little Cayman’s Bloody Bay Marine Park—the island’s biggest attraction and home to more than a third of its dive sites—is a renowned, world-class dive spot where you can explore the awe-inspiring Bloody Bay Wall with its plummeting 1,000 ft drop off. This phenomenal backdrop is a diver’s paradise, where exotic marine life including green turtles, eagle rays, and black triggerfish can be spotted.

With such thriving sea life, it’s unsurprising that one of the most popular tourist spots is Stingray City, where you can wade through waist-deep, crystal-clear waters with these impressive creatures while they leisurely swim around you. Coral Gardens offers a vibrant spot for reef snorkelling, and at Starfish Point you can get up close to some new pentagonal friends.

Be sure to take a trip to the Cayman Turtle Centre where you can experience one-on-one feeding encounters with these majestic creatures in a colourful lagoon, learn about their conservation, and give back to the island’s delicate marine life.

Located on Grand Cayman’s north side you will find the amazing Bioluminescent Bay. Visit this natural phenomenon where high concentrations of bioluminescent phytoplankton can be found and take a peaceful tour on the water in a kayak or stand-up paddle board. When disturbed, they let off a burst of light that lasts a fraction of a second to cause an electric blue glow in the water, making you feel like you are floating through pixie dust.

Naturally, the Cayman Islands are home to some of the most beautiful beaches in the Caribbean, including the award-winning Seven Mile Beach. Powdery white sands, cerulean waters and swaying palm trees are what you can expect from this slice of paradise, with only the most opulent hotels and resorts positioned along its shore.

The Cayman Islands are known as the foodie capital of the Caribbean and where dining is its own joyous activity. As well as Caymanian cafés serving local cuisine and heaps of fresh seafood, you can also expect to enjoy a fantastic variety of other international gastronomic delights including French, Italian, and Japanese fare.

Head to The Wreck Bar & Grill at Rum Point, where the famous mudslide cocktail is said to have been invented in the 70s. The story goes that a customer asked for a White Russian (vodka, Kahlua and cream) but the barman had never made this before. He didn’t have any fresh cream and improvised with Bailey’s Irish Cream, resulting in what is now known as the mudslide!

frequently asked questions

Between November and April is the best time to visit as the weather is mostly sunny and rainfall is minimal. Temperatures hover around 26-27°C, which makes for ideal swimming conditions. February and March are perhaps the driest months—perfect for spending time at the beach!
The average flight time from London Heathrow to Owen Roberts International Airport (GCM) in Grand Cayman is around 12 hours with a quick stop on the way in Miami or another Caribbean Island like the Bahamas.
Renting a car is the easiest way to get around the Cayman Islands. You can drive on the left-hand side and use roundabouts, just like at home.
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Inspired?
Start planning your
next trip today

Our expert team of personal travel managers are ready to craft your perfect journey. From business trips to luxury leisure holidays, simply put your pin in the map, and we’ll make it happen.