12 Reasons You Should Visit the Cayman Islands for Your Winter Getaway

Grand Cayman reaches out into the Caribbean
Grand Cayman reaches out into the Caribbean | © RDW Aerial / Alamy Stock Photo

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Whether you’re looking to kick back and relax on a white-sand beach, hike through mangrove forests or get to grips with the islands’ history and heritage, there are plenty of reasons to visit the Cayman Islands during winter. Here are 12 of them.

The blissful beach life

No visit to the Cayman Islands is complete without spending some time on the stunning Seven Mile Beach. Despite its name, Cayman’s premier beach is actually only five and a half miles long, but that’s still miles and miles of soft white sand and sparkling water. The beach buzzes with casual beach bars, jerk chicken joints and a smattering of excellent seafood restaurants.

Grand Cayman is a slice of paradise on earth

T-shirt temperatures

Good weather is another one of the draws of the Cayman Islands. They are are hot but not sweltering: think blue skies, a smattering of clouds, sunbathing hot. Typically, temperatures hold steady in the high 80s (Fahrenheit) all year round. January and February are the coolest months, but even then temperatures rarely drop below 78ºF (26ºC) meaning it should be swimsuits by day and T-shirts by night.

The Lighthouse Footpath is a scenic 2.5-mile trail on Cayman Brac

A diver’s paradise

Prepare to be amazed by the beauty and incredible diversity of the region’s enchanting underwater world. There are 365 dive and snorkel sites to choose from, including Bloody Bay Wall – an extraordinary reef and drop-down that starts about 20 feet (six meters) below sea level before plummeting more than 1,000 feet (300 meters). There’s also Kittiwake; at 251 feet (77 meters), this former US Navy submarine rescue is the largest wreck dive in the Cayman Islands and teems with marine life.

Scuba diving is a must in the Cayman Islands

The epic eats

The Cayman Islands is the “Culinary Capital of the Caribbean”, offering everything from fine-dining establishments to lively local haunts. Don’t leave without enjoying a meal at Grand Old House, a former plantation house that’s the grande dame of the region’s dining scene. Enjoy Caribbean-international classics either in the colonial-style dining room or on the waterfront seaside terrace. Try to make your trip coincide with Cayman Cookout, a four-day food extravaganza hosted by celebrity chef Eric Ripert, which welcomes some of the world’s most talented chefs and drink experts.

Cayman Cookout is a foodie event like no other

All the rum

If you really want to tap into the classic carefree Caribbean vibe, Rum Point is where it’s at. Named for the barrels of rum that used to wash up on shore from shipwrecks, Rum Point is the perfect place to chill out in a hammock, cool off in the clear shallow water and enjoy a Cayman Mudslide (a boozy milkshake created at the Rum Point Wreck Bar back in the ’70s).

Located on the north side of Grand Cayman, the idyllic Rum Point is home to soft sand and shallow waters

Cool accommodation

The accommodation scene in The Cayman Islands has advanced by leaps and bounds in the past decade, and whether you prefer a boutique retreat, a luxurious five-star sanctuary or a family-friendly resort, there’s a hotel for every traveller. Popular choices are the Kimpton Seafire Resort + Spa – a design-forward boutique hotel – and Palm Heights, the first all-suite boutique property. Both have taken the Cayman Islands by storm.

The five-star Kimpton Seafire Resort + Spa is a new property on Grand Cayman that’s earning rave reviews

Shopping at Camana Bay

Looking for a little retail therapy? Check out the delightful Camana Bay complex, which is chock-full of bijou boutiques, charming gift shops and duty-free jewelry shops, all set around an attractive marina. Once the shopping’s done, relax and refuel in one of Camana Bay’s al-fresco dining venues before climbing the 75-foot (23-meter) observation tower for fabulous views of Seven Mile Beach and George Town.

Soak up gorgeous views of the waterfront at The Crescent in Camana Bay

A little bit of history

For a dose of culture head to Pedro St James, the place where democracy was born: the abolition of slave labor was announced on the former plantation’s veranda one morning back in May 1835. Find out about the British settlers at the Cayman Islands National Museum and then make a foray to Fort George – built to protect the Cayman from attacks by pirates and Spanish marauders from Cuba.

A traditional kitchen is one of the sites at Pedro St James – a reconstruction of an original 1780s house on Grand Cayman

The friendliest stingrays

A boat trip to Stingray City – a sandy, shallow spot where the Cayman Islands’ most famous residents, southern stingrays, have congregated for centuries – is another must. As soon as you enter the water the friendly rays will glide up to be hand-fed squid.

Swimming with stingrays is a real treat on The Cayman Islands

The blue iguana

Back on dry land, the blue iguana is the Cayman Islands’ largest native animal. These creatures, which are by nature vegetarian, can grow up to six feet long and are unique to Grand Cayman. The best place to view these miniature turquoise dragons is at the Queen Elizabeth II Botanic Park – 59 acres (24 hectares) of lush, tranquil gardens.

The blue iguana is a treasured species in the Cayman Islands

The hiking trails

There’s more to the Cayman Islands than sun, sand and sea. Fans of the great outdoors should definitely add the Mastic Trail to their Cayman must-dos. The two-and-a-half-mile trail, used by islanders until the 18th century to transport timber, takes in banana orchids (the national flower), silver thatch palms (the national tree), ancient mastic trees, West Indian woodpeckers, endemic Cayman parrots and Caribbean doves.

The Brac Parrot Reserve is home to the endangered Cayman Brac Parrot

Incredible limestone formations

Paradoxically, Hell really does exist on these paradisiacal islands. Located, appropriately enough, on Hell Road in West Bay, the town owes its name to the area’s sinister black limestone formations. Hell even has its own post office, a place from which to send home a postcard stamped from Hell under the gaze of the resident red devil.

Located in West Bay, Hell has a multitude of black limestone formations

Visit the Cayman Islands to relax and enjoy all that this unexpected gem has to offer. Find out more.

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