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All The Reasons You Need To Retire In The Cayman Islands…and More!


Regardless of what age you can afford to retire at, the chances are good that you would like to spend your time in a country where you have the option to peruse art and culture, spend time in nature, tuck into delicious cuisine, bask in year round great weather, indulge in retail therapy, stay fit, have excellent infrastructure and above all; find your retirement home where you feel safe in your own home and surroundings.



Milestone Seven Mile Beach condo

Please meet the Cayman Islands.  A country of three islands basking the Caribbean sun, only an hour south of Miami and they will offer you all of the above and then some. Easily accessible  from gateway cities like Houston, Miami, Orlando, Charlotte, New York City, Toronto, London and more.

Let’s take a look at your wish list of must-haves in terms of retirement:

Relaxation: With three islands to choose from you have ample beaches where you can dig your toes in, where you can relax in your beach chair as the sun sets after yet another brilliant day. And if relaxation means a day at the spa being pampered, you have several fabulous choices.


Art and Culture: The Cayman Islands host several arts and cultural festivals annually.  The National Gallery’s permanent exhibition of art by local artists is vast and the gallery also exhibits new international artists and exhibits every two months. The Cayman Island’s Drama Society  presents musicals and dramas throughout the year in the Prospect Play House.


Nature: If you’re a scuba diver or have always wanted to get certified, Cayman is the place to do it. Clear blue water and average visibility of 60-100ft makes diving both stress free and a must. With 365 dive sites across all three islands, the sooner you start, the better! Of course there is world famous Stingray City, Cayman’s very own Starfish beach and magnificent Bioluminescent Bay. If you prefer to stay dry the Queen Elizabeth Botanic Park and the Mastic Trail are both places where you can feel at one with Mother Nature. You can get involved with the Blue Iguana program in Grand Cayman or the Rock Iguana and Red Footed Booby initiative in Little Cayman and Cayman Brac.


Cuisine: This is a topic where Grand Cayman in particular reigns supreme.  With 250 restaurants you can take your pick; Caribbean, Jamaican, Cayman style, Italian, Peruvian, Mexican, Indian, fresh catch seafood, Japanese, Chinese and the list goes on. From the annual Cayman Cookout hosted by Chefs Eric Ripert, Anthony Bourdain and José Andrés to the farm to table daily farmer’s market to the international and organic aisles in the local grocery stores, you will never be bored and never go hungry!


Weather: You will never be cold again. This Cayman Islands can promise you! Our predominantly North Easterly breezes will keep you refreshed and our balmy evenings are always the perfect excuse to dine alfresco at home or in one of our outdoor restaurants.


Retail Therapy:  Fashion to furniture, take your pick. Grand Cayman is home to world class interior designers and boutiques stay on trend with the latest designer and brand names in fashion. Bookshops, gift stores, sports and water sports stores complete the mix.


Health and fitness: Grand Cayman brings your World Gym, Anytime Fitness (a 24 hour gym), and CrossFit, yoga studios, Pilate’s studios, personal trainers, an organic and non-GMO health food store, swimming instructors for all ages and fulfill pretty much any health or fitness requirement you may have.


Infrastructure:  The Cayman Islands is a haven for expatriates in so many ways. There are sports clubs that offer tennis, rugby, football, field hockey, roller hockey, cricket, squash and the list goes on. The grocery stores offer international brands to satisfy residents from as far away as the Philippines and as close as Jamaica. Wine lovers can collect and indulge in new and old world vintages. All major car brands are imported and sold at local dealerships. And speaking of cars, Cayman’s roads are constantly being upgraded and expanded. Hospitals and clinics on each island ensure professional medical help.  In George Town the Cayman Islands Hospital and Chrissie Tomlinson Memorial Hospital provide emergency, maternity and surgical services. In the East End of Grand Cayman Health City is the Caribbean’s very first Medical Tourism destination. Dr Devy Shetty’s team of surgeons perform heart surgeries for tourists from North and South America but also treats cancer and offers other major surgeries to medical tourists and residents alike.


Your home and feeling safe:  The Cayman Islands has a fantastic and variable choice when it comes to finding your retirement home. Beach front, canal front, single standing homes or condos have all been built to withstand Category 5 hurricanes. Milestone Properties is a proud member of CIREBA (Cayman Islands Real Estate Brokers Association), a comprehensive referral site which gives the buyer the benefit and ease of working with only one realtor but still has access to all listings on the CIREBA data base.


The Cayman Islands is a wonderfully safe place to call home, no burglar bars needed as these laid back islands that casually ticks over on island time, gives you the unique blend of Caribbean Islands with a modern twist that offers you all the must-haves to make the perfect retirement. When the family comes to visit you have so many places to take the kids and grandchildren too. For example Camana Bay, an urban centre offers one central location that has been designed to bring you the ideal mix of dining, shopping all whilst the little ones can play in water fountains and dash around on their scooters.

Cayman Islands, such a perfect place to retire to!

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