15 Things To Consider Before Moving To The Cayman Islands

It starts as a vacation. Then comes the “what if we just stayed?” moment. The Cayman Islands have that effect—calm mornings and people who seem genuinely happy. But living here isn’t just an endless beach day. Reality checks still exist. This island’s got perks, no doubt—but there’s more to the story. Here’s what really comes with the move.

Tax-Free Living

No income tax, no capital gains, and no inheritance tax—residents enjoy keeping more of what they earn. It’s one of the few places in the world with zero direct taxation, making it a magnet for entrepreneurs and remote professionals.

Island Isolation And Limited Entertainment Options

Of course, even a place this appealing has its drawbacks, and they’re worth a closer look. Big concerts are rare, and shopping is limited. Entertainment feels more local and laid-back. Some enjoy the slower rhythm, but others quietly struggle with boredom or a sense of isolation.

Safety And Low Crime Rate

While most Caribbean destinations struggle against safety issues, the Caymans feature one of the region’s lowest crime rates. Families feel secure, and expats often highlight the island’s peaceful atmosphere and strong community-police relationships as standout advantages.

High Cost Of Living

Groceries, rent, utilities, and eating at restaurants all cost more. In some cases, prices can be up to 30% higher than in the U.S. Much of this is due to imports. Budgeting is key, especially for families relocating independently or those not covered by employer-sponsored housing and benefits.

High-Quality Healthcare

Along with being private and modern, healthcare is highly efficient. With three hospitals and various specialty clinics, services are comparable to those in North America. Medical professionals from around the globe practice here, and medical tourism continues to grow due to high standards.

Tourist Crowds 

The Cruise season in winter changes the daily rhythm as crowds grow and wait times stretch at well-loved places. As a result, Seven Mile Beach can lose its laid-back charm. While locals adjust their routines easily, newcomers might find the sudden surge in visitors a bit overwhelming.

Strong Economy And Job Market

Driven by tourism and finance, the economy is stable and resilient. Professionals in law, banking, and hospitality often find strong job prospects. Government-backed regulations keep unemployment low, and salaries tend to be higher than regional averages in similar industries.

Hurricane Season Risks

Hurricane season lasts from June through November, raising real concerns among residents. While direct hits don’t happen often, preparation is taken seriously. Insurance costs typically increase, and newcomers are encouraged to understand evacuation routes and basic storm safety well in advance.

Diverse Expat Community

Expatriates form the majority in the Cayman Islands, which shapes a welcoming and multicultural environment  For newcomers, settling in feels less daunting as a result of built-in support like community events or everyday social spots. These help build real friendships and a sense of belonging.

Speeding Fines And Traffic Issues

Strict road rules combine with ever-present traffic cameras, making even small speeding mistakes costly. Fines aren’t uncommon. Daily slowdowns frequently build near schools or cruise terminals, especially during peak hours. Without planning, those short drives can stretch longer than expected and wear down your patience.

Ease Of Travel

Direct flights to major U.S. cities and several international hubs make hopping off the island surprisingly convenient. Owen Roberts International Airport lies just a few minutes outside George Town, so quick getaways or last-minute business travel usually come together without much hassle.

Limited Public Transportation

Minibuses serve main routes, but schedules are inconsistent and coverage is sparse. Without a car, getting to work or reaching the supermarket becomes a logistical headache. Owning a vehicle is almost essential for anyone living beyond George Town.

Warm Climate Year-Round

There’s no need for winter coats here—daily highs stay comfortably between 77°F and 88°F all year round. Warm weather keeps people outdoors, whether it’s lounging near the sea or joining friends for an afternoon drink. Rain comes and goes quickly, with clear skies never far behind.

Work Permit Requirements

Want to work on the islands? You’ll need a job offer before moving although employers handle permit applications. Expats are not allowed to job hunt after arrival, as doing so violates immigration laws. Permits come with expiration dates and require regular renewal. The process is strict but clearly outlined.

Stunning Natural Beauty

The crystal-clear waters of Seven Mile Beach and Stingray City’s playful shallows make daily life feel unreal. From reef dives to quiet trail walks, the island’s beauty weaves into everyday routines. That said, the flip side deserves just as much attention.