Think about the Carribean and you can imagine pristine clear blue oceans, white sandy beaches and tropical climates, what else could you ask for for your retirement years? The Caribbean has an everlasting list of reasons for retirees to choose one of these magical islands for their next relocation. Whether you are searching for simplicity, tropical climate, culture, or community, the Caribbean can easily accommodate the desires and needs for any expatriate.

Which Caribbean island is best for retirement?

Read about the top 5 countries in the Caribbean to retire as an expatriate wanting to seek out the sun.

1. Bahamas

countries in the Caribbean to retireThink of the Caribbean and the Bahama Islands are sure to come to mind. As the Bahamas are in close proximity to the United States, it is a highly desirable island for many retirees to choose for retirement. Being in close proximity to the United States may be particularly important for those expats who are hoping to obtain medical care in the U.S., as transportation can be facilitated.

If this sounds familiar for yourself, make sure to obtain an international health care plan that covers all your needs in the Bahamas, as well as in the United States. The cost of living tends to be on the higher side in comparison to some other Caribbean countries; however, they have virtually no taxes either. If you are able to afford the lifestyle that the Bahamas entails, it is considered to be an amazing and sightworthy country to retire.

2. U.S. Virgin Islands

If you are an American citizen, retiring in the U.S. Virgin Islands is highly desirable, and achievable. As it is still considered to be on U.S. lands, the relocation process is extremely easy. Imagine taking the process of moving states, but ending up in this tropical paradise. The bundle of islands are a perfect combination of island paradise living and modernized American living. However, according to International Living, an important factor to keep in mind if choosing the U.S. Virgin Islands for your future home is that it is forecasted to be one of the more expensive islands to live on, with an estimated cost of $2,000/month USD for a simple 2 bedroom rental apartment.

3. Aruba

U.S. Virgin Islands

Coined with the title “One Happy Island”, the Arubian population has been given the rank some of the happiest people and places in the Caribbean to live. Living with the beliefs that a populations’ success is by the happiness of the locals, Aruba tends to focus on life’s simple pleasures. Having the sun, ocean breeze and the panoramic views, it’s difficult to be unhappy here. A very favourable factor for choosing to move to Aruba for your retirement is that it is located outside of the “hurricane belt”, creating a safer and more at ease environment for those wanting a calm and relaxing retirement. There is no doubt why Aruba has been named one of the top 5 countries in the Caribbean to retire in. To know about healthcare system in Aruba check out our healthcare region page.

4. Dominican Republic

Similar to the Bahamas, the Virgin Islands, and Aruba, the Dominican Republic offers retirees fantastic weather, amazing white sand beaches and a relatively low cost of living. An aspect that separates the Dominican Republic from its Caribbean neighbours, the Dominican Republic also offers the added benefit of international standards for supermarkets and health care. Depending on where you choose to live in the Dominican, you have access to a variety of lifestyle. North of the country you have access to some notoriously beautiful beaches, and the East of the country you can find a more fast-paced lifestyle with adventure seekers and sports enthusiasts.

Dominic Republic

5. Turks & Caicos

If you are on the search for a less hectic lifestyle for your retirement, look no further than Turks & Caicos. This little bundle of 8 islands (main islands) are the perfect location for someone wanting to lay by the beach and enjoy a laid back beach lifestyle with a beach bar at arms reach. There is no need to worry about being too secluded here, as there is an abundant expat community that is continuously growing. Turks & Caicos is growing in real estate, and that is allowing future retirees to purchase a home near these beautiful beaches for a very reasonable price.


Choosing one of these top 5 countries in the Caribbean to retire is an exciting opportunity. As an expatriate moving abroad for retirement, it is crucial to remember to obtain Global Health Insurance before departure. Global health insurance is the safest and most reliable option for long-term global medical care. International health insurance has the ability to travel with you from country to country. This is extremely important for expat retirees who plan on visiting family back home for holiday seasons. Contact Expat Financial for expert advice and to discuss your international insurance needs and requirements.