6 Best Places to Retire in the Caribbean

The Caribbean is known for its warm tropical weather and white sandy beaches, but not many people know about the great perks associated with living there. From world-class medical care to the low cost of living, there are plenty of reasons to retire in the Caribbean.

When it comes to choosing the perfect country or Island territory for you, however, it’s important to consider a few different factors. That’s why we’ve put together a list of the best places to retire in the Caribbean.

Why Retire in the Caribbean?

The Caribbean is a great place to retire when you’re a fan of warm weather all year round. If you’re looking to switch the suburbs for sand, then a gorgeous Caribbean island could be perfect for you.

Retiring in the Caribbean comes with a lot of positives. You can find reasonable real estate prices, amazing medical care, social security, and a host of tax benefits for expats, as well as–of course–an unbeatable relaxed lifestyle.

So when it comes to choosing the best place to retire in the Caribbean, which one is right for you?

Antigua and Barbuda

From the stunning beaches lapped at by gorgeous clear waters, to the beautiful tropical climate and fun activities on offer, Antigua and Barbuda is a great place to retire to in the Caribbean. 

This amazing destination is a haven for good real estate prices and tax benefits, as well as having outstanding healthcare. It also has plenty of flights available to Canada, Europe, and the United States, so you won’t feel too far from home.

Rental prices in Antigua and Barbuda are relatively affordable, and although the cost of living here is slightly higher in comparison to other Caribbean islands, the standard of life here is one of the best you can find, particularly in retirement. That said, rent rates outside of the city center are much more reasonable.


Dominica is commonly known as one of the most affordable Caribbean islands to live on. Called “the nature island” by tourists and locals alike, it offers stunning natural beauty which can be found in its world-class snorkeling sites, tropical forests, sandy beaches, and colorful marine life.

If you’re looking for an affordable place to retire in the Caribbean, put this island with its low cost of living on your list. If you’re looking to rent an apartment in Roseau, you can expect to spend around $344 USD per month on a comfortable one-bedroom, whereas a three-bedroom will only be around $1295 USD.

Dominica is tax-friendly and provides both public and private healthcare services. If you’re looking to retire here though, it’s recommended that you opt for private healthcare insurance while residing in the country.

St. Kitts and Nevis

Situated between the Atlantic Ocean and the Caribbean Sea, this dual-island country is famous for its luscious green rainforests, breathtaking mountains, beautiful sandy beaches, and fun hiking trails.

Aside from the gorgeous nature on offer at this relaxing paradise, people who choose to retire here (or just relocate here) can enjoy a whole host of incentives, such as great tax perks, lifetime dual citizenship, and being able to travel visa-free to over 140 different countries, including Hong Kong, Russia, the United Kingdom, the Schengen Area, and Singapore, among many others.

So if you’re an active retiree looking for a comfortable place to settle while being able to easily travel around during your golden years, St Kitts and Nevis is an excellent option.


Anguilla is famous for its colorful coral reefs, laid-back yet luxurious lifestyle, and bright white beaches. Although it is only a small island, Anguilla is large in terms of what it has to offer. A huge range of activities includes diving, horseback riding, fishing, bicycling, sailing, and snorkeling, tennis, and golfing. It also has a thriving culinary scene.

If you’re planning on retiring here, you’ll be pleased to know it’s easy and quick to obtain permanent residency if you own property on the island.

One thing to keep in mind is that Anguilla only has one hospital. If you’re in ill health you may want to consider other options first, as it can be difficult to guarantee effective healthcare.

St. Lucia

St Lucia is known as “little Hawaii” for its incredible natural beauty, which includes the stunning Piton mountains, white sand beaches, and outstanding dive sites. This is one of the best places to retire in the Caribbean for those looking for a laid-back and peaceful time with plenty of nature-based activities.

This island offers retirees and expats plenty of international flight connections, low living costs, attractive tax incentives, a stable government, and affordable health insurance. Rental prices in St Lucia are also quite reasonable.

There is so much to see and do on this island including a wide range of entertainment options, shopping, and adventure activities.

Empty Anse Marcel beach and green hills in St. Martin

St. Maarten

The island of St Maarten / St Martin is split between the French and Dutch. For retirees, we’re recommending the side that belongs to the Netherlands. Famed for its evolving economy, diverse community, outstanding cuisine, and natural beauty, St. Maarten is a great retirement destination.

The perks of living here include affordable, high-quality healthcare options and a good cost of living. You also get the ability to head to the other side of the island for amazing French cuisine. That said, in order to retire here you’ll need a minimum savings of $255,000 and be over the age of 60. 

If you meet those requirements, you’ll need to apply for a pensioner’s permit to live here and will need documents such as your birth certificate, proof of your income/savings, your original police record, a copy of your passport, and other important documents like marriage certificate, etc. This is a great option for those looking to retire if you’re not on a strict budget!

Now that you’ve learned about our choices for the best places to retire in the Caribbean, which one appeals to you? Let us know in the comments!

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