Best Place to Retire in Caribbean – All You Need to Know!

White sand beaches, tropical weather, social security, world-class medical care, attractive real estate prices, and relatively low cost of living make the Caribbean islands one of the best places to retire in the world. Read this article to learn about the best place to retire in the Caribbean, tax benefits in the region, Caribbean culture, and more.

The Best Places to Retire in the Caribbean 2023

We have prepared a list of the top retirement destinations in the Caribbean. They include:


St Kitts and Nevis

Located between the Atlantic Ocean and the Caribbean sea, this dual-island country is known for its beautiful beaches, lush green rainforests, exciting hiking trails, and awe-inspiring mountains. In addition to the serene surroundings, the nation also offers tax incentives, lifetime dual citizenship, and visa-free travel to more than 140 countries (Including the important Schengen area, United Kingdom, Hong Kong, Singapore and Russia) to passport holders. All these factors make the country a perfect retirement destination for foreign retirees seeking new experiences.

To know more about St Kitts and Nevis, read our article: St Kitts and Nevis Citizenship by Investment – The Ultimate Guide by Experts

Antigua and Barbuda

From stunning beaches running alongside turquoise blue waters, tropical climate, and water sports to fabulous real estate prices and tax benefits, Antigua and Barbuda is one of the best places to retire in the Caribbean. So if you are planning to move to this stunning country post your retirement, you have made the right decision.

The country is well connected to popular destinations like the United States, Canada and Europe and has a very low crime rate. Although the cost of living in Antigua and Barbuda is slightly higher compared to other Caribbean islands, the quality of life offered by the country is unparalleled. On the other hand, renting in the country is relatively affordable. A one-bedroom apartment near the city center will cost you around $1000 and $700 if it is situated outside the city center. Moreover, the health care in the country is also top-notch. Therefore, if you are considering Antigua and Barbuda as your retirement destination, it is an excellent option.

For more details, read our blog: Retiring in Antigua and Barbuda



The most affordable Caribbean island to live on, Dominica is also called the ‘Nature Island’ because of its natural beauty – sandy beaches, tropical forests, stunning marine life, and world class snorkeling sites.

Compared to other Caribbean countries, the cost of living in Dominica is affordable. The rent of a one-bedroom apartment in the capital city of Roseau is $300. If you are looking for a three-bedroom apartment in the city, it will cost you around $800. The country is tax-friendly and doesn’t levy wealth tax, gift tax, inheritance tax, personal income tax, foreign income, or capital gains tax on its residents. In addition to these favorable factors, the country also provides economic public and private healthcare services. However, for added peace of mind, we recommend retirees seeking residency in Dominica opt for private insurance while residing in the country.

To know more about retiring in Dominica, you should check out our article: Retire in Dominica


Owing to several nutmeg plantations in the area, Grenada is also known as the “Spice Isle” of the Caribbean. Grenada has got world class beaches, stunning natural landscapes, and fantastic weather. The country offers a relaxed lifestyle that is perfect for beach lovers. So if you are looking for a calm and quiet neighborhood for spending your retirement days, Grenada is your place to be.

Through the Grenada Citizenship by Investment program, you can obtain a second passport and enjoy various benefits for economic investment in the country. Moreover, Grenada is the only country in the Caribbean that offers foreign investors the opportunity to reside in the United States through applying for the US E2 non-immigrant visa.

For more details, read our article: Citizenship by Investment in Grenada

St Maarten

Part of the Kingdom of Netherlands, St Maarten is famous for its diverse community, fast-evolving economy, mesmerizing delicacies, and natural beauty. The low cost of living coupled with affordable yet quality medical care options available makes St Maarten the best Caribbean island to live with a family.

To acquire a pensioner’s permit in St Maarten, you need to be 60 years and above and have a minimum savings amount of $255,000. If you are planning to apply for a pensioner’s permit, make sure to have the following documents handy:

  • A copy of your valid passport
  • Your original birth certificate
  • Original police record
  • Original marriage certificate (if applicable)
  • School registration for any children (if applicable)
  • A letter of consent of custody of children, if one of the parents of one or more children is staying in the country of origin (if applicable)
  • Proof of your income


Renowned for its charming beaches, mesmerizing coral reefs, beautiful resorts, and tranquil lifestyle, Anguilla is a small island in the Caribbean. Although the island is small in area, it offers a host of adventurous activities to people, like sailing, snorkeling, diving, fishing, bicycling, horseback riding, and more. The island also has tennis and golf activities for sports enthusiasts.

Foreign retirees having property on this island can quickly obtain permanent residency here. Anguilla also offers various tax incentives to its residents. But foreign retirees planning to move to this island must keep in mind that it has only one hospital and patients with severe health concerns need to be transferred to a different place like the United States.

St Lucia

Home to beautiful beaches, stunning mountains, and epic diving sites, St Lucia is one of the top retirement destinations in the Caribbean. The charming Caribbean island has a stable government, a low cost of living, is well-connected, and provides attractive tax incentives, along with affordable health insurance.

Be it shopping, entertainment options, adventurous activity, or anything else, you have access to everything in St Lucia. Compared to the United States or the United Kingdom, rent in St Lucia is quite affordable. For instance, the rent for a one-bedroom apartment in Castries near the city center is around $480 per month, and $1,000 per month for a three-bedroom apartment.

To know more about retirement in St Lucia, read our article: Retire in St Lucia.



Which Caribbean island is the safest to live in?

The safest islands in the Caribbean include: Antigua and Barbuda, Anguilla, The British Virgin Islands, Montserrat, and St Barts.

Which is the most affordable Caribbean island to live?

Belize, Curacao, Grenada, and The Dominican Republic are some of the most affordable places in the Caribbean to live.

Which Caribbean island is best for retirement?

Dominica, Antigua and Barbuda, St Kitts and Nevis, Grenada and St Lucia are a few of the most expat-friendly places in the Caribbean. Owing to their strategic locations, tropical climates, tax exemptions, quality healthcare, attractive real estate markets and relaxed lifestyle, these countries in the Caribbean are some of the best places to retire.

Which is the best Caribbean island to live with a family?

Owing to various group activity options like scuba diving, snorkeling, surfing, hiking trails, and zip-lining tours, the Dominican Republic is one of the best Caribbean islands to live with a family.

To know more about the best places to retire in the Caribbean, you can check out our article:

Best places for expats to retire