News

The 10 Best Ways to Retire in the Caribbean

By: Caribbean Journal Staff - April 6, 2016
1 of 10

Retiring well is a subjective matter. For some it’s time to kick back and watch the world go by. For others it’s time to put it into high-gear and create an altogether new life. There are many stories about people who have either retired and expatriated to the Caribbean and are living well. But everyone’s experience is different. That’s why we’ve given you starting points and ideas — hopefully inspiring you to take the next steps toward your dream retirement.

Just like saving takes time, so does planning. Some of these ideas will even take training and experience, and you’ll need to think about everything from funding to visa issues to business licensing. Some islands are more business and employment-friendly than others, particularly for expats, but determined people can find these opportunities on just about any island. And before you pull the trigger you’ll need to visit at least two to three of the most appropriate places for the kind of lifestyle you are seeking. Here are 10 ways to spend your retirement doing a dream job.

beach

Run Your Own Beach Bar

There a few more popular dreams in the Caribbean than running your own beach bar. It isn’t as easy as it sounds, but it can and is often does happen, especially in islands with business-friendly economies. This isn’t a job — it’s a lifestyle, with challenges from seasonality to marketing, whether you’re a bartender or you’re starting your own bar. And of course you can find infinite inspiration in the story of O’Connell, the expat who now manages the world-famous Soggy Dollar Bar in Jost Van Dyke. Some of the best places to start looking? Beach-heavy Anguilla, beach-bar friendly British Virgin Islands and the Out Islands of the Bahamas.


1 of 10
Popular Posts w punta cana

A New All-Inclusive W Hotel Is Opening This Year in Punta Cana 

The first-ever all-inclusive W Hotel in the Caribbean is opening this year in Punta Cana, Dominican Republic, Caribbean Journal has learned.  The hotel, part of a broad expansion for parent company Marriott International, is on the list of expected 2024 […]


Why Grenada Is a New Caribbean Luxury Hotspot

beach house silversands

From its world-renowned chocolate to its pristine beaches to a region-leading focus on sustainability, Grenada is as fascinating and unique as destination as you’ll find in the Caribbean.  But in the last few years, the lush Eastern Caribberan island has […]


5 Adults-Only Resorts to Visit Right Now in the Caribbean 

galley bay

Sometimes you just want that extra degree of serenity, of privacy, of seclusion. There is a reason, after all, that adults-only resorts are booming in popularity, particularly in the Caribbean: travelers want to know that when they arrive, they know […]


Related Posts nobu los cabos

Frontier Is Adding a New Nonstop Flight to Los Cabos 

It’s one of the most popular hotel destinations in Mexico: Los Cabos, which has seen a broad boom in recent years with the entry to market of brands like Nobu, Thompson, Marriott and Waldorf Astoria, among others.  That has led, […]


This Former Caribbean Rockefeller Resort Is for Sale

caribbean rockefeller resort

In 1986, Laurance Rockefeller, the founder of Rock Resorts, developed 27 acres of prime beachfront land into what was for decades one of the sought after places to stay in the Caribbean. Now, the four-star, 150-room resort is for sale, […]


Vote for the 2024 Caribbean Green Awards, from Green Energy to Sustainable Hotels

caribbean green

Hotels serving organic food grown by local farmers. Airports powered by large solar fields. Pristine coastlines protected by marine parks. Real estate developments fueled by clean energy. It’s an exciting time for the Green movement in the Caribbean, a region […]


SUBSCRIBE!

Sign up for Caribbean Journal's free newsletter for a daily dose of beaches, hotels, rum and the best Caribbean travel information on the net.


No. Thank You