10 best ways to retire in the caribbean1

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.

Cruise the Caribbean

Another Caribbean fantasy: spending your days living on a sailboat, navigating the Caribbean. More and more people are doing it, and with the right financial head start you can do it, too. The best places to begin looking? St Vincent and the Grenadines, the British Virgin Islands and the Out Islands of the Bahamas, particularly the Abacos. And then there’s the extra option: chartering your boat for additional revenue.