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Karen and Richard McCann are living their dream retirement — six months at a time.
For half the year, they are in Seville, enjoying the beautiful, culturally rich Spanish city, attending festivals and making friends with locals and fellow expatriates.
The rest of the year, they are in Northern California, preserving their connection to their native country and avoiding foreign tax liabilities (spending more than 183 days a year in Spain makes you a taxpaying resident).
When she’s in California, “I feel like I’m in California,” says Karen McCann, 73, a former communications professional who does some freelance writing while her husband enjoys the retirement he embarked on 20 years ago, when he was in his 50s. “When we get back to Spain, in five minutes I feel like I never left. I have dinner at 9 o’clock at night without flinching. It’s surprisingly easy to make that shift.”
Retirement abroad can seem a daunting proposition, leaving behind family, friends and familiar terrain. But, as the McCanns show, it doesn’t have to be an all-or-nothing affair. For some retirees, a full-on move overseas is both desirable and doable, but there are ways to enjoy an expat lifestyle that are flexible, affordable and don’t raise complicated visa and tax issues.

With the rise of remote work and tools that facilitate connectivity, more Americans nearing or in retirement are exploring an extended overseas adventure, says Thomas Julian, a Portugal-based partner at the financial services firm Holborn Assets who specializes in helping clients navigate citizenship and residency programs in Europe, the Caribbean and elsewhere.
Julian says Americans are now the largest client base for companies like his that assist with international relocation, linking U.S. customers with immigration specialists who can help them figure out where to live, how much time to spend there and how to handle the necessary paperwork.
What’s the best way for older Americans to establish a foothold abroad? It depends on your budget, work status, and tolerance for paperwork and bureaucracy, says Hoda Elamir, an attorney with Harvey Law Group, a multinational firm. Here are some of the options.
Going part-time
Not quite ready or willing to entirely up stakes? Extended stays abroad can provide an immersive expat experience, living like a local, without the paperwork or pressure of a full-on move.
In much of Europe and Latin America, for example, Americans can stay up to 90 days during any 180-day period and up to 180 days total in a year on a routine tourist visa. In some countries, including Mexico, Panama and the United Kingdom, you can stay up to 180 days consecutively.
Before settling last year in a small town in France, writer and traveler Lori Cronwell was an on-again, off-again resident of the country, adhering to its 90-day limit.
“Some people can do the Schengen shuffle,” she says — hopscotching in and out of Europe’s Schengen area, a group of 29 countries that allow free movement across their mutual borders. After 90 days within the border-free zone, they can go to a non-Schengen country such as Ireland or the U.K. for a few months before returning to start the clock again.
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