The Freelancer Sabbatical: Take an Expenses-Paid Trip Anytime You Like



travel map with push pin

Ahh, location independence. Freelancing offers no greater perk than the freedom to travel. We lucky souls can roam the Earth at leisure, while our cubicle-dwelling cousins spend 48 weeks of the year chained to a desk.

In my humble opinion, every freelancer should take a working sabbatical at some point in their career. Just pack the laptop and go. Transplant the home office to a mysterious foreign land with nice weather, great food and cheap booze. It’s an opportunity too good to miss.

Can’t afford it? Good news: You don’t need to. Just about any freelancer can take a long-term working holiday at no expense. Without dipping into your savings or racking up debt, you can venture off into the great unknown for as long as you damn well please.

Subsidize Your Travel Costs

Long-haul airfares are expensive, especially for a poverty-stricken freelancer. But there’s a simple way around this obstacle: Rent out your place at a profit. No point leaving an empty house or apartment while you take off on adventures.

The average rates will cover your rent with change to spare; especially if you live in a big city with lots of tourists.

Airbnb is a great website for subletting your digs on a short-term basis. The average rates will cover your rent with change to spare; especially if you live in a big city with lots of tourists.

Let’s use Chicago as an example. According to Numbeo, the average monthly rent on a one bedroom apartment in Chicago (outside the city center) is $900. Roughly $30 per night. Take a look at the Chicago listings on Airbnb, and you’ll see people renting modest places for upwards of $100.

That’s a juicy opportunity right there. Fill your place for long enough, and the proceeds will pay, or at least subsidize, your airfare. At a minimum, you’ll cover your own rent and earn a bit of pocket money for your travels. And that money will go a whole lot further if you choose your destination wisely.

Harness the Awesome Power of Geoarbitrage

Tim Ferris popularized the concept of geoarbitrage in The Four Hour Workweek. His book isn’t specifically aimed at freelancers, but certainly worth a read if you’re lacking inspiration.

Working remotely from cheap countries is an eye-opener. By the simple act of traveling somewhere with a lower cost of living, you effectively multiply your wealth. You’re suddenly richer, without charging a higher rate or working more hours. I’ve done this a few times now, and it’s the closest thing to magic I’ve ever seen.

By happy coincidence, some of the most beautiful and interesting places on Earth are also some of the cheapest. Thailand, Indonesia, Guatemala, Morocco . . . take your pick. There’s no shortage of exotic locales where a thousand bucks will feel like a million. And they all have internet access.

So there you have it: The Freelancer Sabbatical. Trade your urban gloom for romance and adventure while enjoying a big fat raise. I figure if we don’t take advantage of our freedoms, we might as well go back to the dull security of a nine to five.

Over to you – Have you used your freelance career to travel? Can you recommend any good locations for a sabbatical? Share your experiences in the comment section.

Photo credit: Some rights reserved by gunnar3000.

PG

Tim is a Berlin-based copywriter and professional nomad. Born and bred in Australia, he's worked from his laptop in numerous locations around the world, and these days calls the German capital home. Freelancing and wanderlust complement each other nicely.


  1. PG Sam

    I rented an apartment in Costa Rica in early 2009 for a month after reading the 4HWW and meeting/speaking with Tim at SXSW. I spent around $1200 on everything including a flight, studio apartment, food, and some trips and souvenirs! It was about a 10 minute walk to the beach and I was still able get work done and the 1 hour time difference meant my clients could still call me (Skype line). One of the best trips of my life, hands down.

    1. PG Tim Gregg

      Sounds great! Central America is definitely on my list.

  2. PG Laura Roberts

    Tim, I haven’t tried this yet, but definitely want to! I think it takes a bit more ingenuity to raise the funding for a vacation when you’ve got a husband and cat that will object to renting the place out, but the idea of relocating to a cheaper destination is definitely on my radar. It’s one of the main reasons I got a university degree in Canada; back then, the USD nearly doubled when I switched to CAD!

    1. PG Tim Gregg

      Yeah you can do some amazing things with currency exchange rates. I’ve been milking the weak euro/strong Australian dollar for the last couple of years.

    2. PG Tim Gregg
  3. PG Susan @ Travel Junkette

    Yay – I’m loving this “freelancer sabbatical” term. I just wrote a post announcing that I’ll be taking my first one this winter! I’m headed to somewhere in Central or South America.. likely Nicaragua. I’m a seasonal job addict, and I usually use my savings to travel in cheap countries in the off-season. This is the first time I won’t have a job lined up for the spring. I think everyone should take advantage of cheap countries.. not only for the fact that your money will go farther, but for the pure joy of TRAVELING!

    1. PG Tim Gregg

      You said it! Your blog looks very interesting — I’ll be sure to keep an eye on it.

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