Sebastián Siseles / Freelancer.com Sebastián Siseles has spent the last eight years regularly traveling on business. Sebastián Siseles plans to work from five countries in the first quarter of 2015.

As the Latin America regional director for Freelancer.com, Siseles expects to travel to Canada, Australia, Spain, the UK, and his home country of Argentina.

"Many people think that traveling and working is just fun," he says. "They imagine you go to a place and rest, drink some martinis or margaritas, and/or work in PJs from your hotel or Airbnb place. It's not really like that."

He calls traveling while working "amazing but tough. The personal belongings and comforts that someone has at their office — a printer, WiFi, assistants, your own place — are not available when traveling."

Eight years ago, Siseles started traveling regularly as part of his job as a lawyer. He continued to do so as the interim chief operating officer of a Patagonian vineyard, then the cofounder of a tech company, and now with Freelancer.com.

After years on the road, he shared some of the recurring, unexpected costs and considerations of earning a living remotely:

The cost of avoiding extra fees

While Siseles clarifies that his lodging and food is generally covered by his employer, he makes a point not to spend company money that he wouldn't spend if it were his own. That said, he finds planning his costs out ahead of time to be critical in order to avoid spending more money than he has — quite literally, in cases where he has limited amounts of foreign currency.

"In my country we are suffering certain currency restrictions with limitations to buy foreign currency, and some extra tax when purchasing abroad," he says. "Therefore, planning is a must in my case in order not to run out of money and/or limits with my credit cards."

"I necessarily plan very precisely all my costs and expenses when traveling, both those to be approved by my company and also for my personal expenses, setting up either daily/weekly limits in order not to run out of cash," he continues. "You don't want to be in the middle of a strange city — fabulous or not — and miss awesome things to see and visit, or be stuck in a place you are willing to leave ASAP."

The cost of experiencing new places

Sebastián Siseles Siseles works from Whistler, in British Columbia, Canada. Business travel can be a blur of hotel rooms and meetings, so Siseles shells out the nonreimbursable cash to spend some time exploring wherever he happens to be.

He says wandering the area and visiting the restaurants that serve the best local cuisine are his must-dos.