About the author

This guide was written by Darren Cronian. Over the last 7 years, he has secured numerous remote jobs and built a successful freelancing business. Frustrated at automated rejections or struggling to find freelance clients? Your remote work coach is here for support.

Do you want to quit your 9-to-5 job and transition into working remotely while traveling? It’s an amazing experience exploring the world while working online. You have the freedom and flexibility to work from anywhere and create your perfect work-life balance.

That said, many challenges are unexpectedly thrown at you. These tips will save you time, money and reduce stress.  

Working Remotely While Traveling
Research the places you want to visit

Before you book any flights or accommodation make sure you complete research on the places you’re planning to visit. Pay particular attention to the weather at the time of the year you’re visiting.

You wouldn’t want to be stuck in Taiwan during the typhoon season, or the Caribbean in the middle of a hurricane.

Travel scams occur in every city across the world, so it’s important to complete research on the more common ones. The last thing you want is to be scammed out of your hard-earned money, seriously it happens.

Plan how you’re going to get from the airport to your accommodation. Having this information to hand will save from stress on arrival. You have to remember that you’re emersing yourself into a new culture, and this can come with unexpected challenges.

Internet backup is essential

It’s critical to have a backup should the internet go down in your accommodation or a coffee shop. Purchase an unlocked mobile phone that you can tether to your laptop, with a local sim. Another recommended option is purchasing a MiFi unit that is unlocked. These are the best options for making sure that you are connected.

Can you imagine working on a time-sensitive piece of work for a regular client and you’re not able to make the deadline because the internet goes down?

It’s important to have both options as a backup because some networks do not allow you to tether to your laptop. Make sure that your devices are always fully-charged because if there is a power outage you will not be able to use them.

Create a work schedule around your lifestyle

It’s important to create a work routine around your lifestyle so that you have time to work on activities that you enjoy. It will take time to perfect your routine because it’s important to experiment and see what works the best.

When are you the most productive? For me, it’s early in the morning and early evening so, my work is scheduled around this time of the day.

Having flexibility in your life gives you more time to do the activities you love. Especially when you’re travelling and want to explore the places you’re living in.

Booking accommodation last minute

There’s an element of risk booking accommodation last minute if you use a service like Airbnb. All of the best places go quickly, so you are left with the listings that are new and don’t have any reviews, or, have negative reviews.

A good example is in my current home in Poznan, Poland. It was booked 3 weeks before arriving in the city, and the price was super cheap at £235 for the month. The issue was that the listing had no reviews and the description on Airbnb was useless.

Thankfully, the place is perfect. It could have gone completely differently, like the cockroach-infested apartment in Kiev that was cancelled before my arrival.

For hotels, use a site like Trivago or Booking.com and look for any special offers on last-minute bookings. You might find some good deals and if you’re staying in a hotel for a couple of days, it’s not a huge issue if the place is not up to your usual standard.

Booking flights in advance

It is very rare to find last minute flights with cheap deals. Booking in advance is going to save money as the prices often increase the nearer to the departure date. Use flight comparison search websites like Skyscanner and Hipmunk to find the best prices.

Remember that direct flights are often more expensive than in-direct, but always compare the two.

Stay local and save money

Rather than living in the city centre where all of the tourists are going to be staying, think about finding accommodation on the outskirts.

Select an area that has good transport links to the city centre, or, within walking distance. The accommodation you’re staying in will be cheaper. Restaurants and markets will be based on the prices for locals.

While it will not be the true experience of ‘living like a local’, it’ll give you a look into how they live. In non English speaking countries, the language will be a barrier outside of the city centre but you get by with apps like Google Translate.

Keep healthy while travelling

When you’re working remotely and travelling it’s very easy to live an unhealthy life. More so because of the amazing food (especially in SE Asia) and you’re so focused on working, so often forget to exercise.

Take regular exercise and build it into your routine every day. Think about maybe designating a day where you eat unhealthy food and eat healthy for the rest of the week. If you have pre-existing medical conditions, make sure you have your medication with you and a note of what you’re taking.

Also, travel and/or medical insurance is essential to ensure that any expensive medical bills are covered, should you be taken ill.

Protect your money

Even though you’re in the places to work remotely, you are a tourist so make sure that you’re not ripped off and be wary of crowds of people. Pickpocketing is rife in all major cities, so keep wallets, money, house keys and other important items safely secured.

Make sure you have a debit card and credit card as a backup from your main bank card. Banks are becoming very security conscious to protect their customers. Your account could be frozen if they see any unusual activity.

Should your main card get lost or stolen you must have other cards so that you are not stranded abroad.

Use an ATM that is attached or within a bank and if there are any issues you can get staff to assist you. Use an ATM in a shop, or, near a tourist attraction then you will have to go through more hoops to get your bank card back if you do at all!

Use your common sense

A lot of working remotely while traveling tips are common sense, but sometimes we need reminding.

No matter the situation, the trick is to take a deep breath, think of the best way out of the situation and deal with it. In some situations you will need to make decisions on your feet, so do not panic.

Share This Guide

This guide was written by Darren Cronian. Over the last 7 years, he has secured numerous remote jobs and built a successful freelancing business. Frustrated at automated rejections or struggling to find freelance clients? Your remote work coach is here for support.

Need help securing a remote job?

Join 1,000+ subscribers and receive my free remote jobs coaching email. Not sure where to start? Frustrated by automated job rejections? I help job seekers secure their perfect remote job to escape the office and build a work-life balance.

Sign Up for Free Coaching

Continue Reading