Career & Education

How to Turn Remote Working into a Travel Lifestyle

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For millennials, work is an evolving concept, something very different from what their parents experienced. With new technology, a globalised economy and emerging industries, this changing working landscape has presented young people with new challenges; and new opportunities. Technology has revolutionized the way we work and offers huge potential for personal freedom.

remote working hike

Liberated by technology, people can have meetings, discuss strategy and conduct their entire working life without ever stepping foot into an office. This technology – especially in the form of the Internet – has also created thousands of new careers. It is now possible to conduct many jobs from home, and even run a successful business with many employees that operates entirely from a home office.

But the possibilities inherent in this kind of remote working don’t end there. As millennials realised that all they really needed to do this work was a good internet connection, the digital nomad was born. This small group of ambitious individuals travel the world while using their online skills to fund their travels, and the lifestyle is open to anyone who can work remotely.

remote working life

With the prospect of touring European cities and lying on Thai beaches while still earning an income, this guide will show you how to turn remote working into a travel lifestyle.

1. Is Remote Working a Viable Option for You?

First things first, is working remotely a possibility for you? Many jobs now rely solely on a good internet connection and little else, but this doesn’t mean they all do, or even that an employer would want you working remotely even if there is the opportunity to do so. You may need to convince your employer that you can conduct your job just as effectively from home, and once you’ve built up trust display that you can also work from abroad.

remote working enjoy

If you are a freelancer, or plan to become one, you’ll have to consider how becoming a digital nomad will impact on your clients. Dramatic time differences could be a barrier. You may also need to invest some time in building your particular skills, client base and personal brand before you set off on a life of wanderlust. You could even strike out and start your own business to facilitate a work/travel lifestyle.

Reading the stories of other digital nomads for inspiration and realistic insight into the challenges will help you define whether this is a lifestyle that will work for you.

2. Self Educate

While other digital nomads may have blazed the trail and helpfully started lots of great blogs that you can draw advice from, this still isn’t a conventional way of working, and you may find yourself completely at a loss as there are no preconceived rules to guide you. Travel in itself – when its pursued as a lifestyle rather than the occasional holiday – forces you to become far more self-reliant, and working while traveling will make you even more so.

remote working necessities

Self-education here is key. If you plan to go freelance or start a business you’ll need to constantly improve your skills in order to stay competitive and foster your unique brand. Furthermore, you’ll need to find out about the places you plan to travel to and the “life admin” you’ll face there, which means you will need to…

3. Research Your Options

There’s no particular way to become a digital nomad and finding out your options early on could set you on the most successful path to this potentially freeing and fulfilling lifestyle. How you go about this will entirely depend on your circumstances and budget, and there are lots of ways to indefinitely travel the world while earning an income.

remote working travel

For example, if you want to travel in luxury, companies such as The Hideaways Club offer casual access to high-end accommodation all over the world, providing you freedom and privacy with little commitment. If you have less expendable cash you can try low-cost freelance communities such as Hubud in Bali, who provide a workable office space and include the added bonus of helping you form friendships at a time where you may feel overwhelmed and lonely.

Sofa surfing with the locals through regulated channels is another option, (couchsurfing.com is a completely free service) great if you are looking for an authentic experience and need a cost-free alternative to get you off the ground. Whichever way you choose to facilitate your digital nomad existence, each will have their relative advantages and drawbacks, so making sure to do plenty of research will really help you out.

4. Plan and Schedule

It’s very likely when you are travelling the world that your schedule will become erratic, especially when you account for time differences and clients that need out-of-hours attention. This is to be expected, but there can be downsides. You could find your work/life balance becoming very skewed, and you may end up on a paradise island without ever seeing any of it.

remote working mountains

A work/life balance is important, and can be hard to find even when you are in a beautiful location. This is where planning as much as possible will help. Add the World Clock to your Google Calendar and try to schedule your calls in blocks, so they aren’t bothering you throughout the day (and night!). In warmer countries, working early morning and late afternoons, leaving the middle of the day to relax, can work well, but this will change from place to place.

If you find this intimidating, heading to a digital nomad hub such as Chang Mai in Thailand will give you a chance to ease in to the lifestyle with likeminded people around you, and you can spend as much time here as you like, deciding whether you want to hop between countries to see the world or settle down for months at a time. You could even start small. For example, if you are based in the US you could spend some time in a new state and try to work there for a couple of weeks, or head over to the border to Canada or Mexico so the time difference isn’t so marked.

5. Remember the Essentials

No matter where you are, without a good Internet connection any plans to live and work as a digital nomad are likely to be frustrating at best and disastrous at worst. Getting a USB Ethernet Adaptor could help you in tight spots, and when you are planning your trips make sure that a Wi-Fi connection is accessible wherever you go.

remote working travel lifestyle beach

Unless you can afford to travel with the upmost convenience, it will also help you to carry as little as possible, especially if you aim to on the move as often as you can be. An emergency fund is also a must. No matter how tight your budget, making sure you have enough to get home if you have to (even if this is a prearranged agreement with a generous friend or family member to loan you the money if you are ever in a truly tight spot) will give you peace of mind, as being stranded somewhere is no fun at all.

But the most important thing you need as an aspiring digital nomad is a determination to travel. Being able to see the world while earning a living is a dream lifestyle, and if you have the focus and vision to turn this into a reality, you could find yourself logging into work under a foreign sun and anticipating your next adventure. So if this sounds like the life for you, get planning today!

How to Turn Remote Working into a Travel Lifestyle

Interested in learning more about travel and work? Be sure to read Travel And Work: Attitude is Everything.

travel and work

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  • I would love to incorporate my blog into travel but unfortunately I don’t know where to start. Do you have any tips?

  • FiveMarigolds

    Great inspiration. I tried freelancing remotely for a few years, but due to the nature of my expertise would never be able to travel liberally while doing that. Time for a new career, lol!

  • Carrie Chady Rundhaug

    This is a great post! I just quit freelancing from a company. I was freelancing because we packed up and moved to Norway from the US. It was great!

  • I’m a huge fan of remote working. I think it helps people maintain a healthy work/life balance.

  • I live in the US and work remotely for a German company … we take advantage of that not nearly as often as we should, be we do at time to have a long weekend at the beach or a mountain getaway. All I need is my laptop, an internet connection and a 8 hours in the morning to get my job done. Really enjoying it, but it does take a lot of trust on the employers side.

  • Hannah Malanga

    I will be sharing this with my sister as she loves to travel and ends up working just to save then go again so it will be useful for her

  • Having access to a panoply of resources on the internet has made remote and other forms of work a truly viable option. We just need to decide and choose what fits.
    Eliz Frank

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