When looking at the big ol’ map, your travel options are ENDLESS.

It might not seem all too hard to choose *that first trip* you’re gonna take as a full-fledged travelpreneur (you know, the one where you’re killing it at business AND seeing the world).

However, there is strategy and research that goes into choosing your first remote working destination. Today, I’m sharing my top 5 lessons learned.

So… where’s your first exotic destination gonna be?

Here’s how to plan for your first remote working trip.

1. Choose a destination that has a great co-working space that you can work from.

Case in point: Hubud in Ubud, Bali.
Case in point: Hubud in Ubud, Bali.

You’ll get to choose how social you want to be.

You’ll meet new friends to explore the sights with.

Wi-Fi will be taken care of (phewf!).

AND you might even meet your next client or business partner there!

2. Choose a location with a cost of living that’s around $1,000/month.

hubud co-working space remote work

When you’re first starting out, make it easy on yourself.

Choose a location like Bali or Thailand or Nicaragua – just awful options, I know – where your dollar goes far.

It’ll give you a jumpstart to your freelance biz and your savings.

3. Research the visa and passport requirements for the country you choose.

visa passport requirements

This one time, my passport was five and a half months away from expiry. So they weren’t gonna let me into Indonesia!

Luckily, I had a second passport that did the trick.

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Want to travel the world AND be an entrepreneur? Grab the free starter checklist for the travelpreneur here.

While I’m all about adventure, when it comes to international travel and living, you have to do your research *before* your trip.

Some countries like Indonesia only let you stay as a visitor for a short period of time. Make sure you research this and plan accordingly.

4. Timezone problems?

hubud bali ubud remote working

Depending on when your clients are online and active, you might want to choose to be in a timezone that’s convenient for them.

Being 12-13 hours ahead is great if you like the idea of working during your day so that your clients receive your work by the time they wake up.

However, it can also mean you’re taking calls at 11:30pm.

So sometimes it’s worth choosing a location that isn’t too far off from your clients’ timezone.

how to work digitally

5. Negotiate your Airbnb stay.

ubud bali airbnb homestay remote work

Don’t be afraid to haggle a little! If you’re staying for an extended period of time, offer a long-term deal to the host.

In most cases, they are happy to have a long-term guest stay instead of a high turnover of guests.


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