Remote work from anywhere isn’t always a dream. From visa runs to Wi-Fi fails, here’s what digital nomads really face.

You’ve seen the Instagram posts: Laptop perched on a sunlit café table, feet buried in the sand, a coconut drink in hand. It’s the digital nomad dream, right?

But let’s be honest: Remote work from paradise isn’t always as effortless as it looks. Nobody posts about their Wi-Fi dropping mid-Zoom call, the sketchy hostel that overbooked their room, or the unexpected trip to a foreign hospital (because, yes, street food roulette is real).

So, let’s get real about what working from anywhere actually means — and how to keep your sanity (and your wallet) intact.

1. Your “office” might be a disaster waiting to happen. 

You imagine working from a trendy coworking space in Bali, but reality often looks more like:

• A café where the Wi-Fi is slower than dial-up.

• A beach where your laptop overheats in the sun.

• A hostel with one power outlet…that isn’t compatible with your plug.

Solution? Research before you go. Check coworking spots, invest in a portable Wi-Fi hotspot, and always have an offline backup of important files. And, of course, make sure you’re covered if your laptop takes an unfortunate dive off a tuk-tuk (because, yes, that can happen).

2. Visa runs can feel like a full-time job. 

Digital nomads often get by on tourist visas, which means every few months, you’ll be scrambling for a visa run. Cheap flights to nearby countries sound fun — until you’re stuck in an immigration office explaining why you’re back again after only 24 hours.

Pro tip: Some countries are getting strict about this. If you’re hopping around, check visa policies before you arrive, and consider places with long-stay digital nomad visas.

3. You will get sick at the worst time possible.

It’s not if, it’s when. One day, you’ll eat the wrong street taco, get a surprise ear infection before a long-haul flight, or sprain your ankle trying to look cool on a scooter.

And unless you want to drain your savings on an ER visit in Thailand, having travel medical insurance is a non-negotiable.

Consider a policy specially designed for your lifestyle, like Nomad Essential so you’re covered for the basics, like unexpected medical bills, emergencies and even COVID. And if you want full coverage, including trip protection, electronics theft and liability insurance, Nomad Complete has you covered. Because the only thing worse than getting sick abroad is getting stuck with the bill.

4. Loneliness is real (even when you’re in a crowded hostel).

Digital nomad life can be thrilling, but it also means constantly saying goodbye. It’s easy to feel untethered when your friends are scattered across five continents.

Fix it: Join local digital nomad communities, coworking spaces and online groups. And if you can, pick a few “home bases” instead of constantly moving — it helps with routine, friendships and, let’s be honest, finding a reliable coffee spot.

5. The nomad life isn’t a vacation (though it can feel like one). 

Working from the beach sounds cool…until you realize the sand, sun and people having actual vacations are just distractions. Finding work-life balance while constantly on the move is an art form. Some tips:

✅ Set work hours.

✅ Take real days off.

✅ Don’t burn out in the name of “freedom.”

Because at the end of the day, being a digital nomad isn’t about escaping reality — it’s about designing a life that works for you.

Stay Covered, Stay Nomadic

Whether you’re bouncing between continents or settling into a new home base, Nomad Essential and Nomad Complete insurance plans are designed for remote workers like you. They’re flexible and built for life on the move — so you can focus on the adventure, not the what-ifs.

Get covered today and travel with peace of mind. Learn more about SafetyWing Nomad insurance. –Wally