How to Plan a Work Trip That Keeps Your Remote Job on Track
Working from somewhere new is easier when the work side is planned first. Here is a seven-step checklist covering approval, workspace, connectivity, budget, security and health.
In this article
- What should I settle before I book anything?
- How do I choose a destination that suits my work?
- Where will I actually work each day?
- How much should I budget?
- How do I keep my work and data secure while traveling?
- How do I stay productive in a new place?
- How do I look after my health on the road?
- What if the plan stops working?
- Quick checklist
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To travel and keep your job running smoothly, plan the work first and the sightseeing second. Get agreement from whoever pays you, line up a workspace with dependable internet, set a budget with room to spare, and protect your devices. The steps below put those pieces in a sensible order.
What should I settle before I book anything?
Start with permission and expectations, because every other choice depends on them. If you are employed, ask your manager which locations and time zones are acceptable, whether you must be online for set meetings, and whether company policy limits working from abroad. If you freelance, tell clients where you will be and confirm any deadlines or call times that cannot move.
Write the answers down in a short message and send it. It avoids misunderstandings later and gives you something to point to.
How do I choose a destination that suits my work?
Pick for your workday, not just the view. Ask these questions about each place:
- Time zone: How many of your working hours overlap with your team or clients?
- Connectivity: Can you find a coworking space, or an accommodation host who can describe their internet in detail? Our guide to reliable internet for remote workers covers backups.
- Rules: Are you allowed to work there at all? Immigration and tax rules differ by country and by your situation, so confirm them with official sources or a qualified adviser.
- Workspace options: Are there coworking spaces with day passes if your accommodation turns out to be a poor desk?
Where will I actually work each day?
Have a primary workspace and a fallback. A coworking space is often the best primary option when you have calls, since it usually provides a real desk and a quieter room. Your accommodation can be the fallback, but only if you have checked that it has a table and chair you can sit at for hours.
What should the workspace have?
- A chair and table at a height that lets you type without hunching
- Light that does not glare on your screen
- A quiet spot for calls, or good headphones
- Power outlets within reach
If you are building a travel setup from scratch, see our list for a portable home office kit.
How much should I budget?
Work out your monthly income first, then subtract fixed costs at home that continue while you are away, such as rent or subscriptions. What is left is your travel allowance. Split it into accommodation, food, local transport, workspace fees and a buffer for the unexpected.
Track spending weekly rather than daily, and adjust the next stop if you are running over. For a longer trip, our article on long-term travel budgeting goes deeper, and the post on expense tracking apps compares ways to record it all.
How do I keep my work and data secure while traveling?
You will use unfamiliar networks and carry your laptop through busy places, so treat security as part of the plan. Keep your operating system and apps updated, use a password manager with unique passwords, switch on multi-factor authentication, and lock your screen whenever you step away. Follow any rules your employer sets for company devices and data.
The US Cybersecurity and Infrastructure Security Agency publishes a telework essentials toolkit that is a good place to check your habits against.
How do I stay productive in a new place?
A new city is full of distractions, so protect your working hours. Set fixed start and end times, do your most demanding task first, and keep sightseeing for the hours you have blocked off. Use whatever task tracker your team already uses instead of adding a new tool.
Test everything in your first day or two: run a video call, upload a large file, and see how the internet holds up at the time of day you will actually work. If something fails, switch to your fallback workspace straight away rather than hoping it improves.
How do I look after my health on the road?
Check the CDC's Travelers' Health pages for recommendations specific to your destination, and do it well before you leave so there is time to act on them. Ask a doctor or travel clinic about vaccinations and any medicines you take, since that advice depends on your own health.
Read the details of your travel or health insurance, including what it covers abroad and whether it applies when you are working. Keep emergency contacts somewhere you can reach them without your phone.
What if the plan stops working?
Review it every couple of weeks. If a destination has poor internet, a time zone that is wearing you out, or costs that are higher than expected, change the next stop. A plan is only useful if you are willing to adjust it.
If you want to ease the practical side of carrying your office with you, Mavigadget has a travel gadgets collection worth a look. For a broader view of this lifestyle, read our digital nomad guide.
Quick checklist
- Get written agreement from your employer or clients.
- Choose places that fit your time zone and have a workable desk.
- Confirm the legal and tax rules with official sources.
- Set a budget with a buffer.
- Secure your devices and accounts.
- Test your setup in the first two days.
- Review the plan every two weeks.
Frequently asked questions
What should I sort out first before working while traveling?
Is a coworking space better than a cafe when traveling?
How do I keep my work data safe on the road?
Where do I find health advice for a destination?
How long should I stay in each place?
Sources and further reading
- telework essentials toolkit cisa.gov
- Travelers' Health pages wwwnc.cdc.gov