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5 Ways to Set Up Your “Working” Vacation

By: Angela Ash



Work vacations can take a variety of forms. Some people simply want to enjoy their holiday but sometimes have to deal with urgent tasks. Other people specifically select a working spot and often a suitable package (read below) to maximize their work experience while away from the office.

For the first category of people, a suitable location fitting their budget with fast Wi-Fi will suffice. For the latter, however, there are a variety of options to choose from.

For example, Las Vegas offers “workation packages,” which include:

  • Private flights to the hotel or resort of your choice
  • High-speed Wi-Fi at affordable prices
  • A luxury room
  • Short or long stays
  • Room service mimicking an office vibe

Additional benefits include up to $375 in Food & Beverage Credits and concierge turned “Executive Assistant.” Food and drink credits, cabana access and a private pool booking are also available.  

1. Choosing Your Destination

Picking a perfect destination comes first. Obviously, there are no general recommendations as different people have different tastes, but what you should know is that some countries offer special visas for working holidays. The requirements vary, but they are mostly limited to people younger than 35 (and, in some cases, even 30).

If you’re looking for a visa package, compare your favorite destination offers and go from there. If you’re simply planning to enjoy your holiday and work remotely when needed, pick your preferred location and choose accommodation with fast W-iFi or with a nearby coworking space.

Literally, the sky’s the limit, as remote work and online business is a rising trend.

2. Choosing Your Package

Some travel agencies may be able to offer you some of the popular workation packages. You can also look up the offer yourself. The choice mostly depends on your budget. Some of the most popular destinations include Greece, Portugal, Morocco, Spain, the Canaries and Jamaica, but there are also additional locations available.

Generally speaking, you should do your research. If you have already decided on the country, simply look up the options online. E.g., if you’re on a budget, you can go with Airbnb and a top-rated coworking space in the vicinity. Or you can pick an affordable room with fast Wi-Fi… or you can work outdoors. Basically, the only requirement is a solid internet connection. You can install a reliable VPN like Surfshark to bypass any internet restrictions in your chosen destination.

Your second parameter should be the scenery.

Based on Holidu’s Workation Index for 2021, the top 10 workation destinations are:

  1. Bangkok, Thailand
  2. New Delhi, India
  3. Lisbon, Portugal
  4. Barcelona, Spain
  5. Buenos Aires, Argentina (tie)
  6. Budapest, Hungary (tie)
  7. Mumbai, India
  8. Istanbul, Turkey
  9. Bucharest, Romania
  10. Phuket, Thailand

3. Things to Keep in Mind

Working from a dream destination makes it easy to forget there are some rules and regulations to observe. First of all, when working away from home, you’ll need to familiarize yourself with legal and tax rules and regulations. Concerning this fact, factoHR emphasizes the use of paid time off as it works as a plus point for you to make your vacation more pleasant and stress-free from work.

If you are simply planning to enjoy your holiday and address only urgent matters, this shouldn’t worry you.

4. Pick the Right Accommodations

Picking the right accommodations basically comes down to your budget and preferences. Normally, you can choose a hotel, a cabin or a rental home. Note that if you pick unsuitable accommodations, your workation is unlikely to go as planned.

That’s why you should take your time with this decision. Think about everything; here are some ideas to help you narrow down the search:

  • Do you want to eat outside, cook for yourself, or enjoy a bed and breakfast?
  • Will you be working from your vacation home or at a co-working space?
  • Do you need additional gadgets?
  • Is Wi-Fi high-speed?
  • How noisy are the accommodations?

For long-term workations, the best choice of accommodation is either a house, apartment, a cabin or an apartment. All of these give you the option to cook for yourself and stay on budget and have sufficient space to set up your office.

Once you’ve decided, get to work once there. Set up your office, buy some groceries, drinks snacks, etc. Get to know the surroundings and enjoy your options.

5. Don’t Forget You’re Vacationing

Last but not least, find a balance between work and vacation. If you’re cooped up inside working all day, there’s no point in traveling anywhere. The easiest way to work things out is to establish a routine. Too much of either aspect is likely to affect your work, so plan well.

 Work when you’re most productive and enjoy your holiday in between. Mind the deadlines and daily goals, and you’re good to go.


As you can see, options are close to limitless when it comes to workations. Often, it is more difficult to decide on one solution as there will be many temptations available. That’s why you should take your time planning for your trip, choosing accommodations, and sticking to your routine. As for the rest, just decide once you’re there.

Published: November 30, 2021

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