How To Travel Without Quitting Your Job

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If you love travel but have a full-time job you don’t want to give up, keep reading. This article is full of all the tips you need to satiate your wanderlust without compromising your job. Because you deserve it all.

How To Travel Without Quitting Your Job Desert Photo Credit: Amanda Pointer

Have you ever found yourself wondering, “How can I travel while still working a 9-to-5?” You’re not alone. Our very own Amanda Pointer, Editor here at Two Wandering Soles, travel-enthusiast and former 9-to-5er, is going to share the her tips to satisfy your wanderlust while still killin’ it at the office.

We found ourselves nodding along as we read these tips, because damn, they make so much sense! If you work a 9-to-5 but still love to travel, we think this is a game-changer!

How to Make the Most of Limited Vacation Days

If you don’t feel cut-out for the endless nomadic lifestyle, aren’t down with leaving the comforts of home, friends and family for good, or maybe just love your job and don’t want to give up your career at this stage of your life, I hear you.

Before going fully nomadic in 2018, I held down a 9-to-5 career for the better part of a decade and really loved what I did. But if you’re like me, you still daydream of planning trips with vacation days you might not have. Don’t be discouraged – travel is still possible. You just need to get creative.

Here are some tips I’ve come up with to make the most of those limited vacation days, while continuing to feed your wanderlust.

1. Take red eye flights to cut down on travel days

Ravello, Amalfi Coast, Italy Photo Credit: Amanda Pointer

One of the most frustrating parts of travel – at least for me – is getting there. I know life is supposed to be about the journey and not about the destination, but when you’ve sat in an airport for 12 hours or missed a layover due to a delay, sometimes you just wish you could skip straight to the destination. Especially when you have precious little PTO days and are trying to make the most of your vacation time. 

To avoid tacking on an extra PTO day to either end of your vacation for travel days, try to book red-eye flights instead. You may not wake up feeling as bright-eyed and bushy-tailed as you would with a good night’s sleep in an actual bed. But if you pack the right accessories – a neck pillow, eye mask and ear plugs are a must – sleeping on an airplane just might give you an extra day or 2 in paradise. 

Related: Check out these expert tips for finding cheap flights anywhere you want to travel!

2. Plan ahead 

If you want to maximize your travel throughout the year, try planning out all of your vacation days for the entire year in advance.

This way you will know just how long you can stay on the overseas trip and how many weekend getaways you can squeeze into those precious summer months without going over your allotted PTO time, or worse, winding up at the end of the year with unused PTO days that are about to expire. 

Penguins in Cape Town Photo Credit: Amanda Pointer

3. Piggy-back on holidays

This may seem like a no-brainer to some, but when planning a trip abroad far in advance, sometimes it’s easy to overlook those “freebie” days we’re given off work.

If you’re planning to take a trip overseas and want to make the most of limited vacation, try planning a 2-week vacation over a 3-day-weekend holiday like Memorial Day or Labor Day. That extra holiday in there can turn a 16-day vacation into only 9 PTO days when planned right (including weekends, of course). 

The New Years holiday is also a great time to plan a trip, as some companies offer extra holiday time. And if you play your cards right, you can use PTO days from both years in one trip.

If you’re considering traveling over the holidays and want to save money, work it out with your family to celebrate early. That way, you can fly on Christmas Eve or Christmas Day, when flights tend to be a bit cheaper!

4. Work remotely for part of your stay

Ravello, Amalfi Coast, Italy Image credit: Amanda Pointer

Not everyone has the luxury of a work-from-home job like myself, however many companies can be flexible about where you work if it’s only for a short time. Talk to your boss to see if you can work out a remote schedule during your vacation time. Working half days can turn 1 week of PTO time into a 2-week vacation if you don’t mind mixing business with pleasure. 

This can also work when traveling to countries with a major time difference, like in Europe. You can work from 9 AM – 1PM EST by signing online from 3PM – 7PM in Paris, France.

That still leaves you most of the day to explore the city and the evenings to relax and enjoy dinner or a night out. You can also cut down on “travel” time by working from the airport, on the long-haul flights or on train journeys. 

5. Tag on extra days to business trips

I work in a position that requires travel 3 weeks out of the year and I aim to make the most of that. Now, I don’t get any say in where I am traveling for work, and while on location for work I usually have very little free-time to explore, which is why I choose to piggy-back. 

Most companies won’t mind if you choose to fly home on a Sunday versus a Friday if the price of your flight isn’t much different. This way, you can take some time to explore your work-destination for your own pleasure.

You may even be able to negotiate the company rate with your hotel for your extended stay by speaking to your company’s travel planner ahead of time and explaining your intentions to stay longer. This will save you money on flights and accommodation, plus it cuts back on travel time, since you are already there for work. 

If your position doesn’t involve any travel, you can always look for new training opportunities or seminars in other cities that would boost your skills, and pitch the idea to your boss. 

Cinque Terre, Italy Image credit: Amanda Pointer

6. Make the most of your own backyard

My final tip is not to forget about the wonders you can find in your own backyard. No matter where you live or how long you’ve lived there, looking at your hometown like a tourist can open you up to new experiences. 

You don’t always need a plane ticket to travel; sometimes a short car ride can take you off the beaten path and into new territory. Try exploring a place you may have frequented as a child but haven’t revisited as an adult for a new perspective. When PTO is in short-supply, a staycation just might be the cure to your wanderlust. 

Need help planning the perfect trip?

Be sure to check out our Travel Planning homepage for resources on everything you need to know from how to get started to packing and more! Or you can read some of our favorite articles about planning your next trip below. 

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How To Travel Without Quitting Your Job | Two Wandering Soles
How To Travel Without Quitting Your Job | Two Wandering Soles

We want to hear from you!

How do you find ways to make the most of your vacation days at work? Do you have any other tips we should add to this list? Comment below and let us know!

Comments (4) on “How To Travel Without Quitting Your Job

    • ktdieder@gmail.com says:

      Agreed! Amanda did a great job of breaking it all down to show people how to travel while also rocking their jobs!

  1. chris.emick@gmail.com says:

    Great post Amanda!
    Giving #4 a shot next year when travelling to Ecuador. Got it approved and going to wedge 1 week of remote work in the middle of a 3 week vacation. My wife and daughters are going to take that week to explore the city, do some volunteer work and we’ll still have the evenings to explore as a fam.

    • ktdieder@gmail.com says:

      I will say thank you on behalf of Amanda! She is in the process of starting her own blog and is super passionate about fitting in some epic trips while holding down a job she loves. Good luck working remotely in Ecuador – what a fantastic experience that will be for your family! We’d love to hear how it goes. Ecuador is amazing!

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