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Travel Planning: Part One — You Might Want to Travel the World. Now What? Considerations for Long-Term Travel

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In part one of this two-part series, we will walk through discussions to have prior to organizing a long-term trip and the tactical steps you need to take prior to taking off for your adventure.


There are few things more exciting than translating the dream of travel into reality.

While movies lead us to believe that setting off requires little more than researching a handful of destinations, purchasing a ticket, and packing,  it’s actually more nuanced than that. 

Yes, there are people who sell everything, purchase a one-way ticket and figure it out on the go, without a timeline for return home. 

We’d bet that the majority of folks don’t fall into that category. For those who are looking to take a more structured approach, this post is for you.

It is through our learned experience that we implore you to think about how traveling for an extended period of time (however defined by you) may impact your life. We’re talking about everything from housing, career, dependents, finances and even the internal changes that can happen as you fundamentally change your surroundings.

Our story

It was over dinner in Austin, Texas, that our plan to travel the world was born. A conversation that started by reminiscing of our favorite travels together turned into what we hoped for in our future. 

When we first thought about traveling , we never imagined we’d find our way to Struga, Lake Ohrid, Macedonia

We were newly engaged, still creating drafts to as what a life with one another looked like. While we didn’t have all the specifics — who really does — we shared an enduring sense of adventure and desire to explore cultures outside of our own. 

We contemplated how long-term travel might impact our respective careers and our finances. We went back and forth about what to do with our apartment and our material possessions.

Moving from hypothetical conversation to formulating a real plan

Over the next months, the thoughts shared over that dinner in Austin turned more formal. If we were going to do this, we needed to create a real plan. A plan that considered things like how, and when, we’d inform our workplaces about our trip. A timeline of what needed to be done before we departed. Throughout our planning, we continuously asked one another if this what the other really wanted to do.

We made the decision to move forward and do the trip because we thought it was a once-in-a-lifetime window of opportunity to build a foundation for a future marriage.

The plan was as follows: we would travel in six month stretches, with two-week visits home. We wanted to travel light by living out of two Kelty 40L backpacks and a single personal item each. We would only return back to the States outside of our scheduled flights home in the event of a family member’s death. We wanted to visit a variety of countries and cultures — and in the end our trip turned into a five continent, 35 country, 250 city expedition.

It did take time to determine the specifics — everything from how long, to where, to how much we felt comfortable spending. It was an exercise that we went through multiple times — and it very much mattered because had we not understood one another’s answers, we would have been in for a world of friction and headaches later in the trip.

Assess how travel will impact you

To help other travelers get the most from their journeys, we’ve compiled a series of questions that you can think through as you consider any kind of long-term travel. We’ve kept the list to the basics for you to expand to the particulars of your own life.

If you’re planning on traveling with someone else, we can’t stress enough that you talk through these answers together. We’ve met a number of travelers along the way who discover early on that they aren’t actually compatible travel mates. It leads to quite a bit of turmoil, and unfortunately, spoiled friendships.

The goal of these questions is to get a sense of what you are looking to get out of the trip, assess your day-to-day life looks and how things might change once you’re on the road.

Work through these questions a couple of times over a month to ensure that you’ve had adequate processing time. Once you feel you’ve got a good grasp on your answers, begin pulling together a more formal plan for how you would approach this trip given your current station in life.


Questions to ask yourself before you travel long-term

Travel Style

Dependents (Pets)

Career

Finances

Housing + Material Possessions

Health + Insurance


In part two of this series, we walk through the logistical and tactical items that we completed prior to departure.

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