How NOT to Feel Overwhelmed When Trip Planning

Last Updated: 7/17/2023 | July 17th, 2023

Planning a trip can be stressful.

Where do you start?

What’s step one? What’s step two? Will everything work out OK? Is there a best route to take? How figure out what to do? What do you book first?

There’s a lot to think about, especially if you’re going for a really long trip.

Taking time off and traveling around the world is a big life change, and it’s easy to feel overwhelmed. Multi-month trips don’t just happen. There’s a lot of planning that is needed to make your dream a reality.

And that endless list to do can feel overwhelming sometimes.

So how do you manage to stop feeling overwhelmed?

It’s not as hard as you think — and I’ve developed a unique four-step process to help (patent pending):

First, buy your plane ticket to where you want to go first. (Not sure where you want to start? Simple. Start where the airfare is the cheapest.) All you need is the first flight.

Second, turn off the computer and stop visiting 93,754,302,948,320 websites about travel (except for mine — you should always read mine!). You’ll suffer from information overload if you don’t.

Third, go out with your friends and celebrate the start date of your trip.

Fourth, smile.

There – that’s it. You bought your plane ticket. You’re going. There’s no turning back. There’s no need to worry anymore. All other planning is secondary.

I once heard at an industry event that people will look at up to 20 websites over the course of 40 hours as they plan a two week vacation. That’s insane. You don’t need to do that much research.

No wonder I get so many emails from people saying “Matt, I feel like I’m in over my head.”

Information is power, but in our information-overload society, too much information leave us conflicted and powerless.

I understand you might be feeling a lot of anxiety planning your trip since you want to make sure everything goes right. I remember what it was like when I was planning my first trip. I had every guidebook under the sun in my room. I created spreadsheets. I researched everything. I had multiple itineraries drawn up. I had lists upon lists. I was constantly worried about having “the perfect trip.”

I’ve been there but I can tell you from years of experience that the more you plan your trip, the more anxiety you will face. You’re going to overwhelm yourself with so much information that you’re going to do nothing but stress over it.

Planning gives you a…