How to Make Travel More Enjoyable by Finding “Your Thing”

By Sean Ogle •  Updated: 12/23/21 •  4 min read

How to Make Travel More Enjoyable by Finding _Your Thing_While I had no idea at the time, 8 years ago I had an experience that would shape the way I traveled for years to come.

Late in 2010, I crossed off a big bucket list item for me of going to NYC.

Now the Big Apple is probably the place I visit most routinely outside of Oregon, but at the time it was a really big deal.

I’ll spare you the backstory of how it came to be, but on my first day in the City, a friend of a friend who I’d only met once prior, offered to take me on a bar tour of the city.

We called it the Highline Pub Crawl.

We’d wander a short section of New York’s famed Highline, and then stop off for a drink at a local bar.

It was one of the most memorable travel experiences I’d had at the time, as having never been to New York, it was all new and overwhelming.

We went to some of the fanciest places I’d ever been. I mean who had ever in a million years thought a gin and tonic could cost TWENTY SIX DOLLARS?!

(I still remember the first time I spent $10 on a drink in Thailand and it was paaaaaainful.)

Then we’d promptly head to an East Village dive bar for one of the three-dollar variety.

Seeing the City through the lens of its bars and cocktails was such an interesting experience for me, and this experience firmly planted a seed in my brain.

Now let’s fast forward 8 years.

I’m on a quest to visit the Top 100 bars in the world, and at 59/100, it’s fair to say I’ve made a significant dent.

You can check out the latest update on my quest here.

But here’s the deal.

While I love a good cocktail, having a “thing” when I travel has been one of the most beneficial decisions I’ve ever made.

When you drop the average person in say a place like London, they head to Big Ben, Buckingham Palace, Hyde Park and so on.

And sure, I hit all of those as well. Only I did it between visiting places like Happiness Forgets, Connaught Bar, and Lyaness – all being top 10 bars in the world at the time.

You see cocktail bars are my thing…

In every new city I visit, I do a little research to find the best bars, and then I build my sightseeing itinerary and meetings around that.

In most cases the best bars are often in some of the best parts of the City, so inevitably I end up seeing cool and interesting places.

To take it a step further, when you visit and sit at the bar, you get to talk to the bartender. And I’m not sure there is a better fount of local knowledge than the guy who makes drinks and talks to people for a living.

By making bars my “thing,” and to go even farther, my quest, it’s enhanced the enjoyment of all of my travels.

The more places you visit the more of an expert you become.

The more you know what to look for.

The more you begin to realize the small differences that take something from good to great.

It’s that knowledge that helps make each trip and experience both enjoyable and educational.

The only thing I might change about my “thing” is perhaps choosing something less expensive…

But to be clear, your “thing” can be something totally different and unique to you.

My friend John tries to find the best coffee in every city he visits.

Jodi seeks out the best soup.

Our right hand woman here at Location Rebel Liz, likes to visit major league ballparks.

And we all know about my fondness for seeking out a good golf course, as well.

But for you, maybe it’s finding the best city or farmers’ markets…


Street food…

Thrift stores…

Whatever your “thing” is back home? Make it your thing when you travel.

Not only will the education you get from the different experiences enhance your enjoyment of that hobby or thing, but it will make your travel experiences much more fulfilling in the process, and hopefully get you a little bit farther off the tourist trail.

Want help building a lifestyle business of your very own? Awesome, that’s what I’m here for.

Sean Ogle

Sean Ogle is the Founder of Location Rebel where he has spent the last 12+ years teaching people how to build online businesses that give them the freedom to do more of the things they like to do in life. When he's not in the coffee shops of Portland, or the beaches of Bali, he's probably sneaking into some other high-class establishment where he most certainly doesn't belong.
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3 comments on "How to Make Travel More Enjoyable by Finding “Your Thing”"

  1. Jub says:

    This one is epic Sean, and I think it’d go some way to preventing the overtourism that is happening in some parts of the world. We don’t take enough time to think about what we really want when we travel…we copy what the masses are doing. I’m guessing the top 100 bars are probably skewed somewhat towards the well known cities (no idea of the criteria), but nobody is going to have the same itinerary as you in London because of your thing./ramble.

    1. Sean Ogle says:

      Yeah for sure, but even in lesser known cities, they’re all going to have bars of some sort. So even if it’s not top 100 there is still something to go check out and a starting point.

  2. Great idea Sean. I remember you doing this with golf courses several years back? I am going to pick something tonight!

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