Category: Planes & Trains

Rock n’ rollAsheville, NC

Airport rocking chairs sketch by Chandler O'Leary

Speaking of quiet places, usually the last place I’d think of as meditative is the airport. In fact, airports are usually at the top of the list of places that send my stress levels sky high (yet another reason I’m not a huge fan of flying). I should have known better about the Asheville airport,… More

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The final tallyFlorida to Washington

Road trip map sketch by Chandler O'Leary

If you happen to follow along on Instagram or Facebook, you’ll know I’ve just returned from a 4000+ mile road trip across the south and west of the county. One of the things I like to do at the end of a trip (and the end of my sketchbook) is a map and recap of… More

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Quick n’ dirtyColumbia River, WA

Columbia River sketch by Chandler O'Leary

And then there are sketches where I don’t have the luxury of time. I did this sketch from a (however slowly) moving train, so I frantically blocked out the drawing in pen, and then approximated the color based on whatever was currently passing by my window. It’s maybe not the most precise or accurate way… More

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Indigo-a-go-goPuget Sound, WA

Puget Sound sketch by Chandler O'Leary

It’s on my list today to refill the pans in my paintbox—starting with indigo, which is most in need of it. Before I moved to Washington, I didn’t use indigo—it just wasn’t a color I needed often, and if I did, I could mix a reasonable facsimile. But now that I live here, and the… More

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Killing timeSomewhere over Springfield, MO

Airplane still life sketch by Chandler O'Leary

If I’m traveling by car, you can put me in any landscape—even the most barren, treeless, flat places that most sane people would label “dull”—and I’ll be fascinated. No matter how long the trip and unvarying the scenery, there’s always something for me to sketch, some vista to marvel over. Put me in an airplane… More

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DetourLake Shore Drive, Chicago, IL

Chicago sketch by Chandler O'Leary

For as disorienting as being awoken before dawn by owls can be, it’s nothing compared to how it feels when you suddenly find yourself on the opposite end of the country than you planned to be. When you’re expecting to land in Houston, and what you get is a hurricane in your path, a sudden… More

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T-timeBoston, MA

Boston commuter train sketch by Chandler O'Leary

Twice in my life (about 15 years apart) I’ve lived within an hour of Boston; and a couple of years ago I got to show the Tailor around my old stomping grounds. The city’s undergone a lot of transformations in recent years (Big Dig, I’m looking at you), but I love that the trip in… More

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