Showing posts from July, 2014

Jackson Hole Hiking and Tipping Points

Jackson Hole is one of my favorite places on the planet to visit. I went there first when I was just a kid and haven't gone much more …

Out of Tucson and Short Visit to SoCal

After a half day and then a full day of getting no rides out of Tucson, we were under a third sun hoping things would turn around for us. …

Hitting a Hitchhiking Wall in Tucson After Mexico Trip

Our time in San Carlos was relaxing, now we were aiming ourselves back to California. My sister was driving from Hollywood to Jackson Hole,…

Hitchhiking Maps Videos

I love Google Maps, it's true. There's many reasons why, but one thing I use it for a lot is to aid my hitchhiking, whether it'…

Hitchhiking to San Carlos for a Boat and Relaxation

Mexico was now on our minds, waking up in the rare hotel room there in Southern California. A friend I'd met in Utah some years back t…

Travel Advice

Ultralight Packing Hitchhiking Where to sleep Spending and Making Money Freestyle Travel Show podcast Travel gear
See all travel advice

@HoboLifestyle on Instagram


Buy some of Kenny Flannery's photography here.

Hobo Travel Gear