Freestyle Travel Show

Kenny hitchhikes from North Carolina to Colorado via Indiana, Michigan, Minnesota, Iowa, and Kansas City. Catch up with friends, stealth camp, deal with police, drink some beers, and take the ride. Join in on Kenny's app, use travel tools, and meet other travelers: https://www.triphopping.com Really interested? Check out the volunteer form to help improve Trip Hopping in whatever way that you...

Kenny talks to a friend and previous guest, Christian Cronin, as they cruise out of Mississippi on a little road trip. After, Kenny catches you up getting from Peru to Florida, a casino fail, doing bike deliveries, and hitchhiking to Mississippi to make his latest backpack. Join in on Kenny's app, use travel tools, and meet other travelers: https://www.triphopping.com Really interested? Check...

After reaching the bottom of South America, Kenny turns around and starts hitching north via the east. A long desert truck ride through Argentina to Buenos Aries, through Uruguay, into Brazil, epic waterfalls, Paraguay, sketchy dirt road hitchhiking in Bolivia, and eventually to Cusco, Peru. Join in on Kenny's app, use travel tools, and meet other travelers: https://www.triphopping.com Really...

Kenny hitchhikes from Peru to the end of the road in Tierra del Fuego, the bottom of South America. Camping, getting a phone stolen, meeting other travelers, and insane beauty line the road down. Join in on Kenny's app, use travel tools, and meet other travelers: https://www.triphopping.com Really interested? Check out the volunteer form to help improve Trip Hopping in whatever way that you ar...

Kenny travels thousands of miles from Arizona to Texas, to the East Coast, south to Florida, across to Wyoming, south through Utah and Vegas, back to Arizona, and again back to Texas. New friends, old friends, family, random generosity, casino wins, trucks, and other madness set up an impending visit back to Peru. Join in on Kenny's app, use travel tools, and meet other travelers: https://www....

Kenny hitchhikes to Arizona for another Trip Hopping collective. Besides releasing the iOS app and other improvements, some little van trips up to Northern Arizona prove to be good times as well. Join in on Kenny's app, use travel tools, and meet other travelers: https://www.triphopping.com Really interested? Check out the volunteer form to help improve Trip Hopping in whatever way that you ar...

Kenny hitches from Wyoming to Salt Lake to see a friend, to Reno to get kicked out of a casino, to Sacramento and Chico to see more friends, and south to LA and San Diego. Inching closer to Phoenix for the Trip Hopping collective, things are working out. Join in on Kenny's app, use travel tools, and meet other travelers: https://www.triphopping.com Really interested? Check out the volunteer fo...

Kenny puts out an invite to the upcoming Trip Hopping collective and talks about hitchhiking from the Midwest to Montana and Wyoming. Reach out if you're interested in coming to Arizona this October for the collective to be a part of all things Trip Hopping. Join in on Kenny's app, use travel tools, and meet other travelers: https://www.triphopping.com Really interested? Check out the volu...

Liz Stewart strikes again, thriving in Sioux City. Kenny hitches to Iowa to catch up with her in her downtown studio space to hear what she's been up to. Join in on Kenny's app, use travel tools, and meet other travelers: https://www.triphopping.com Really interested? Check out the volunteer form to help improve Trip Hopping in whatever way that you are uniquely qualified to do: https://do...

Hitchhiking through the Midwest from Nashville, to Indy, up through Michigan and down to Wisconsin and Iowa. Kenny catches up with friends, meets plenty of people on the road, and is sure to have a beer or two every step of the way. Join in on Kenny's app, use travel tools, and meet other travelers: https://www.triphopping.com Really interested? Check out the volunteer form to help improve Tri...

Kenny flies from Greece to New York City and begins tripping on down the east coast before turning westbound. Catch up with old friends and family, get some interesting rides hitchhiking, and take advantage of a housesitting site in another freestyle adventure. Join in on Kenny's app, use travel tools, and meet other travelers: https://www.triphopping.com Really interested? Check out the volun...

Hitchhiking from Portugal 4,200+ kilometers over 11 days, catching 59 rides dealing with police in multiple countries, getting soaked, sleeping everywhere, and all for a cheap plane ticket. Join in on Kenny's app, use travel tools, and meet other travelers: https://www.triphopping.com Really interested? Check out the volunteer form to help improve Trip Hopping in whatever way that you are uniq...

Kenny hitchhikes 2,500+ kilometers in one stretch from Holland to the south of Spain. The four day journey involves the Eiffel Tower at midnight, stealth camping, navigating the rain, being taken in by a couple armed with local wine & congac from the region, driving a van for 1,000 kilometers, and all the good stuff that keeps Kenny on the road. You have a limited offer you can use now for Mag...

After England, Kenny uses a budget airline to skip to Germany, where hitchhiking to Amsterdam is easy. Good times there lead to another short hitch to see another old friend, also in The Netherlands. You have a limited offer you can use now for Magic Mind, that gets you up to 48% off your first subscription or 20% off one-time purchases with code https://www.magicmind.com/FREESTYLELT at checkout J...

Over in England, Kenny hitchhikes to Poole to help a friend with her project, then makes his way up to Liverpool before planning his escape from the UK. You have a limited offer you can use now for Magic Mind, that gets you up to 48% off your first subscription or 20% off one-time purchases with code https://www.magicmind.com/FREESTYLELT at checkout Join in on Kenny's app, use travel tools, an...

A surprise trip to England required hitchhiking through the desert to Las Vegas to catch a flight, but the police complicate the matter and Kenny is cutting it close. Plus some Trip Hopping updates. Join in on Kenny's app, use travel tools, and meet other travelers: https://www.triphopping.com Really interested? Check out the volunteer form to help improve Trip Hopping in whatever way that you...

Kenny hitchhikes out of the worst place in the world (for hitchhiking, Los Angeles) to San Diego to see some friends. Afterward, he hitchhikes into the desert via long lonely roads in a roundabout way to Phoenix to get cracking on the Trip Hopping app. Join in on Kenny's app, use travel tools, and meet other travelers: https://www.triphopping.com Really interested? Check out the volunteer form...

Kenny hitchhikes to the north of California and all the way down to Los Angeles. Along the way he sees friends, family, meets some new people and wakes up sliding down hills. To try out the Trip Hopping Android app, you can request to join this group for a link: https://groups.google.com/g/trip-hopping-testers Really interested? Check out the volunteer form to help improve Trip Hopping in whatever...

2025 has begun traveling from Wyoming to Salt Lake City, Reno, and California. Kenny talks about some interesting rides and reflects on what it's like revisiting people and places over a nearly 18-year span of living out of a backpack around the world. To try out the Trip Hopping Android app, you can request to join this group for a link: https://groups.google.com/g/trip-hopping-testers Really int...

Kenny compiles the hitchhiking statistics from 2024 and recaps a year of traveling through 34 countries. It was a great year, give a listen to hear how many days he hitchhiked, how many rides he got, how far he traveled, and some of the stories along the way. To try out the Trip Hopping Android app, you can request to join this group for a link: https://groups.google.com/g/trip-hopping-testers Rea...

Kenny hitchhikes from North Carolina to Arizona. A few friends are on the path, some state troopers offer some rides, and some very interesting people help keep the trip moving along. To try out the Trip Hopping Android app, you can request to join this group for a link: https://groups.google.com/g/trip-hopping-testers Really interested? Check out the volunteer form to help improve Trip Hopping in...

Kenny is back in the USA and hitchhiking from Pennsylvania to Atlantic City for the first time, then through Delaware to Virginia and North Carolina. Gambling, breweries, new friends and family all on the path. To try out the Trip Hopping Android app, you can request to join this group for a link: https://groups.google.com/g/trip-hopping-testers Really interested? Check out the volunteer form to h...

A transit trip through Iceland proves very beautiful during a week of hitchhiking around the island, but gets ugly at the airport when Kenny's pulled off the plane and delayed for a day dealing with security and police. To try out the Trip Hopping Android app, you can request to join this group for a link: https://groups.google.com/g/trip-hopping-testers Really interested? Check out the volunteer...

Hitchhiking from Turkey to the Balkans involves a high-speed police chase while hitchhiking, making the news in Kosovo, beautiful hiking, escaping before the police arrive again, and generally meeting friendly people along the route. To try out the Trip Hopping Android app, you can request to join this group for a link: https://groups.google.com/g/trip-hopping-testers Really interested? Check out...

Kenny hitchhikes the border from Armenia to Georgia and into Turkey, experiencing generosity, police, and a lot of steep camping. To try out the Trip Hopping Android app, you can request to join this group for a link: https://groups.google.com/g/trip-hopping-testers Really interested? Check out the volunteer form to help improve Trip Hopping in whatever way that are uniquely qualified to do, or pe...