A third time in Ireland has Kenny hitchhiking, helping friends with the Yoga Mandala Project, finding a leprechaun in Kilkenny and running into friends from the States. ==== Support the show and Kenny's other projects while getting some bonuses here: https://www.patreon.com/kennyflannery Kenny's written two books available on Amazon in paperback, e…

A short hitchhiking ride becomes a long ride and unexpected trip to a record-breaking blizzard in Tahoe full of good times, and propels Kenny to New York City, London, and ultimately Ireland for another great adventure ahead. ==== Support the show and Kenny's other projects while getting some bonuses here: https://www.patreon.com/kennyflannery Kenn…

Trip Hopping isn't here yet, but Kenny wants to share a little preview of what it's all about and potentially how you can get involved. A kick-ass travel app is coming, and here's what you can expect. Go to https://www.magicmind.com/JANfreestyletravel for 1 month free when subscribing for 3 months. Use my code KENF20 get an extra 20% off, for a who…

Live hitchhiking! I recorded this episode through the day hitchhiking from Laughlin in Nevada to Phoenix in Arizona. Listen to every step of the way as I navigate my way there using my feet and my thumb. Go to https://www.magicmind.com/JANfreestyletravel for 1 month free when subscribing for 3 months. Use my code KENF20 get an extra 20% off, for a …

After catching up with family in Wyoming, Kenny revisits some Hopping breweries and hitchhikes his way to Vegas on an awesome day coming from seeing friends in Salt Lake City. Vegas shenanigans ensure, talk of a coming travel app, and good times ahead. Go to https://www.magicmind.com/freestyletravel and get 56% off your subscription for the next 10…

Kenny hitchhikes from Mississippi to North Carolina and gets the longest ride in a Tesla he's gotten so far. More tripping around from there, including a cold night heading towards Florida, state police interrupting the day, and getting all the way out to Wyoming. Go to https://www.magicmind.com/freestyletravel and get 56% off your subscription for…

David is back on the show, this time in New Orleans to talk about his travels the past few years and what he's been getting into. Kenny talks about getting from San Diego to New Orleans and good times on Halloween. Go to https://www.magicmind.com/freestyletravel and get 56% off your subscription for the next 10 days with my code: KENNY20. Stay in t…

Sean is one of Kenny's childhood friends and was his roommate just before Kenny started his life on the road. The two talk travel and philosophy while catching up on good times around San Diego.====Support the show and Kenny's other projects while getting some bonuses here: https://www.patreon.com/kennyflanneryKenny's written two books available on…

This past month Kenny's been on trains, planes, hitchhiking, buses and staying everywhere from fancy hotels to friend's places and camping off the side of the road. This episode takes you through the midwest starting in Chicago on down through the likes of Saint Louis, Indianapolis, Michigan and ultimately California. ==== Support the show and Kenn…

Robert Struggles makes his debut on the Freestyle Travel Show, telling his story from meeting Kenny online while getting inspired to travel, to finally hitting the road and making some trips around the world. Afterwards, Kenny talks about hitchhiking through Iowa, Minnesota, and filming Hopping episodes on the way to meet up with Robert in Chicago.…

Liz Stewart makes her fifth appearance on the show, this time in Iowa, where she's been living for nearly the past year as she's battled to stay clean with her presidential cat sidekick. Kenny hitchhiked on over from Wyoming to see her, film some Hopping episodes, and have a book signing while in town for Nomadic Moonlight. It was the busiest weeke…

Hitchhiking from Portland to Wyoming by way of Idaho with a fun drunk lady, happy days in Stanley, and Hopping in Teton Valley. ==== Support the show and Kenny's other projects while getting some bonuses here: https://www.patreon.com/kennyflannery Kenny's written two books available on Amazon in paperback, eBook and audiobook: "A Six-Pack of Hitchh…

Hitchhiking to Portland from Southern California after also hitching to Arizona to see friends, popping through Vegas, and starting the brewery book tour. A fun summer begins. ==== Support the show and Kenny's other projects while getting some bonuses here: https://www.patreon.com/kennyflannery Kenny's written two books available on Amazon in paper…

In this episode, we hitchhike with Kenny from Northern California to Southern California. Slow hitchhiking days, fast days, an angry cop, free money, hiking to mountain tops, catching up with an old friend - all the things! ==== Support the show and Kenny's other projects while getting some bonuses here: https://www.patreon.com/kennyflannery Kenny'…

Hitchhiking from Arizona to Nevada and on towards Chico, California in this one. Also some news about the new book and what's been going on lately. ==== Support the show and Kenny's other projects while getting some bonuses here: https://www.patreon.com/kennyflannery Kenny's book "A Six-Pack of Hitchhiking Stories" is available on Amazon in paperba…

Hitched a ride with border patrol and tips on getting free rooms at casinos highlight this episode, where I take you on my trips from San Diego to LA, Nevada and a cabin in Arizona. Cheers!====Support the show and Kenny's other projects while getting some bonuses here: https://www.patreon.com/kennyflanneryKenny's book "A Six-Pack of Hitchhiking Sto…

Hitchhiking, buses, planes, more hitchhiking... whatever it takes to get from coast to coast on this trip from North Carolina to San Diego. Stayed with people who picked me up hitchhiking, camping, with friends, in free casino rooms, and ultimately at a house-sitting gig. Enjoy the adventure!====Support the show and Kenny's other projects while get…

A new BivyPack, a look at TrustedHousesitters, and hitchhiking stories are highlighted in this latest episode, recorded in North Carolina.As mentioned in the episode, here's my referral code for TrustedHousesitters: https://www.trustedhousesitters.com/refer/RAF611064/?utm_source=copy-link&utm_medium=refer-a-friend&utm_campaign=refer-a-friend====Sup…

Tys Sniffen makes an innovative travel backpack. He shows it off and he and Kenny compare bag styles and travel philosophy, while also discussing Trustroots and travel hospitality networks. Afterward, Kenny catches you up his coastal hitchhiking in California and beyond, as well as plans for his new backpack design.Use promo code FREESTYLETRAVEL at…

Zane Lamprey is a standup comedian known for his shows like "Drinking Made Easy" where he travels and drinks. Sound familiar? That's why he's on the show. I catch up with him backstage in Reno before his show, then tell the story of hitchhiking here.https://www.zanelamprey.comhttps://pleepleus.com====Support the show and Kenny's other projects whil…

Typical Vegas nonsense is followed by a fishing trip in Idaho and hitchhiking around Jackson Hole, Wyoming.====Support the show and Kenny's other projects while getting some bonuses here: https://www.patreon.com/kennyflanneryKenny's book "A Six-Pack of Hitchhiking Stories" is available on Amazon in paperback, eBook and audiobook formats: https://am…

Kenny hitchhikes from Louisiana to Nevada, by way of Dallas, Carlsbad, and a beer-filled good time in Phoenix.====Support the show and Kenny's other projects while getting some bonuses here: https://www.patreon.com/kennyflanneryKenny's book "A Six-Pack of Hitchhiking Stories" is available on Amazon in paperback, eBook and audiobook formats: https:/…

A free Caribbean cruise, the release of the Hopping beer/travel show, and a spontaneous mission to hit every Mississippi brewery in under 24 hours lead Kenny to yet another free casino stay near Shreveport, Louisiana.====Support the show and Kenny's other projects while getting some bonuses here: https://www.patreon.com/kennyflanneryKenny's book "A…

Kenny is in New Orleans after hitchhiking around Texas to Austin for South By Southwest and other kicks, a night in Houston, and a good long day hitching to Louisiana. The cruise is coming up, and excitement is building.== Kenny's projects ==Kenny's book "A Six-Pack of Hitchhiking Stories" is available on Amazon in paperback, eBook and audiobook fo…

Liz Stewart returns to the podcast, now clean while living and working in rural Texas on a beautiful property that hosts luxury events like weddings and culinary experiences. Kenny hitched on out to pay her a visit and hear her most recent stories of beating addiction.Afterwards you get a little catch up on Kenny's travels from New York to Nevada, …

Couchers.org came about after Couchsurfing.com put up its paywall in 2020, leaving many hosts and travelers looking for an alternative. Itsi Weinstock, one of Couchers' co-founders, sits down with Kenny to talk about their mission, how far they've come, and what's in store for the hospitality network. After their discussion, Kenny catches you up on…

Matt Stove was on the road for years, hitchhiking all over the world, and now he's in the position to give travelers a little slice of heaven here in Vermont. Kenny then catches you up on the past couple of months of his travels, which involves a ridiculous Vegas run.To contact Matt, visit https://sliceofheaven.us/== Kenny's projects ==Kenny's book…

Gambling, hitchhiking, stealth camping, fancy hotels, old friends, trains, planes, Vegas, poker, and heaps or marijuana are packed into this past month. Enjoy!== Kenny's projects ==Kenny's book "A Six-Pack of Hitchhiking Stories" is available on Amazon in paperback, eBook and audiobook formats: https://amzn.to/2IynlFmKenny designed the transforming…

Over the past month, I've covered thousands of miles hitching rides with 18-wheelers and other drivers while bouncing between four casinos offering me comped rooms, and also celebrating at a family wedding. It's been a trip.== Kenny's projects ==Kenny's book "A Six-Pack of Hitchhiking Stories" is available on Amazon in paperback, eBook and audioboo…

Molly is a legend, a traveler, and a friend of Kenny's that's hitchhiked around the world, hiked for months on end, and partied without any stopping in sight. They recount their stories of meeting and early travels, then Kenny catches you up on the marijuana ranch he's landed in.== Kenny's projects ==Kenny's book "A Six-Pack of Hitchhiking Stories"…

Season 2 of Hopping had Kenny hitchhiking from Denver to Portland to visit amazing craft breweries, enjoy the spoils of the road, and deal with more drama than he bargained for. The episodes won't be released for several months, but you can hear Kenny tell about the adventure here, as well as what he's been getting into since wrapping up filming.If…

Hopping is Kenny's show all about beer and backpacking, and the start of filming is just a month away. Before May 5, 2021 you can still back the project on Kickstarter: https://www.kickstarter.com/projects/kennyflannery/hopping-the-backpacking-beer-adventure-continues?ref=erkua6Kenny also catches you up on the past month of dog sitting and running …

Getting back into Florida Kenny decided to do even more walking and brewery visiting than usual. All told, he went to 75 different Florida breweries after the latest trip from Key West to the panhandle.== Kenny's projects ==Kenny's book "A Six-Pack of Hitchhiking Stories" is available on Amazon in paperback, eBook and audiobook formats: https://amz…

The best part of freestyle travel is leaving yourself open to spontaneous opportunities. Just such a thing happened while hitchhiking around Florida, visiting a great brewery, and sending an off-hand "how's it been" text to an old friend.This episode gets into Kenny's hitching out of Saint Petersburg, Florida, meeting a string of interesting people…

Long-term and even indefinite travel is easier than most people think. I'll break down travel rhythms & styles, how to break away, what it's like day-to-day, and how the money works.I'll also catch you up on my travels since Kansas City to here in Florida and what's been happening here.Link to a blog post on the same topic: https://www.hobolifestyl…

Liz Stewart returns to the podcast to tell the next chapter in her journey, as Kenny catches up with her in Kansas City to start 2021. From her past two appearances you've heard how she organized the March for Marijuana in Alabama, then bailed on it and disappeared, got caught up in addiction leading to burning out in New Mexico before finally reco…

There are certain reoccurring "types" of people who pick up hitchhikers. Kenny breaks down some of these types using examples from his latest journey from North Carolina to Wyoming. Also, he lays out his hitchhiking statistics from the year 2020.== Kenny's projects ==Kenny's book "A Six-Pack of Hitchhiking Stories" is available on Amazon in paperba…

Chatting about all the gear to pack while traveling while keeping your backpack under fifteen pounds (or at least as light as possible). There's a focus on cameras, microphones, drones, and other minimal gear you can pack to create videos and podcasts without weighing yourself down.Kenny also talks about the hurricane in Mississippi and wet hitchhi…

Nick Noyes and I filmed "Hopping: The backpacking beer adventure" back in January and released episodes on YouTube this past summer. We crack some beers and talk about the adventure, the upcoming second season, and whatever else comes to mind.== Kenny's projects ==Kenny's book "A Six-Pack of Hitchhiking Stories" is available on Amazon in paperback,…

After a mysterious disappearance of gear, Kenny hits the road and covers many miles and states hitchhiking, and miraculously gets some closure on that mystery. Follow his rambling journey from Montana to Idaho and eventually to Minnesota by way of friends and new friends and plenty of good times.== Kenny's projects ==Kenny's book "A Six-Pack of Hit…

Waking up in a yard in Montana, unsure how I got there, and later unsure where some of my stuff had gone to. I unwrap that mystery and police involvement. All that after talking about hitchhiking through Glacier National Park and more of beautiful Montana. == Kenny's projects ==Kenny's book "A Six-Pack of Hitchhiking Stories" is available on Amazon…

Hitchhiking around Montana has proven beautiful. Kenny talks about dumb mistakes, great rides, stealth camping, brewery visits, and what's going on in Montana.== Kenny's projects ==Kenny's book "A Six-Pack of Hitchhiking Stories" is available on Amazon in paperback, eBook and audiobook formats: https://amzn.to/2IynlFmKenny designed the transforming…

Kenny talks about travel in the states right now, the fate of Couchsurfing, a Google Fi & Google Voice travel hack, and his most recent travels through Wyoming.== Kenny's projects ==Kenny's book "A Six-Pack of Hitchhiking Stories" is available on Amazon in paperback, eBook and audiobook formats: https://amzn.to/2IynlFmKenny designed the transformin…

After a long shutdown in the south, Kenny jumps at the first window to hitchhike up to New York City. The world is as open as he hoped, his projects are flourishing and good times are rolling.== Kenny's projects ==Kenny's book "A Six-Pack of Hitchhiking Stories" is available on Amazon in paperback, eBook and audiobook formats: https://amzn.to/2Iynl…

David is on an indefinite trip living many different lives as he swirls through the universe. Kenny sits down and chats about everything from psychedelic experiences to the travel mindset and plenty more. Just before talking with David, you'll get caught up on Kenny's time spent in the quarantine making his latest BivyPack prototype and brewing som…

Living indefinitely out of a backpack becomes strange when the world decides to shutdown. Kenny shares his perspective as the dominoes keep falling.== Kenny's projects ==Kenny's book "A Six-Pack of Hitchhiking Stories" is available on Amazon: https://amzn.to/2IynlFmKenny designed the transforming BivyPack and recommends third-party travel gear at h…

Trimming weed over the years has earned me and countless other funds to travel the world. I dig into the California marijuana harvest explaining what it's like, how I discovered it and how it's changing. Afterward, I tell my most recent trimming and travel stories, including Mardi Gras in New Orleans.Hopping YouTube Channel: https://www.youtube.com…

Filming "Hopping" the past few weeks has been an adventure, featuring breweries from Vegas to Arizona and California with a whole lot of hitchhiking and freestyle travel in between. Kenny recaps how the shooting went and what's coming next.https://www.hobolifestyle.com/HoppingHopping YouTube Channel: https://www.youtube.com/channel/UCfXaLWSy018ONXI…

The Kickstarter for "Hopping" was a success! With three weeks until filming, Kenny talks about what's to come, as well as the beaches and hitchhiking experiences he's had so far in Puerto Rico.Hopping YouTube Channel: https://www.youtube.com/Hopping--Kenny's book "A Six-Pack of Hitchhiking Stories" is available on Amazon: https://amzn.to/2IynlFmYou…

Hitchhiking from Mississippi to Florida went well, with good friends in Tampa and Fort Lauderdale at the other end. A flight from Miami to Puerto Rico then kicks off the next adventure. Also some talk of the upcoming series "Hopping" Kenny will be filming this winter, the backpacking beer adventure.Hopping YouTube Channel: https://www.youtube.com/H…