Freestyle Travel Show

Freestyle Travel Show
  • 4.9 (17)
  • SOCIETY & CULTURE

Travel freely, spontaneously and indefinitely. These stories, interviews and discussions are tailor-made for hitchhikers, backpackers, couchsurfers and all who love to travel.

  1. #129 - The End of The Road in South America

    FEB 19

    #129 - The End of The Road in South America

    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 are uniquely qualified to do: https://docs.google.com/forms/d/e/1FAIpQLSfoi6e8v5yPTVbUZvEexWgymt6iqhl_1kZ1meYGSALpzBpddg/viewform ==== 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 Hitchhiking Stories": https://amzn.to/2IynlFm "Nomadic Moonlight": https://amzn.to/40NjWc4 Kenny designed the transforming BivyPack and recommends third-party travel gear at http://www.FreestyleTravelGear.com Hopping YouTube Channel (Kenny's travel/beer series): https://www.youtube.com/Hopping == FOLLOW KENNY FLANNERY == @HoboLifestyle on Twitter, Instagram, Facebook, YouTube and http://www.hobolifestyle.com Sign up for Kenny's free newsletters: https://mailchi.mp/73c728259c7a/kennyflannery == KENNY'S TRAVEL PROMO CODES == - Get 30% off your TrustedHousesitters membership: https://www.trustedhousesitters.com/refer/RAF611064/?utm_source=copy-link&utm_medium=refer-a-friend&utm_campaign=refer-a-friend - Get a $20 credit on Airbnb: http://www.airbnb.com/c/kflannery16?s=8  - Get $20 off your Google Fi bill when you sign up with my code: TDW3EE - Free ride on uber: uberhobolifestyle  - Get fabric and materials from the same place I do to make my BivyPacks: https://ripstopbytheroll.com/?rfsn=6483074.61c931 You can freely download or subscribe to this show in many ways and everywhere podcasts can be found, check out http://www.freestyletravelshow.com. https://itunes.apple.com/us/podcast/freestyle-travel-show/id1229479428 http://www.twitter.com/freetravelshow http://www.facebook.com/freestyletravelshow RSS Feed: https://anchor.fm/s/ddb5efa4/podcast/rss Want to support the show? You can cashapp $kenflannery or venmo @kenflannery Thanks! Music in this episode is "Cali" performed by Cyderobin, written by Mark Tubridy.

    40 min
  2. #128 - End of Year USA Zig Zag

    JAN 20

    #128 - End of Year USA Zig Zag

    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.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://docs.google.com/forms/d/e/1FAIpQLSfoi6e8v5yPTVbUZvEexWgymt6iqhl_1kZ1meYGSALpzBpddg/viewform ==== 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 Hitchhiking Stories": https://amzn.to/2IynlFm "Nomadic Moonlight": https://amzn.to/40NjWc4 Kenny designed the transforming BivyPack and recommends third-party travel gear at http://www.FreestyleTravelGear.com Hopping YouTube Channel (Kenny's travel/beer series): https://www.youtube.com/Hopping == FOLLOW KENNY FLANNERY == @HoboLifestyle on Twitter, Instagram, Facebook, YouTube and http://www.hobolifestyle.com Sign up for Kenny's free newsletters: https://mailchi.mp/73c728259c7a/kennyflannery == KENNY'S TRAVEL PROMO CODES == - Get 30% off your TrustedHousesitters membership: https://www.trustedhousesitters.com/refer/RAF611064/?utm_source=copy-link&utm_medium=refer-a-friend&utm_campaign=refer-a-friend - Get a $20 credit on Airbnb: http://www.airbnb.com/c/kflannery16?s=8  - Get $20 off your Google Fi bill when you sign up with my code: TDW3EE - Free ride on uber: uberhobolifestyle  - Get fabric and materials from the same place I do to make my BivyPacks: https://ripstopbytheroll.com/?rfsn=6483074.61c931 You can freely download or subscribe to this show in many ways and everywhere podcasts can be found, check out http://www.freestyletravelshow.com. https://itunes.apple.com/us/podcast/freestyle-travel-show/id1229479428 http://www.twitter.com/freetravelshow http://www.facebook.com/freestyletravelshow RSS Feed: https://anchor.fm/s/ddb5efa4/podcast/rss Want to support the show? You can cashapp $kenflannery or venmo @kenflannery Thanks! Music in this episode is "Cali" performed by Cyderobin, written by Mark Tubridy.

    51 min
  3. #127 - Trip Hopping in Arizona

    11/09/2025

    #127 - Trip Hopping in Arizona

    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 are uniquely qualified to do: https://docs.google.com/forms/d/e/1FAIpQLSfoi6e8v5yPTVbUZvEexWgymt6iqhl_1kZ1meYGSALpzBpddg/viewform ==== 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 Hitchhiking Stories": https://amzn.to/2IynlFm "Nomadic Moonlight": https://amzn.to/40NjWc4 Kenny designed the transforming BivyPack and recommends third-party travel gear at http://www.FreestyleTravelGear.com Hopping YouTube Channel (Kenny's travel/beer series): https://www.youtube.com/Hopping == FOLLOW KENNY FLANNERY == @HoboLifestyle on Twitter, Instagram, Facebook, YouTube and http://www.hobolifestyle.com Sign up for Kenny's free newsletters: https://mailchi.mp/73c728259c7a/kennyflannery == KENNY'S TRAVEL PROMO CODES == - Get 30% off your TrustedHousesitters membership: https://www.trustedhousesitters.com/refer/RAF611064/?utm_source=copy-link&utm_medium=refer-a-friend&utm_campaign=refer-a-friend - Get a $20 credit on Airbnb: http://www.airbnb.com/c/kflannery16?s=8  - Get $20 off your Google Fi bill when you sign up with my code: TDW3EE - Free ride on uber: uberhobolifestyle  - Get fabric and materials from the same place I do to make my BivyPacks: https://ripstopbytheroll.com/?rfsn=6483074.61c931 You can freely download or subscribe to this show in many ways and everywhere podcasts can be found, check out http://www.freestyletravelshow.com. https://itunes.apple.com/us/podcast/freestyle-travel-show/id1229479428 http://www.twitter.com/freetravelshow http://www.facebook.com/freestyletravelshow RSS Feed: https://anchor.fm/s/ddb5efa4/podcast/rss Want to support the show? You can cashapp $kenflannery or venmo @kenflannery Thanks! Music in this episode is "Cali" performed by Cyderobin, written by Mark Tubridy.

    25 min
  4. #126 - Booted From Nevada To California

    09/28/2025

    #126 - Booted From Nevada To California

    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 form to help improve Trip Hopping in whatever way that you are uniquely qualified to do: https://docs.google.com/forms/d/e/1FAIpQLSfoi6e8v5yPTVbUZvEexWgymt6iqhl_1kZ1meYGSALpzBpddg/viewform ==== 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 Hitchhiking Stories": https://amzn.to/2IynlFm "Nomadic Moonlight": https://amzn.to/40NjWc4 Kenny designed the transforming BivyPack and recommends third-party travel gear at http://www.FreestyleTravelGear.com Hopping YouTube Channel (Kenny's travel/beer series): https://www.youtube.com/Hopping == FOLLOW KENNY FLANNERY == @HoboLifestyle on Twitter, Instagram, Facebook, YouTube and http://www.hobolifestyle.com Sign up for Kenny's free newsletters: https://mailchi.mp/73c728259c7a/kennyflannery == KENNY'S TRAVEL PROMO CODES == - Get 30% off your TrustedHousesitters membership: https://www.trustedhousesitters.com/refer/RAF611064/?utm_source=copy-link&utm_medium=refer-a-friend&utm_campaign=refer-a-friend - Get a $20 credit on Airbnb: http://www.airbnb.com/c/kflannery16?s=8  - Get $20 off your Google Fi bill when you sign up with my code: TDW3EE - Free ride on uber: uberhobolifestyle  - Get fabric and materials from the same place I do to make my BivyPacks: https://ripstopbytheroll.com/?rfsn=6483074.61c931 You can freely download or subscribe to this show in many ways and everywhere podcasts can be found, check out http://www.freestyletravelshow.com. https://itunes.apple.com/us/podcast/freestyle-travel-show/id1229479428 http://www.twitter.com/freetravelshow http://www.facebook.com/freestyletravelshow RSS Feed: https://anchor.fm/s/ddb5efa4/podcast/rss Want to support the show? You can cashapp $kenflannery or venmo @kenflannery Thanks! Music in this episode is "Cali" performed by Cyderobin, written by Mark Tubridy.

    34 min
  5. #125 - Trip Hopping Invite & Western Hitchhike

    08/23/2025

    #125 - Trip Hopping Invite & Western Hitchhike

    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 volunteer form to help improve Trip Hopping in whatever way that you are uniquely qualified to do: https://docs.google.com/forms/d/e/1FAIpQLSfoi6e8v5yPTVbUZvEexWgymt6iqhl_1kZ1meYGSALpzBpddg/viewform ==== 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 Hitchhiking Stories": https://amzn.to/2IynlFm "Nomadic Moonlight": https://amzn.to/40NjWc4 Kenny designed the transforming BivyPack and recommends third-party travel gear at http://www.FreestyleTravelGear.com Hopping YouTube Channel (Kenny's travel/beer series): https://www.youtube.com/Hopping == FOLLOW KENNY FLANNERY == @HoboLifestyle on Twitter, Instagram, Facebook, YouTube and http://www.hobolifestyle.com Sign up for Kenny's free newsletters: https://mailchi.mp/73c728259c7a/kennyflannery == KENNY'S TRAVEL PROMO CODES == - Get 30% off your TrustedHousesitters membership: https://www.trustedhousesitters.com/refer/RAF611064/?utm_source=copy-link&utm_medium=refer-a-friend&utm_campaign=refer-a-friend - Get a $20 credit on Airbnb: http://www.airbnb.com/c/kflannery16?s=8  - Get $20 off your Google Fi bill when you sign up with my code: TDW3EE - Free ride on uber: uberhobolifestyle  - Get fabric and materials from the same place I do to make my BivyPacks: https://ripstopbytheroll.com/?rfsn=6483074.61c931 You can freely download or subscribe to this show in many ways and everywhere podcasts can be found, check out http://www.freestyletravelshow.com. https://itunes.apple.com/us/podcast/freestyle-travel-show/id1229479428 http://www.twitter.com/freetravelshow http://www.facebook.com/freestyletravelshow RSS Feed: https://anchor.fm/s/ddb5efa4/podcast/rss Want to support the show? You can cashapp $kenflannery or venmo @kenflannery Thanks! Music in this episode is "Cali" performed by Cyderobin, written by Mark Tubridy.

    36 min
  6. #124 - Liz Stewart in Sioux City

    07/21/2025

    #124 - Liz Stewart in Sioux City

    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://docs.google.com/forms/d/e/1FAIpQLSfoi6e8v5yPTVbUZvEexWgymt6iqhl_1kZ1meYGSALpzBpddg/viewform ==== 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 Hitchhiking Stories": https://amzn.to/2IynlFm "Nomadic Moonlight": https://amzn.to/40NjWc4 Kenny designed the transforming BivyPack and recommends third-party travel gear at http://www.FreestyleTravelGear.com Hopping YouTube Channel (Kenny's travel/beer series): https://www.youtube.com/Hopping == FOLLOW KENNY FLANNERY == @HoboLifestyle on Twitter, Instagram, Facebook, YouTube and http://www.hobolifestyle.com Sign up for Kenny's free newsletters: https://mailchi.mp/73c728259c7a/kennyflannery == KENNY'S TRAVEL PROMO CODES == - Get 30% off your TrustedHousesitters membership: https://www.trustedhousesitters.com/refer/RAF611064/?utm_source=copy-link&utm_medium=refer-a-friend&utm_campaign=refer-a-friend - Get a $20 credit on Airbnb: http://www.airbnb.com/c/kflannery16?s=8  - Get $20 off your Google Fi bill when you sign up with my code: TDW3EE - Free ride on uber: uberhobolifestyle  - Get fabric and materials from the same place I do to make my BivyPacks: https://ripstopbytheroll.com/?rfsn=6483074.61c931 You can freely download or subscribe to this show in many ways and everywhere podcasts can be found, check out http://www.freestyletravelshow.com. https://itunes.apple.com/us/podcast/freestyle-travel-show/id1229479428 http://www.twitter.com/freetravelshow http://www.facebook.com/freestyletravelshow RSS Feed: https://anchor.fm/s/ddb5efa4/podcast/rss Want to support the show? You can cashapp $kenflannery or venmo @kenflannery Thanks! Music in this episode is "Cali" performed by Cyderobin, written by Mark Tubridy.

    33 min
  7. #123 - Midwest Hitchhiking

    07/18/2025

    #123 - Midwest Hitchhiking

    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 Trip Hopping in whatever way that you are uniquely qualified to do: https://docs.google.com/forms/d/e/1FAIpQLSfoi6e8v5yPTVbUZvEexWgymt6iqhl_1kZ1meYGSALpzBpddg/viewform ==== 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 Hitchhiking Stories": https://amzn.to/2IynlFm "Nomadic Moonlight": https://amzn.to/40NjWc4 Kenny designed the transforming BivyPack and recommends third-party travel gear at http://www.FreestyleTravelGear.com Hopping YouTube Channel (Kenny's travel/beer series): https://www.youtube.com/Hopping == FOLLOW KENNY FLANNERY == @HoboLifestyle on Twitter, Instagram, Facebook, YouTube and http://www.hobolifestyle.com Sign up for Kenny's free newsletters: https://mailchi.mp/73c728259c7a/kennyflannery == KENNY'S TRAVEL PROMO CODES == - Get 30% off your TrustedHousesitters membership: https://www.trustedhousesitters.com/refer/RAF611064/?utm_source=copy-link&utm_medium=refer-a-friend&utm_campaign=refer-a-friend - Get a $20 credit on Airbnb: http://www.airbnb.com/c/kflannery16?s=8  - Get $20 off your Google Fi bill when you sign up with my code: TDW3EE - Free ride on uber: uberhobolifestyle  - Get fabric and materials from the same place I do to make my BivyPacks: https://ripstopbytheroll.com/?rfsn=6483074.61c931 You can freely download or subscribe to this show in many ways and everywhere podcasts can be found, check out http://www.freestyletravelshow.com. https://itunes.apple.com/us/podcast/freestyle-travel-show/id1229479428 http://www.twitter.com/freetravelshow http://www.facebook.com/freestyletravelshow RSS Feed: https://anchor.fm/s/ddb5efa4/podcast/rss Want to support the show? You can cashapp $kenflannery or venmo @kenflannery Thanks! Music in this episode is "Cali" performed by Cyderobin, written by Mark Tubridy.

    49 min
  8. #122 - From New York to Nashville

    06/19/2025

    #122 - From New York to Nashville

    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 volunteer form to help improve Trip Hopping in whatever way that you are uniquely qualified to do: https://docs.google.com/forms/d/e/1FAIpQLSfoi6e8v5yPTVbUZvEexWgymt6iqhl_1kZ1meYGSALpzBpddg/viewform ==== 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 Hitchhiking Stories": https://amzn.to/2IynlFm "Nomadic Moonlight": https://amzn.to/40NjWc4 Kenny designed the transforming BivyPack and recommends third-party travel gear at http://www.FreestyleTravelGear.com Hopping YouTube Channel (Kenny's travel/beer series): https://www.youtube.com/Hopping == FOLLOW KENNY FLANNERY == @HoboLifestyle on Twitter, Instagram, Facebook, YouTube and http://www.hobolifestyle.com Sign up for Kenny's free newsletters: https://mailchi.mp/73c728259c7a/kennyflannery == KENNY'S TRAVEL PROMO CODES == - Get 30% off your TrustedHousesitters membership: https://www.trustedhousesitters.com/refer/RAF611064/?utm_source=copy-link&utm_medium=refer-a-friend&utm_campaign=refer-a-friend - Get a $20 credit on Airbnb: http://www.airbnb.com/c/kflannery16?s=8  - Get $20 off your Google Fi bill when you sign up with my code: TDW3EE - Free ride on uber: uberhobolifestyle  - Get fabric and materials from the same place I do to make my BivyPacks: https://ripstopbytheroll.com/?rfsn=6483074.61c931 You can freely download or subscribe to this show in many ways and everywhere podcasts can be found, check out http://www.freestyletravelshow.com. https://itunes.apple.com/us/podcast/freestyle-travel-show/id1229479428 http://www.twitter.com/freetravelshow http://www.facebook.com/freestyletravelshow RSS Feed: https://anchor.fm/s/ddb5efa4/podcast/rss Want to support the show? You can cashapp $kenflannery or venmo @kenflannery Thanks! Music in this episode is "Cali" performed by Cyderobin, written by Mark Tubridy.

    41 min
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4.9
out of 5
17 Ratings

About

Travel freely, spontaneously and indefinitely. These stories, interviews and discussions are tailor-made for hitchhikers, backpackers, couchsurfers and all who love to travel.

Information

  • Creator
    Freestyle Travel Show
  • Years Active
    2017 - 2026
  • Episodes
    129
  • Rating
    Explicit
  • Copyright
    © Freestyle Travel Show
  • Show Website
    Freestyle Travel Show