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On this episode of You Be Trippin, Che Durena takes Ari Shaffir deep into Japan—and not the tourist brochure version. With the help of the coolest local guide, Che bounces between underground Japanese wrestling matches, late-night neighborhood bars, and Tokyo Drift–level illegal car meetups. By day, Che soaks in the culture. By night, he learns about Japan’s niche nightlife, including a place where you can rent a “Japanese girlfriend” experience, and a seven-story adult store packed with toys and figurines. Through all of it, Che eats the best food of his entire life. Sayonara!

You Be Trippin' Ep. 104

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Chapters

00:00:00 - Intro

00:02:57 - Scuba Diving

00:12:39 - Che Goes to Japan

00:19:42 - Coolest Tour Guide Ever

00:34:58 - Travel Hook Ups

00:40:38 - More Random Adventures

00:50:28 - Best Cuisine in the World

00:57:34 - Finding Japanese Chicks

01:04:35 - Okinawa

01:14:48 - Japanese Culture

01:36:32 - Outro

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Bret Ernst joins Ari Shaffir on You Be Trippin’ to talk about traveling through Australia, doing international comedy festivals, and performing stand-up comedy overseas. Bret shares stories about Aussie comedy crowds, drinking at shows, traveling with locals, walkabouts, Vegemite, learning Australian slang, and hanging with adult film stars while on tour. They also get into travel regrets, missed opportunities, cultural differences, and what Bret wishes he’d done differently while exploring Australia. A comedy travel podcast packed with stand-up stories, culture shock, and life on the road. Hoo roo!
Follow Bret Ernst & Tour Dates: https://linktr.ee/bretcomedy

You Be Trippin' Ep. 103

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Chapters

00:00:00 - Intro

00:01:52 - Doing Festivals Together

00:03:29 - We Are Going To Australia!!

00:06:25 - Australian Comedy Shows

00:08:21 - Travel Regret

00:10:25 - Missed Oppprtunities

00:22:30 - Drinking At A Show

00:25:37 - Being With Pornstars

00:29:18 - Going To The Outback

00:31:27 - Walkabouts

00:38:05 - Learning Aussie Slurs

00:39:33 - Places Bret Wants To See

00:44:33 - Traveling With Locals

00:49:34 - Favorite Destinations

00:51:15 - Discussing Different Slave Trades

00:57:48 - What Did Bret Miss In Australia

01:02:12 - Psychedelic Traveling

01:08:39 - Duncan Trussell Stories

01:17:35 - Outro

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Follow Punkie on Instagram here: https://www.instagram.com/punkiejohnson/

Ari Shaffir and comedian Punkie Johnson get into the wild experiences of Jamaica — loud parties, good weed, nonstop drinking, floating down rivers, rafting adventures, massages, and figuring out how far is too far when you’re on vacation. Punkie shares her travel must-dos, packing mistakes to avoid, TSA survival tips, and why every trip needs one person who actually knows what the hell is going on. Mi Gaan!

You Be Trippin' Ep. 102

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Chapters

00:00:00 - Intro

00:02:19 - Experiences On The Subway

00:05:28 - We Are Going To Jamaica!

00:09:43 - Jamaican Weed

00:16:42 - Threesomes

00:22:50 - Experiencing The Food

00:28:37 - Drinking And Partying

00:33:16 - Going Rafting

00:41:30 - The Party Cafe

00:52:48 - The Vibe of Jamaica

00:55:21 - Punkie's Recommendations

00:59:35 - Where To Next?

01:01:18 - Punkie's Travel Tips

01:07:42 - Outro

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Danny Polishchuk joins Ari to talk about a Laos trip that gets chaotic fast — from sketchy two thousand dollar tea scams and dangerous tourist traps to smoking opium in the jungle and waking up seriously sick. Danny breaks down contracting dengue fever, being stuck in bed for a week, and tracking down an Australian doctor when things got real. ລາກ່ອນ

You Be Trippin' Ep. 101

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Chapters

00:00:00 - Intro

00:00:52 - We Are Headed To Laos!

00:04:11 - Terracotta Warriors

00:11:50 - The Chinese Tea Scam

00:26:49 - Smoking Opium In The Jungle

00:35:12 - Waking Up Sick

00:38:48 - Contracting Dengue Fever

00:43:24 - Finding An Australian Doctor

00:55:16 - Finding Stand Up Spots In Asia

00:57:03 - Laos Travel Recommendations

01:05:41 - Outro + Trippy Award Winners

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Get out there and travel!!! Here is a link to the U.S. passport site if you need it DO IT NOW!

https://travel.state.gov/content/travel/en/passports.html

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On this episode of You Be Trippin', Katie Nolan sits down with Ari Shaffir for a themed deep dive into Travel Roadblocks. Katie’s taken plenty of vacations, but she’s itching to do some real traveler stuff—and she’s honest about what’s holding her back. They talk through the big blockers: not knowing the language, worrying about cultural norms, the anxiety of looking like an obvious American abroad, and the whole overwhelming beast that is planning a trip. Ari dishes out his best seasoned-traveler advice, and Katie figures out what’s actually stopping her from getting out there. See ya, don't do anything I would do!

You Be Trippin' Ep. 100

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Chapters

00:00:00 - 100th Episode Introduction

00:12:20 - Language & Culture

00:31:46 - Trippy Stuff

00:42:33 - Pressure To Do It All

00:55:36 - Planning the Trip

01:15:38 - Katie's Next Adventure

01:35:08 - Sticking Out as a Tourist

01:53:47 - Outro, More Traveling Tips & 100th Episode Celebrations

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Follow Rolf on Instagram here: https://www.instagram.com/rolfpotts/

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On this episode of You Be Trippin', Ari Shaffir meets up with travel legend Rolf Potts in Paris to take his writing class and wander the city. They roam to the Louvre, the Luxembourg Gardens, and even stumble into some spontaneous dancing. Along the way, Rolf breaks down his travel philosophies from The Vagabond’s Way: why wandering beats any rigid itinerary, and how picking a simple travel hobby (like hunting for record stores or chasing down the perfect fridge magnet) can turn any trip into an adventure. They dig into escaping the rat race, embracing freedom on the road, and letting curiosity guide your days instead of your calendar. Now get lost!

You Be Trippin' Ep. 99

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Chapters

00:00:00 - Introducing Rolf Potts!

00:42:34 - Architecture & Language

01:03:08 - Food, Culture & Spontaneous Dancing

01:34:29 - Travel Rituals

01:54:08 - Creation of The Vagabond's Way

02:30:54 - Phone Addiction

02:42:53 - Get Out of the Rat Race

02:55:28 - Outro

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Follow Milana on Instagram here: https://www.instagram.com/mintmilana/

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On this episode of You Be Trippin', Milana Vayntrub tells Ari Shaffir about how a simple father-daughter vacation to Greece completely changed her life. She first describes the most beautiful, quaint Greek island (that must not be named). Then she goes on brutal hike that literally led to nowhere. But the trip takes a powerful turn when Milana learns about the Syrian refugee crisis happening just miles away. Instead of heading home, she spends two and a half weeks volunteering on an island near Turkey, doing everything she can to help. βρε!

You Be Trippin' Ep. 98

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Chapters

00:00:00 - Introducing Milana Vayntrub!

00:07:51 - Milana Goes to Greece

00:18:29 - Hiking in Crete

00:22:53 - Refugee Crisis in Greece

00:41:56 - Helping The Refugees

00:53:52 - Outro + Trippy Nomination Rambles

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Follow Byron on Instagram here: https://www.instagram.com/byronbowers/

SPONSORS:

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On this week's episode of You Be Trippin', Byron Bowers tells Ari Shaffir about his travels to Israel with his girlfriend. He talks about drowning in endless hummus and insanely good food, and what it was like navigating Israel as a Black American traveler. Byron visits the Wailing Wall and the Church of the Holy Sepulchre, hits the desert for ATVs and scorching-hot Turkish coffee, and somehow finds the only special-needs guy working at a McDonald’s in the entire country. להתראות

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You Be Trippin' Ep. 97

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Chapters

00:00:00 - Intro

00:02:26 - Byron Goes to Israel

00:18:31 - Arabic Food

00:22:21 - Protests & Racism

00:32:07 - Mandatory Military Service

00:34:12 - Wailing wall

00:43:22 - Sharing Your Meal

00:46:04 - Church of the Holy Sepulchre

00:51:59 - Rule Breakers & Segregation

00:54:46 - Going to the Desert

01:05:04 - McDonalds

01:08:17 - Israeli Argumentativeness

01:12:24 - Traveling Comic

01:30:00 - Trippy Nominations!!!

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Follow Earle on Instagram here: https://www.instagram.com/earle.birney/

SPONSORS:

-Shop SKIMS Mens at https://www.skims.com/trippin #skimspartner

-Download Cash App Today: https://capl.onelink.me/vFut/7chyhxwm #CashAppPod. Cash App is a financial services platform, not a bank. Banking services provided by Cash App’s bank partner(s). Prepaid debit cards issued by Sutton Bank, Member FDIC. See terms and conditions at https://cash.app/legal/us/en-us/card-agreement . Discounts and promotions provided by Cash App, a Block, Inc. brand. Visit http://cash.app/legal/podcast for full disclosures. - Grab your own pair of The Dillon Freewaters flip-flops while supplies last at https://freewaters.com Thanks to YMH's very own Katelyn for help with this flipflop ad!!!! -Sign up for your $1 per month trial and start selling today at https://shopify.com/trippin

On this week’s episode of You Be Trippin’, Ari Shaffir sits down with Earle Birney to revisit his wild trip to New Zealand in the ’90s; back when he was a wandering hippie hustling psychedelics. One bad break turns his adventure into an 18-month stint in a Kiwi prison, where he deals with terrible food, heavy gang activity, knife fights, and cranky guards. Earle tells Ari about sneaking in a little greenery, making a joke of kangaroo court, and meeting his unforgettable prison bestie, Caveman. By the end, he explains how discovering Buddhism behind bars flipped his whole world and eventually led him to become a meditation and philosophy teacher.

You Be Trippin' Ep. 96

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Chapters

00:00:00 - Intro

00:02:09 - Finding Your Freedom

00:15:04 - Caught Getting Trippy

00:31:01 - Food & Fights

00:45:38 - Kiwi Judicial System

01:03:53 - Passing the Time

01:14:53 - Getting Out

01:25:47 - Travel Tchotchke & Tips

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Follow Ryan O’Neill on Instagram here: https://www.instagram.com/ryanoneillcomedy

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On this week’s episode of You Be Trippin’, Ari Shaffir sits down with Ryan O’Neill to talk all about his chaotic trip to Cambodia. Ryan breaks down everything from tuk-tuk madness and terrifying bus drivers to visiting Cambodia’s beautiful temples and navigating areas still marked by leftover land mines from the Vietnam War. He tells Ari about eating incredible Cambodian food, discovering a secret island glowing with bioluminescence, and meeting the world’s greatest tour guide, Mr. Kim. Plus, Ryan shares his top Cambodia travel tip: only bring crisp $1 bills, because a creased $5 might as well be monopoly money. Lea heuy!

You Be Trippin' Ep. 95

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Chapters

00:00:00 - Intro

00:11:23 - Ryan Goes to Cambodia

00:29:45 - Tuk-Tuks

00:51:21 - Temples & Land Mines

01:16:37 - The BEST Tour Guide Mr. Kim

01:41:18 - Trains & Food

01:58:30 - Special Secret Place

02:47:05 - Travel Tips

03:19:47 - Outro

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Follow Andrew on Instagram here: https://www.instagram.com/andreww.me/

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On this week’s You Be Trippin’, Ari Shaffir sits down with Andrew Callaghan — the creator of All Gas No Brakes and master of the man-on-the-street interview. Andrew talks about life on the road, meeting America’s wildest characters, and his new project exploring dying languages and dialects across the country. They break down Andrew’s ranking system for U.S. cities (from tourist traps to total wastelands), the realities of gentrification, RV life, and Nigerian scammers. The episode wraps with a deep dive into the evolution of All Gas No Brakes and Andrew's true feelings about his impact on the man-on-the-street style of interviewing. Smell You Later!

You Be Trippin' Ep. 94

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Chapters

00:00:00 - Intro

00:03:46 - South Louisiana

00:05:43 - South Carolina

00:06:40 - Maryland

00:07:30 - Dying American Dialects

00:15:37 - Tiering Cities

00:21:56 - Gentrification

00:36:56 - Level 5 Dump Cities

00:40:14 - Cuba

00:45:49 - Back to America

00:48:23 - Vietnam & Nigerian Scams

00:54:27 - Foreign Travels

00:58:24 - Ugliest Women

01:01:40 - Art of Man-on-the-Street

01:13:09 - RV Life

01:23:16 - New All Gas No Brakes

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