You Be Trippin&#8217;

Chapters

00:00:00 - Intro

00:01:35 - Geo & Derek Go to Prison

00:05:25 - Geo Stabs Someone

00:17:03 - First Day Kinda Nervous

00:40:36 - Homosexuals & Racism

00:48:45 - Correctional Officer & Prison Jobs

00:57:45 - The Facilities

01:17:39 - Fight Club

01:34:40 - Visitation

01:45:14 - Homecoming

01:55:33 - Travel Advice

02:06:10 - Outro

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Big Jay Oakerson Goes to Germany & Amsterdam | You Be Trippin' with Ari Shaffir Aug 03, 2026

Show notes

Follow Big Jay on Instagram here: https://www.instagram.com/bigjayoakerson/

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On this week's episode of You Be Trippin', Big Jay Oakerson is back to talk about his mini tour of Europe from his early days in comedy. If you thought his last trip to South Africa sucked, wait until you hear about his series of unfortunate events in Germany and Amsterdam. From losing his luggage to getting swindled in the Red Light District, Jay's time wasn't the best...but at least it makes for a great story! They wrap the episode with a little inside scoop about The Roast of Kevin Hart. Tschüss and tot later!

You Be Trippin' Ep. 130

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Chapters

00:00:00 - Intro

00:02:38 - Being Poor

00:14:02 - Big Jay Goes to Germany

00:25:38 - Fatty on the Carnival Rides

00:39:07 - Black Pool Party

00:50:35 - Next Stop, Amsterdam

00:56:39 - Red Light District

01:03:24 - Trip Grand Finale

01:14:23 - The Roast

01:32:29 - Outro

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Gabon and South Africa w/ Hamilton Morris | You Be Trippin' with Ari Shaffir Jul 27, 2026

Show notes

Follow Hamilton on Instagram here: https://www.instagram.com/hamiltonmorris/

Subscribe to his Patreon here: https://www.patreon.com/HamiltonMorris

SPONSORS:
-For a limited time, our listeners get 50% off FOR LIFE, Free Shipping, AND 3 Free Gifts at Mars Men at http://Mengotomars.com .
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On this week's episode of You Be Trippin', Ari Shaffir sits back down with the trippiest tripper of them all, Hamilton Morris. This time Hamilton takes us the South Africa where he researches iboga, or as we know it - ibogaine. He explains the evil history of drugs in South Africa, as well as shedding some light on the American history as well. Hamilton also exposes some very real facts on a couple prior conspiracies like Project MKUltra. Lastly, Ari has Hamilton walk us through what a traditional ritual looks like in Africa for iboga.

You Be Trippin' Ep. 129

Chapters
00:00:00 - Intro
00:02:04 - Ibogaine
00:11:08 - African Worship of Iboga
00:13:16 - Ayahuasca
00:20:13 - DEA
00:32:59 - Hamilton Goes to South Africa
00:55:08 - Back 2 South Africa
01:08:26 - Segregation
01:16:24 - Back 2 Quaaludes
01:37:13 - Tribal Iboga Ritual
02:07:51 - Outro

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Argentina w/ Tom Segura | You Be Trippin' with Ari Shaffir Jul 20, 2026

Show notes

Follow Tom on Instagram here: https://www.instagram.com/seguratom/ Follow Ari on Instagram here: https://www.instagram.com/AriShaffir Follow You Be Trippin' on Instagram here: https://www.instagram.com/youbetrippinpod Ari's shirt by https://www.instagram.com/micu.nyc/ Tom's shirt is from the private collection of Giorgio Armani that he won off him in a baccarat game over at Fendi's house.

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Tom Segura is back on this week's episode of You Be Trippin'! Hot off their classless World Cup loss in horrible fashion, Argentina is the focus of today’s episode. Tom talks about a trip he took with his mother when he was 22 where everyone assumed he was her boyfriend. So much so that he managed to snag the attention of another older woman. They also discuss Argentina’s “colorful” use of language and how no other Latin American country compares. And no trip to Argentina is complete without mentioning their pièce de résistance: Steak. You just won’t get a better steak than in Argentina, specifically at the one and only Don Julio’s in Buenos Aires. Chau, nos vemos.

You Be Trippin' Ep. 128

Chapters 00:00:00 - Intro 00:04:16 - World Cup Finals: Argentina Loses 00:09:17 - Argentina's History 00:12:57 - Latin Stereotypes 00:13:42 - Tom Almost Fights Someone Over An "American" Shirt 00:18:17 - Exploring Argentina: Steak, Ushuia, and The Boca Juniors 00:24:43 - Argentina Is Sexy and Rowdy 00:29:05 - England's Loss 00:32:35 - Everyone Thought Tom Was Dating His Mom 00:36:05 - Mendoza Machisma 00:42:00 - Argentina's Famous Cursing 00:48:47 - Islas Malvinas 00:54:42 - Ruining Top-Tier Argentine Steaks 01:04:42 - Tom Bombs In London 01:11:47 - Wrap Up

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Wales w/ Joe List & Sarah Tollemache | You Be Trippin' with Ari Shaffir Jul 13, 2026

Show notes

Follow Joe on Instagram here: https://www.instagram.com/joelistcomedy/

Follow Sarah on Instagram here: https://www.instagram.com/stollemache/

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On this week's episode of You Be Trippin', Joe List and Sarah Tollemache tell Ari Shaffir about their adventure through Wales. From figuring out train travel and driving on the opposite side of the road to hiking around Betws-y-Coed and staying in charming bed-and-breakfasts, they discovered why Wales might be one of the UK's most underrated destinations. They also debate whether Great Britain and the U.K. are actually the same thing, share stories about traveling with family and avoiding fights as a couple, and stumble upon the smallest house in Great Britain. Da boch chi.

You Be Trippin' Ep. 127

Chapters

00:00:00 - Intro

00:03:15 - Going To Wales

00:08:59 - Ari Presents An Award

00:11:23 - Travel Regrets In Wales

00:19:32 - Are Great Britain and The U.K. the Same?

00:21:06 - Walking Around Cardiff

00:25:12 - Joe's Philosophical Question

00:30:03 - People's Fear Getting In The Way

00:31:27 - How To Drive In Europe

00:33:32 - Going To a Betws-Y-Coed

00:35:33 - Finding a Bed-n-Breakfast with Maps

00:43:02 - Going On A Hike Around Betws-y-Coed

00:45:00 - Cunninghams!

00:50:53 - Back To The Hiking

00:57:27 - Going To Pen Y Farm

01:03:16 - Seeing The Smallest House In Great Britain

01:04:23 - Finding An Unmarked Trail

01:05:50 - Traveling With My Parents

01:11:56 - Do You Fight When Traveling Together

01:15:33 - Podcasting Is The Worst

01:18:40 - Collecting Souvenirs On A Trip

01:20:06 - UK's QR Code Problem

01:21:53 - The Craziest Vacation Photo

01:25:01 - Seeing The "Love Island" Girls In The UK

01:27:54 - Ari Will Never Go To The UK

01:30:31 - How To Find Unique Places To Travel To

01:37:12 - Outro

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Cruise Ships w/ Jeff Arcuri | You Be Trippin' with Ari Shaffir Jul 07, 2026

Show notes

Go watch Jeff's special "Nice to Meet You" available on Netflix right now!

Follow Jeff on Instagram here: https://www.instagram.com/jarcuri/

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On this week's episode of You Be Trippin', Ari Shaffir talks to Jeff Arcuri about his time doing comedy on cruises. Cruise comedy is a very interesting lane that you don't hear much about. Jeff gives Ari insight about what it's like to live on the cruise, employee rules that you don't hear about, and the casual racism between employees. Some crazy things go down on cruises. Sea you on the next voyage!

You Be Trippin' Ep. 126

Chapters

00:00:00 - Intro

00:07:07 - Doing Comedy on Cruises

00:16:09 - Segregation & Clean Comedy

00:30:29 - Employee/Customer Separation

00:47:51 - Making It

00:53:16 - Racism & Drug Testing

01:06:17 - STD Tests

01:10:12 - Cruise Destinations

01:24:54 - Outro

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Alaska w/ Katherine Blanford | You Be Trippin' with Ari Shaffir Jun 29, 2026

Show notes

Follow Katherine on Instagram here: https://www.instagram.com/itskatherineblanford/

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On this week's episode of You Be Trippin', Katherine Blanford tells Ari Shaffir about her expedition through the Alaskan wilderness. While visiting her brother, she camped in the wet coldness amongst the grizzly bears. She shared a few stories of the...interesting Alaskan folk. Weird stuff happens in the isolation. Although Katherine's pictures of the nature might have you booking a flight. Stay wild, Alaska!

You Be Trippin' Ep. 125

Chapters

00:00:00 - Intro

00:03:41 - Katherine Goes to Alaska

00:11:03 - Living Among Bears

00:25:05 - Crazy Alaskan People

00:55:33 - Juno (not the movie)

01:06:51 - Much Isolation

01:21:45 - Hiking Bucket List

01:39:28 - Outro

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Afghanistan w/ Yoshi Obayashi | You Be Trippin' with Ari Shaffir Jun 22, 2026

Show notes

Follow Yoshi on Instagram here: https://www.instagram.com/yoshiobayashi/

On this week's episode of You Be Trippin', Ari Shaffir talks to Yoshi Obayashi about his trip to Kabul, Afghanistan. Going in, Yoshi thought there was a real chance he might die. Instead, he found a country full of welcoming people, wild stories, and a reality that didn't match what he'd been told. From meeting Taliban members and visiting Panjshir Valley to finding the best hash in Kabul and learning how to safely travel through one of the world's most misunderstood countries. If you've ever been curious about what the country is actually like beyond the headlines, this episode is for you.
خدا حافظ

You Be Trippin' Ep. 124

Chapters

00:00:00 - Intro

00:03:13 - Believing I was going to die visiting Afghanistan

00:07:32 - Meeting The Right People For Afghanistan

00:09:10 - Bringing American Idol To The Taliban

00:12:18 - How To Do Your Homework For "Dangerous" Travel

00:22:21 - Fecal Air In Afghanistan

00:27:12 - Going To Panjshir, Afghanistan

00:31:39 - Meeting Interesting People In Kabul

00:35:59 - Finding Drugs In Kabul

00:43:49 - Visiting The Largest Prison In Afghanistan

00:50:43 - Different Social Norms

01:01:43 - The Bathrooms Of Kabul

01:10:49 - The Dining Culture Of Afghanistan

01:12:11 - Sport Bans Lead To Dog Fighting

01:15:53 - Falling Into A Sewer

01:18:55 - The News Doesn't Show You The Full Truth

01:24:12 - Pornhubs Influence On The Middle East

01:26:22 - The REAL Asian Hate

01:28:30 - Afghanistan Wants Ari Shaffir

01:32:55 - Handling Conflicts With The Right Mindset

01:38:41 - The Do's And Dont's Of Afghanistan

01:48:21 Yoshi's Leaving For Switzerland

01:56:56 Outro

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Mexico City w/ Caitlin Peluffo | You Be Trippin' with Ari Shaffir Jun 15, 2026

Show notes

Follow Caitlin on Instagram here: https://www.instagram.com/caitlinpeluffo/

On this week's episode of You Be Trippin', Ari Shaffir talks to Caitlin Peluffo about her solo trip to Mexico City. This trip was Caitlin's Eat Pray Love trip straight off a break-up and it was the best trip of her life. The people, the tacos, the art-- it couldn't be beat. Not to mention she saw her favorite band. If you want an episode to inspire you to solo travel, here you go. Hasta la vista!

You Be Trippin' Ep. 123

Chapters

00:00:00 - Intro

00:05:03 - Solo Travel is the Best

00:08:56 - Eat Pray Love

00:25:06 - Yeah Yeah Yeahs

00:30:22 - TACOS

00:46:20 - Back to Yeah Yeah Yeahs

00:51:20 - The Neighborhood

00:57:10 - Dirty Water & Micheladas

01:02:02 - Frida Kahlo

01:15:02 - Lessons Learned

01:32:08 - Outro

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Europe w/ Fahim Anwar | You Be Trippin' with Ari Shaffir Jun 08, 2026

Show notes

Follow Fahim on Instagram here: https://www.instagram.com/fahimanwar/

SPONSORS:

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On this week's episode of You Be Trippin', Ari Shaffir sits down with comedian Fahim Anwar to talk about the backpacking trip through Europe that nearly ended in disaster. Fahim tells Ari about planning his first big adventure abroad, staying in hostels, making friends on the road, and getting left out of the "hot people" group. What starts as a dream trip quickly turns into a nightmare when a mysterious foot infection lands him in an Italian hospital. From Rome to Paris, Fahim reflects on almost dying overseas, the unexpected friendships he made along the way, and how stand-up comedy has become his favorite way to see the world. Au revoir!

You Be Trippin' Ep. 122