Travel Podcasts, Discovered
Drop A Pin takes you on a weekly travel adventure with Barstool's foreign correspondent, The Wonton Don, and Barstool personality, Uncle Chaps. Each episode, the fellas will Drop A Pin on a different spot around the globe and dive deep, learning everything about that location from the iconic to the obscure. Sometimes they delve into serious topics, and other times, it's just about having a laugh as they uncover the weird, wild, and unexpected. When possible, they'll have guests on to share perso
80 most recent episodes displayed below
Visit website →This week on Drop A Pin we are joined by one of Barstools newest hires - Ronnie Doitch! Doitch has always been around in the Barstool world but now he is all in and is here to tell us his stories from his career as a professional drinker and his upbr
This week on Drop A Pin we are joined by our good friend Giulio Gallerotti to catch up with him on his most recent adventures to India and the the newest country, South Sudan.
Follow Giulio on IG @notjulio
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Timestamps:
This week on Drop A Pin we are joined by Rone from Son Of A Boy Dad and Rone Dot Com. Rone is here to talk about being a new father and traveling with kids and then he breaks down his wild trip to Ethiopia for a friend's wedding.
Timestamps:
(00:00:
This week on Drop A Pin we are joined by travel YouTuber Seal on Tour to talk to Donnie about some of his craziest adventures, more specifically his trip to West Papua with the goal of meeting a Cannibal. He also goes through his many visits to vario
This week on Drop A Pin we have Nicky Kelvin from The Points Guy to teach us everything there is to know about credit card points and how to maximize your points to book the best vacations.
Timestamps:
(00:00:00) - Show Start
(00:00:34) - Pre Boardi
This week on Drop A Pin Joey Avery joins to talk about how he got his start doing comedy in Cape Town, how he ended up spending the holiday of Purim with New York’s Hasidic Jewish community and tells Donnie and Chaps some of his other travel stories.
This week on Drop A Pin Chaps is back from his trip to budapest on his first ever solo international trip.
Timestamps:
(00:00:00) - Show Start
(00:00:30) - Pre Boarding
(00:16:12) - Chaps Trip to Budapest
(00:31:35) - Traveling by Yourself
(01:07:33
This week on Drop A Pin we have on Jake, one of Donnie's friends from his China days. Jake joins us to tell the story about how he and a group of friends found a dead body while out in Inner Mongolia. Then Donnie and Chaps do a deep dive on Inner Mon
This Week on Drop A Pin we are coming to you from a hotel room in Istanbul with one of the baldstoolies, Jeremy Phelps, who you will see in Baldstool Season 2. Jeremy is from Boston so he is here to give us his thoughts on Istanbul and Cappadocia, an
This week on Drop A Pin we are recapping our trip featured in our new series Daytripping. We break down our trip to the American Southwest and then talk about what Chap's learned about the Grand Canyon during his time in seminary and how prostitution
Disclaimer: This Episode Was Recorded on January 30th 2026
This week on Drop A Pin we are joined by friend of the program Chris Bader a local comedian and his father to talk about his birthplace Iran. We talk about their personal experiences and thou
This week on Drop A Pin we are sending Uncle Chaps on his first ever solo abroad content trip! Donnie walks us through how he personally has planned his trips and we pick a location for Chaps to go. After that Kate joins the show to give Chaps some p
This week on Drop A Pin we are diving into one of the most divisive topics in the travel work: All Inclusive resorts. Donnie talks about his most recent trip to Cancun that reinforced his negative opinion of the popular travel destination. We are joi
This week on Drop A Pin we spoke with Mykhailo Polyakov, the American Tourist who was arrested for illegally traveling to North Sentinel Island in an attempt to capture on camera the isolated indigenous Sentinelese tribe.
Disclaimer: This episode di
Nick and KB are BACK on the show, this time to break down Rediscovering MEMPHIS! The boys talk about their experiences filming the latest episode of Rediscovering America. We talk the blues, conversations that didn't make the final cut, and everyones
This week we are back with our second CHINASODE! Diving Deep into Donnie’s stories from his time in China and this week we are focusing on the odd jobs he picked up for content and to keep the lights on.
Timestamps:
(00:00:00) - Episode Start
(00:02:
It's the last Drop A Pin of 2025! To ring in the new year we invited people from the office along with comedians Chris O'Connor and Joey Avery to talk about the locations they want to travel to the most in the new year
Timestamps:
(00:00:00) - Donnie
This week on Drop A Pin we are joined by the Rediscovering America Crew to talk about their most recent expedition to Minnesota. Nick and KB break down their favorite moments from this most recent trip. The boys go over their highs and lows, tell sto
This week on The Drop A Pin Show we have sat down with ex NFL cornerback and host of the Pro Football Football Show: Fred Smoot! Smoot blew us away with his stories from traveling to every content* and some of his travel hacks and recommendations.
Th
This week we are dropping a pin in the island of Sicily! First we have one of Barstools most Italian employees Dante the Don on to talk about his experiences in Europe and give some recommendations and hidden gems. Then for this weeks Gettin’ Culture
This week Donnies hiking buddy Paul Bissonnette and he's here to break down the highs and lows of their time spent hiking in Canada while filming Peakin Season 2. They talk about how they managed to make it through the treacherous mountains of Britis
This week on Drop A Pin we are joined by Quinn and Owen Reiser, the creators of the viral bird watching documentary "Listers", which is available for free on Youtube. The brothers sat down with Donnie to tell him all about the world of competitive bi
This week on Drop A Pin we are joined by one of our best friends, Giulio Gallarotti, to tell us all about his most recent adventures in Rwanda and Tanzania. Then Giulio sticks around for this weeks Gettin’ Cultured to talk to us about North Korea!
Gi
This week on Drop A Pin we are finally diving into Donnie's earliest Chinese Adventures. Before he had ever picked up a camera he spent a year living in Guangzhou and in this episode we are taking a deep dive into Donnies lost year in china from teac
This week on Drop A Pin we sat down with two players from one of the most prestigious rugby teams of all time, The All Blacks. Billy Proctor and Pasilio Tosi came in the studio to tell Donnie and Chaps the ins and outs of rugby culture, what it means
This week on Drop A Pin we are venturing to Japan, in the first of many episodes diving into this country with extremely interesting cultures and history. This week we talk about the baseball scene in Japan and how Donnie met Manny Ramirez while he w
This week on Drop A Pin we are joined by childhood and adult best friends PFT Commenter and Pat “The Beave” Cassidy to talk about how they started their careers post grad in the city of Austin Texas. We take a deep dive into what it really means to k
Join us as we drop a pin in outer space this week to discuss the most mind blowing facts about the galaxy and beyond. This episode is another full length High School edition featuring Hannah Montoya, White Sox Dave, and Chief. This conversation spans
It's the one year anniversary of Drop A Pin and we have a stacked episode to celebrate. We had the pleasure of sitting down with legendary documentarian Ken Burns to discuss the revolutionary war, which also just happens to be the subject of his newe
This week on Drop A Pin Donnie and Chaps reconnect with one of Donnies friends from his mushroom trip in Mexico! Josh AKA Fatherhood the rapper joined Donnie on his spiritual journey and is here to talk about his past dealing with addiction and how I
This week on Drop A Pin T Bob is taking Donnie, Chaps, White Sox Dave, and Ella to HIGH SCHOOL! Instead of just a segment at the end of an episode you get a full hour of chaos while T-Bob tries to teach the class about Emperor Sula and the Roman Empi
This week on Drop A Pin we are talking all things Hawaii! First off we have Barstools very own KB telling us about his many experiences in Hawaii as a tourist, his thoughts on the different islands, and how he found himself in Oahu
Then we hopped on
This week on Drop A Pin we sit down with hos of Wake Up Barstool and T Bob Herbert to talk about his life in Louisiana and what lead to him joining us in Chicago.
Then we are honored to have the living legend Coach O on to tell us about his experienc
This week on Drop A Pin we are joined by comedian and podcast LEGEND Adam Friedland! He brings the boys on a wild journey from traumatic swim lessons in Cape Town, navigating the his rise to prominence in the comedy scene, and the debate as old as ti
This week at Camp Barstool Donnie and Chaps sat down with Jerry O'Connell to pick the movie stars brain about his world experiences. From shooting Kangaroo Jack for 6 months in Australia to exploring his supermodel wife's dutch heritage the boys cove
This week we are joined by Barstool Beach House Star and Americas Sweetheart Tommy Smokes! Tommy came by to discuss his recent international travel to El Salvador and potentially making it onto survivor.
Then his beach house co star Jackie hops in th
This week on Drop A Pin we are joined by John Feitelberg and we go from the clubs of Prague to the streets of Times Square. We go over some of his WILD high school trips abroad and what it was like parting with Bert Kreisher.
Then we are once again j
This week on Drop A Pin, we’re joined by Sam from Donnie’s Baldstool series—possibly the only human alive who knows more obscure world facts than Donnie and Uncle Chaps combined. Sam takes us on a hilarious and surprisingly educational journey throug
This week, The Wonton Don and Uncle Chaps drop a pin on GILBERT, ARIZONA with comedian and chaos agent Casey Rocket.
Then Zac returns to Gettin Cultured to tell the boys about his first time flying private!
Timestamps:
00:00:00 - Show start
00:00:20
This week, The Wonton Don and Uncle Chaps sit down with the pint-sipping phenom himself—Prime Mutton—to talk all things Guinness, British slang, and bridge (yes, the card game). From how he blew up rating pints on social media to what actually makes
The Wonton Don sits down with his OG intern Chef Donny to relive the early Barstool days — from filming in back alleys of China to dropping out of college and going full-time. They swap stories from adventures around the globe including Dubai nightli
This week on Drop A Pin, The Wonton Don and Uncle Chaps head to INDONESIA — a surfer’s paradise and home to some of the most beautiful (and brutal) waves on Earth. Joining the boys is Grammy-nominated Bluegrass artist Tony Kamel, who shares the insan
This week, The Wonton Don and Uncle Chaps finally drop a pin on SOUTH SHORE MASSACHUSETTS — the land of Dunkins, buffalo chicken calizone, and the world’s most passionate Massholes. Joined by South Shore legends Hank Lockwood and Dana Beers, the boys
This week on Drop A Pin, Donnie goes one-on-one with hip-hop legend and movie mogul Ice Cube. They dive into Cube’s BIG3 Basketball league, filming movies around the globe, and — yes — Cube reacts live to Donnie’s banger “Goose in My Basket.” It gets
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Check Out Small Brained American on Youtube! https://www.youtube.com/ @SmallBrainedAmerican
Travel vlogger Small Brained American sits down with Donnie and Chaps to trace his rise from rookie vids to wo
🚨 This week’s Drop A Pin is a certified banger. Comedian, podcaster, and shirtless legend Bert Kreischer boards the studio plane to talk early days with the Travel Channel, his surprising pick for best state in the U.S., and more. Then Dana Beers joi
Guillio is back!
This episode dives deep into some of the world’s most fascinating—and weirdest—places:
🇧🇹 Bhutan – Where monks wield phallic art for good 😳🍆
🇳🇵 Nepal – Yeti country and home to secret mountaintop rituals 🧘♂️🏔
🇺🇸 Alaska – A frozen f
🎙️ Drop A Pin: Zimbabwe with Zah + Cultural Steals w/ KB 🇿🇼✈️
Timestamps:
00:00:00 - Zah Interview
01:23:03 - Gettin' Cultured with KB
🚨 This week’s Drop A Pin takes flight to Zimbabwe with Zah from The Yak in the cockpit! Donnie and Chaps break down
🚨 We’re heading to the Bahamas this week with buried treasure, underwater hunts, and a fan-favorite wildcard known only as 🌽o Dave. Donnie and Chaps are diving into pirate lore, pandemic memories, and cross-cultural ideas that need to catch on in the
🎙️ Drop A Pin: Irish Rugby, Leprechaun Headlines & Life-Changing Travel w/ Paige ☘️🏉✈️
Timestamps:
00:00:45 - Ireland Discussion
00:55:39 - Harry "McNuts" Interview
1:54:37 - Gettin' Cultured with Paige Pullman
🚨 This week’s Drop A Pin takes us to
🚨 Brand‑new destination alert! @DonnieDoesWorld & @UncleChaps welcome @BarstoolBigCat into the studio for a globe‑trotting brainstorm, some serious college‑town nostalgia, and a rapid‑fire book recs for the Pinheads. 🪑✈️
Timestamps:
00:00:23 Big Cat
🎙️ Drop A Pin: French Polynesia Vlogcast 🌺✈️
🚨 This week’s episode is a one-plane-cockpit special—just @DonnieDoesWorld & @UncleChaps taking you on a tropical ride through French Polynesia! It’s our first-ever VLOGCAST (be sure to checkout the episod
This week on Drop A Pin, Donnie and Chaps are joined by Barstool founder and El Presidente himself, Dave Portnoy, for a deep dive into one of his favorite places on Earth: Nantucket.
🔑 In this episode:
🏠 Why Dave Loves Nantucket: Portnoy shares how
🎙️ Drop A Pin: Frank “The Tank” Fleming’s Producer, Matthew Piper Jenks Takes Flight + Embracing the Florentine Spirit ✈️🇮🇹
🚨 This week’s episode is a must-listen for travel enthusiasts and Italy aficionados! @DonnieDoesWorld & @UncleChaps welcome th
🚨 This week’s episode is an absolute can’t-miss for all you travel junkies! @DonnieDoesWorld & @UncleChaps dive into their unforgettable adventures in Thailand—from Donnie’s early content creation days to the wild stories to crazy festival experience
This week’s episode of Drop A Pin is loaded with wild travel stories and big laughs! @DonnieDoesWorld & @UncleChaps bring you the legendary Sam—the dedicated Barstool fan who joined Donnie on his now-infamous #Baldstool adventure. Buckle up for on-se
In this episode of Drop A Pin, Donnie Does and Uncle Chaps are joined by comedian, world traveler, and globetrotting storyteller Giulio Gallarotti (@notjulio) to talk about the wild trip: vacationing in Iraq and Afghanistan. Yes, you read that right.
🌎 Ari Shaffir Joins Donnie & Chaps for a No-Frills Travel Deep Dive
✈️ Hostel Life: Ari shares unfiltered stories from dirt-cheap stays, including bunking with strangers, wild hostel parties, and unexpected friendships.
💸 Budget Travel Hacks: How Ar
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Wall Street’s Wild Days with Large
💰 This week on Drop A Pin, we’re heading to the heart of American finance—Wall Street. And who better to guide us through the highs, lows, and absolute insanity of the late ‘90s and early 2000s than Barstool’s very
🎙️ Drop A Pin: Sam Tallent Takes Flight + Traveling as a BIG, BIG Man ✈️🌍
🚨 This week’s episode is a must-listen for comedy and travel lovers! @DonnieDoesWorld & @UncleChaps welcome the hilarious Sam Tallent (SamTallent) into the studio, where he bec
Billy Football Breaks His Silence on Future at Barstool (And Africa) | Drop A Pin Ep. 19
Episode Breakdown:
✅ Billy Football Returns! 🏟️🎤
• Why he left Barstool & what he's been up to
• Coaching football in Africa 🏈🌍
• His wild a
🎙️ Drop A Pin: Mississippi Madness w/ Brandon Walker 🎙️
🚨 This week, Drop A Pin heads down south to the great state of Mississippi 🌊🌾—a place many say is the worst state in the U.S. (stats don’t lie 📊), but Brandon Walker (@BWalkerSEC) ain’t hearing
🎙️ Drop A Pin: Exploring Colombia with Jersey Jerry 🇨🇴
On this episode of Drop A Pin, Donnie Does and Uncle Chaps sit down with Jersey Jerry (@Jerrythekid21) to talk about his time in Colombia. From the country’s complicated past to its evolving pre
Special Guest: Scott McMahon joins Donnie Does and Uncle Chaps to share his incredible story of surviving over 5 years in a Filipino jail.
Insights into his arrest, legal challenges, and how he adapted to life in harsh prison conditions.
Scott’s ref
Drop A Pin 🧭: Donnie Does, Uncle Chaps, and BizNasty Go Hiking & Stu Gets Wild
🎙️ Episode Rundown
🥾 Donnie & BizNasty’s Tennessee Adventure
Donnie and BizNasty (@BizNasty), host of NHL on TNT and Spittin’ Chiclets, recount their recent hiking trip
This week on Drop A Pin, Donnie and Chaps welcome Barstool’s Nick and KB for a trip down memory lane. The crew dives into Pittsburgh and West Virginia, exploring the unique culture, history, and charm of these often-overlooked spots. From the Steel C
🚨 Episode Highlights:
In this episode of Drop A Pin, Donnie and Chaps dive headfirst into the chaos and charm of India with Barstool’s newest hire, Miresh. Donnie shares hilarious and eye-opening stories from his recent trip, including encounters wi
This week on Drop A Pin, The Wonton Don and Uncle Chaps are joined by Barstool’s Rudy, White Sox Dave (@barstoolwsd), and Nicky Smokes (@nickysmokes) for an epic journey to Istanbul 🇹🇷!
From restoring their hairlines to exploring one of the world’s
🔔 Episode Highlights:
🎅 The History of Christmas: Tracing its origins from pagan festivals to modern-day celebrations.
🎁 Weird Traditions Around the Globe: From Japan's KFC feasts 🍗 to Austria's terrifying Krampus parades 👹.
🌟 The Oddities of Sant
On today's episode of Drop A Pin, Donnie and Chaps dive deep into the Hermit Kingdom with two-time defector Charles Ryu. Charles talks about:
🇰🇵 Life under North Korea's dictatorship
🏚️ Growing up in poverty with a father in China and a struggling m
Former NFL player & two-time Super Bowl champion Chris Long (@JOEL9ONE) joins the show!
🚶♂️ Discusses climbing Mt. Kilimanjaro 🏔️—the highs, the struggles, and the ultimate triumphs.
💧 Shares his mission to bring clean water to underserved communit
🎙️ Episode Highlights:
Deep Dive into the Underground: The Mole People 🕳️🏙️
Donnie shares the story behind his viral documentary with 20 million views 🎥.
Exploring the lives of Vegas’ mole people, a hidden community living beneath the city lights.
On this episode of Drop A Pin we have on my friend Tyler to share his story of attempting to row across the Arctic Ocean plus other adventures! Then we discuss the history and culture of Norway
🌍 Tyler Stranded in Mongolia: Hear about Tyler's wild e
PFT Commenter joins The Wonton Don and Uncle Chaps to Drop A Pin in Ecuador. They talk about the unique wildlife in Ecuador, from the famous Galápagos tortoises to blue-footed boobies. PFT shares stories about about his two week trip. A look at how E
In this episode of Drop A Pin, Donnie and Chaps dive into the incredible story of Lee Abbamonte, one of the world’s most adventurous travelers and among the youngest Americans to have visited every country on Earth. The conversation explores Lee’s ba
In this episode of Drop A Pin, The Wonton Don takes us on a wild ride through his post-college days and adventures near Clemson University—a time full of legendary tales, questionable decisions, and moments that could only happen in a small college t
In this week’s episode of Drop A Pin, Donnie Does and Uncle Chaps welcome special guest KB to dive into the lesser-known, incredibly unique Kingdom of Bhutan—a place KB is unusually passionate about. The episode opens with KB breaking down his fascin
In this episode of Drop A Pin, hosts The Wonton Don (Donnie Does) and Uncle Chaps take listeners on a vibrant journey through the culturally rich and mysterious Oaxaca, Mexico. Known as the land of 16 indigenous cultures, Oaxaca holds a unique place
In the premiere episode of Drop A Pin, Barstool's foreign correspondent, The Wonton Don, and co-host Uncle Chaps dive headfirst into one of the most intense and fascinating stories from the Middle East—Syria. Their guest is Sam Godwin, who while on a