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 places to check out while he is on his adventure!

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 joined by Dante, Eddie, Mikey Bets and Miresh Patel who all have varying experiences/beliefs on All Inclusive resorts and Cancun.

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.

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 thoughts on the Mississippi delta. Be sure to watch the latest episode of Rediscovering America and also check out our new friend Mohammed on IG @sapphire.esmod !

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.

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

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 stories that didn't make the final cut, and explain what lead to that unpleasant surprise appearance from White Sox Dave. Tune in to learn more about how Rediscovering Minnesota came to be and stay tuned for Rediscovering Missouri coming early January!

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.

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’ Cultured Uncle Chap’s Mom joins us to talk to the boys about her experiences living in Sicily while raising Uncle Chaps!

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 British Columbia then Corey Rutledge and Tyler Spaid, two of the producers behind Peakin' join us in studio to give us their sides of the story of the making of Peakin' Season 2.