Show Me Your Trips

Think travel is only for wealthy people? Think again. In Episode 4 of the “I Wish I Would Have Known…” series, Scott Showalter breaks down one of the biggest myths in the travel world — that vacations are only for people with unlimited money. From payment plans and cruising affordably to travel rewards, off-season travel, and smarter budgeting, this episode explores how everyday people make travel...

Cheap travel deals can look amazing online… until the hidden fees, bad flights, and stressful experiences start piling up. In Episode 3 of the “I Wish I Would Have Known…” series, Scott Showalter breaks down why the cheapest trip isn’t always the best value. From airfare traps and hidden resort fees to knowing when it’s actually worth spending a little more, this episode helps travelers understand...

Solo travel sounds scary… until you realize how empowering it can actually be. In Episode 2 of the “I Wish I Would Have Known…” series, Scott Showalter talks about how traveling alone can build confidence, independence, and freedom in ways most people never expect. From overcoming fear and staying safe to meeting new people and learning to trust yourself, this episode explores why solo travel chan...

Traveling with friends sounds amazing… until budgets clash, nobody agrees on dinner, and one person suddenly becomes a full-time vacation dictator. In Episode 1 of the new “I Wish I Would Have Known…” series, Scott Showalter dives into the realities of group travel: • Different travel personalities • Budget battles • Planning conflicts • Room-sharing disasters • And how to survive a trip without r...

On the last episode of the series Show Me Your Stupid, Scott and Keb take aim at the world’s most Overrated Tourist Attractions — the places everyone says you HAVE to visit… until you actually get there. From giant observation wheels like “The Eye” popping up in every city, to standing shoulder-to-shoulder for hours in Times Square on New Year’s Eve, the guys debate which attractions simply don’t...

This week on Show Me Your Stupid, Scott and Keb tackle one of the most important road trip decisions of all time in an episode called “Ranking Gas Stations.”Not all gas stations are created equal… and everybody has standards. The guys break down exactly what makes a roadside stop elite — clean bathrooms, legendary snack selections, fountain drink quality, easy parking, weird souvenirs, and whether...

This week on Show Me Your Stupid, Scott and Keb tackle one of the most controversial topics in modern society — “Tipping.”Are we tipping too much? Not enough? Why does every payment screen suddenly want 25% for handing over a muffin? The guys dive into today’s tipping culture, the pressure of those awkward checkout screens, and the never-ending debate about who should actually get tipped. From res...

This week on Show Me Your Stupid, Scott and Keb unpack one of the biggest travel mysteries of all time in an episode called “Packing Problems.”Why do men pack like they’re escaping the country for 48 hours with one backpack… while women somehow prepare for every possible weather event, social occasion, and emergency known to mankind? The guys dive into the hilarious differences in how people pack...

This week on Show Me Your Stupid, Keb takes the wheel with “Historical Places – Keb’s List” — a tour through some of the most fascinating cities in the good ol’ USA.Scott and Keb dive into the history, culture, food, ghosts, and weirdness of places like St. Augustine, Savannah, Boston, Philadelphia, and New Orleans. From haunted tours and historic landmarks to incredible food and unforgettable loc...

This week on Show Me Your Stupid, Scott and Keb head straight into the madness known as the airport for an episode called “Airport People.”You know the ones… the gate huggers, the people who stand up the second the plane lands, the travelers who somehow forget every TSA rule, and the loud talkers on speakerphone at 6AM. Nobody is safe in this hilarious breakdown of the airport personalities that d...

This week on Show Me Your Stupid, Scott and Keb are talking “Destination Anywhere” — the dream vacations they’d pack for tomorrow… and the places they’d avoid like airport sushi. From bucket-list adventures and overrated tourist traps to destinations that seem amazing online but questionable in real life, nothing is off limits. The guys debate where they absolutely NEED to go, where they never wan...

On this episode of Show Me Your Stupid, Scott and Keb set sail into the chaotic waters of Cruise Pet Peeves. From people who treat elevators like a demolition derby, to Olympic-level buffet line strategies, to the never-ending debate of whether it’s a ship or a boat… nothing is safe. The guys swap hilarious cruise stories, roast bad vacation behavior, and tackle the little things that can turn par...

Welcome to the Mini-Series "Show Me Your Stupid" where I am joined by fellow podcaster and host of The Stupid History Minute Podcast Keb Pound. Together over the next nine episodes we will traverse various topics in Travel and Time discussing well frankly whatever comes to mind! It is going to be a wild ride, so buckle up and get ready for some laughs and entertainment. Today we tackle the age old...

When you travel the world, you expect the unexpected—but sometimes, things get a little weird. In this episode, we are diving into the bizarre, unexpected, and downright strange events that have happened along the way. From inexplicable coincidences in foreign cities to odd encounters and travel plans that took a sudden, surreal turn, these are the stories that didn't make the standard brochure. P...

It has been an incredible year of adventures, stories, and unforgettable milestones! In this special recap episode, we are taking a nostalgic stroll through some of our absolute favorite moments, episodes, and highlights from the past year. We look back at the most downloaded episodes, the hidden gems you might have missed, and the stories that sparked the biggest conversations. From exploring pri...

Have you ever wondered what drives someone to leave the ordinary behind and dive headfirst into the world of travel planning? In this episode, we are pulling back the curtain on the origins of the podcast and the travel agency. From the spark of inspiration to the passion for helping others explore the world, this is a personal look at why I chose this path. We’ll talk about the magic of the first...

🎙️  The Ultimate Survival Guide In this final episode, Scott wraps up the series with the ultimate travel survival guide. From hilarious laws in Arizona to cultural insights from Singapore and Greece, you’ll walk away ready to travel smarter, safer, and better. What to be a part of the journey? Contact me Email:  nailedittravelco@yahoo.com To record you own episode and collaborate. ALL OF OUR LINK...

🎙️ New episode: Travel Mistakes That Cost Money Avoid costly travel mistakes with this practical episode. Learn about fines in Italy and strict rules in Singapore, and discover simple ways to travel smarter and stress-free. What to be a part of the journey? Contact me Email:  nailedittravelco@yahoo.com To record you own episode and collaborate. ALL OF OUR LINKS For Travel Quotes: https://naileditt...

🎙️ New episode: The Most Ridiculous Laws Ever This episode is pure fun. From ice cream crimes in Kentucky to bizarre rules in West Virginia, Scott shares the most ridiculous laws and how they make travel more entertaining. What to be a part of the journey? Contact me Email:  nailedittravelco@yahoo.com To record you own episode and collaborate. ALL OF OUR LINKS For Travel Quotes: https://nailedittr...

🎙️ New episode: Partying… Carefully Nightlife can be one of the best parts of travel — but it comes with rules. From singing laws in North Carolina to noise regulations in Switzerland, this episode helps you enjoy the night without consequences. What to be a part of the journey? Contact me Email:  nailedittravelco@yahoo.com To record you own episode and collaborate. ALL OF OUR LINKS For Travel Quo...

🎙️ New episode: Fashion Can Be Illegal?! What you wear matters more than you think. From ancient sites in Greece to city rules in Barcelona, Scott explains how clothing choices can impact your travel experience — and how to dress smart wherever you go. What to be a part of the journey? Contact me Email:  nailedittravelco@yahoo.com To record you own episode and collaborate. ALL OF OUR LINKS For Tra...

🎙️ New episode: Wildlife Gone Wild… Legally From intoxicated fish in Ohio to moose-related laws in Alaska, this episode explores how animals play a role in travel laws. Learn how to respect wildlife and enjoy unforgettable experiences responsibly. What to be a part of the journey? Contact me Email:  nailedittravelco@yahoo.com To record you own episode and collaborate. ALL OF OUR LINKS For Travel Q...

🎙️ New episode: Transportation Trouble Getting around while traveling can be an adventure — and sometimes a legal puzzle. From driving laws in Alabama to quiet train etiquette on the Tokyo Metro in Japan, this episode helps you navigate transportation like a pro. What to be a part of the journey? Contact me Email:  nailedittravelco@yahoo.com To record you own episode and collaborate. ALL OF OUR LI...

🎙️ New episode: Love, Romance & Illegal Affection Love may be universal, but the rules around it are not. From train platform etiquette in France to public affection laws in Dubai, Scott explores how romance and travel intersect — and how to avoid awkward situations abroad. What to be a part of the journey? Contact me Email:  nailedittravelco@yahoo.com To record you own episode and collaborate...

🎙️ New episode: Food Laws That’ll Make You Hungry From bouncing pickles in Connecticut to strict gum rules in Singapore, this episode dives into the strange world of food laws. Discover how food reflects culture — and why understanding local customs can make your travel experience even better. What to be a part of the journey? Contact me Email:  nailedittravelco@yahoo.com To record you own episode...