Show Me Your Trips

Airport currency exchange counters may be convenient, but convenience often comes with a price.In Episode 21 of the "I Wish I Would Have Known..." series, Scott Showalter shares smarter ways to access money while traveling internationally. Learn how exchange rates really work, why airport kiosks often cost more, how to avoid unnecessary foreign transaction fees, and the simple strategies experienced travelers use to save money overseas.A little planning before your trip can keep more money in your pocket—and that's money better spent making memories.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

What if your vacations could actually help pay for your next vacation?In Episode 20 of the "I Wish I Would Have Known..." series, Scott Showalter explains why airline miles, hotel rewards, cruise loyalty programs, and travel points matter more than most people realize.Learn how experienced travelers earn free perks, upgrades, priority boarding, complimentary nights, and even free cruises—simply by traveling smarter.If you're not taking advantage of loyalty programs, you could be leaving thousands of dollars in travel value on the table.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

Travel isn't just about seeing new places—it's about tasting them.In Episode 19 of the "I Wish I Would Have Known..." series, Scott Showalter explores why local food is one of the most memorable parts of any vacation. From stepping outside your comfort zone and avoiding tourist traps to finding hidden neighborhood restaurants and staying food-safe abroad, this episode is all about making your next meal part of the adventure.Because sometimes the best souvenir isn't something you bring home...it's the meal you'll never forget.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtripsThis episode includes AI-generated content.

Theme parks are magical...But they're also exhausting if you don't have a plan.In Episode 18, Scott Showalter shares strategies for avoiding overwhelm, managing budgets, maximizing ride time, and surviving the miles of walking that most first-time visitors never see coming.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

Hurricane season doesn't automatically mean bad vacations.In Episode 17, Scott Showalter separates myths from reality and explains how flexibility, travel insurance, and smart planning can help travelers find incredible deals during one of the most misunderstood travel seasons.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

Thinking about taking your first cruise?Cruising is one of the easiest and most enjoyable ways to travel, but first-time cruisers often discover there are plenty of things nobody told them before boarding.In Episode 16 of the "I Wish I Would Have Known..." series, Scott Showalter shares the lessons many cruisers learn after their first sailing. From embarkation day expectations and sea sickness myths to drink packages, excursions, hidden fees, and cruise hacks that can save you time and money, this episode is packed with practical advice for both new and future cruisers.Whether you're sailing next month or simply cruise-curious, this episode will help you board with confidence and avoid some common rookie mistakes.Because the best cruise vacation starts before you ever step on the ship.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

What if the best time to travel isn't when everyone else is traveling?In Episode 15, Scott Showalter explains why experienced travelers love shoulder season travel and how lower prices, fewer crowds, and better availability can completely transform your vacation experience.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

Honeymoons, anniversary trips, proposal vacations, couples cruises... they all look perfect online.Reality?Travel can test even the strongest relationships.In Episode 14, Scott Showalter explores the realities of romantic travel, from differing travel styles and unrealistic expectations to proposal pressure and relationship lessons learned on the road.Because sometimes the most romantic memories come from surviving the unexpected together.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

Traveling internationally is exciting, but there are a lot of things first-time travelers wish they knew before stepping on that plane.In Episode 13 of the "I Wish I Would Have Known..." series, Scott Showalter covers currency exchange, customs and immigration, airport timing, international phone plans, jet lag, and navigating cultural differences with confidence.Whether you're planning your first overseas adventure or your tenth, this episode will help you avoid common mistakes and travel smarter.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

What happens after the vacation ends?In Episode 12 of the “I Wish I Would Have Known…” series, Scott Showalter pulls back the curtain on life as a travel specialist and explains how personal travel experiences directly shape the advice, recommendations, and planning strategies used to help clients travel smarter.From airport frustrations and resort realities to hidden gems and travel mistakes, this episode explores how real-world travel experience becomes the “secret weapon” behind great vacation planning.Because the best travel advisors don’t just book trips…they live them too.Plus:Why working with an experienced travel advisor can help travelers avoid saying:“I wish I would have known…”What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

Travel scams have evolved — and many tourists don’t realize how modern they’ve become.In Episode 11 of the “I Wish I Would Have Known…” series, Scott Showalter talks about the new generation of travel scams targeting tourists around the world.From fake QR codes and rideshare tricks to aggressive “free gift” scams and fake public Wi-Fi networks, this episode explains how travelers can stay aware, protect themselves, and avoid becoming easy targets without becoming paranoid.Because travel should feel exciting…not stressful.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

Traveling for a major sporting event sounds exciting…until you realize the normal rules of travel completely disappear.In Episode 10 of the “I Wish I Would Have Known…” series, Scott Showalter talks about the REAL costs and hidden challenges of traveling for marathons, NFL games, championships, Formula 1 races, and major sporting events.From surge hotel pricing and impossible restaurant reservations to road closures, transportation chaos, and supporting someone competing in a marathon, this episode dives into what travelers should REALLY expect before booking these trips.Because event travel isn’t just a vacation…it’s a strategy.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

Social media changed travel forever…but not always in good ways.In Episode 9 of the “I Wish I Would Have Known…” series, Scott Showalter talks about vacation oversharing, privacy risks, influencer culture, travel envy, and why so many people forget to stay present during the actual experience.This episode also ties together the biggest lessons from the series so far — and explains why experienced travel advisors remain one of the most valuable “secret weapons” in travel planning.Because sometimes the smartest part of travel…is having someone guide you through it.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

AI is changing the way people plan vacations…but should travelers trust it completely?In Episode 8 of the “I Wish I Would Have Known…” series, Scott Showalter breaks down the pros and cons of using AI for travel planning.From fake pricing and missing fine print to hidden fees and the value of real human expertise, this episode explores where AI helps travelers — and where it can still go very wrong.Because sometimes the cheapest online “deal” isn’t actually the smartest vacation decision.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

Trying to “see everything” on vacation might actually ruin the vacation.In Episode 7 of the “I Wish I Would Have Known…” series, Scott Showalter talks about travel burnout, overpacked itineraries, vacation exhaustion, and why slowing down can actually make trips MORE memorable.From nonstop schedules to social media pressure, this episode explores why travelers often forget the point of vacation in the first place:to actually enjoy it.Because vacations shouldn’t feel like unpaid overtime.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

Social media makes every destination look magical…but reality doesn’t always match the Instagram post.In Episode 6 of the “I Wish I Would Have Known…” series, Scott Showalter talks about overrated attractions, influencer expectations, crowded tourist traps, and why some of the best travel memories happen in places nobody talks about online.Because sometimes the internet sells the fantasy…not the actual experience.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

Tourists make easy targets — especially when they’re distracted, overwhelmed, or carrying valuables in all the wrong places.In Episode 5 of the “I Wish I Would Have Known…” series, Scott Showalter talks about common travel scams, pickpocket tricks, protecting your passport and phone, and how to stay aware without becoming paranoid.Because nothing ruins vacation memories faster than losing your wallet in a crowded tourist area.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

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 possible without luxury-level budgets.Because travel isn’t about being rich.It’s about priorities, planning, and creating memories that actually matter.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

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 the difference between “cheap” and “smart.”Because saving money on vacation means nothing if the experience becomes miserable.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

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 changes so many people for the better.Because sometimes the greatest travel companion you’ll ever discover…is yourself.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

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 ruining friendshipsIf you’ve ever planned a group vacation, this episode will feel VERY familiar.Because sometimes the hardest part of vacation…is the people you brought with you.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

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 live up to the hype. They also break down why Mount Rushmore National Memorial leaves some travelers underwhelmed and why Orlando can feel more exhausting than magical.Scott and Keb share their experiences with long lines, overpriced tickets, overcrowded attractions, and those moments when the Instagram photo is way better than the real thing. If you’ve ever walked away from a famous attraction thinking “THAT was it?”… this episode is for you.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

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 the place feels safe enough to eat a hot dog that’s been rotating since Tuesday.From giant travel centers to sketchy middle-of-nowhere stops, Scott and Keb rank what really matters when choosing the perfect exit for that all-important snack, drink, or emergency potty break. Road trip people are going to feel VERY seen in this one.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

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 restaurants and bartenders to delivery apps, coffee shops, cruises, and everywhere in between, Scott and Keb break down the right way to approach tipping… or whether some places should even ask at all. Expect strong opinions, hilarious stories, and plenty of relatable frustration in this episode that everybody will have an opinion about.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

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 for vacations, road trips, cruises, and weekend getaways.From overpacked suitcases and “just in case” items to men wearing the same pair of shorts for three straight days, this episode is packed with relatable travel chaos, questionable logic, and plenty of laughs.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

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 local experiences, the guys break down why these destinations deserve a spot on your travel bucket list. Of course, it wouldn’t be Show Me Your Stupid without hilarious stories, questionable opinions, and plenty of side tangents along the way.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

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 drive everyone insane.From security line chaos to boarding group confusion and terminal meltdowns, the guys share travel stories, hot takes, and plenty of laughs about the weird world of air travel. If you’ve ever flown anywhere, you’ve definitely met these people.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

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 want to step foot, and the weird reasons behind both.Whether you’re a seasoned traveler, a couch vacationer, or someone whose dream trip somehow includes fewer people and better snacks, this episode is packed with laughs, travel hot takes, and plenty of stupid.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

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 paradise into pure comedy. If you’ve ever cruised before, you’ve definitely seen some stupid.Grab a drink, find a deck chair, and prepare to laugh your way through the most relatable cruise complaints at sea.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

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 question of if you should purchase the drink package or not while aboard a sailing vessel.Welcome aboard and Cheers to a fun adventure ahead!What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

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. Pack your sense of humor and your curiosity as we share the unusual side of travel and discuss how the most chaotic moments often make the very best stories.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

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 pristine beaches to discussing the ultimate cruise itineraries, this is a celebration of our community and the journeys we've taken together. Whether you’ve been with us since day one or are just tuning in, join us as we revisit the best moments of the year and look forward to the adventures still to come!What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

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 trip that changed everything, the absolute joy of matching people with their dream vacations, and what keeps that spark alive every single day. Whether you are a fellow travel lover or just curious about the engine behind the business, this episode is a heartfelt reminder of why exploring our world truly matters.What to be a part of the journey?Contact meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

🎙️  The Ultimate Survival GuideIn 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 meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

🎙️ New episode: Travel Mistakes That Cost MoneyAvoid 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 meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips

🎙️ New episode: The Most Ridiculous Laws EverThis 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 meEmail: [email protected] record you own episode and collaborate.ALL OF OUR LINKSFor Travel Quotes:https://nailedittravel.net/Follow UsX: https://www.twitter.com/@showmeyourtrips