Show Me Your Trips

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 me Email:  nailedittravelco@yahoo.com To record you own episode and collaborate. A...

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 me Email:  nailedittravelco@yahoo.com To record you own episode and collaborat...

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...

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 me Email:  nailedittravelco@yahoo.com To record you own episode and collaborate. A...

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 memori...

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 fi...

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, t...

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,...

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 reservat...

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 experience...

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 wr...

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...

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 t...

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 w...

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...