So, you’re dreaming about ditching the 9-to-5 grind and hitting the open road in an RV? Hold your horses, partner. Before you start packing up your entire life into a mobile home, you need to know what you’re really signing up for.
Bob and Hillary from Vancaskeys just celebrated their 50th episode on the road—that’s 265 days of full-time RV living after Bob quit corporate America on August 15th, 2025. They’ve traveled nearly 20,000 miles across 17 states, and they’re spilling the unfiltered truth about why so many people throw in the towel on RV life. This isn’t your typical Instagram-filtered fairy tale. This is the real deal, complete with Cracker Barrel parking lots, cassette toilet dilemmas, and financial panic attacks.
Reality #1: Finding a Place to Sleep Is Like Playing Nightly Roulette
The Instagram Lie vs. Your Actual Reality
Sure, you’ll get those magical nights camping beside the Pacific Ocean with waves crashing in the background. But guess what? You’ll spend way more nights at Walmart, Cracker Barrel, and casino parking lots than you ever will at postcard-perfect locations.
Bob and Hillary admit they spend the majority of their nights in these less-than-glamorous spots. Why? Because finding free camping as you travel state to state is like finding a needle in a haystack—except the needle moves locations every single day, and half the haystacks have “No Overnight Parking” signs.
Your Survival Toolkit
Here’s your cheat sheet for finding places to lay your head:
- RV Parky
- iOverlander