Last updated on May 15th, 2026 at 05:35 pm
Our Costly Travel Insurance Mistake Changed Everything
Three denied objections, one 90-year-old’s stroke, and the lessons that changed how we protect every trip.
We filed a claim for a canceled flight. It should have been straightforward. It wasn’t.
The travel insurance company — not one of the three providers we recommend in this post — gave us the runaround from the start. First, they argued we had waited too long to file. When we pushed back and made clear their position was unacceptable, they shifted tactics. Now the problem was that we didn’t have “the correct” documentary evidence that we had purchased the tickets. We produced the evidence. Then came objection number three: our specific cancellation circumstance, they said, didn’t fall within the policy’s terms and conditions.
Three objections. Three different reasons to deny the same claim. Each one surfaced only after we overcame the last.
Read the terms and conditions before you buy. Not the marketing page. Not the summary. The actual contract.
We eventually resolved it, but the experience burned a lesson into us that we carry on every trip since: read the terms and conditions before you buy. And keep a copy of those terms after you purchase — because if you ever need to file a claim, you’ll be arguing from a document, not from memory.
That experience changed how we think about travel insurance entirely. It’s not about whether you have a policy. It’s about whether you have the right policy — and whether you understand exactly what it covers before something goes wrong.
We Thought We Were Covered
Most travelers assume they’re protected while traveling. Between health insurance, the travel coverage bundled with a premium credit card, and whatever policy they clicked “yes” to during checkout, it feels like the bases are covered. They usually aren’t.
Here’s what catches people off guard. Your domestic health insurance likely doesn’t cover you internationally — and if it does, it typically covers treatment at the nearest adequate facility, not at the hospital you’d actually choose. Credit card travel benefits sound generous in marketing brochures but come with narrow eligibility windows, low caps, and exclusions that only become visible when you read the fine print during a crisis. And that cheap policy you added at checkout when booking a flight? Read the terms. You may find that the specific reason your trip fell apart isn’t listed among the covered scenarios.
Then there’s the cost most people don’t think about at all: medical evacuation. If you need to be transported from a foreign hospital to one back home — or even from a rural domestic hospital to a major trauma center — the cost can run from $30,000 to $180,000. Most standard health plans and travel policies don’t cover this type of event. They’ll get you to the nearest facility. Getting home is your problem.
Then We Watched It Work for Someone Else
After our own frustrating claims experience, we were skeptical. Then we watched travel insurance work exactly as it should — for someone who needed it far more than we did.
A 90-year-old fellow FRVA member suffered a stroke while traveling in his RV. He couldn’t drive. He couldn’t get himself home. His wife, traveling with him, didn’t drive the RV.
The FRVA Medical & Travel Assist program — underwritten by Arch Insurance Company — stepped in. They covered the cost of flying a relative to the member’s location to drive the RV home. They paid the relative’s travel expenses. They covered lodging and related costs so the man’s wife could travel home alongside the relative driving the RV. No runaround. No shifting objections. No denied claims.
The plan did exactly what it promised at the moment a family needed it most. That tells you more about an insurance company than any brochure ever could.
The contrast between our experience and his couldn’t have been sharper. Same concept — travel insurance. Completely different execution.
Why RVers Should Pay Particular Attention
If you travel by RV, travel insurance isn’t just for flights and hotels. The RV lifestyle creates a financial risk category many travelers never consider.
Mechanical breakdowns, medical events, and family emergencies can force you to cancel RV park reservations, miss rallies, skip conferences, or abandon events you’ve already paid for. And here’s the part that stings: most RV parks won’t refund a canceled reservation. At best, they’ll offer a credit toward a future stay — at a park you may never return to. Rally fees, conference registrations, and event tickets? Those are typically gone.
Trip insurance can reimburse you for these losses. A canceled reservation at a premium RV resort during peak season, registration fees for a rally you had to skip because of a medical issue, the non-refundable deposit on a guided caravan trip — these are real costs that add up quickly, and they’re exactly the kind of expenses a good travel insurance policy is designed to cover.
For full-time RVers, the math is even more compelling. You’re always traveling. Every week, you have reservations, deposits, and commitments on the calendar. One medical event or mechanical failure can cascade into thousands of dollars in lost prepayments. Coverage that protects those costs isn’t a luxury — it’s practical risk management.
Three Different Problems, Three Different Solutions
After years of experience — both good and bad — we’ve concluded that no single travel insurance product covers everything well. The smartest approach is to understand what each type of coverage does best, then choose accordingly. Here are three providers we’ve researched thoroughly, each built for a different scenario.
“My $5,000 trip falls apart — before I leave or mid-trip. And I want to compare every option before I buy.”
This is Squaremouth’s territory. Squaremouth is America’s largest travel insurance comparison site, with more than 20 years of experience helping over 4.5 million travelers find and buy trip insurance. Unlike buying directly from a single insurer, Squaremouth lets you compare over 100 plans from more than 20 top-rated providers side by side — covering trip cancellation, interruption, travel delay, emergency medical, baggage loss, and much more — all at the same price you’d pay going directly to the insurer. There is no markup for using the comparison tool.
What distinguishes Squaremouth beyond the breadth of options is how seriously they take the post-purchase experience. Every policy sold through Squaremouth comes with their Zero Complaint Guarantee: if you file a claim and believe it was denied unfairly, Squaremouth’s team of licensed claims adjusters will investigate and mediate with the insurer on your behalf. If a complaint cannot be resolved to their satisfaction, they remove that provider from their site and stop selling their policies entirely. That is not a marketing promise — it is a structural commitment that keeps bad actors off the platform.
Comprehensive travel insurance plans on Squaremouth typically cost between 5% and 10% of your total trip cost. Their comparison tool lets you filter by benefit — trip cancellation, pre-existing condition coverage, Cancel For Any Reason, adventure sports, cruise-specific coverage, and dozens more — so you can find the plan that fits what you actually need, not just the most expensive one.
→ Compare plans and get a free quote on Squaremouth“I’m hospitalized far from home and need to get to MY hospital.”
This is Medjet’s territory. Medjet isn’t traditional travel insurance — it’s a medical transport membership. If you’re hospitalized more than 150 miles from home, they arrange air-medical transport to the hospital of your choice. Not the nearest acceptable facility. Your hospital. Your doctors. Your city. Medical transport can cost $30,000 to $180,000 out of pocket — this membership eliminates that risk. The MedjetHorizon tier adds travel security and crisis response with a 24/7 global network. Disclose your association memberships when you contact them — they may offer a discount.
→ Learn more about Medjet“I need coverage I can actually use when something goes wrong — not fight over.”
This is Arch RoamRight’s territory — and after our own claims nightmare with a different provider, this matters to us more than anything. RoamRight has a 4.52 out of 5 customer rating on Squaremouth across 2,000+ verified reviews, with particularly high marks for claims service. They offer primary medical coverage (they pay first), pre-existing condition coverage on the Pro Plus plan, and plans starting at approximately $84 for a domestic trip. The same Arch Insurance Company that underwrites RoamRight handled our FRVA friend’s stroke claim without hesitation. A+ rated by both A.M. Best and the BBB.
→ Get an Arch RoamRight quoteWhat We Do Now
After the denied claim, after watching the FRVA program perform under real pressure, and after years of evaluating these products analytically, here’s where we’ve landed.
We layer our coverage. For international trips, we carry Medjet for transport — because if we’re hospitalized overseas, the only thing that matters is getting home to doctors we trust. On top of that, we carry comprehensive trip protection to cover financial cancellations, interruptions, baggage, and medical expenses abroad.
We shop for that trip protection on Squaremouth. The ability to compare plans from 20+ providers side by side — filtered by the specific benefits we care about — means we’re not guessing at coverage. We’re choosing it deliberately.
And we follow one rule we’ll never break again: read the terms before you buy, and keep a copy after you purchase. Because when a claim is on the line, the terms and conditions are the only document that matters — not the sales page, not the brochure, and not what the representative told you on the phone.
Quick Reference — Three Providers
- Compare & Buy
- Squaremouth → 20+ providers · 100+ plans · Zero Complaint Guarantee · 4.5M+ trips insured
- Medical Transport Membership
- MedjetAssist → Air transport to your hospital · 150+ miles from home · 24/7 global crisis response
- Direct Trip Insurance
- Arch RoamRight → Primary medical coverage · 4.52/5 on Squaremouth · A+ BBB · from ~$84
- Full Comparison Guide
- Rover’s Guide to Travel Insurance → Plan tiers · pricing · association discounts · coverage limits
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Originally published April 21, 2026 · Updated May 2026


