You've probably been there, on the checkout page of your flight booking, staring at that little checkbox asking if you want to add travel insurance for an extra $89.
Your cursor hovers over "skip" because, honestly, nothing bad has ever happened on your previous trips.
But then that little voice in your head whispers: "What if something does go wrong this time? Is it worth it?"
The short answer: Yes, travel insurance is usually worth it – especially for international trips, expensive vacations, or if you have health conditions.
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The real cost of "what if"
Before diving into whether travel insurance is worth buying, let's look at what it actually costs when you don't have it:
Medical emergencies abroad can easily cost $50,000-$100,000+ for serious incidents. A simple broken bone requiring surgery in the U.S. can cost $25,000. Even a minor emergency room visit for food poisoning might run $3,000-$5,000.
Trip cancellations mean losing your non-refundable expenses entirely. That $4,000 European vacation becomes a complete loss if a family emergency forces you to cancel last minute.
Travel delays can add up quickly. An overnight delay might cost $200+ for a hotel room, plus meals and ground transportation you didn't budget for.
Lost luggage containing your laptop, camera, and clothes could easily represent $2,000+ in replacement costs.
Now compare these potential costs to typical travel insurance premiums of $50-$200 per trip, and the math becomes pretty clear.
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When travel insurance is definitely worth it
International travel: Your provincial health insurance provides minimal coverage outside Canada. Even a minor medical issue can become financially devastating without proper coverage.
Expensive trips: If you're spending $2,000+ on a vacation, protecting that investment with travel insurance (typically 4-8% of trip cost) is usually a smart financial decision.
Non-refundable bookings: The more money you've committed to flights, hotels, and activities that can't be refunded, the more valuable trip cancellation coverage becomes.
Traveling during risky times: Hurricane season, flu season, or visiting destinations with political instability increases your odds of needing coverage.
Health conditions or age factors: If you're over 60, have chronic health issues, or take regular medications, travel insurance becomes even more important.
Adventure activities: Planning to ski, scuba dive, or try other higher-risk activities? Make sure your policy covers these activities specifically.
When you might skip travel insurance
Short domestic trips: A weekend drive to Toronto probably doesn't warrant travel insurance, especially if you're staying with friends and haven't spent much on non-refundable bookings.
Last-minute trips: If you're booking a trip just days before departure, travel insurance may not provide enough benefit to justify the cost.
Minimal trip investment: If your total trip cost is under $500 and you can absorb the loss if something goes wrong, insurance might not be necessary.
Excellent credit card coverage: Some premium credit cards provide comprehensive travel insurance. If you're already covered and understand the terms, additional insurance might be redundant.
The hidden value beyond dollar amounts
Travel insurance isn't just about money – it's about peace of mind and practical support when you're far from home:
24/7 assistance services can help you find medical care, replace lost documents, or navigate emergencies in foreign countries where you don't speak the language.
Stress reduction lets you actually enjoy your vacation instead of worrying about all the things that could go wrong.
Family protection means your loved ones aren't scrambling to cover emergency medical bills or evacuation costs if something serious happens.
Getting the best value
Buy early: Purchase within 14-21 days of your first trip payment to get the best coverage options, including pre-existing condition waivers.
Compare coverage, not just price: A cheaper policy that doesn't cover your specific needs isn't a bargain. Look at medical coverage limits, exclusions, and what activities are covered.
Read the fine print: Understanding what's excluded is just as important as knowing what's covered. Most policies won't cover you if you're intoxicated, participating in excluded activities, or traveling against government advisories.
Consider annual plans: If you travel frequently, an annual travel insurance policy might be more cost-effective than buying individual trip coverage.
Making your decision
Ask yourself these questions:
How much have I spent on non-refundable trip costs?
Can I afford to lose this money if something goes wrong?
What would happen if I needed emergency medical care abroad?
Am I traveling to areas with higher risks (weather, political instability, disease outbreaks)?
Do I have any health conditions that could flare up while traveling?
If the potential financial impact of a travel disaster would strain your budget or cause serious financial hardship, travel insurance is almost certainly worth the cost.
Your trip, your choice
Travel insurance isn't about being pessimistic or expecting the worst. It's about being realistic that unexpected things happen, and when they do during travel, they're usually more expensive and complicated to deal with than when you're at home.
For most travellers, especially those taking international trips or expensive vacations, travel insurance provides valuable protection at a reasonable cost. The peace of mind alone often makes it worthwhile – letting you focus on creating memories instead of worrying about potential disasters.

About the author
Quan works as a Junior SEO Specialist, helping websites grow through organic search. He loves the world of finance and investing. When he’s not working, he stays active at the gym, trains Muay Thai, plays soccer, and goes swimming.
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