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5 Travel Mistakes That Could Ruin Your Vacation (and How to Avoid Them)

August 01, 20253 min read

5 Travel Mistakes That Could Ruin Your Vacation (and How to Avoid Them)

As a certified travel advisor, I’ve seen it all—missed flights, expired passports, surprise resort closures, and the dreaded “we booked it ourselves and now we’re stuck.” Travel is supposed to be exciting and restorative, but a few common mistakes can turn your dream trip into a stressful (and expensive) lesson.

Here are the top five mistakes I see travelers make all the time—and how you can avoid them:


1. Waiting Too Long to Book

Many people believe last-minute deals are the way to save money, but in reality, waiting too long often means higher prices and fewer options. Airfare, hotels, and cruises tend to rise in price the closer you get to departure.

Example: I recently worked with a client who booked their spring break vacation early. They locked in a great rate and secured the exact room category they wanted. Another family waited until February to book, and their resort was completely sold out—leaving them scrambling for a backup plan.

Pro Tip: Book early to secure the best availability, and if you’re worried about price drops, ask about price protection options.

Air Port Gate


2. Forgetting to Check Your Passport

You’d be surprised how many travelers don’t realize their passport is expired—or about to expire—until the week before their trip. Many countries require your passport to be valid for at least six months beyond your return date.

Example: I once had a client headed to Italy who discovered their passport expired in three months. Because we checked early, we were able to get an expedited renewal. If they had waited, they would have been denied boarding at the airport.

Pro Tip: Check your passport as soon as you start planning. If it’s within a year of expiring, renew it.


3. Booking Flights, Hotels, and Transfers Separately (Without a Plan)

DIY booking can lead to major headaches. Flights may arrive after your cruise has departed, transfers may not match your hotel’s check-in times, and you could end up paying extra to fix it all.

Example: A traveler I spoke with booked their own flight to meet a cruise ship overseas but didn’t factor in connection times. Their flight delay caused them to miss the ship’s departure, and they had to buy a last-minute one-way ticket to the next port—at a huge cost.

Pro Tip: Book your trip as a package or work with a travel advisor who ensures every piece of your itinerary fits together seamlessly.


4. Skipping Travel Insurance

I know—it feels like an extra expense. But when the unexpected happens, travel insurance can save your trip (and your wallet).

Example: One of my clients had to cancel a Caribbean vacation due to a family emergency. Because they had insurance, they were reimbursed for the full cost of their trip. Another traveler who opted out of coverage lost thousands when a hurricane shut down their resort.

Pro Tip: Ask about the different types of travel insurance (cancellation, medical, baggage) and choose one that matches your trip’s value and complexity.


5. Not Using a Travel Advisor

Travel Advisor and client at a desk

Sure, you can book online—but what happens when your flight gets canceled at midnight, your resort is overbooked, or a tour you were counting on is suddenly unavailable? Travel websites don’t step in to help. A travel advisor does.

Pro Tip: I handle the research, booking, and troubleshooting, plus I can often access exclusive perks like upgrades, extra amenities, and promotions you won’t find online.


Avoiding These Mistakes is Simple

Travel should be exciting and stress-free, not filled with uncertainty. As your travel advisor, I help you avoid these pitfalls, protect your investment, and create the kind of seamless experiences you deserve.

📩 Ready to plan your next trip? Reach out today and let me take the stress out of travel planning.

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Chris Martin, CTA, CCC

Travel Advisor | Certified Cruise Counselor | Certified Travel Associate

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