Hey Reader

Let’s talk about one of the most stressful parts of planning a trip: booking your flight.

I know, I know. Just thinking about it probably makes your brain do cartwheels.

Are we trying to save money by flying midweek or stretching vacation days with a weekend departure? Do we want to splurge on a flexible fare just in case something comes up? Is it worth it to book now… or will prices drop next week?

Been there. Done that. Almost booked a $700 flight I swore was $480 the day before.

But here’s the thing: booking flights doesn’t have to be a mysterious game of chance. There is a strategy—and it starts with knowing when and how to look.

✈️ The Sweet Spot: When to Book Flights

If international travel is on your radar, aim to book your flights 3–5 months in advance. That’s typically when prices dip before they begin to climb again closer to departure. Here’s a quick peek at how it usually works:

• 11 months out: Flights are released (and usually pricey)
• 5 months out: Prices start to maybe creep down
• 3–5 months out: That’s your gold zone!
• 1 month out: Prices often jump
• 3 weeks or less: Hello, premium pricing

If you’re planning a trip during the popular spring or fall “shoulder seasons” (think April-May or September-October), you’re already on the right track. Fewer crowds, better weather, and yes—better airfare.

🔔 Use Google Flights Like a Pro

Once you’ve got your dream destination and rough dates in mind, head over to Google Flights. Set a price alert for your desired route so you’ll get notified when fares change.

This has been a game changer for me. It’s like having a travel-savvy friend whispering, “Hey! Your flight to Amman just dropped $100.”

🧠 A Few More Smart Flight Hacks

• Use incognito mode when browsing flights, just in case cookies are raising those prices behind the scenes. (The jury’s still out, but better safe than price-gouged.)
• Don’t ignore sales: Black Friday and January are two big ones. Airlines want to fill seats after the holiday rush—your wanderlust could get rewarded.
• Book your extras early: Things like checked bags, seat selection, or even snacks (yes, really) are almost always cheaper in advance. You don’t want to be that person paying $18 for a sad airport sandwich. Trust me—I’ve been that person.
• Points: I'm always hesitant to speak up on points because not everyone wants a credit card and some people hate carrying a balance, but sometimes points are the way to go to book flights and earn rewards.

🎟️ And Don’t Forget…

If there are tours or activities you’re dreaming about—especially ones that tend to book out (looking at you, cooking classes in Verona or sunrise hikes in Petra)—grab those early too. It’s one less thing to stress about, and future you will thank you.

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So, next week’s mission?​
Start browsing, set those alerts, and get your flights on your radar. A little planning now can save you serious cash (and headaches) later.

— Kimberly

P.S. If you’re not sure where you want to go next, I’ve got plenty of destination inspiration coming your way. And if you’re already planning a trip—reply and tell me about it! I love helping you map it out.

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