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Hi Reader Have you ever been standing at the airport gate when the agent says: “Only one carry-on and one personal item per passenger.” …and suddenly everyone starts second-guessing their bags? Your teen has a backpack. It happens all the time. The rule is actually simple once you know it. A carry-on goes in the overhead bin. That’s it. But where people get tripped up is size. Most airlines consider anything around 22 x 14 x 9 inches a carry-on. Which means: Backpacks can be personal items. I actually had this happen on a trip with my teens when one of their backpacks was packed with hoodies and snacks. It almost got gate-checked because it wouldn’t slide under the seat. Lesson learned. Now when we travel as a family, I use a simple system: One bag for clothes in the overhead bin. Snacks. It keeps everything organized and avoids surprise baggage fees. If you want the full breakdown (plus examples of what counts as each bag), I wrote a quick guide here: Read the full guide on carry-ons vs personal items It’ll make your next airport check-in a lot less stressful. Talk soon, Travel on! Tonya
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I provide travel recommendations for families with teens, as well as travel planning advice to get the most out of your vacation.
Travel entry:July 2026 Hey travel bestie! I've been wanting to share more with you for a while now. Between juggling the chaos of summer, celebrating my son’s graduation, and attending a travel conference, it’s been a whirlwind! But I’m thrilled to finally announce a new newsletter format that I can’t wait for you to explore. In the coming weeks, you’ll see richer content with inside tips, more blog highlights, and updates from both Detail Oriented Traveler and my new project, The Booked...
Hey travel bestie, This summer, we took a graduation trip for my son. It's kind of our thing to celebrate the big moments in iconic locations. And my daughter couldn’t make it. She had an internship. A really good one. The kind you don’t turn down. And rightfully so. I was proud of her. But I’d be lying if I said it didn’t hurt a little, watching the three of us board a plane without her. Here’s what I know, though: none of it would have happened at all if we hadn’t put it on the calendar...
Hey Reader, Can we talk about May for a second? Because somehow this month feels like December with better weather. School events. Sports. Graduations... including my son's college graduation this year! Trying to figure out summer plans before everything doubles in price. And meanwhile, every time I look up flights or gas prices lately, I feel personally attacked. I was pricing out a summer trip the other night and had one of those moments where you stare at the screen thinking… “Okay, but...