Rosie's Words

Articles that will help you understand, explore, and build the best itineraries possible.

Your Trip, Your Way: Why We Built an Itinerary Builder That Actually Lets You Build
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Your Trip, Your Way: Why We Built an Itinerary Builder That Actually Lets You Build

Here's a confession: we've tried a lot of itinerary planners. Like, a lot. And somewhere between the third app that insisted we visit a "hidden gem" that was actually a tourist trap, and the one that wouldn't let us swap Day 3 and Day 4 without starting over from scratch, we lost it. Not in a dramatic way. More like the quiet rage of a parent who just wants to move the zoo to the morning because their kid is a monster after 2pm. Why is this so hard? ✈️ The Problem with Most T

Nov 273 min
We Packed for Sunshine. Florida Had Other Plans.
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We Packed for Sunshine. Florida Had Other Plans.

Five days. 50 degrees. Rain. And two kids staring at us like we'd personally offended the weather gods. Here's what happened: We escaped Wisconsin winter for a Florida beach trip. We packed shorts, swimsuits, and enough sunscreen to coat a small army. Then we landed to gray skies, chilly temps, and a five-day forecast that laughed at our vacation dreams. By day two, we were stuck in our Airbnb, kids bouncing off the walls, scrolling through Netflix while the beach sat empty and cold

Nov 272 min
Why This Tech Moment Is Different for Families
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Why This Tech Moment Is Different for Families

There's a running joke among parents: Ask for travel advice online, and you'll either get a 47-paragraph SEO article that says nothing, or a recommendation from someone whose "kid-friendly restaurant" had a dress code and no high chairs. We get it. The internet is full of noise. And if you've seen the flood of generic, soulless content that's appeared lately, you might be skeptical that technology can actually help with something as personal as planning your family's next adventure.

Nov 273 min