Rosie's Words

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

35 Affordable Family Winter Activities in California

35 Affordable Family Winter Activities in California

Planning a California winter trip on a budget shouldn't mean drowning in overpriced attractions and "family-friendly" spots that cost $200 before lunch. But that's exactly what happens when you start googling. So we dug in—compiled insights from local parents, tracked down the spots that sounded too good to be true, and found the places that actually deliver for 2025. Here's what we learned: California's winter magic isn't hiding behind expensive tickets. It's in the free tide pools an

Dec 284 min
Winter Break 2025: 15 Family-Friendly Holiday Activities in the 5 Biggest US Metro Areas

Winter Break 2025: 15 Family-Friendly Holiday Activities in the 5 Biggest US Metro Areas

Travel window: Dec 23, 2025–Jan 2, 2026 Looking for holiday plans that feel festive and realistic with kids? These picks are high on "wow," low on hassle, and (most importantly) actually run during winter break. ✈️ New York City Metro (NYC) 1) Bryant Park Winter Village: skating + holiday market in one stop Think: skate (or watch), snack, shop, repeat. It's basically a built-in family itinerary, and it runs through the season—well past New Year's. (Bryant Park) Make it

Dec 233 min
Three Wisconsin Winter Getaways That Actually Work With Kids

Three Wisconsin Winter Getaways That Actually Work With Kids

Planning a winter trip with kids? The goal is simple: snow, fun, nobody crying in the car. Turns out Wisconsin delivers—if you know where to look. Here's what we learned (and what other families swear by). ✈️ 1. Northwoods Cabin Escape: St. Germain/Minocqua/Boulder Junction The vibe: Total wilderness. Crackling fires. Kids building snow forts until their mittens are frozen solid. The Northwoods region—St. Germain, Manitowish Waters, Boulder Junction, Minocqua—sits about 3

Dec 213 min
10 Family Destinations Worth the Drive (That You Won't Find on Every "Best Of" List)
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10 Family Destinations Worth the Drive (That You Won't Find on Every "Best Of" List)

You know that feeling when you're planning a trip and end up with 47 browser tabs open, three conflicting blog posts, and zero confidence you've actually found something good? Yeah, we got tired of that too. So we built Go With Rosie—a way to tap into what hundreds of other families who actually travel with their kids have discovered. Not influencers with perfectly curated feeds—real parents who've survived the airport meltdowns and know which "family-friendly" spots are actually worth

Dec 1512 min
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.

🎁 Cyber Monday, but make it useful: We're giving away $500 in travel credit—not selling you more stuff. Almost 800 families have already entered. Join them → Five days. 50 degrees. Rain. And two kids staring at their parents like they'd personally offended the weather gods. Here's what happened: A friend of ours escaped Wisconsin winter for a Florida beach trip. They packed shorts, swimsuits, and enough sunscreen to coat a small army. Then they landed to gray skies, chilly temps, a

Nov 273 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