Cut Trip Planning Time in Half With Visual Route Previews

Because no one wants to spend 16 hours planning for a 3-day trip. Welcome back to the Where.App newsletter 😎 Let me share some cool updates with you!

Aug 22, 2025

Stop Spending 16 Hours Planning a 3-Day Trip

Every group trip has that friend. The one who spends nights buried in Google Docs, juggling 14 browser tabs, color-coding calendars, and still asking: “Do we have time for this, or are we insane?”

It turns out the average group trip planner spends 16+ hours piecing together itineraries. And most of that time? Lost trying to figure out how locations actually fit together.

At Where App, we think that’s broken. You shouldn’t have to spend two workdays planning a weekend away.

Why Planning Trips Takes Forever

Let’s be honest: planning isn’t fun—it’s admin.

Tab fatigue: one map for restaurants, another for sightseeing, a TikTok list for “hidden gems.” None of them talks to each other.
Timing traps: “Can we do three museums and a dinner reservation in one afternoon?” (Answer: not unless you teleport.)
Logistical chaos: Opening hours, transit time, walking distance—it’s all guesswork.

The result? Stressed planners, annoyed friends, and backup plans scribbled in Notes apps.

Enter Visual Route Previews

Where App changes the game by showing you exactly how your day looks on a map before you go.

Auto-structured day view: Drop in stops, and it builds a map + timeline.
Instant pacing check: See if your “perfect day” is actually 12 miles of walking.
Backup plan baked in: When things go sideways (they will), your alternate route is already there.

This isn’t theory. It’s the real experiences of travelers mapped out in a way that makes sense. Spoiler alert: here’s a quick video of a San Francisco trip we’ve detailed below. See what’s possible to create in a couple of minutes using Where App:

No More Rabbit Holes

Wherebot, our AI assistant, takes your half-formed plan—“a couple bars, that bookstore, maybe a hike?”—and turns it into something navigable. It fills in missing hours, reorders stops so you’re not zig-zagging across the city, and pulls from guides made by actual locals.