Anyone else actually enjoy the trip planning phase?
Sometimes I enjoy planning a trip almost as much as taking it.
I genuinely love figuring out what kind of trip I want to have, researching neighborhoods, finding great restaurants, saving viewpoints, and imagining how I'll spend my time. I'm usually the planner in my travel group, and honestly, I don't mind.
I've never really subscribed to the "just show up and see what happens" approach and I'm so tired of people (it's almost always men, in my experience) that "just winging it" is somehow the superior way to travel. They've never had to look over their shoulder 25x while speed walking back to their hotel in an unfamiliar city at night, get asked all sorts of personal questions while ordering a coffee, or get told to smile more while minding their own GD business...gah.
For me, planning means I spend more time wandering interesting streets and less time standing in line or staring at my phone trying to figure out where to eat next, or accidentally wandering into an area that doesn't feel safe. I've had too many close calls because I didn't do enough research ahead of time. Planning doesn't mean every minute is scheduled; it means I can be intentional with my time.
The other thing I've noticed? People who claim they "don't plan" often mean someone else in their travel group is doing the planning for them.
Anyway... the frustrating part has always been bringing everything together. Over the years I've built countless Google My Maps, tried tools like Wanderlog, and almost always ended up back in Google Sheets. Most of the planning tools I've tried seemed like they wanted to replace the planning process, when planning is actually my favorite part.
I also got tired of apps asking me to define my travel personality as "adventurous," "romantic," or "relaxing," like I was taking a BuzzFeed quiz. And while ChatGPT is great for brainstorming, I still found myself cross-checking recommendations because it would occasionally suggest places that didn't exist.
My workflow ended up looking something like this: Instagram reels, TikToks, YouTube videos, Google Maps pins, blog recommendations, ChatGPT suggestions, texts from friends... and then copying everything into a spreadsheet.
After running into this problem for years, I built the tool I wished existed. It lets me collect recommendations from all those different sources in one place and then turn them into a flexible itinerary. It's honestly become the planning workflow I always wanted.
If you're someone who loves planning trips, what part of the process do you enjoy most? And what part always feels unnecessarily frustrating?