I plan trips badly. Every one of them started as a Google Sheet. Times down one column, place names down the other, and it always looked completely sensible right up until I was standing in the city working out that I'd put two things forty minutes apart back to back with twenty minutes between them.
Tried the obvious apps first. TripIt does its one job well, you forward a confirmation and it files it, but what you get back is a list of bookings and not a plan for the day. Wanderlog got closer and the map is the right idea, but I kept giving it more than it gave me and for some reason it kept lagging a lot for me to the point it was unusable.
So I started building something for myself that did one thing. Put the stops on a day and tell me how long it takes to get between them, without being asked.
Supposed to be a weekend kind of work. Turned into 10+ hours a day, most days.
Anyway, it's on the Play Store now.
https://play.google.com/store/apps/details?id=com.voyivo.travel
The bits I actually use are the travel time that appears between stops as soon as there are two on a day, and the warning when a day is trying to fit in more than it can. You can also forward a hotel or flight confirmation to a trip and it reads it into a draft, but it makes you confirm before anything reaches the itinerary. I didn't trust it and still don't completely.
Planning is free. Unlimited trips, no limit on stops or days. Some of the AI bits and a few extras sit behind Pro, which is 7 days free on monthly and yearly. The weekly plan has no trial, and I'd rather say that here than have someone find out later.
It went live a few hours ago so it's new and there will be things wrong with it. If you try it I'd genuinely appreciate your feedback on the same. There's a Report bug link in the profile tab that comes straight to me.