Been using TripIt for years now. Never use the pro version but do forward flight reservations to Kayak My Trips, which gives me all the alerts about flight changes.

I basically build a paper itinerary in TripIt though I save as PDF and view that day by day itnerary on my iPhone or iPad. It condenses all the info I gather from my trip research, such as hours for the venues I will or may visit, ticket prices, etc. I used to even list some restaurants with summaries of menus.

So most of the content comes from “Notes” which I create as events in a day to day itinerary. I’ve stayed with TripIt because it has the cleanest print layout. For instance Kayak My Trips isn’t as flexible or has nice output. They want you to use their apps to access information, a lot of which are static so don’t need to be refreshed with info. For instance, plane and hotel reservations are going to have same data more or less, like confirmation number, dates, etc. Obviously flight schedules change but rarely by the last week before the departure.

Now I see some touting Wanderlog, which has similar free and paid subscription models. Their site touts AI which will put your itinerary on Google Maps.

It looks like it’s mostly intended for consumption in their app. So you can’t use their website to compose or edit your itinerary.

Presumably the AI automates intinerary creation so customization is more limited. Obviously their goal is to drive people to subscribe to the premium version.