My first trip with a partner with minimal international travel experience was supposed to be like this. We couldn't get the same flight since they booked months after I did. But together we researched the destination airport, train schedules to the city, meeting points, etc. I thought we had a good plan. And then their outbound was delayed something like six hours. So I asked them to ask the GA to rebook them on my flight. GA did so. Trip went splendidly, except that even together we got lost in the train station at the destination.