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Road trip? Usually week or night of.
Airline travel within 4 hours, domestic or international is usually 2 days before hand.
Airline travel across the world is usually planned as a time block a month or two ahead of time. The actual destination and activities being planned as the dates get closer.
Exceptions are scheduled events. If I have an event to attend in a location, I’ll make a hotel reservation and book tickets for the thing. Then checkup options for travel there. Sometimes it’s part of a multileg journey.
Often I don’t know where in the world I will even be the week leading up to the thing. So I tend to either not purchase travel tickets, or buy a few different ones from hubs globally that are cheap and easy to get to.
Wow I thought I was the only idiot that bought it. Once they started charging for the smart features, it got unbatteried and became just a fancy box.