Yeah, I hear you. Travel planning is definitely a challenge. It takes a lot of time and can be a real headache. I do pretty much all of the planning. Sometimes its minimal to make it more spontaneous and other times I do a bunch of research. Spontaneous can be great but it sometimes backfires in that we miss something important or whatever. I rarely pre-research history or interesting facts though because it takes way too much time. One thing I will say is that having interesting facts or stories about a certain place or monument makes seeing it much more enjoyable, especially for the person you are with. Like, it's more interesting for my wife if I bring her to a cool building that has a story behind it vs just showing her the building. It's like a guided walking tour in a way. Like I said, I rarely do that anymore though. Too much work.
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Ah, so you're in charge of the travel planning.
Yes, knowing the story behind locations does make us see them from a different perspective. Some castles, museums, and historical monuments do have tour headsets and when it's a place of interest, they're cool to listen to as well. I did join a free walking tour a few times that were highly recommended and enjoyed them because the tour guides were often funny and theatrical loaded with interesting trivia.