Date Night Wheel
The date night wheel picks an idea at random, which reliably breaks the loop where both of you say "I don’t mind, what do you want to do" until it is too late to do anything.
Eight ideas to start with, mixed between going out and staying in, and none of them expensive by default.
The conversation this replaces is familiar to anyone who has been in a relationship longer than a year. Neither person minds. Both are being accommodating. The accommodation compounds until it is nine o'clock and you are watching the same series again. It is not a lack of ideas, it is that nobody wants to be the one pushing.
A wheel makes the choice without either of you having to advocate for it, which turns out to be the entire blocker. Replace the defaults with things specific to where you live — the restaurant you keep walking past, the walk you did once and liked, the thing one of you has been quietly wanting to do.
Some couples keep two wheels: one for a weeknight and one for when there is actually time.
Date Night Wheel — questions
How do we make it fit where we live?
Replace the generic ideas with specific ones — name the restaurant, name the walk, name the venue. Specific options get acted on; generic ones turn back into a discussion.
What if one of us hates what it picks?
Then it should not have been on the wheel. Build the list together and veto freely while building, so that by the time you spin, every result is one you both agreed to.
Can we keep separate wheels for different nights?
Yes, and it works better. A weeknight wheel with low-effort ideas and a weekend wheel with the bigger ones stops you drawing a two-hour plan on a Tuesday.