I would be pissed if the only entertainment was Tucker's discotheque like in this episode. I didn't like clubs growing up so this would be a Hell on Earth if I was stuck here.

San Jupitero > Westworld

The 1990s
college
Other than that I'm not sure. Living in the distant past doesn't appeal to me. Hard labor, no medical care, bad food, brutal political and social rules, religious superstition, etc.
Maybe living on some virtual hippie commune where I can experiment with drugs. That would be fun.

Marvel Universe. I'll have a go at being all the best characters with the coolest powers.

1. Some imaginary avatar-like planet
2. Under the Sea
3. In the Clouds (for vintage heaven realness)
4. An amusement park with only my guests, lets say Disney World
5. The 60s, can't you tell?

You can't die.
Life! Don't talk to me about life.

except for 1990's you'll be dead in one day.

Apart from the 90's, they all seem pretty grim unless you're well off. I was a teenager in the late 80's to early 90's so if I could "visit" the 90's it would be a bit of a thrill.