Should you stay in Key West? I don't know. Where are you planning to stay? What are you planning to do? If it were me, I'd stay in Marathon and make a day trip to Key West. In fact I do this a lot.
When I do this, I don't drink - at all. I've made the trip many times and enjoy the trip, but if you're gonna party like a rock star, stay in Key West. US 1 is no place for drinking and driving.
I agree with BG, if you are drinking plan on staying the nite. I am not a fan of driving back from Key West at nite anyway. I have done it as the designated driver & didn't care for it as the road seems different at nite & its not well lit in many places. We take day trips lots of times but usually come back before dark.
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