We were soooo looking forward to visiting Duvall Street for that Vegas Strip/Bourbon Street experience! But we were disappointed to be the youngest, soberest people there. Honestly, even before sunset the streets were crowded with people my parents' age so drunk they could hardly walk. I am surprised you are able to drive on the street with how many drunk people are crossing, walking in the street, etc.
The bars were all fun and had great drinks for reasonable prices, but it seemed to us like a big frat party for people who haven't been in a fraternity for 30 or 40 years. Plus, hotels on Key West are soooo expensive that if you stay in an affordable place in the Keys you probably have a drive in store for you at the end of the night, which means lay low on the drinking. Our guess is that's why there were so many middle-agers...they are the only ones who can afford to stay on Key West! :-)
A fun place to visit, but know that it's like Bourbon Street on steriods, and that the crowd is all WASPs!
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