I haven't been out of my city in a long time and I just recently started to get a wanderlust feeling. Traveling out of the country is too expensive, so I decided that I'm going to take a trip to some city I've never been to before and just explore it and all the stuff there is to do there for about 5 days. I'm going to start doing this with every week vacation I get off of work, which is three a year. Anyone have any suggestions of cities that I could visit and explore, and do you know about how much it would cost for the entire trip? I'd like to spend less than 500$ per trip. But that could be difficult, depending on how far I travel from Florida. I heard about ways to get super cheap plane tickets, but I don't know how to do that. Anyone here an expert traveler who knows how to spend as little as possible on a vacation?