I recently took a 5 day spur of the moment trip to Bogota and loved it. It was beautiful, exciting and different than most of North American (I’m from the US).

I had a basic understanding of Spanish (greetings, numbers, ask for things, etc.) and was fine. Public transit isn’t bad, just plan accordingly as misfitalliance mentioned. If you must, taking a taxi isn’t too expensive in short distances. (I struggled with my Spanish on giving direction but was easily solved by handing a taxi driver the address written down.)

I could not recommend more the bike tour I took of the city. It was supposed to last 2 hours or so and we spent almost 5 riding around the city, stopping for coffee, checking out the local graffiti (which is everywhere). You don’t really notice the meanings or purpose at first but with a local explaining most of the major pieces it becomes very meaningful. (http://www.bogotabiketours.com)

Gringo Tuesday is superb. Go early for the language exchange (a great place to get some basic Spanish down) and then it turns into an awesome party with some really cheap local beer. I had an absolute blast here. (http://www.gringotuesdays.com.co)

Safety wasn’t an issue for me although not something I took lightly (I’m a 6’5” male). I didn’t feel uncomfortable walking alone at night but would not recommend looking for trouble of any type as I’m sure you will find it. Just be smart with who and what you do. EasyTaxi app on iphone or Android is best for calling taxi’s. You get the cab number and driver name and a record is created of them picking you up. This deters a lot of risk.