As you walk through the rain on the sidewalk you are not only dodging rain drops but more importantly the other people carrying umbrellas the size of Rhode Island. You must stay alert or you could lose an eyeball or worse. If you come to visit up here please bring a small umbrella made for one person. It is a dead giveaway that you are a tourist if you bring your golf umbrella.
Next, bring you rain boots or shoes that you do not care about. Be prepared to get wet feet if your boots are at home. There are potholes throughout the city that can hold a basketball. They are good ankle soakers of smelly grey water. If you don't want to encounter the grey water then stay clear of curbs as well. While waiting to cross the street if you stand to close you may end up wearing that grey smelly water on more than your feet. A splash would be bad but getting soaked...the worst!
Another bit of insight, if you need to catch a taxi in the rain you need to be ready to get aggressive. Lots of whistling and jumping around may be necessary. If you have a suitcase you might as well start walking back to the airport or maybe hide it until you can just dive into the cab. Either way it will be a true adventure.