My first trip to San Diego was this past December in 2018. I was there for three days on a work trip. Here I was thinking I was going to sunny San Diego… And it rained the first two days! And I mean RAINED, like pouring rain, streets flooding, water getting inside Uber cars. Honestly, though, I don’t even think the rain was that bad but sunny San Diego’s infrastructure is not built for rain. Thankfully I was prepared with umbrellas and rain boots!