San Francisco's skyline is highlighted by the Transamerica Building, the tallest skyscraper in town. But let's not forget about Alcatraz, the Golden Gate Bridge, Haight-Ashbury, and Ghirardelli Square, to name a few. Baltimore counters with sites like Fort McHenry, the USS Constellation, and the Bromo Seltzer Tower. Throw in the Natty Boh and Domino Sugars neon signs for good measure.
This really isn't much of a contest. Hard to go against the Golden Gate Bridge. And any jail that housed Al Capone is pretty sweet.
Advantage: San Francisco