The South Side, bursting with shops, eateries, bars and cool characters, is a great place for strolling. To see it from above, ride the Monongahela Incline. The historic funicular railroads that run up and down Mt Washington's steep slopes and afford great city views (and along which a young Jennifer Beals rode her bicycle in the classic '80s film Flashdance). You can also try the Duquesne Incline (www.incline.pghfree.net).