Canali

Be prepared to drop some serious dough at the second location of this upscale Italian menswear store (the first is in the Financial District). Blazers ($695–$1,425) and button-up shirts ($295) hang in neat rows on the sleek main level, while accessories ($75–$1,350) are displayed in brightly lit glass cases. Ride the crystal-glass elevator down to the luxe made-to-measure room, where a private tailor will help outfit you in the perfect suit ($1,995–$3,995), trousers ($450–$795), sports coat ($1,350–$2,995), shirt ($275–$625) and overcoat ($1,500–$4,500). Lounge in leather armchairs while trying on sleek loafers ($595), calfskin moccasins ($550) and stylish oxfords ($650–$850). If you can’t shell out thousands but still want a little piece of luxury, go for silk pocket squares ($75) and neckties ($150–$160).