This cheerful boutique with the smiling pink whale was founded by a pair of funloving brothers who spent their summers on Martha’s Vineyard. It started with ties—they wanted to sell them, not wear them—and has expanded to include sport shirts, polos, belts, blazers, totes and more. This location is Vineyard Vines’ first Midwest outlet and offers clothing for men, women and children including exclusive made-for-outlet styles. www.vineyardvines.com. 932 N. Rush St., 312.475.2951; 5220 Fashion Outlet Way Space 1050, Rosemont, 847.916.9271.