Kate Spade New York 'metro' Round Leather Strap Watch, 34mm • Kate Spade • $195
Topshop Wide Brim Fedora • Topshop • $52
Emperia 'Jordan' Faux Leather Tote • $48
Derek Lam 51mm Optical Glasses • Derek Lam • $270
Sperry 'Saltwater' Waterproof Rain Boot (Women) (Nordstrom Exclusive) • Sperry • $119.95