An elegant yet fun offering for errand day: this mini Boston bag-esque number in Gucci’s tactile Matelasse leather – quilted all over with the brand’s GG monogram for a modern take on logomania – that fits all of one’s essentials neatly. A detachable chain shoulder strap lets one wear it hands-free.

GG Matelasse leather mini bag, $3,970

The beloved hobo named after the jet-setting, go-getting Jackie O and refined by Gucci creative director Alessandro Michele two years ago (see its streamlined crescent shape and simple yet distinctive piston closure) gets a new soft-grained calf leather finish with a cool, casual-Fridays vibe.

Jackie 1961 mini calf hair and leather shoulder bag, $4,250

Jackie small canvas and leather shoulder bag, $4,130

Jackie 1961 small patent leather shoulder bag, $8,300

Roomy bags are in again – and always handy for travel, long days out or that grocery run. The latest from Gucci is a structured duffle that comes in S or M, and “Gucci-fied” with the brand’s red-and-green-striped webbing, double G hardware and idiosyncratically ’70s edge.

Small leather bag, $4,980

Mini leather bag, $4,610

Mini leather and canvas bag, $4,250

The Horsebit 1955 bag line from Gucci – distinguished by its equestrian-inspired, double-ring-and-bar hardware – welcomes a trapezoidal top handle that’s perfect for understatedly chic, vintage-loving ladies-who-lunch.

Horsebit 1955 medium canvas and leather top handle bag, $4,710

Horsebit 1955 Jumbo GG mini canvas and leather shoulder bag, $4,790

Horsebit 1955 small leather shoulder bag, $4,110

Photography Phyllicia Wang Art Direction Jonathan Chia, assisted by Danessa Tong Locations Special thanks to Carv Artisanal Butchery, Brdl Bar & Restaurant & Clean Cafe

This article is adapted from a story that first appeared in the Oct 2022 Reality Edition of FEMALE