Make up: Taylor Savage, Judy Inc using MAC Cosmetics.
Paul Smith muted check wool jacket ($1,250) and pants ($495), John Smedley Belvoir turtleneck ($295) and Berluti Blake leather oxfords ($2,580) all at Holt Renfrew (50 Bloor West and others, 416-922-2333).
This lapis lazuli and 14k gold ring by Toronto jewellery brand Attic Gold is probably the closest to Cleopatra she’ll ever get ($895).
When in doubt, a limited-time edition Domaine Chandon bottle always does the trick ($29.95, LCBO, 1-800-668-5226).
This jacket is Mackage’s posh answer to the wintertime blues ($690, Body Blue, 199 Danforth and other, 416-778-6801).
This Gomelsky by Shinola timepiece with a lapis stone dial is the family heirloom you always imagined, but better ($1,065, Shinola, 1000 Queen West, 416-531-6600).
Fuji’s Instax Mini 70 comes with a selfie mode and mirror. Need we say more? ($169.99, Henry’s, 119 Church and others, 416-868-0872).
This leather baseball glove is for the sports fan with a luxe side. ($405, Coach, 131 Bloor West and others, 416-944-8773).
Beaufille Vela coat ($2,335), Selene mini skirt ($450) all at Holt Renfrew, 50 Bloor West and others, 416-922-2333. Benton ribbed top ($150, Intermix, 130 Bloor West, 416-925-0111), Maison Margiela buckle shoes ($1,600, The Room at Hudson's Bay, 176 Yonge, 416-861-9111), silver ring, $275, email@example.com.
Tiger of Sweden Gruvlig coat ($599), Holkon sweater ($249), Steel button-down shirt ($169), Dala pants ($299) and Hardy boots ($499) all at Tiger of Sweden, 56 Ossington, 416-588-4437.
Gift a wearable piece inspired by Newfoundland's most magical destination with these pyjamas, made collaboratively by designer Jeremy Laing and artist Zin Taylor for the Fogo Island Inn ($498, fogoislandshop.ca).
Eddie Borgo's Neo Tassel choker is just right for all the Daisy Buchanans on your list. ($880, LAC + CO, 172 Davenport, 416-962-8888)
An eye-catching frame by French designer Thierry Lasry is perfect for the daring dresser on your list. ($595, Holly Eyewear, 130 Cumberland, 416-700-2391)
The Kraken black spiced rum boasts a top-secret blend and comes in a limited edition ceramic bottle. ($44.95, LCBO, 1-800-668-5226)
Proceeds from this limited edition Saje Natural Wellness aromatherapy diffuser go to Vibe Arts, which provides free arts education opportunities for young people in Toronto's most under-resourced communities. ($84.95, Saje, 399 Queen West, 416-340-7494)
Fornasetti's Mille Bocche lidded candle features a blend of thyme, lavender and cedarwood and will burn for 200 hours. ($720, LAC + CO, 172 Davenport, 416-962-8888)
Who knew the world's most perfect cropped motorcycle jacket was made right here in Toronto? This Markoo stunner is made from buttery lamb leather and can be customized in a variety of shades. ($1,080, firstname.lastname@example.org)
This at-home Oculus Rift virtual reality headset is perfect for techies and futurists alike. ($849.99, Best Buy, 65 Dundas West and others, 416-642-8321)
Get royally chuffed by these fabulous items guaranteed to give you a regal vibe.
Mykita's Celeste frames are understated, yet completely unique ($580, Josephson Opticians, 60 Bloor West, and others, 416-964-7070)
Apple's latest Hermès collaboration features an elegant, extra-long strap that wraps twice around the wrist. (Apple Watch Series 2 Double Tour face, $1,779 and strap, $599, Apple Eaton Centre and others, 220 Yonge, 647-258-0801)
This drawstring stunner bag from Fluevog is the perfect addition to her wardrobe, winter or otherwise. ($399, John Fluevog Shoes, 4 Trinity and other, 416-583-1970)
Toronto designer Andrew Coimbra's purple-detailed squid sweater adds just the right level of quirk to his typical head-to-toe black. ($150)
Get more gift and holiday ideas here.