Weekend getaways
Bomber jacket $268, and trousers, $168, both by Saks Fifth Avenue, sneakers by Maison Margiela, $630, all from Saks Fifth Avenue; hooded sweater by Le 31, $69, socks by Simons, $20, both from Simons; Narciso Rodriguez for him cologne, $102, from Parfum Gallerie; bag by Brooks England, $300, from Man 
of Distinction; Panerai Luminor Due watch, $10,900, from Brinkhaus Jewellers; glasses by Thierry Lasry, $615, from Chinook Optical; Pentax camera, stylist’s own; black stowaway luggage, $1,175, and grey carryon luggage,
$1,110, by Steamline Luggage, from Dade Loft.
Jacket, $109, palazzo pants, $59, and blouse, $39, by Icône, suede loafers, $149, and abstract disc earrings, $15 by Simons, all from Simons; passport case, $115, and colourblock purse, $895, by Coach, from Coach; glasses by Dutil Eyewear, $595, from Chinook Optical; necklace by Etereo, $34, two-piece vintage luggage by Champs, $700, all from Hudson’s Bay; clothing rack, $499, from EQ3.
Relaxing poolside
Purse by Dries Van Noten, $1,350, from Holt Renfrew; scarf by Marc Jacobs, $245, from Hudson’s Bay; bathing suit by Beth Richards, $265, hat by Eric Javits, $300, sandals by Bill Blass, $219, all from Nordstrom; sunglasses by Victoria Beckham, $495, and glasses chain, $18, from Chinook Optical; foldover clutch by Coach, $425, from Coach.
Summer festivals
Fedora by Brixton, $70, from Nordstrom; jacket, $99, shirt, $50, shorts, $69, and bandana, $5, all by Le 31, belt bag by Master-Piece, $375, socks by Jack & Jones, $6, all from Simons; sunglasses by Tom Ford, $575, from Chinook Optical; sneakers by Cole Haan, $200, from Hudson’s Bay; Roadie 20 cooler by Yeti, $280, from Atmosphere.
Summer parties
Giusti Rosalia prosecco magnum (1.5 litre), $39, at local wine shops; purse by Staud, $295, dress by ba&sh, $925, both from Holt Renfrew; diamond bracelet, $71,750, bespoke malachite beaded bracelet, $350, diamond riviera necklace, $23,850, two-tone reversible omega chain, $2,700, Paraiba tourmaline and diamond pendant, $37,000, bespoke three-stone yellow sapphire and diamond ring, $10,800, double-halo pear Paraiba tourmaline ring, $15,750, yellow diamond halo ring, $15,253, all by J. Vair, all from J. Vair Anderson Jewellers; Crystal Haze long earrings, by Stephen Webster, $18,500, from J. Vair Anderson Jewellers; Guerlain lipstick in Pink Sunrise, $45, beaded pouchette by Nordstrom, $85, both from Nordstrom; heels by Gianvito Rossi, $1,055, from Saks Fifth Avenue; bar cart, $798, from Metro Element.