From left to right: Tibi Trench Moto Jacket ($895 USD), at tibi.com; Yuul Yie Buckle Sandal ($475), at modaoperandi.com; Caroline Constas Adelle Skirt ($495 USD), at carolineconstas.com. 

From left to right: Solid and Striped The Nina Swimsuit ($180 USD), at net-a-porter.com; Mulberry Flower Bracelet ($695), at mulberry.com; Andrea Marques Pencil Skirt ($295), at farfetch.com.

From left to right: Aritzia Wilfred Gazania Blouse ($145), at aritzia.com; Pierre Louis Mascia Aloeuw Silk Scarf ($127.86), at pierrelouismascia.com; Gap Slouchy Crop Denim Overalls ($89.95), at gapcanada.ca.

From left to right: Roots Zip Down Packable Jacket ($168), at roots.com; Okayok Double Rose Tee ($44), at okayok.ca; Rebecca Taylor La Vie Ines Jean ($195 USD), at rebeccataylor.com.

From left to right: Mango Metallic Details Sweater ($69.99), at mango.com; Mindham Star Stud Earrings ($2,250), at mindham.com; Sweaty Betty Astro Softshell Ski Salopettes ($430 USD), at sweatybetty.com.

From left to right: Lola Hats Spaghetti Steel Hat ($560), at archivestoronto.com; Diane Von Furstenberg Wrap Dress ($526.75), at stylebop.com; Native AP Mercury LiteKnit Sneakers ($120), at nativeshoes.com.