We all know that person—maybe it’s your best friend, your sister, or even you—who exists somewhere ahead of the curve. Effortlessly stylish with impeccable taste, they always seem to be “in the know.” Shopping for her isn’t just about checking off a list; it’s about finding something chic, personal, and unexpected. Whether she’s curating her wardrobe or discovering the coolest must-haves, this guide is for her. Think elevated essentials and “where-did-you-find-that” treasures perfect for gifting or self-gifting this holiday season. —Lauren Walker-Lee
Flamingo Estates Heirloom Tomato Candle
Move over, Santal—there’s a new fragrance in town. This candle, by California’s Flamingo Estate (the cool connoisseurs of home and garden), opts for the unexpected scent of tomato. Perfect for fashionistas and foodies alike, it’s available online or through Toronto’s dreamy interior shop, Mararamiro. $70
&OR Collective x Deux Lions Ilsa Necklace
This versatile collaboration between &OR Collective and Montreal atelier Deux Lions results in a stunning piece of jewelry. The Ilsa necklace, available in organic-shaped silver or gold on a sleek black cord, offers relaxed elegance. With its bold, minimal design, it can be worn as a pendant, choker, bracelet, belt, or even as a hair accessory. $370
By Elleven Suzi Trouser
Designed and produced in Northern England, By Elleven’s Suzi trousers strike the perfect balance between cool, comfortable, and elevated. Available in three lengths and 100% cotton, these trousers can be dressed up with a blazer or paired with sneakers for a casual vibe—delivering “The Row” aesthetics at a palatable price point. $200
Don’t Let Disco Bracelet
For the person who has everything, Don’t Let Disco’s beaded jewelry line offers a joyful burst of creativity. The Disco Party Animal bracelet stands out with handmade ceramic and glass beads, semi-precious stones, and whimsical shapes, all brought together in carefully curated hues. $285
Ember Wellness Starter Set
Minimalist beauty lovers will adore Ember Wellness’s Starter Set. With a streamlined ethos and a zero-waste Sculpt Bar, this kit simplifies skincare into a thoughtful, luxurious ritual. Paired with their signature oil and hydrosol duo, it’s perfect for anyone embracing “skinimalism.” $99
Violette FR Lipstick
Achieve the ultimate Parisian pout with Violette FR’s Bisou Balm. This matte sheer lipstick delivers a soft flush of colour and a subtle blurring effect, perfect for that pillowy, just-been-kissed-under-the-mistletoe look. $42
Belacaro Balaclava
Canadian brand Belacaro transforms the humble balaclava into a winter must-have. Crafted from ultra-soft baby alpaca in Quebec, this chic piece doubles as a neck warmer and balaclava, offering function and form. $220
Puppets & Puppets Bag
For the fashion-forward with a taste for the unexpected, Puppets & Puppets’ Thing 2 Bag in Merlot Faux Croc is sleek and bold. Available at Toronto’s Absolutely Fabrics, it’s perfect for those who love hearing, “Where did you get that?” $375
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