✌🏼 Free Shipping* on orders $150 | Exceptions may apply
Pink and red retro sneaker on grey background

Sneakers

Black and grey sneaker with N logo

Men's Sneakers

Cream key hole ballet flat on grey background

Flats

Men's Loafers

Men's Loafers

Ankle Boots

Ankle Boots

Tall Boots

Tall Boots

Men's Boots

Men's Boots

Men's Winter

Men's Winter

Women's Winter

Women's Winter

heel boy
Female-founded Canadian boutique est. 1998

Curated Style, Trusted for 25+ Years

Discover carefully selected pieces from premium brands, chosen with the expertise that comes from over two decades in fashion.

 Shop Pre-Spring Edit

Explore Our Favourites

Handpicked styles our customers can't get enough of

 Shop now
Black high-heeled shoe with a strap on a white background

Dolce Vita Women's Kamra Mesh in Onyx

$150.00 CAD
$150.00 CAD
Beige high-heeled sandal with a slingback strap on a white background

Dolce Vita Women's Kamra Mesh in Blush

$150.00 CAD
$150.00 CAD
White raffia bag with gold hardware on white background

Dolce Vita Women's Alice-R in Natural

$168.00 CAD
$168.00 CAD
Beige straw handbag with brown leather strap on a white background

Dolce Vita Women's Alice-R in Tan

$168.00 CAD
$168.00 CAD
Keen Women's Jasper in Silver Mink

Keen Women's Jasper in Silver Mink

$160.00 CAD
$160.00 CAD
Orange and black sneaker on a white background

Keen Women's Jasper Zionic in Cork/Java

$180.00 CAD
$180.00 CAD
Keen Women's Jasper in Pansy/Black

Keen Women's Jasper in Pansy/Black

$160.00 CAD
$160.00 CAD
Brown sneaker with blue laces on a white background

Keen Men's Jasper in Cathay Spice/Orion Blue

$160.00 CAD
$160.00 CAD
Frye & Co Women's Miranda14 In Dusty Rose M

Frye & Co Women's Miranda14 In Dusty Rose M

$239.00 CAD
$239.00 CAD
Frye & Co Women's Miranda Br In Banana M

Frye & Co Women's Miranda Br In Banana M

$259.00 CAD
$259.00 CAD
Frye & Co Women's Miranda14 In Taupe Cortez M

Frye & Co Women's Miranda14 In Taupe Cortez M

$219.00 CAD
$219.00 CAD
Frye & Co Women's Miranda14 In Dusty Blue M

Frye & Co Women's Miranda14 In Dusty Blue M

$239.00 CAD
$239.00 CAD

Free Shipping over $150*

Shipping Policy

Easy 14 Day Returns

Return Policy

Free In-Store Pick Ups

Learn More

Canadian-Owned for Over 25 Years

Our Story

Secure Checkout

heel boy
heel boy
heel boy
heel boy
heel boy
Fresh Styles for the Season WOMEN'S SPRING COLLECTION
Discover lightweight footwear, breathable styles, and vibrant new arrivals perfect for spring. From sandals to sneakers, refresh your wardrobe with our latest collection.
heel boy
New Arrivals This Season MEN'S SPRING COLLECTION
Explore fresh men's styles designed for spring—lightweight sneakers, breathable loafers, and versatile new arrivals that transition seamlessly from season to season.

Shop the Spring Edit

Ilse Jacobsen Women's Tulip139 in Mocca

Ilse Jacobsen Women's Tulip139 in Mocca

$125.00 CAD
$125.00 CAD
Ilse Jacobsen Women's Tulip139 in Army

Ilse Jacobsen Women's Tulip139 in Army

$125.00 CAD
$125.00 CAD
Ilse Jacobsen Women's Tulip3479 in Kit Pearled Ivory

Ilse Jacobsen Women's Tulip3479 in Kit Pearled Ivory

$165.00 CAD
$165.00 CAD
Ilse Jacobsen Women's Tulip3479 in Cashew Pearled Ivory

Ilse Jacobsen Women's Tulip3479 in Cashew Pearled Ivory

$165.00 CAD
$165.00 CAD
Black high-heeled shoe with a strap on a white background

Dolce Vita Women's Kamra Mesh in Onyx

$150.00 CAD
$150.00 CAD
Beige high-heeled sandal with a slingback strap on a white background

Dolce Vita Women's Kamra Mesh in Blush

$150.00 CAD
$150.00 CAD
White sandal with thin straps on a white background

Dolce Vita Women's Manji in True White

$150.00 CAD
$150.00 CAD

Happy Feet, Happy Customers:

"Love shopping at Heel boy

Super seamless finding exactly what I was looking for and getting to me quickly"

Rebecca K.

"Excellent customer service and easy exchange"

Hervé L.

"Easy purchase. Fast delivery and quality shoes. Glad I found Heel Boy and they are local too."

Bonnie F.

"Fabulous way to find shoes and the service was wonderful"

Jeannette B.

"Highly recommend this store!

I bought a pair of shoes for my wedding and I absolutely love them...The quality is great and the delivery was fast..."

Svitlana S.

FOLLOW US

<a href="https://www.instagram.com/heelboy/?hl=en" target="_blank" title="https://www.instagram.com/heelboy/?hl=en">@heelboy</a>

@heelboy

<a href="https://www.tiktok.com/@heelboyshoes" target="_blank" title="https://www.tiktok.com/@heelboyshoes">@heelboyshoes</a>

@heelboyshoes

Customer Service

Mon-Fri, 9am-5pm EST.

Call Us

+1 (416) 367-4335

Get in Touch

info@heelboy.com
Home Cart Products