Skip to content

MAKE EVERY MOMENT A MILESTONE! Enjoy free US shipping on orders over $150

Search

Account Log in Cart

Menu

New
Christmas

Black Friday

Pumpkin Patch
Girls
Black Friday

Christmas
Boys
Black Friday

Christmas
Baby
Classic Knits

Monogram Bloomers
Black Friday
Collections
Black Friday

Christmas
Sale

Christmas Shipping Deadline:

11/20 Monogram Orders; 12/11 Non-Monogram Orders

Home
Boy

Boy

(852 products)

Sort by

Featured
Best selling
Alphabetically, A-Z
Alphabetically, Z-A
Price, low to high
Price, high to low
Date, old to new
Date, new to old

FiltersFilter & Sort

Applied Filters

Clear all

Gender

Boys (17)
Girls (1)

Clear

Features

Embroidered (2)
Monogram (13)

Clear

Style

Bubbles (2)
Jon Jons (3)
Longalls (2)
Pajamas (1)
Pants (4)
Shirts (5)

Clear

Size

3M (8)
6M (8)
9M (8)
12M (10)
18M (9)
24M (11)
2T (13)
3T (14)
4T (7)
5 (7)
6 (6)
7 (7)
8 (4)
10 (6)
12+ (1)
M (1)
L (1)
XL (1)

Clear

Color

Blue (10)
Purple (1)
Pink (1)
Red (7)
Orange (1)
White (2)

Clear

Brand

Classic Whimsy (15)
Southern Sunshine (2)

Clear

Sort by

Featured
Best selling
Alphabetically, A-Z
Alphabetically, Z-A
Price, low to high
Price, high to low
Date, old to new
Date, new to old

Sale

Gingham Button Down Shirt Red

$28.37 ~~$39.72~~

Red
Sale

Gingham Button Down Shirt Royal Blue

$28.37 ~~$39.72~~

Royal Blue
Sale

Classic Gingham Longall Red

$28.37 ~~$49.66~~

Red
Sale

Classic Gingham Longall Royal Blue

$28.37 ~~$49.66~~

Royal Blue
Sale

Gingham Jon Jon Royal

$28.37 ~~$49.66~~

Royal Blue
Sale

Gingham Jon Jon Red

$28.37 ~~$49.66~~

Red
Sale

Red Gingham Pants

$14.18 ~~$31.21~~

Red
Sale

Royal Blue Gingham Standard Pants

$21.27 ~~$31.21~~

Royal Blue
Sale

Royal Blue Gingham Pants

$14.18 ~~$31.21~~

Royal Blue
Sale

Gingham Collared Bubble Royal

$28.37 ~~$49.66~~

Royal Blue
Sale

Gingham Collared Bubble Red

$28.37 ~~$49.66~~

Red
Sale

Ole Miss Embroidered Navy Performance Polo

$35.46 ~~$63.85~~
Sale

Ole Miss Embroidered Navy Jon Jon

$35.46 ~~$69.52~~
Sale

Light Blue Gingham Pants

$21.27 ~~$31.21~~

Light Blue
Sale

Red Stripe Polo

$14.18 ~~$35.46~~
Sale

Game Day Football Pajamas

$21.27 ~~$46.82~~

Purple Pink Orange Maroon Light Blue Red
Sale

White Knit Polo Shirt

$14.18 ~~$35.46~~

Shop Collection Favorites!

Christmas

Shop
Valentine's Day

Shop
Black Friday

Shop

Your cart

Your cart is empty

Subtotal:$0.00 CAD

Loading...

Facebook
Instagram
TikTok
Pinterest

Customer Care

Contact Us
FAQ
Rewards
Shipping
Size Guide
Returns

Shop

New
Girls
Boys
Baby
Collections
Sale

Newsletter

Sign up for exclusive offers, original stories, events and more.

Email

© 2025 Classic Whimsy.

About Us
Blog
Safety & Recall