Skip to content

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

Search

Account Log in Cart

Menu

New
Spring

Valentine's Day

Swimwear
Girls
Birthday

Valentine's Day
Boys
Birthday

Valentine's Day
Baby
Classic Knits

Monogram Bloomers
Collections
Spring

Valentine's Day
End of Year Clearance

Home
All Boys

All Boys

(802 products)

Discover timeless elegance for your little gentleman! Our collection features adorable smocked bubbles, jon jons, and coordinating outfits perfect for every occasion. From heirloom-quality pieces to everyday essentials, find expertly crafted boys clothing with customizable monogram options that create cherished keepsakes for years to come.

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 (802)
Girls (168)
Women (2)

Clear

Features

Appliqué (133)
Embroidered (83)
Smocked (143)
Monogram (541)

Clear

Style

Bubbles (85)
Jon Jons (65)
Longalls (38)
Outerwear (11)
Pajamas (92)
Pant Sets (25)
Pants (25)
Rompers (18)
Shirts (225)
Shoes (5)
Short Sets (57)
Shorts (13)
Swimwear (13)
Aprons (1)
Backpacks (3)
Bags (18)
Belts (3)
Bibs (4)
Birthday (4)
Blankets (5)
Books (31)
Bracelets (2)
Hats (16)
Layette (12)
Lunch Boxes (3)
Seasonal (1)
Socks (8)
Sunglasses (2)
Towels (2)
Toys (12)

Clear

Size

Preemie (13)
Newborn (53)
3M (276)
6M (241)
9M (265)
12M (414)
18M (305)
24M (317)
2T (401)
3T (353)
4T (269)
5 (277)
6 (289)
7 (266)
8 (212)
10 (215)
12+ (44)
XS (10)
S (22)
M (24)
L (18)
XL (18)

Clear

Color

Blue (435)
Purple (25)
Pink (84)
Red (143)
Orange (25)
Yellow (16)
Green (154)
White (235)
Tan (21)
Brown (10)
Gray (9)
Black (16)
Metallic (5)
Multi (58)

Clear

Shoe Size

Baby 3 (4)
Baby 4 (5)
Child 5 (5)
Child 6 (5)
Child 7 (4)
Child 8 (5)
Child 9 (5)
Child 10 (5)
Child 11 (5)
Child 12 (5)
Child 13 (5)

Clear

Brand

Angel Dear (1)
Apple Of My Isla (6)
Beyond Creations (2)
Bunnies by the Bay (1)
Classic Whimsy (595)
Feltman Brothers (1)
Floafers (1)
Jefferies Socks (8)
Magnolia Baby (12)
Mint (21)
Mud Pie (28)
Penguin Random House (23)
Petit Ami (7)
Southern Sunshine (90)
Sun-San (4)
Sweet Dreams (1)
Wee Ones (1)

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

Mallard Pond Pajamas

$27.79 ~~$45.86~~
Sale

Mallard Pond Zip Sleeper

$27.79 ~~$45.86~~
Sale

Game Day Football Jogger Set

$23.62 ~~$48.64~~
Sale

Game Day Football Short Pajamas

$13.89 ~~$37.52~~

Orange Purple Light Blue Red Pink Maroon
Little Brother Zip Sleeper

$45.86
Big Brother Pajamas

$41.69
Fire Truck Pajamas

$41.69
Birthday Boy Pajamas

$45.86
Birthday Boy Short Pajamas

$37.52
Birthday Boy Polo Romper

$41.69
Sale

Storybook Rabbit Blue Pajamas

$27.79 ~~$45.86~~
New

Patriotic Play Red & Blue Stripe Short Sleeve Pocket Shirt

$30.57
New

Colorblock Stripe Polo

$34.74
New

Pink & Blue Stripe Polo

$34.74
Flag Smocked Royal Check Jon Jon

$58.36
Flag Smocked Royal Check Sun Bubble

$55.58
Sale

Flag Smocked Royal Check Short Set

$27.79 ~~$59.75~~
Sale

Flag Smocked Blue Plaid Short Set

$27.79 ~~$59.75~~
Sale

Flag Smocked Blue Plaid Sun Bubble

$27.79 ~~$55.58~~
Sale

Flag Smocked Navy Stripe Jon Jon

$27.79 ~~$58.36~~
Sale

Flag Smocked Navy Stripe Sun Bubble

$27.79 ~~$55.58~~
Sale

Flag Smocked Navy Stripe Short Set

$27.79 ~~$59.75~~
New

Enchanted Bunny Blue Gingham Smocked Collared Bubble

$54.19
New

Enchanted Bunny Blue Gingham Smocked Collared Short Set

$55.58
Sale

Enchanted Blue Gingham Button Down Shirt

$20.84 ~~$38.91~~
Flag Smocked White Jon Jon

$58.36
Santorini Stripe Swim Trunks Green

$37.52

Green
Santorini Stripe Swim Trunks Yellow

$37.52

Yellow
Santorini Stripe Swim Trunks Purple

$37.52

Purple
New

Light Blue Terry Polo Short Set

$48.64
Mini Checks Knit Gathered Gown

$59.77

Blue Pink
Mini Checks Knit Basic Converter Gown

$59.77

Blue Pink
Easter Bunny Smocked Green Gingham Jon Jon

$54.19
New

Easter Bunny Smocked Green Gingham Collared Bubble

$54.19
New

Easter Bunny Smocked Green Gingham Collared Short Set

$55.58
Light Blue Check Bunny Smocked Collared Bubble

$54.19
New

Solid White Collared Bubble

$48.64
New

Light Blue Collared Short Set

$48.64
New

Solid Light Blue Collared Short Set

$48.64
Light Blue Standard Short

$27.79

Light Blue
New

Solid Light Blue Collared Bubble

$48.64
New

Royal Blue Collared Short Set

$48.64
New

Royal Blue Collared Bubble

$48.64
New

Golf Tee Green Terry Polo Short Set

$48.64
Green Stripe Short Sleeve Pocket Shirt

$30.57
New

Peeps White Short Sleeve Shirt

$30.57
New

Peeps Green Gingham Collared Short Set

$51.42
New

Peeps Green Gingham Collared Bubble

$51.42

Previous
Page 7 / 17
1
…
5
6
7
8
9
…
17
Next

Shop Collection Favorites!

Mouse Ears

Shop
Valentine's Day

Shop
Outerwear

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