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 (275)
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

Classic Gingham Longall Royal Blue

$34.76 ~~$48.66~~

Royal Blue
Sale

Gingham Jon Jon Royal

$34.76 ~~$48.66~~

Royal Blue
Sale

Gingham Jon Jon Green

$34.76 ~~$48.66~~

Green
Sale

Gingham Jon Jon Red

$34.76 ~~$48.66~~

Red
Sale

Gingham Jon Jon Tan

$34.76 ~~$48.66~~

Tan
Sale

Green Gingham Pants

$13.89 ~~$30.58~~

Green
Sale

Tan Gingham Standard Pants

$20.85 ~~$30.58~~

Tan
Sale

Green Gingham Standard Pants

$20.85 ~~$30.58~~

Green
Sale

Royal Blue Gingham Standard Pants

$20.85 ~~$30.58~~

Royal Blue
Sale

Tan Gingham Pants

$13.89 ~~$30.58~~

Tan
Sale

Royal Blue Gingham Pants

$20.85 ~~$30.58~~

Royal Blue
Sale

Red Gingham Standard Pants

$20.85 ~~$30.58~~

Red
Gingham Standard Shorts Navy

$27.80

Navy
Gingham Standard Shorts Royal Blue

$27.80

Royal Blue
Gingham Standard Shorts Red

$27.80

Red
Sale

Gingham Standard Shorts Tan

$20.85 ~~$27.80~~

Tan
Gingham Standard Shorts Green

$27.80

Green
Sale

Gingham Collared Bubble Royal

$34.76 ~~$48.66~~

Royal Blue
Sale

Gingham Collared Bubble Green

$34.76 ~~$48.66~~

Green
Sale

Gingham Collared Bubble Red

$34.76 ~~$48.66~~

Red
Sale

Halloween Print Orange Trim Pajamas

$20.85 ~~$41.71~~

Orange
Sale

Itsy Bitsy Spider White Short Sleeve Shirt

$11.11 ~~$30.58~~
Kids Truck Sun Hat

$31.97

Blue Stripe White
Kids Flag Sun Hat

$31.97

White Blue Stripe
Mouse Ears Embroidered Knee High Socks

$20.86
Sale

Crane Mint Seersucker Jon Jon

$50.07 ~~$65.37~~
Easter Bunny Blue Seersucker Jon Jon

$65.37
Easter Truck Blue Seersucker Collared Jon Jon

$68.15
Blue Stripe Polo

$34.76
Sale

Apple Trio Primary Plaid Smocked Jon Jon

$27.80 ~~$54.23~~
Cross Embroidered Knee High Socks

$20.86

Blue Pink White
Easter Embroidered Knee High Socks

$20.86
Sale

School Rules Blue Polo Romper

$18.07 ~~$45.88~~
Sale

Scholastic Doodle Short Pajamas

$13.89 ~~$37.54~~
Sale

Apple Smocked Navy Short Set

$27.80 ~~$59.79~~
Sale

Apple Smocked Navy Jon Jon

$34.76 ~~$58.40~~
Sale

Apple Smocked Plaid Short Set

$34.76 ~~$59.79~~
Sale

Apple Smocked Plaid Jon Jon

$34.76 ~~$58.40~~
Sale

Horse Print French Terry Sweatshirt

$20.85 ~~$46.59~~
Erasable Doodle Book

$21.56

Green Pink
Birthday Cake Topper

$16.69

Gold Silver
My First Fishing Plush Set

$58.41
Jesus Loves Me Petite Cuff Bracelet

$22.95
Cross Petite Pearl Bracelet

$38.94
Puppy Bib & Baby Gown Set

$54.94
Birthday Cake Smashing Bib Set

$32.68

Blue Pink
Musical Birthday Bibs

$22.25

Blue Pink
Sale

Orange Seersucker Button Down Shirt

$18.07 ~~$38.93~~

Previous
Page 6 / 17
1
…
4
5
6
7
8
…
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