The ever-classic yet always stylish sailor pant channels breezy, summery appeal with a flowy, wide-leg silhouette of lightweight cotton twill.
Lauren Ralph Lauren Nicklaus Cotton Twill Sailor Pants
Price: $69.65
Walk the line. He'll have no problem feeling confident and stepping up in one of these take-notice striped shirts from Tommy Hilfiger.
Tommy Hilfiger Boys Shirt, Short Sleeve Wayne Stripe Tee
Price: $19.60
Hand-painted fleurs-de-lis and vines combine with uneven edges to add old world charm to Arte Italica's Medici collection.
Arte Italica Medici Cup & Saucer
Price: $47.00
An instant classic. This v-neck tee from LRG proves a picture is worth a thousand words.
LRG Kids Shirt, Boys Core 9 Tee
Price: $19.50
Take all the guesswork out of finding the perfect casual style with this graphic tee from guess.
guess Kids Shirt, Boys Graphic Tee Shirt
Price: $26.50
He'll be ready to get the wind in his hair in this graphic t-shirt from Guess.
Guess Kids Shirt, Boys Open Road Tee
Price: $24.50
Dig in! Encourage him to create within his mind with this LRG graphic tee shirt.
LRG Kids Shirt, Boys Apple Eater Tee Shirt
Price: $9.00
Put some hip vintage style in his basic look with this distressed raglan-style tee from Industry 9.
Industry 9 Kids Shirt, Boys Distressed For Sale Long Sleeve Tee
Price: $9.99
What a life saver. This graphic tee shirt from Timberland will be an easy go-to when he needs something quick and casual to wear for the day.
Timberland Kids Shirt, Boys Life Preserver Tee
Price: $16.50
Your little monster will love the bright colors and cool graphics of this LRG tee shirt. (Clearance)
LRG Kids Shirts, Boys Tokyo Monster Ball Tee
Price: $7.49
He'll show off his west coast love in this casually cool graphic tee from Guess.
Guess Kids Shirt, Boys Mixed Screen Print Tee
Price: $22.50
A work of art. Add some urban edge with this architectural-inspired graphic tee shirt from Hurley.
Hurley Kids Shirt, Boys Graphic Logo Tee
Price: $13.50
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