Men’s Apparel Under $100

Tees, shorts, pants, button-ups, swim, socks, and everyday men’s clothing under $100 for Florida’s 2026 Tax-Free Period. Qualifying apparel rings up tax-free while the window is active.

2026 Tax-Free Period: July 20 - August 20

186 Results

Clear filters
Rhythm Bouquet Short Sleeve Buttonup in Natural, relaxed standard fit 100% rayon woven shirt with one-piece collar, plastic button centre-front closure, straight hem, and Rhythm flag label with garment wash vintage hand feel

Bouquet Short Sleeve Buttonup

Rhythm

$75.00

Roark Layover Pro Traveler Shorts in Military with hybrid waistband and stretch fabric

Layover Pro Traveler Shorts

Roark

$79.00

New Balance Numeric Cotton Tee in Magic Blue with 100% cotton jersey fabric, relaxed loose fit, ribbed collar, and rubberized high density branding

Numeric Cotton Tee

New Balance Numeric

$40.00 $24.99 38% off

Roark Made to Fade Dusty Violet tee with front pocket and pigment-dyed cotton finish.

Made To Fade Short Sleeve Tee

Roark

$35.00

Fresh Squeezed Hoodie

Fresh Squeezed Hoodie

Drift House

$80.00

Duvin x Florida Gators Leisure Club Tee with orange Florida lettering and Albert wearing sunglasses and a Hawaiian shirt behind a Leisure Club sign.

Duvin x Florida Gators Leisure Club Tee

Duvin Design Co

$48.00

Nike SB Ishod Wair Short-Sleeve Jersey Top in Black — Dri-FIT polyester with silicone topographical print and WAIR branding at the hem.

Ishod Short-Sleeve Jersey Top

Nike SB

$135.00 $79.99 41% off

Back view of Santa Cruz Pokémon Power Dot Hooded Midweight Sweatshirt in black with a large Santa Cruz logo surrounded by colorful Pokémon type icons

Pokémon Power Dot Hooded Midweight Sweatshirt

Santa Cruz

$69.95

Roark Enjoy Globe Crew sweatshirt in Sand with a small centered flower-and-globe graphic, crew neckline, and ribbed cuffs and hem

Enjoy Globe Crew

Roark

$69.00

Moto Premium Tee

Moto Premium Tee

Roark

$35.00

Critical Slide Fever Cord Pant in Camel with relaxed straight fit and elastic waist, made from heavy 8-wale corduroy.

Fever Cord Pant

Critical Slide Society

$90.00 $53.99 40% off

Roark purple ash drawstring shorts with elastic waistband, side pockets, and logo detail.

Shorey 16" Trunks

Roark

$69.00

Duvin x Magic Nylon Short in Black — 100% lightweight nylon with built-in boxer-brief premium liner, elastic waistband, custom woven label back pocket, part of the limited Orlando Originals collaboration

Duvin x Magic Nylon Short

Duvin Design Co.

$72.00

Stance Cotton Blend Boxer Brief 3-Pack in Blue — ultra-soft Cotton Blend™ fabric, plush feather seaming, breathable everyday boxer briefs

Cotton Blend Boxer Brief 3-Pack

Stance

$49.00

adidas Originals Thrasher x AFA Argentina Tee in Core White — loose fit single-jersey collab tee with Thrasher and Argentina football graphics

Argentina x Thrasher Tee

adidas Skateboarding

$40.00

adidas Originals Thrasher x AFA Argentina Tee in Night Navy — loose fit single-jersey collab tee with Thrasher and Argentina football graphics

Argentina x Thrasher Tee

adidas Skateboarding

$40.00

Load more