The Caddy Adjustable Cap
Style: CADDY

Mid-Pro Snapback Trucker Cap
Style: MPS

Dashboard Trucker Cap
Style: DTA

Laguna Cap
Style: LTA

The Chill Cap
Style: CHILL

Relaxed Twill Dad Hat
Style: EZA

Old Favorite Trucker Cap
Style: OFA

Heritage Twill Cap
Style: HTA

Tacticool Cap
Style: TACT

The Cut Above Cap
Style: CUT

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Legacy Headwear
Give your logo a vintage-meets-modern edge with custom Legacy Headwear hats. Known for their relaxed fit and lived-in look, Legacy caps can be decorated with sharp embroidery or a custom patch for a premium style that feels perfectly broken-in from day one. From classic dad hats to performance snapbacks, Legacy offers the perfect balance of comfort, quality, and casual cool.
How To Order
Step 1: ☛ Select
Choose from our massive selection of top headwear in all the popular styles and brands.nn
Step 3: ✔︎ Approve
Within one business day, you will receive a detailed digital art proof to approve or change.nn
Step 2: ⏎ Upload
Upload your design or logo. Even a rough idea will work for our talented design team.
Step 4: ⛟ Receive
After your order is approved and production has finished, you will receive your new hats.

Frequently Asked Questions
Can I add my company logo to Legacy Headwear hats?
Yes. We can embroider your design or apply a custom patch to any Legacy style for a polished yet relaxed look.
What makes Legacy Headwear stand out from other hat brands?
Legacy is known for its signature washed fabrics, unstructured crowns, and timeless designs that deliver an effortlessly worn-in feel.
Can I create a vintage or distressed effect with my custom design?
Yes. Legacy’s garment-washed materials naturally produce a vintage look, and we can recommend decoration methods that complement the worn-in style.
Do you provide artwork help or design proofs before production?
Our team will prepare digital proofs and ensure colors, placement, and sizing are perfect before production begins.