Glitter Christmas Hawaiian Shirt Red Wine Glass Santa Hat

There’s something about a black Hawaiian shirt covered in wine glasses and Santa hats that skips right past subtle and lands exactly where holiday parties want it to. The base color stays a deep, glossy black, and across it the print scatters rows of sparkling red wine glasses paired with fuzzy-trimmed Santa hats, each one catching light like it was dipped in tinsel, with tiny silver stars scattered between them for good measure. The front carries the same pattern straight down the button placket, and the back keeps the print going without a break, so from any angle it reads as one continuous, glittering scene rather than a design that only shows up on one side.

We built this one for the person who treats December like a season of gatherings rather than a single dinner, someone who ends up at three or four different parties between neighbors, coworkers, and family, and wants one shirt that fits into all of them without changing personality each time. A Hawaiian collar and short sleeves keep it relaxed enough for a backyard cookie exchange, and the rhinestone-style shine gives it enough polish for a dressier office mixer too. It works well over dark jeans or paired with a plain layer underneath if the room runs cold, and it photographs nicely for the group pictures people always end up taking anyway.

People gravitate toward this print because it doesn’t try to be cute in a quiet way. It leans into the fact that Christmas parties usually come with a glass of something red in hand, and it puts that detail front and center instead of hiding behind a generic reindeer or snowflake. Glitter Christmas Hawaiian shirts tend to get remembered the next year too, the kind of piece someone asks about because they saw it in photos from the last party. As a shop that spends most of the year building holiday apparel around exactly these kinds of moments, we designed this piece to hold its shine through a full night out, not just look good for the first hour before the room fills up.

Red Wine Glass and Santa Hat Print, Head to Toe

The wine glass and Santa hat combination repeats in a loose, staggered pattern rather than a stiff grid, which keeps the shirt looking more like a hand-placed design than a printed tile. Small white stars sit between the glasses, breaking up the black background just enough that the red and silver tones stay the visual focus. Because the pattern runs the same across the front and back, the shirt holds together as one design no matter which way someone’s standing in a group photo or turning to grab another appetizer.

Santa Hat Trim in Silver Glitter

Each Santa hat on the shirt carries a fuzzy silver trim rendered in that same sparkling rhinestone style, giving the print a bit of dimension instead of sitting flat against the black fabric. It’s a small detail, but it’s the one that catches light first when someone’s standing near a string of holiday lights or a fireplace, which is usually most of the room by the second hour of any party this shirt gets worn to.