Holly Christmas Hawaiian Shirt for Men — Holly Sleigh Cheer all-over print flat lay
Holly Christmas Hawaiian Shirt for Men — Holly Sleigh Cheer styled on model
Christmas print detail — Holly Sleigh Cheer
button-down collar detail — Holly Sleigh Cheer Hawaiian shirt
Christmas shirt fabric detail
Holly Christmas Hawaiian Shirt for Men — Holly Sleigh Cheer all-over print flat lay
Holly Christmas Hawaiian Shirt for Men — Holly Sleigh Cheer styled on model
Christmas print detail — Holly Sleigh Cheer
button-down collar detail — Holly Sleigh Cheer Hawaiian shirt
Christmas shirt fabric detail

ChristmasHolly Sleigh Cheer Cuban Christmas Hawaiian Shirt for Men

$89.99 $44.99 -50%
POPULAR over people have bought this product in the last 24 hours.
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Slip into resort-ready ease with our Holly Sleigh Cheer Cuban Christmas Hawaiian Shirt — an open-collar, vintage-inspired silhouette featuring an all-over festive print of holly berries, smiling gingerbread men, and red Santa sleighs. The colorful brush-stroke background gives the artwork a lively holiday-card feel made for men who like Christmas style with a relaxed aloha twist.

The relaxed Cuban (camp) collar opens cleanly without buttons at the top, giving a Havana-meets-California vibe that feels right at holiday cruises, beachfront dinners, and Christmas vacation photos. It's a men's Hawaiian shirt that transitions effortlessly from poolside to beachfront restaurant. For fans of christmas hawaiian shirts for men, the Holly Sleigh Cheer Christmas pattern adds a playful seasonal print without feeling like a heavy winter layer. It is also a fun choice for christmas vacation shirts for men who want festive color in warm weather.

Explore more: Christmas Hawaiian Shirts

  • All-over print: Santa sleighs, holly clusters, and gingerbread cookies bring a vacation-ready Christmas hawaiian shirt mood.
  • Open Cuban (camp) collar — boxy, retro silhouette built for warm weather
  • Lightweight, breathable fabric with a soft hand feel
  • Reinforced stitching and durable button-front closure
  • Sizes XS – 5XL — big and tall friendly
  • Machine wash cold, tumble dry low

Built For: holiday cruises, resort Christmas dinners, beach vacations, festive cocktail nights, warm-weather getaways, family travel photos

Part of the Christmas collection at Shirtboom — independent men's Hawaiian shirts designed in the USA, printed on lightweight summer fabric, and priced under $50. The Holly Sleigh Cheer Cuban Hawaiian Shirt gives hawaiian christmas shirts men a relaxed open-collar twist, with gingerbread characters, holly leaves, and Santa sleighs made for laid-back December escapes. A natural pick for christmas hawaiian shirts for men​, this design keeps the look bold, lightweight, and easy to wear.

How does this men's Christmas Hawaiian shirt fit?
The Holly Sleigh Cheer Christmas Hawaiian Shirt has a relaxed men's fit; please refer to the size chart above for full chest and length measurements.
Can I wear this for Christmas vacation?
Yes — this is one of those christmas vacation shirts for men made for warm-weather trips, holiday cruises, resort dinners, and festive photos. It is also a strong match for christmas plaid shirts for men.
Is the Christmas print on the front and back?
Yes. The Holly Sleigh Cheer design is an all-over print with holly berries, gingerbread men, and Santa sleigh artwork across the shirt.
What fabric is this Christmas Hawaiian shirt?
This Christmas Hawaiian shirt is made with lightweight, breathable fabric and a soft hand feel. Machine wash cold and tumble dry low.
Do you offer men's big and tall Christmas shirts?
Yes, sizes run XS through 5XL with a big-and-tall-friendly cut; please refer to the size chart above before choosing your size.
Do you ship Christmas Hawaiian shirts in the USA?
Yes, Shirtboom ships to U.S. customers, and the Holly Sleigh Cheer Christmas Hawaiian Shirt is eligible for our standard return policy.

Shipping Info

Processing Time

All orders are processed within 1 – 2 business days. This includes the time needed to prepare your items, transfer them to our warehouse, and package them with your name and address before shipment.

Shipping Time

FREE STANDARD SHIPPING - ON ORDERS OVER $79.00

Shipping Method Estimated Delivery Window Costs
Standard shipping $6.99

During periods of high demand or extreme weather, shipments may be delayed slightly.

Tracking Number

Once your order has left our warehouse, we will send you the tracking number with the confirmation email so that you can track the package online. For international shipping, tracking may stop once the package is handed over to the country's international carrier.

Return & Exchange

If for some reason you are not happy with your purchase, we will gladly work with you to correct the problems. Items can be returned/exchanged and refunded within 30 days of receiving the product, in the unlikely event of a damaged, defective, or wrong item delivered to you.

Choose Your Style

Classic collar

Classic Collar

Daily Wear

A timeless printed shirt style with a clean and versatile collar shape. Perfect for everyday wear, casual outings, vacations, and smart-casual occasions while showcasing the same standout all-over print design.

  • Same printed design with a classic collar silhouette
  • Best for everyday styling
  • Great with jeans, chinos, and shorts
  • Recommended if you want a safe classic choice
Cuban collar

Cuban Collar

Most Popular

A relaxed printed shirt style with an open resort-inspired collar. Ideal for beach vacations, summer parties, BBQs, and holiday looks, featuring the same bold all-over print in a more laid-back silhouette.

  • Same printed design with a relaxed open collar
  • Best for summer and vacation vibes
  • Perfect for standout prints
  • Recommended if you want the signature look

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Size Guide

Relaxed Hawaiian fit. This shirt is designed with extra room through the chest and body.

  • Choose your usual size for a classic relaxed vacation fit.
  • If you are between sizes or prefer a cleaner fit, we recommend sizing down.
  • If you have broad shoulders, a larger chest, or prefer extra room, choose your usual size.

Measurements are garment measurements, not body measurements.

Fit Feedback

Real measurements from real ShirtBoom customers — use this to gauge how our sizes wear on different body types.

CustomerChestWaistWeightHeightSuggested SizeExpected Fit
Tyler G**104cm / 41″91cm / 36″81.6kg / 180lb173cm / 5′8MGreat / Relaxed
Marcus C**99cm / 39″71cm / 28″72.5kg / 160lb175cm / 5′9XSClean Fit
Daniel P**104cm / 41″84cm / 33″72.5kg / 160lb178cm / 5′10SGreat / Clean Relaxed
Jordan W**99cm / 39″104cm / 41″80kg / 176lb163cm / 5′4LLoose
Eric S**110cm / 43.3″100cm / 39.3″85kg / 187lb173cm / 5′8XLLoose
Size Chart
SizeChestShoulder WidthBottom OpeningShirt LengthSleeve Length
XS43″17.8″41″29″9.2″
S45.5″18.5″43.5″29.5″9.5″
M48″19.0″46″30″9.8″
L50.5″19.8″48.5″31″10.2″
XL53.5″20.8″51.5″32″10.5″
2XL56″21.8″54″33″10.9″
3XL59″22.8″57″34″11.3″
4XL62″23.8″60″35″11.6″
5XL65″24.5″63″36″11.9″
SizeChestShoulder WidthBottom OpeningShirt LengthSleeve Length
XS109451047423
S116471107524
M122481177625
L128501237926
XL136531318127
2XL142551378428
3XL150581458629
4XL157601528929
5XL165621609130
How to Measure
Shirt measurement diagram with 5 numbered measurements

1. Chest

Measure the full circumference around the chest at the fullest part, just under the arms — keep the tape level all the way around.

2. Shoulder Width

Measure straight across the back, from one shoulder seam to the other shoulder seam.

3. Bottom Opening

Measure the full circumference around the bottom hem opening of the shirt — all the way around, not just edge to edge.

4. Shirt Length

Measure from the highest point of the shoulder seam straight down to the bottom hem.

5. Sleeve Length

Measure from the shoulder seam down the outside of the sleeve to the cuff edge.

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