Retro Hawaiian Shirts for Men — Hourglass Fern Drift all-over print flat lay
Retro Hawaiian Shirts for Men — Hourglass Fern Drift styled on model
shirt print detail — Hourglass Fern Drift
button-down collar detail — Hourglass Fern Drift Hawaiian shirt
shirt fabric detail
Retro Hawaiian Shirts for Men — Hourglass Fern Drift all-over print flat lay
Retro Hawaiian Shirts for Men — Hourglass Fern Drift styled on model
shirt print detail — Hourglass Fern Drift
button-down collar detail — Hourglass Fern Drift Hawaiian shirt
shirt fabric detail

SkullsHourglass Fern Drift Cuban Vintage Hawaiian Shirt for Men

$89.99 $44.99 -50%
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Slip into resort-ready ease with our Hourglass Fern Drift Cuban Vintage Hawaiian Shirt — an open-collar, vintage-inspired silhouette featuring an all-over pattern of ornate hourglasses, winding fern stems, and delicate antique flourishes.

The relaxed Cuban camp collar opens cleanly without buttons at the top, giving a Havana-meets-California vibe that feels right at coastal dinners, cruise afternoons, and relaxed hotel-lounge evenings. The Hourglass Fern Drift Cuban Vintage Hawaiian Shirt turns a timeless hourglass motif into wearable art, balancing botanical texture with a soft ivory backdrop and muted green accents. It's a men's Hawaiian shirt that transitions effortlessly from poolside to beachfront restaurant. If your closet leans toward vintage clothing mens shirts, this piece offers the charm of archival illustration with the comfort of modern aloha wear. For shoppers comparing vintage hawaiian shirts for sale, the hourglass-and-fern composition gives this print a rare, conversation-starting edge.

Explore more: Vintage Hawaiian Shirts

  • All-over print: antique hourglasses, botanical fern lines, and ornate scrollwork give this vintage hawaiian shirt a resort-ready story.
  • 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: resort weekends, cruise dinners, beachfront lounges, hotel bars, warm-weather getaways, sunset cocktails

Part of the Vintage collection at Shirtboom — independent men's Hawaiian shirts designed in the USA, printed on lightweight summer fabric and kept under $50. The Hourglass Fern Drift Cuban Hawaiian Shirt blends old-world hourglass illustration with soft fern details, making it a standout among vintage clothing mens shirts for vacations and laid-back evenings. A natural pick for retro hawaiian shirts for men​, this design keeps the look bold, lightweight, and easy to wear.

How does this vintage Hawaiian shirt fit?
The Hourglass Fern Drift has a relaxed men's fit. Please refer to the size chart above for full chest and length measurements before choosing your size.
Can I wear this to retro parties or weekend outings?
Yes. This Vintage Hawaiian shirt works well for brunch, vacation dinners, art walks, retro parties, and casual warm-weather plans. It is also a strong match for mens cut off shirts vintage.
Is the hourglass print on the front and back?
Yes. Hourglass Fern Drift features an all-over hourglass, fern, and antique scrollwork print across the shirt for a cohesive vintage look.
Are these retro button up shirts mens styles easy to wash?
Yes. Machine wash cold and tumble dry low. The Hourglass Fern Drift Vintage shirt is made for easy care after trips, parties, and weekends.
Do you offer big and tall sizes?
Yes. This men's Hawaiian shirt is available from XS through 5XL with a big-and-tall-friendly cut; check the size chart above for measurements.
Are these vintage style button up shirts returnable?
Yes. Shirtboom offers returns according to the store policy, and we ship to the USA. Review checkout and policy pages for current timing.

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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• Secure Logistics

1. Real-time order tracking. Once your order ships, you'll receive an email with a tracking number. Follow your package end-to-end at Track Your Order.

2. Package protection. If your package is lost, damaged, or stolen in transit, we'll resend the item or issue a full refund — no questions, no return required. Just contact us within 30 days of the ship date.

3. Discreet packaging. Orders ship in plain mailers without product images or pricing on the outside.

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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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