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VintageTrailer Pinup Arcade Cuban Vintage 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 Trailer Pinup Arcade Cuban Vintage Hawaiian Shirt — an open-collar, vintage-inspired silhouette featuring an all-over retro camper, pin-up figure, arcade joystick, leafy floral print. The cream base keeps the artwork bright and wearable, while the nostalgic trailer-and-arcade mix gives the shirt a laid-back roadside vacation story.

The relaxed Cuban camp collar opens cleanly without buttons at the top, giving a Havana-meets-California vibe that feels right at resort breakfasts, coastal drives, and warm-weather cocktail hours. It's a men's Hawaiian shirt that transitions effortlessly from poolside to beachfront restaurant. The Trailer Pinup Arcade Cuban Vintage Hawaiian Shirt carries the same collectible spirit shoppers love in vintage hawaiian shirts for men, while the Cuban collar gives it a breezier vacation profile than classic mens retro short sleeve shirts.

Explore more: Vintage Hawaiian Shirts

  • All-over print: retro campers, pin-up figures, joystick graphics, and leafy blooms create a breezy vintage 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: resort weekends, beach town strolls, cruise nights, poolside lounges, vintage motel getaways, sunset cocktail hours

Part of the Vintage collection at Shirtboom — independent men's Hawaiian shirts designed in the USA, printed on lightweight summer fabric, and priced under $50. The Trailer Pinup Arcade Cuban Hawaiian Shirt turns Airstream trailer graphics, arcade joystick details, pin-up silhouettes, and floral accents into a vacation-ready print for fans of vintage hawaiian shirts for men. A natural pick for vintage hawaiian shirts for men​, this design keeps the look bold, lightweight, and easy to wear.

How does this vintage Hawaiian shirt fit?
The Trailer Pinup Arcade Vintage 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 retro parties or road trips?
Yes — the Airstream trailer, pin-up girl, and joystick print make it great for retro parties, camper weekends, diners, and vintage-style events. It is also a strong match for vintage style button up shirts.
Is the Trailer Pinup Arcade print on the front and back?
Yes, the Trailer Pinup Arcade artwork is an all-over print, with the camper, pin-up silhouette, florals, and joystick motifs across the shirt.
What fabric is this vintage style button up shirt?
This vintage style button up shirt is made with lightweight, breathable fabric with a soft hand feel. Machine wash cold and tumble dry low.
Do you offer big and tall sizes?
Yes. This design is available from XS through 5XL, making it a strong pick for men seeking mens vintage short sleeve shirts in extended sizes.
Do you ship this mens retro short sleeve shirt in the USA?
Yes, Shirtboom ships in the USA. If it is not the right fit, check the current return policy on the product page before starting a return.

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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