Mens retro button up shirts — Roadster Island Voyage all-over print flat lay
Mens retro button up shirts — Roadster Island Voyage styled on model
shirt print detail — Roadster Island Voyage
button-down collar detail — Roadster Island Voyage Hawaiian shirt
shirt fabric detail
Mens retro button up shirts — Roadster Island Voyage all-over print flat lay
Mens retro button up shirts — Roadster Island Voyage styled on model
shirt print detail — Roadster Island Voyage
button-down collar detail — Roadster Island Voyage Hawaiian shirt
shirt fabric detail

MotorcyclesRoadster Island Voyage Classic Vintage Hawaiian Shirt for Men

$79.99 $39.99 -50%
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Step into weekend road-trip style with our Roadster Island Voyage Classic Vintage Hawaiian Shirt — an all-over motorcycle road scene with palms, coastal islands, sailboats, lighthouses, and compass details designed for men who want comfort and style without compromise.

The traditional button-down collar gives a clean, polished silhouette that wears equally well for scenic drives, vintage-themed parties, and weekend brunches. Whether you're styling it with chinos for an evening out or open over a tee for casual daily wear, this men's Hawaiian shirt is built for the moment — and the photo. The Roadster Island Voyage Classic Vintage Hawaiian Shirt brings the feel of old travel postcards to modern mens retro button up shirts, mixing open-road motorcycle artwork with a breezy island map look.

Explore more: Vintage Hawaiian Shirts

  • All-over print: motorcycle roads, palms, sailboats, and lighthouses create a standout vintage hawaiian shirt look.
  • Traditional button-down collar — clean, polished silhouette
  • 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: scenic drives, weekend cookouts, vintage parties, coastal getaways, family vacations, casual Friday plans

From the Vintage collection at Shirtboom — independent men's Hawaiian shirts designed in the USA, printed on lightweight summer fabric and priced under $50. The Roadster Island Voyage Classic Hawaiian Shirt turns mens retro button up shirts into wearable travel art, with cruiser motorcycles, open roads, island peaks, sailboats, and palm-lined coastlines arranged in a detailed old-postcard style. A natural pick for vintage bergdorf goodman hawaiian shirts for sale, this design keeps the look bold, lightweight, and easy to wear.

How does this vintage Hawaiian shirt fit?
The Roadster Island Voyage 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 it for road trips or weekend events?
Yes — this Vintage Hawaiian shirt works well for scenic drives, casual dinners, cruise nights, beach vacations, and relaxed summer gatherings. It is also a strong match for vintage hawaiian shirts for men​. It is also a strong match for men's harley davidson shirts vintage. It is also a strong match for vintage mickey mouse shirt mens.
Is the motorcycle print on the front and back?
Yes. Roadster Island Voyage features an all-over print with motorcycles, open roads, palms, sailboats, and coastal map-style artwork across the shirt.
What fabric is this men's Hawaiian shirt made from?
This men's Hawaiian shirt uses lightweight, breathable fabric with a soft hand feel. Machine wash cold and tumble dry low for easy care.
Do you offer big and tall sizes?
Yes. Roadster Island Voyage is available from XS through 5XL, with a big-and-tall-friendly cut. Check the size chart above for exact measurements.
Are vintage Hawaiian shirts for men easy to return?
Yes, eligible unworn items can be returned according to our return policy. We ship to the USA and provide tracking after your order is processed.

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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• Safe Payments

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Accepted payment methods

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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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ShirtBoom respects your privacy and is committed to protecting your personal data. We use industry-standard physical, technical, and administrative safeguards to keep your information secure, and we never sell or rent it to third parties. You can request access, correction, or deletion of your data at any time.

Read our full Privacy Policy

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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