Island Hawaiian Shirt for Men — Island Cruiser Roam all-over print flat lay
Island Hawaiian Shirt for Men — Island Cruiser Roam styled on model
shirt print detail — Island Cruiser Roam
button-down collar detail — Island Cruiser Roam Hawaiian shirt
shirt fabric detail
Island Hawaiian Shirt for Men — Island Cruiser Roam all-over print flat lay
Island Hawaiian Shirt for Men — Island Cruiser Roam styled on model
shirt print detail — Island Cruiser Roam
button-down collar detail — Island Cruiser Roam Hawaiian shirt
shirt fabric detail

CarsIsland Cruiser Roam Cuban 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 Island Cruiser Roam Cuban Hawaiian Shirt — an open-collar, vintage-inspired silhouette featuring an all-over coastal trail scene with Jeep Wrangler-inspired vehicles, tropical palms, hibiscus flowers, ocean waves, and island peaks.

The relaxed Cuban (camp) collar opens cleanly without buttons at the top, giving a Havana-meets-California vibe that feels right at beachfront bars, island road trips, and cruise deck afternoons. It's a men's Hawaiian shirt that transitions effortlessly from poolside to beachfront restaurant. The Island Cruiser Roam Cuban Hawaiian Shirt captures the feeling of a sunlit off-road escape, with detailed vehicle artwork set against a soft vacation backdrop.

  • All-over print: tropical palms, hibiscus blooms, island water, mountains, and Jeep Wrangler-style cruisers give this hawaiian shirt a road-trip vacation feel.
  • 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 stays, beach bars, cruise vacations, island road trips, poolside afternoons, sunset dinners

Part of Shirtboom — independent men's Hawaiian shirts designed in the USA with bold artwork, lightweight summer fabric, and under-$50 value. The Island Cruiser Roam Cuban Hawaiian Shirt brings together off-road cruisers, hibiscus flowers, palms, and coastal views for a relaxed open-collar shirt built around adventure and escape.

How does this Hawaiian shirt fit?
The Island Cruiser Roam 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 vacations or beach weekends?
Yes — the Island Cruiser Roam design is made for beach drives, resort days, cruises, road trips, and casual weekend plans.
Is the Jeep Wrangler print on the front and back?
Yes, this Hawaiian shirt features an all-over vehicle and island print across the front, back, sleeves, and collar area.
What fabric is this men's Hawaiian shirt?
It uses lightweight, breathable fabric with a soft feel. Machine wash cold and tumble dry low to help preserve the Island Cruiser Roam print.
Do you offer big and tall sizes?
Yes, Shirtboom offers sizes XS through 5XL. Check the size chart above to compare chest and length before ordering.
What is your shipping and return policy?
We ship to the USA and offer straightforward returns on eligible orders. See the product page and checkout for current delivery details.

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

Shopping Security

• Safe Payments

Checkout on ShirtBoom is encrypted end-to-end and processed through Shopify Payments, a Level 1 PCI Service Provider — the highest level of payment security certification available. Your card number, expiration date, and CVC are never seen, stored, or transmitted by ShirtBoom.

Accepted payment methods

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Learn more about payment methods

• 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.

• Customer Service

• Privacy Protection

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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