Pickle Funny Hawaiian Shirt for Men — Pickle Roll Shaka all-over print flat lay
Pickle Funny Hawaiian Shirt for Men — Pickle Roll Shaka styled on model
shirt print detail — Pickle Roll Shaka
button-down collar detail — Pickle Roll Shaka Hawaiian shirt
shirt fabric detail
Pickle Funny Hawaiian Shirt for Men — Pickle Roll Shaka all-over print flat lay
Pickle Funny Hawaiian Shirt for Men — Pickle Roll Shaka styled on model
shirt print detail — Pickle Roll Shaka
button-down collar detail — Pickle Roll Shaka Hawaiian shirt
shirt fabric detail

FunnyPickle Roll Shaka Cuban Funny 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 Pickle Roll Shaka Cuban Funny Hawaiian Shirt — an open-collar, vintage-inspired silhouette featuring an all-over mix of sunglass-wearing pickles, happy sushi rolls, shaka hands, and leafy island graphics.

The relaxed Cuban (camp) collar opens cleanly without buttons at the top, giving a Havana-meets-California vibe that feels right at poolside lunches, cruise-ship comedy nights, and laid-back beach vacations. It's a men's Hawaiian shirt that transitions effortlessly from poolside to beachfront restaurant. The Pickle Roll Shaka Cuban Funny Hawaiian Shirt keeps the joke visual instead of text-heavy: pickle characters, sushi faces, and hand signs create a conversation-starting print that feels quirky, sunny, and easy to wear. If you like fun hawaiian shirts for men with a food-inspired twist, this design delivers personality from every angle.

Explore more: Funny Hawaiian Shirts

  • All-over print: quirky pickles, sushi roll faces, shaka hands, and tropical leaves create a resort-ready funny hawaiian shirt vibe.
  • 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 bars, cruise vacations, poolside lunches, beach-town nights, tropical getaways, fun hawaiian shirts for men moments

Part of the Funny collection at Shirtboom — independent men's Hawaiian shirts designed in the USA, printed on lightweight summer fabric, and priced under $50. The Pickle Roll Shaka Cuban Hawaiian Shirt turns pickle-with-shades artwork, sushi character faces, and shaka hand signs into an easygoing vacation print built for laughs. A natural pick for funny shirts for men dirty, this design keeps the look bold, lightweight, and easy to wear. A natural pick for funny hawaiian shirts for men​, this design keeps the look bold, lightweight, and easy to wear.

How does this funny Hawaiian shirt fit?
The Pickle Roll Shaka Funny 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 to parties or beach vacations?
Yes — the Pickle Roll Shaka design is made for cookouts, cruises, beach trips, and any setting where fun hawaiian shirts for men make sense. It is also a strong match for men's funny workout shirts. It is also a strong match for fun hawaiian shirts for men​.
Is this one of those mens shirts with funny sayings?
Not exactly. Instead of text, the Pickle Roll Shaka print uses funny pickle, sushi roll, and shaka hand characters for a visual joke.
What fabric is this Hawaiian shirt made from?
This funny Hawaiian 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. The Pickle Roll Shaka Funny Hawaiian Shirt is available in XS–5XL with a big-and-tall-friendly cut for more body types.
What is your shipping and return policy?
Shirtboom ships to the USA and supports returns according to the policy on the product page, so your funny hawaiian shirts for men order is easy.

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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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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