Funny Button Up Shirts for Men — Barber Chair Whimsy all-over print flat lay
Funny Button Up Shirts for Men — Barber Chair Whimsy styled on model
shirt print detail — Barber Chair Whimsy
button-down collar detail — Barber Chair Whimsy Hawaiian shirt
shirt fabric detail
Funny Button Up Shirts for Men — Barber Chair Whimsy all-over print flat lay
Funny Button Up Shirts for Men — Barber Chair Whimsy styled on model
shirt print detail — Barber Chair Whimsy
button-down collar detail — Barber Chair Whimsy Hawaiian shirt
shirt fabric detail

Father's DayBarber Chair Whimsy Cuban Funny Hawaiian Shirt for Men

$89.99 $44.99 -50%
POPULAR over people have bought this product in the last 24 hours.
/
Style
Size

Slip into resort-ready ease with our Barber Chair Whimsy Cuban Funny Hawaiian Shirt — an open-collar, vintage-inspired silhouette featuring an all-over barber pole, mustache, recliner chair, and primary-color block print.

The relaxed Cuban (camp) collar opens cleanly without buttons at the top, giving a Havana-meets-California vibe that feels right at vacation bars, weekend patios, cruise days, and laid-back birthday parties. It's a men's Hawaiian shirt that transitions effortlessly from poolside to beachfront restaurant. With its playful salon-inspired artwork, the Barber Chair Whimsy Funny Hawaiian Shirt brings the spirit of men's funny workout shirts into a sharper, short-sleeve party look without feeling like a costume.

Explore more: Funny Hawaiian Shirts

  • All-over print: bold barber poles, mustaches, and lounge chairs give this funny hawaiian shirt a playful retro edge.
  • 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 days, beach bars, vacation dinners, poolside laughs, warm-weather birthdays

Part of the Funny collection at Shirtboom — independent men's Hawaiian shirts designed in the USA, made for bold prints under $50. The Barber Chair Whimsy Cuban Hawaiian Shirt blends mustache artwork, recliner-chair graphics, barber poles, and color-block geometry into a vacation-ready piece with the spirit of men's funny workout shirts and a sharper aloha feel.

How does this funny Hawaiian shirt fit?
The Barber Chair Whimsy 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 barbershop events?
Yes — this funny button up shirts for men style is great for barbershop days, casual parties, weekend hangs, and conversation-starting outings. It is also a strong match for funny button up shirts men. It is also a strong match for funny inappropriate shirts for men.
What is the Barber Chair Whimsy print inspired by?
The design mixes mustaches, recliner chairs, barber poles, and bold color blocks for a clean graphic look with a playful grooming-shop twist.
What fabric is this Hawaiian shirt, and how do I wash it?
The Barber Chair Whimsy shirt uses lightweight, soft-feel fabric. Machine wash cold, tumble dry low, and avoid bleach to preserve the print.
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 before ordering.
Is this like funny adult shirts for men?
It has an adult-friendly novelty feel, but the artwork is clean and wearable — more clever mustache-and-barber humor than explicit graphics.

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

Visa Mastercard Amex Discover PayPal Apple Pay Google Pay Shop Pay Afterpay

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.

Customers Also Viewed