Pineapple Funny Button Down Shirt for Men — Pineapple Cactus Groove all-over print flat lay
Pineapple Funny Button Down Shirt for Men — Pineapple Cactus Groove styled on model
shirt print detail — Pineapple Cactus Groove
button-down collar detail — Pineapple Cactus Groove Hawaiian shirt
shirt fabric detail
Pineapple Funny Button Down Shirt for Men — Pineapple Cactus Groove all-over print flat lay
Pineapple Funny Button Down Shirt for Men — Pineapple Cactus Groove styled on model
shirt print detail — Pineapple Cactus Groove
button-down collar detail — Pineapple Cactus Groove Hawaiian shirt
shirt fabric detail

FunnyPineapple Cactus Groove 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 Pineapple Cactus Groove Cuban Funny Hawaiian Shirt — an open-collar, vintage-inspired silhouette featuring an all-over mix of sunglass-wearing pineapples, cheerful avocados, and grooving cactus characters. The playful food-and-desert artwork gives the Pineapple Cactus Groove Cuban Funny Hawaiian Shirt an easygoing party mood made for sunny plans.

The relaxed Cuban (camp) collar opens cleanly without buttons at the top, giving a Havana-meets-California vibe that feels right at beach bars, cruise decks, and vacation cocktail hours. It's a men's Hawaiian shirt that transitions effortlessly from poolside to beachfront restaurant. With its quirky fruit graphics and clean cream background, it also works for men searching for funny cruise shirts for men that feel bold, wearable, and ready for photos.

Explore more: Funny Hawaiian Shirts

  • All-over print: quirky pineapple, avocado, and cactus artwork gives this funny hawaiian shirt a breezy resort-party 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: cruise vacations, beach bars, resort weekends, poolside drinks, tropical getaways, sunset lounges

Part of the Funny collection at Shirtboom — independent men's Hawaiian shirts designed in the USA, made with lightweight summer fabric, and kept under $50. The Pineapple Cactus Groove Cuban Hawaiian Shirt turns funny button up shirts into vacation-ready statement wear with sunglass pineapples, smiling avocados, teal accents, and dancing cactus figures built for laid-back escapes.

How does this funny Hawaiian shirt fit?
The Pineapple Cactus Groove shirt has a relaxed men's fit; please refer to the size chart above for full chest and length measurements.
Can I wear this on a cruise or vacation?
Yes — this funny cruise shirt for men is made for ship decks, resort nights, beach bars, and casual summer dinners. It is also a strong match for funny political shirts for men.
What is the Pineapple Cactus Groove design?
The print features pineapples with sunglasses, smiling avocados, dancing cactus characters, and retro geometric shapes.
Is this one of your mens funny button up shirts?
Yes. The Classic version uses a button-down collar and short sleeves, giving mens funny button up shirts a polished aloha look.
Do you offer big and tall sizes?
The Pineapple Cactus Groove Funny Hawaiian Shirt is available from XS to 5XL with a big-and-tall-friendly cut.
Could this work as a funny dress shirt for men?
For casual dressy events, yes — funny dress shirts for men like this pair personality with a cleaner button-down silhouette.

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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