Sunny funny mens button up shirts for Men — Sunny Pickle Dog all-over print flat lay
Sunny funny mens button up shirts for Men — Sunny Pickle Dog styled on model
shirt print detail — Sunny Pickle Dog
button-down collar detail — Sunny Pickle Dog Hawaiian shirt
shirt fabric detail
Sunny funny mens button up shirts for Men — Sunny Pickle Dog all-over print flat lay
Sunny funny mens button up shirts for Men — Sunny Pickle Dog styled on model
shirt print detail — Sunny Pickle Dog
button-down collar detail — Sunny Pickle Dog Hawaiian shirt
shirt fabric detail

FunnySunny Pickle Dog 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 Sunny Pickle Dog Cuban Funny Hawaiian Shirt — an open-collar, vintage-inspired silhouette featuring an all-over smiling sun, hot dog, pickle, hibiscus, and leafy scrollwork print.

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 patio drinks with friends. The Sunny Pickle Dog Cuban Funny Hawaiian Shirt brings together snack-cart humor and lush vacation color, making it a standout pick for funny drinking shirts for men without losing that easy aloha feel. It's a men's Hawaiian shirt that transitions effortlessly from poolside to beachfront restaurant.

Explore more: Funny Hawaiian Shirts

  • All-over print: playful hot dog, pickle, sun, and hibiscus artwork gives this funny hawaiian shirt vacation-ready attitude.
  • 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: beach bars, cruise days, resort weekends, patio cocktails, poolside parties, tropical getaways

Part of the Funny collection at Shirtboom — independent men's Hawaiian shirts designed in the USA, printed on lightweight summer fabric, and kept under $50. The Sunny Pickle Dog Cuban Hawaiian Shirt brings funny drinking shirts for men energy to a laid-back open-collar silhouette, with cheerful suns, pickle characters, hot dogs, and lush floral detail built for warm-weather fun.

How does this funny Hawaiian shirt fit?
The Sunny Pickle Dog 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 for work parties or casual Fridays?
Yes — the Sunny Pickle Dog design works well for casual offices, team lunches, cookouts, and funny work shirts for men theme days. It is also a strong match for funny christian shirts for men. It is also a strong match for mens funny cat shirts.
Is the pickle and hot dog print on the whole shirt?
Yes, the Sunny Pickle Dog print is an all-over design with hot dog characters, smiling suns, pickle artwork, and floral detail across the shirt.
What fabric is this novelty button up shirts mens style?
This novelty button up shirts mens style is made with lightweight, breathable fabric and is machine washable cold with tumble dry low care.
Do you offer big and tall sizes?
Yes, the Sunny Pickle Dog Funny Hawaiian Shirt is available from XS through 5XL with a big-and-tall-friendly cut for broader size coverage.
What is your shipping and return policy?
Sunny Pickle Dog orders ship to the USA and eligible destinations. If it is not right, follow the return instructions on the product or order page.

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

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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.

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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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