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

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.

Vintage

Bastion American Flag Button Up Shirt for Men — Bastion Eagle Standard all-over print flat lay
[P0003-Classic-B-final]
Bastion Eagle Standard Classic Patriotic Hawaiian Shirt for Men
$79.99 $39.99
Red White Blue Check Shirt Mens — Helios Torch Banner all-over print flat lay
[P0004-Classic-B-final]
Helios Torch Banner Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Nereus American Flag Vintage Shirt for Men — Nereus Crown Aerie all-over print flat lay
Nereus Crown Aerie Classic America 250 Hawaiian Shirt for Men
Nereus Crown Aerie Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Patriotic men's button up shirts — Elysian Statue Wreath all-over print flat lay
Elysian Statue Wreath Classic America 250 Hawaiian Shirt for Men — Elysian Statue Wreath styled on model
Elysian Statue Wreath Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Mens American Flag Button Shirt — Amaranth Statue Medallion all-over print flat lay
[P0396-Classic-B-final]
Amaranth Statue Medallion Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Black American Flag Shirt for Men — Midnight Eagle Charter all-over print flat lay
[P0430-Classic-B-final]
Midnight Eagle Charter Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Valerian America 250 Hawaiian Shirt for Men — Valerian Bell Oath all-over print flat lay
[P0453-Classic-B-final]
Valerian Bell Oath Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Aurum Patriotic Dress Shirts for Men — Aurum Bell Codex all-over print flat lay
Aurum Bell Codex Classic America 250 Hawaiian Shirt for Men — Aurum Bell Codex styled on model
Aurum Bell Codex Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Aureate Liberty Print Shirt for Men — Aureate Founders Codex all-over print flat lay
[P0462-Classic-B-final]
Aureate Founders Codex Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Cinnabar liberty shirts men's America 250 Hawaiian Shirt — Cinnabar Eagle Oath all-over print flat lay
Cinnabar Eagle Oath Classic America 250 Hawaiian Shirt for Men
Cinnabar Eagle Oath Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Tyrian America 250 Hawaiian Shirt for Men — Bell Aerie all-over print flat lay
Tyrian Bell Aerie Classic America 250 Hawaiian Shirt for Men — Tyrian Bell Aerie styled on model
Tyrian Bell Aerie Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Sapphire America 250 Hawaiian Shirt for Men — Sapphire Republic Garland all-over print flat lay
[P0474-Classic-B-final]
Sapphire Republic Garland Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Blue and White Hawaiian Shirt for Men — Celestine Republic Atlas all-over print flat lay
Celestine Republic Atlas Classic America 250 Hawaiian Shirt for Men — Celestine Republic Atlas styled on model
Celestine Republic Atlas Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Light Blue Hawaiian Shirt for Men — Pelican Mariner Compass all-over print flat lay
Pelican Mariner Compass Classic America 250 Hawaiian Shirt for Men — Pelican Mariner Compass styled on model
Pelican Mariner Compass Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Montrose Grey Hawaiian Shirt for Men — Montrose Eagle Ikat all-over print flat lay
[P0494-Classic-B-final]
Montrose Eagle Ikat Classic Grey Hawaiian Shirt for Men
$79.99 $39.99
Sierra USA Flag Button Down Shirt for Men — Sierra Eagle Ikat all-over print flat lay
[P0495-Classic-B-final]
Sierra Eagle Ikat Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Black and White Hawaiian Shirt for Men — Granite Eagle Bell all-over print flat lay
[P0500-Classic-B-final]
Granite Eagle Bell Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Sonora American Flag Hawaiian Shirt for Men — Sonora Route Shield all-over print flat lay
Sonora Route Shield Classic Patriotic Hawaiian Shirt for Men — Sonora Route Shield styled on model
Sonora Route Shield Classic Patriotic Hawaiian Shirt for Men
$79.99 $39.99
Onyx American Flag Button Down Shirt for Men — Onyx Eagle Jubilee all-over print flat lay
Onyx Eagle Jubilee Classic America 250 Hawaiian Shirt for Men — Onyx Eagle Jubilee styled on model
Onyx Eagle Jubilee Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Nocturne American Flag Button Up Shirt — Nocturne Statue Sigil all-over print flat lay
Nocturne Statue Sigil Classic America 250 Hawaiian Shirt for Men — Nocturne Statue Sigil styled on model
Nocturne Statue Sigil Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Emerald 4th of July Hawaiian Shirt for Men — Emerald Aerie Scroll all-over print flat lay
[P0663-Classic-B-final]
Emerald Aerie Scroll Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Garnet Family 4th of July Shirts for Men — Garnet Republic Laurel all-over print flat lay
[P0677-Classic-B-final]
Garnet Republic Laurel Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Titan Apparel Men s Tropical Shirts for Men — Titan Rail Jubilee all-over print flat lay
Titan Rail Jubilee Classic America 250 Hawaiian Shirt for Men — Titan Rail Jubilee styled on model
Titan Rail Jubilee Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Gallatin 4th of July Hawaiian Shirt for Men — Gallatin Torch Scroll all-over print flat lay
Gallatin Torch Scroll Classic America 250 Hawaiian Shirt for Men — Gallatin Torch Scroll styled on model
Gallatin Torch Scroll Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Meridian Liberty Shirt for Men — Meridian Torch Scroll all-over print flat lay
[P0731-Classic-B-final]
Meridian Torch Scroll Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Black America 250 Hawaiian Shirt for Men — Nocturne Bell Grove all-over print flat lay
[P1197-Classic-B-final]
Nocturne Bell Grove Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Cream America 250 Hawaiian Shirt for Men — Sequoia Bell Aerie all-over print flat lay
Sequoia Bell Aerie Classic America 250 Hawaiian Shirt for Men — Sequoia Bell Aerie styled on model
Sequoia Bell Aerie Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Ticonderoga America 250 Hawaiian Shirt — Torch Verse all-over print flat lay
Ticonderoga Torch Verse Classic America 250 Hawaiian Shirt for Men — Ticonderoga Torch Verse styled on model
Ticonderoga Torch Verse Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
[P0756-Classic-B-final]
Odyssey Torch Medallion Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Indigo America 250 Hawaiian Shirt for Men — Indigo Aerie Voyage all-over print flat lay
Indigo Aerie Voyage Classic America 250 Hawaiian Shirt for Men — Indigo Aerie Voyage styled on model
Indigo Aerie Voyage Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Rust America 250 Hawaiian Shirt for Men — Sierra Bell Garland all-over print flat lay
Sierra Bell Garland Classic America 250 Hawaiian Shirt for Men — Sierra Bell Garland styled on model
Sierra Bell Garland Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Brown America 250 Hawaiian Shirt for Men — Sable Eagle Parkway all-over print flat lay
[P0924-Classic-B-final]
Sable Eagle Parkway Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Violet America 250 Hawaiian Shirt for Men — Violet Bell Aerie all-over print flat lay
[P0926-Classic-B-final]
Violet Bell Aerie Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Cream America 250 Hawaiian Shirt for Men — Granite Monument Flora all-over print flat lay
[P0986-Classic-B-final]
Granite Monument Flora Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Chestnut America 250 Hawaiian Shirt for Men — Chestnut Bell Aerie all-over print flat lay
[P1295-Classic-B-final]
Chestnut Bell Aerie Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Khaki America 250 Hawaiian Shirt for Men — Sierra Bell Aegis all-over print flat lay
Khaki America 250 Hawaiian Shirt for Men — Sierra Bell Aegis all-over print flat lay
Sierra Bell Aegis Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Midnight 250th Anniversary USA Hawaiian Shirt for Men — Midnight Bell Aureate all-over print flat lay
Midnight Bell Aureate Classic America 250 Hawaiian Shirt for Men — Midnight Bell Aureate styled on model
Midnight Bell Aureate Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
Awesome Fourth of July Hawaiian Shirt — Verdant Republic Aegis all-over print flat lay
Verdant Republic Aegis Classic America 250 Hawaiian Shirt for Men — Verdant Republic Aegis styled on model
Verdant Republic Aegis Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99
USA 4th of July Shirts for Men — Onyx Eagle Oath all-over print flat lay
[P1074-Classic-B-final]
Onyx Eagle Oath Classic America 250 Hawaiian Shirt for Men
$79.99 $39.99

Vintage and Retro Hawaiian Shirts for Men

Vintage Hawaiian shirts bring old-school color, relaxed button-up shapes and throwback print energy into modern summer outfits. This collection includes retro Hawaiian shirts, vintage button-up shirts, Americana-inspired graphics, tiki moods and classic vacation patterns.

Wear these shirts with denim, neutral shorts or casual trousers when you want something with personality but not a costume. For related collections, shop tiki shirts, Americana shirts or the full men's Hawaiian shirts catalog.

How to Style a Retro Hawaiian Shirt

Let the pattern lead. A vintage button-up shirt works best with simple bottoms and clean footwear, especially when the print is bold.