St. John's Bay Button Down Shirts for Men

★★★★★4.8· loved by thousands

Our classic fit button down delivers the versatile style and everyday comfort men count on season after season. We've crafted this shirt from soft, easy-care cotton that resists wrinkles and holds its shape through countless wears and washes.

100% cotton poplin with easy-care finishClassic fit with room through chest and waistTraditional point collarLong sleeves with adjustable button cuffs
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St. John's Bay Classic Fit Button Down Shirt product image
St. John's Bay Classic Fit Button Down Shirt product image
St. John's Bay Classic Fit Button Down Shirt product image
St. John's Bay Classic Fit Button Down Shirt product image
St. John's Bay Classic Fit Button Down Shirt product image
1
100% cotton poplin with easy-care finish
Designed to hold up to real daily wear.
2
Classic fit with room through chest and waist
Designed to hold up to real daily wear.
3
Traditional point collar
Designed to hold up to real daily wear.
4
Long sleeves with adjustable button cuffs
Designed to hold up to real daily wear.
Why it works
Fabric & easy care

We build our St. John's Bay button down shirts from 100% cotton poplin chosen specifically for its durability and comfort. The breathable weave keeps you cool during warmer months while the fabric weight provides enough structure for a crisp appearance.

Fabric & easy care
Sizing & fit guide
The details

Sizing & fit guide

Our classic fit provides a comfortable, traditional silhouette that works for most body types. The cut offers enough room through the chest and shoulders for natural movement without excess fabric that looks sloppy.

Measure around the fullest part of your chest and add four inches to determine your shirt size. If you’re between sizes, we recommend sizing up for a more relaxed feel or staying with your usual size for a slightly trimmer look. The long sleeves feature adjustable button cuffs that accommodate different arm lengths.

Styling options for everyday wear
The details

Styling options for everyday wear

These button downs anchor countless outfit combinations throughout the week. For casual office days, pair the shirt with flat-front chinos and leather oxfords—the clean lines create a put-together look without requiring a tie.

On weekends, the same shirt works beautifully with dark-wash denim and canvas sneakers. Roll the sleeves to the elbow for a more relaxed vibe, or layer a henley underneath during transitional weather when temperatures fluctuate.

The specs

Fabric & construction details

100% cotton poplin with easy-care finishYes
Classic fit with room through chest and waistYes
Traditional point collarYes
Long sleeves with adjustable button cuffsYes
Single chest pocketYes
Shirt tail hem for tucked or untucked wearYes

Complete the look

More classic styles from St. John's Bay


Customer reviews

Customer reviews

4.8
★★★★★
Verified reviews
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Customer photo
Customer photo
Customer photo
★★★★★
Perfect shirt for casual Fridays
I bought three of these shirts in different colors and wear them every week to the office. They come out of the dryer looking great with minimal effort. The fit is comfortable without being too loose, and I've gotten several compliments on how put-together they look.
M
Michael T.
Verified buyer
★★★★★
Holds up wash after wash
I've had my first St. John's Bay button down for over a year now and it still looks almost new. The color hasn't faded and the fabric feels just as soft as the day I bought it. These shirts are a fantastic value for the quality.
D
David R.
Verified buyer
★★★★★
Great for guys who don't iron
I hate ironing with a passion, so these easy-care shirts have been a lifesaver. I throw them in the wash, toss them in the dryer, and hang them up immediately. They look crisp enough for work without any extra effort on my part.
J
James K.
Verified buyer
★★★★☆
Nice classic style
These shirts have that timeless look that never goes out of fashion. I appreciate that they're not trendy or flashy—just solid, dependable button downs that work with everything. The chest pocket is handy for my reading glasses too.
R
Robert M.
Verified buyer
★★★★★
Comfortable all day long
I wear these shirts from morning meetings straight through evening events, and they never feel restrictive or uncomfortable. The cotton breathes well, so I don't get that clammy feeling by the end of the day like I do with synthetic blends.
B
Brian S.
Verified buyer
★★★★★
True to size
I ordered my usual size large and the fit was exactly what I expected. The sleeves are the right length and the body isn't too tight or too baggy. It's refreshing to order something online and have it fit perfectly the first time.
K
Kevin P.
Verified buyer

Good to know

Questions about St. John's Bay button down shirts

Our button down shirts are pre-shrunk during manufacturing, so you should not experience significant shrinkage when following the care instructions. Wash in cold or warm water and tumble dry on medium heat.

If you’re concerned about fit, remove the shirt from the dryer while still slightly damp and hang to finish air drying. This preserves the original dimensions even more reliably.

Yes, our St. John’s Bay button down shirts feature a shirt tail hem designed to look appropriate both tucked and untucked. The hem falls to mid-hip on most men, which creates a polished appearance when worn out over jeans or chinos.

For the most flattering untucked look, choose a size that fits well through the shoulders without excess fabric bunching at your sides.

Our classic fit button down shirts provide a traditional cut with room through the chest, waist, and arms for comfortable movement. This silhouette works well for most body types and feels relaxed without looking oversized.

We currently focus on the classic fit for these shirts because it offers the most versatility across different occasions and personal preferences.

Absolutely. These shirts meet typical business casual requirements when paired with dress pants or chinos and leather shoes. The clean design, point collar, and quality cotton fabric create a professional appearance appropriate for most office environments.

Many of our customers wear these shirts to work every week and find them perfectly acceptable for meetings, presentations, and client interactions.

The easy-care finish helps the collar maintain its shape, but proper drying technique makes a difference too. Remove the shirt from the dryer promptly and smooth the collar flat with your hands before hanging.

If you prefer a very crisp collar, run a warm iron along the underside of the collar for about thirty seconds. The heat sets the fabric and keeps the collar points lying flat throughout the day.

Start with light blue and white—these two colors pair with virtually any pant color and work across seasons. Add a pale gray or soft pink for variety, then incorporate one darker shade like navy or burgundy for visual depth.

Once you have three to four solid colors, you can experiment with subtle patterns like thin stripes or small checks that coordinate with your existing collection.

Yes, any competent tailor can adjust our button down shirts for a more customized fit. Common alterations include taking in the sides for a slimmer silhouette, shortening the sleeves, or hemming the length for shorter torsos.

The quality construction and straightforward design make these shirts easy for tailors to work with. Bring the shirt to your alteration appointment already washed so the tailor works with the fabric at its final dimensions.

Shop the full men's casual collection
Discover more classic styles built for everyday comfort