St. John's Bay Button Down Shirts for Men
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.





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.


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
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.
Fabric & construction details
Customer reviews



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.






