We asked members of our New York team to break out their favorite tweed commissions from Tailor Caid.
Yamamoto-San has had a lifelong love for New York City. In his youth, he admired films set in the city, which shaped his personal taste and style. Now, his travels between Tokyo and New York serve as a cherished and constant source of inspiration. For him, tweed epitomizes the timeless style of New York’s residents.
Whether strolling through the park or enjoying a night out, Yamamoto-San believes tweed is the perfect fabric for city life. In his words, “Tweed’s natural color blends in perfectly with the city’s rhythm, especially matching the shades of autumn leaves. Whether riding the subway or biking through the concrete jungle, I love seeing a Tailor Caid tweed on the streets of New York.”
Tweed jackets are both durable and casually elegant, making them a versatile choice. Many of these custom commissions are Yamamoto-San’s personal favorites.
“This Grey Donegal tweed was my first bespoke commission. I loved the romance of the process and took advice from my colleagues and Yamamoto-San himself. I wanted something that would complement my usual black jeans and penny loafers, but Yamamoto-San guided most of the fabric and design choices. We chose a wool-poly blend from a Japanese mill that he favors. The day I received it, I wore it with my favorite jeans, sneakers, and Yankees cap—it quickly became my wardrobe favorite.”
“There’s nothing like wearing my Tailor Caid tweed on a cold, crisp day. This undyed windowpane from Marling & Evans evokes Dizzy Gillespie and the jazz style of the ’50s and ’60s. When temperatures drop, it’s my go-to sport coat, perfect for an Ivy-inspired look with charcoal or off-white flannels, suede loafers, a sleeveless cardigan, and my favorite scarf.”
“Tweed is my go-to casual fabric—it’s timeless, and I often style the same jacket differently throughout the week. Paired with charcoal flannel trousers, polished cordovan shoes, and a striped tie, it’s perfect for work. With denim and a Shetland sweater, it’s just as great for a casual day out with my kids. Tailor Caid’s tweed connects me to history and the elegance of past generations.”
“In fall and winter, my Tailor Caid tweed sport coats are a staple. I often pair them with corduroy trousers, a knit polo or oxford, and loafers. A tweed jacket fits equally well for work or a night out. When choosing a jacket, I look for thick fabric with plenty of texture. For my latest commission, I showed Yamamoto-San a scene from Don’t Look Back, the 1965 Bob Dylan documentary, for inspiration. Its unique, low-lapel style seemed perfect for my new herringbone Harris Tweed.”
“This jacket draws from multiple inspirations, mainly a piece Robert Redford wore in Three Days of the Condor. I chose a functional throat latch and undyed Shetland lambswool in a striking broken herringbone pattern. I pair it with chinos and rubber-soled derbies. This is my favorite tweed jacket that wasn’t bought vintage, so I’m enjoying watching it age.”
“My Caid tweed is inspired by Steve McQueen’s jacket in Bullitt. Made from brown Harris Tweed with suede elbow patches that always earn compliments, it’s robust enough for late fall or early winter as outerwear. I usually pair it with a chunky rollneck sweater, my favorite jeans, and some boots for a rugged look.”
We're excited to welcome back Yamamoto-san of Tailor Caid in New York, November 6th ― 9th to conduct fittings and take orders for his Japanese made, tailored clothing. We continue to expand our offerings with Yamamoto-san, bridging out from his Ivy-style to include his continental styles along with his full bespoke options, where styling is a conversation between the client and Yamamoto-san.
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