Skip to content
Tailor & Barber Tailor & Barber

A men's lifestyle blog focusing on style, fashion, and grooming.

  • Home
  • Shop the Feed
  • Style Thoughts
    • Suits
    • Sport Coats
    • Trousers
    • Shirts
    • Shoes
    • Outerwear
    • Knitwear
  • Shave and Groom
    • Fragrance
    • Shaving
    • Hair
  • Required Reading
  • Contact
Tailor & Barber
Tailor & Barber

A men's lifestyle blog focusing on style, fashion, and grooming.

Kentucky Derby Style Inspiration

Posted on May 4, 2016November 14, 2017 By Drew

This Saturday marks the 142nd Kentucky Derby. And whether you’re actually heading to Churchill Downs or just enjoying a few mint juleps on your couch with some friends, looking the part is the key to pulling off that Derby style.

Of course, I’m not suggesting that you run out and pick up a “costume” that you only wear once a year on the first Saturday in May. I always believe in shopping with more versatility in mind. The pieces from this Derby-inspired outfit can be paired with other clothes in your wardrobe to create different looks all summer long for years to come.

I think my favorite piece from this look is the double-breasted blazer. The cotton twill weave provides a more casual take on traditional wool blazers, making it perfect for daytime wear. If the weather warms up on race day, just hang the jacket and roll your sleeves.

Blazer // Chinos // Shirt // Tie // Shoes // Belt // Lapel Pin

Regards,

Tailor & Barber

Share this:

  • Share on Threads (Opens in new window) Threads
  • Share on X (Opens in new window) X
  • Share on Facebook (Opens in new window) Facebook
  • Share on Pinterest (Opens in new window) Pinterest
  • Share on Tumblr (Opens in new window) Tumblr
  • Share on Reddit (Opens in new window) Reddit

Like this:

Like Loading...
Style Thoughts BonobosBrooks Brotherskentucky derbythe tie bartucker blairTwillory

Post navigation

Previous post
Next post

Related Posts

Style Thoughts

F1 Style: 3 Different Looks

Posted on March 18, 2015October 4, 2017

If you were reading the blog yesterday, you know that I was very happy about the return of the F1 season.  So I decided to take a look at a few of the more stylish drivers in the championship today: Lewis Hamilton, Jenson Button, and Valtteri Bottas.  These three guys…

Share this:

  • Share on Threads (Opens in new window) Threads
  • Share on X (Opens in new window) X
  • Share on Facebook (Opens in new window) Facebook
  • Share on Pinterest (Opens in new window) Pinterest
  • Share on Tumblr (Opens in new window) Tumblr
  • Share on Reddit (Opens in new window) Reddit

Like this:

Like Loading...
Read More
Jeans Transition Clothes from Summer to Fall

Transition Clothes from Summer to Fall

Posted on August 26, 2019August 25, 2019

Done. I am done with summer. Last week’s heat wave was my breaking point. Throw on top of that a beautiful reprieve this weekend with temps in the 70s all weekend (60s at night), and I’m so much happier. I’ve always been a colder weather guy. I run hot, and…

Share this:

  • Share on Threads (Opens in new window) Threads
  • Share on X (Opens in new window) X
  • Share on Facebook (Opens in new window) Facebook
  • Share on Pinterest (Opens in new window) Pinterest
  • Share on Tumblr (Opens in new window) Tumblr
  • Share on Reddit (Opens in new window) Reddit

Like this:

Like Loading...
Read More
Style Thoughts

What Is This Blog About?

Posted on May 27, 2015October 4, 2017

Sorry for the delay in new posts, everyone.  I’d like to say that I took a few days off for Memorial Day Weekend, but, unfortunately, that’s far from the truth.  I had meetings almost every day.  On the way to one meeting, I blew out my tire and had to…

Share this:

  • Share on Threads (Opens in new window) Threads
  • Share on X (Opens in new window) X
  • Share on Facebook (Opens in new window) Facebook
  • Share on Pinterest (Opens in new window) Pinterest
  • Share on Tumblr (Opens in new window) Tumblr
  • Share on Reddit (Opens in new window) Reddit

Like this:

Like Loading...
Read More

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

  • Instagram
  • TikTok
  • Threads
  • YouTube
  • Pinterest
  • X
  • Facebook

Subscribe

Recent Posts

  • My Favorite Shoes at Each Price Point
  • What I Wore January 29, 2026
  • What I Wore November 18, 2025
  • What I Wore November 10, 2025
  • What I Wore November 11, 2025
©2026 Tailor & Barber | WordPress Theme by SuperbThemes
%d