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

Outfit Inspiration Instagram Round-Up October 5th

Instagram Round-Up, October 5th

Posted on October 5, 2018January 10, 2019

I’ve been trying to get better at putting the details from Instagram posts on the blog, but I’m not sure if doing it after every post is the right thing to do. I think if I were to focus on just that, I wouldn’t have any time to write any…

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

Fall Essentials 2016

Posted on September 12, 2016October 4, 2017

I can’t believe summer is over. Ok, I know that summer isn’t REALLY over until September 21st, but can we all agree that Labor Day Weekend is the unofficial end of summer. The mornings are already getting a little colder, and before you know it the leaves will start changing.

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

Can You Have Your Jeans Altered?

Posted on May 1, 2015October 4, 2017

Can You Have Your Jeans Altered? I see it wherever I go, guys walking around in jeans with the bottoms broken and frayed.  I have absolutely nothing against this; in fact, it’s the sign of a well broken-in pair of jeans.  However, sometimes I buy a nicer pair of jeans…

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

  • What I Wore January 29, 2026
  • What I Wore November 18, 2025
  • What I Wore November 10, 2025
  • What I Wore November 11, 2025
  • What I Wore October 23, 2025
©2026 Tailor & Barber | WordPress Theme by SuperbThemes
%d