Bold Blazer Vol. III: Plaid Derby Blazer by Indochino

In continuing with the Bold Blazer Series from last summer, behold the custom linen, plaid, Derby blazer by Indochino. When you head to the Indochino site, you will see that this blazer is shown as single-breasted, two button option. In the customization process, you can change those features to resemble the one in this feature, if you like (you have this option on all suits and blazers too). Some of you might consider this blazer geezer chic, Caddy Shack sharp or even “Right Blazer, Wrong Decade”, but, some of you might consider this blazer stylish as hell. You can even call this your “Go To Hell Blazer” (for the nay-sayers). For the adventurous type, this blazer is one to add to your warm weather wardrobe. Not to say that the not so stylishly adventurous couldn’t rock this blazer, but, it takes a bit of balls to fully commit to it.

There are a fair amount of things to considered when pairing such a bold pattern blazer with an outfit:

  • Overall style (lapels, pockets, contrast stitching).
  • What other pieces in your wardrobe complement the blazer.
  • Fabric choice in shirts, trousers and pocket squares.
  • Shoe color and fabric (leather or suede).

1. Summer Wedding/Garden Party Chic

Custom Linen Double Breasted Derby Blazer by Indochino Custom Oxford Spread Collar Shirt by Ratio ClothingWhite Chinos by Bonobos

Unless the wedding you’re attending this summer specifies “black-tie attire”, this look will really set you apart from the crowd. One things you never want to do is look like you’re one of the groomsmen or match the groom, so steer clear of the seersucker (more than likely either the groom or his boys will be wearing it). This look works well as a garden party option too.

Reason Behind Styling This Look:

  • White chinos ground the craziness of the blazer pattern.
  • Camel color shoes keep the look on the summer-side. They really pull the beige color out of the blazer.
  • The spread collar blue shirt is a bit more dressy than a button-down collar. Plus, it works well when adding a tie.
  • The light blue hue of the shirt complements the navy blue of the blazer

2. Eggplant Pants

Custom Linen Double Breasted Derby Blazer by IndochinoNavy Button Down Collar Shirt by Lands EndEggplant Cotton Trousers by H&M – Single Monk Strap by Johnston & Murphy

Reasoning Behind Styling This Look:

  • The eggplant trousers accentuate the magenta striping in the blazer (without being “matchy”).
  • The navy shirt plays up the the colors in the blazer and trousers because they are in the same color family.
  • By going with a tan leather shoes, the rest of the warm colors in the outfit are pulled together.
  • This outfit is perfect for a summer evening event.

Felt Lapel Flower via Ebay

3. Linen on Linen (Another Summer Wedding Option)

Custom Linen Double Breasted Derby Blazer by Indochino – Navy Linen Pants by H&M 

Reason Behind Styling This Look:

  • Plan on making this look a summer wedding outfit in the extreme heat (linen on linen).
  • Instead of pairing this blazer with dark denim, going with linen trousers will keep you cool and add some fabric consistency.
  • The brown monk strap shoes keeps this look polished.
  • A white shirt and white pocket square are clean, crisp & classic

White OCBD by Frank & OakWhite Cotton Pocket Square by Merona 

Double Monk Strap Shoes by Mercanti Fiorentini via DSWRose Gold Watch by Michael KorsBlue Bead Bracelet by Aldo

Be sure to visit to create some custom pieces for yourself. Also, you can follow them on Twitter @Indochino.

Photo Credit: Marina T. Peele




Sabir M Peele

Founder & Creative Director

Founder & Creative Director of Men's Style Pro, Sabir has a deep passion for menswear and all things manly. Selected as one of the "5 Best Dressed Men In America" by Esquire Magazine in 2010 & as #GQFall 2013 Best Dressed Man. As of 2014, Sabir serves as a freelance brand ambassador & executive stylist for GQ Magazine & GQ Report. Outside of that partnership, Sabir serves as an independent brand consultant as well. Reach me directly at SABIR@MENSSTYLEPRO.COM

  • Dee Swopes

    great look, at the top of your game for summer

  • William

    I like this blazer, it the perfect look for those more formal events during the summer months

  • Pingback: Bold Blazer Vol. III: Plaid Derby Blazer by Indochino « Men's Style Pro | Style Advice()

  • david o

    How do you like the quality of indochino’s db blazers?

    • Hi David,

      The quality is pretty legit. One of the key factors in customizing your blazer will be your fit. Once that is spot on, it will make the finished product look even better.

      – Sabir

  • badass!

    • Sam,

      Thanks man!! I do what I can.

      – Sabir

  • This DB looks great! I’m liking the single monks also. Nice piece.

    • Kamau,

      Coming from you that means alot. Stay fresh and cool down there in FLA!

      – Sabir

  • CM

    I love the tortoise shell sunglasses, where are yours from?

  • Great blazer Sabir. I’m the bold person that you’re talking about. I can see pairing this blazer with red, green, yellow, or even pink chinos. This blazes screams fun! Fun! FUN! Excellent choice!

  • Faz

    Love this look, Sabir. Indochino should have you fronting their campaigns!

    • Hi Faz,

      Thanks for the kind words. We will see what happens in the near future!



  • I love the blazer and white trouser combo – the shirt is exactly the right kind of colour too, looks fun to wear and the right kind of ‘light’ for hot weather..

  • Doug Ko

    Awesome look. Would you recommending attempting something similar with either their olive or blue plaid they have on sale right now? It will slightly more conservative. Also, did you have the buttons on your blazer swapped out? I didn’t know Indochino had different button color options.

    • Hi Doug,

      My personal opinion would be to do the olive jacket because its a bit more unexpected, however; you will get more out of the blue plaid (do that one). In regard to the blazer in this feature, the buttons are actually the originals.



      • Doug Ko

        Great. Right seems like they have the light color buttons on their seersuckers right now. I think the light color buttons will work with either blue or olive to dress down the piece a bit. What do you think?

        • Yeah, the light buttons will look great on the olive blazer. I think a somewhat darker horn would be on the blue one!


      • Doug Ko


        Looks like Indochino has new options out for plaid derby:

        I didn’t end-up going with either the blue or olive slate and now I’m happy I’ve waited. That said, I’m leaning back towards getting it as a single-breasted blazer. How do find, wearing the doublebreasted blazer buttoned-up in in the summer, even if it’s linen? I think I’ll find myself too hot, and at least with single breasted it still looks good unbuttoned.

        • Hi Doug,

          For me, it really comes down to the style that I prefer. I have completely unlined DB that are great for summer. They leave me relatively cool, but, a single breasted blazer will always have the best cooling effect.



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