You get a text, right?

This is just really great.

An excellent transition from Summer to Fall look.

Just slightly less dressy than a button down, but give a subtle sense of ease to a suit. Can easily be worn tucked or untucked.

The simplicity of this whole outfit makes it stand out because the details are in the right places. The houndstooth suit jacket isn't in your face, but makes you look twice. The handkerchief is nothing special, but put with that suit jacket gives a nice contrast.

And of course the plain white polo. 

It is a sure fire must in a mans wardrobe because of its versatility. 

You're at the office, right?

You're rocking this outfit. You get a text that there is a boat party tonight and you don't have time to go home and change. That's no problem. Lose the suit jacket, roll your pants up a few and whip your socks off (if you're wearing any). Boat attire.

Versatility and "any time" wearability are key thing to think about these days and this look is both.