The thickness and construction of this M65 Defender jacket from Alpha Industries make it an obvious choice for chilly evenings and top-down drives, but that also makes it great for layering and ultimately a year-round option. In fact, I wore it in an Amazon Outfit this past winter.
One of the best affordable diving watches (like, actually for water) at the price point, the Orient Mako is a handsome watch that can easily be dressed up or down, and it just so happens to be a part of our upcoming mega guide to dive watches.
The American Optics square frame aviators are a perennial favorite around here, looking great regardless of how irregularly shaped your noggin is. Plus they were the shades of choice for the first men on the moon – they'll handle our weekend excursion with ease, and style.
The desert boot is a lightweight, comfortable boot, whose low profile pairs perfectly with the styles of spring and summer. The original desert boot by Clarks features a crepe sole, a menswear classic. However, I also like the Bushacre 2 shown here, which has a traditional rubber sole. I find the crepe sole tends to get dirty quickly and can look at odds with more dressed up outfits. Don't get me wrong, the original is amazing, but at half the price, the Bushacre 2 has some pro's too.
This leather duffel was one of the surprising standouts from all the bags we tested for our best affordable weekenders guide. Full leather construction with a nice lining and ample pockets, I regularly travel with it for road trips and as a carryon.