You can head out on a stand-up paddleboard and catch any wave you want. But that's cheating. The Channel Islands Stand-Up Caddi is an amazing tool for flat water—rivers, lakes, channel crossings. And flat-water cruising is about to blow up. What would you rather do, sit in one of those plastic kayaks? Everything is more intriguing when you're standing up. Throw the kids on the front and go for a paddle."—Rob Machado, Surfing Icon

$1,710, clsurfboards.com

The crema-topped espresso from the Y1 can almost pass for a hand-pulled shot from a machine that costs a grand and requires a barista to maintain. This eminently affordable model uses mess-free, idiot-proof capsules packed with Illy's famous Arabica coffee. Pour a double over a scoop of vanilla ice cream for an affogato, your new go-to dessert.

$125, illyusa.com

Where should a man put his money these days? There are the hoarders schlepping receipt-stuffed tri-folds and the ascetics preaching the virtues of a streamlined clip. This pistol-stamped alternative is the perfect compromise. It's handcrafted in Brooklyn from a single piece of folded leather, which keeps things superslim with no stitches to bust. And if you do decide to stuff it, the leather will mold to your load over time.

$80, hickorees.com

While other timepieces are valued for their bells and whistles, this Japanese-made watch dials it back without sacrificing looks or functionality. It's two pieces: a simple strap and a stainless-steel case. The dial inside doesn't glow in the dark or monitor the phase of the moon. It just cleanly, elegantly, and efficiently tells time. You know, like watches used to.

$490, japantrendshop.com