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10 Umbrellas to Stay Dry in Style

An umbrella paired with classic, temperature-appropriate outerwear is and always will be the best way to stay dry and fly. With that in mind, we picked five excellent umbrellas that run the gamut from compact to full-sized.

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Click on any item to buy.

Editor’s Note: We’ve updated our list of the best umbrellas with picks from 2015. Our earlier picks are on the next page.

In many situations, technical outerwear — while highly functional and advanced — is bunk. Yes, should you find yourself on a hike in Appalachia or halfway up the North Ridge of K2 or even out for a jog in Tupelo, Mississippi, you will benefit greatly from breathable waterproof this and taped seams that. And if you’re wearing it on your way to a meeting or arriving to a date, you’re just going to look like a jackass.

But what other choices do you have? Old-school waterproof outerwear like Macs and waxed cotton on their own will leave you stylishly damp and clammy, and abstaining from rain-repelling clothing altogether will turn you in to a less-dreamy version Ryan Gosling in The Notebook (yeah, we made a Notebook reference, happy Valentine’s Day). So we arrive at our solution — the umbrella.

“But every loser has an umbrella”, you’ll say. “How could that lame-looking thing replace my 500-denier Cordura® Gore-Tex®?” The fact of the matter is a quality umbrella (bypass the guys selling them for $5 and learn not to lose stuff) paired with some classic, temperature-appropriate outerwear is and always will be the best way to stay dry and fly. With that in mind we picked five excellent umbrellas that run the gamut from compact to full-sized. You’re welcome.

euroSCHIRM Light Trek Umbrella

It may clash with your stylish rain coat, but the methodical product testers at The Wirecutter feel this is the best umbrella for several reasons. First, its deep design offers solid protection from the rain that belies its portable form factor. It also held up admirably to blasts from a leaf blower which they used to simulate rough weather.

Buy Now: $46

Davek Solo

The bigger brother to our top pick for travel offers the perfect balance of performance and looks. Its nine-rib fiberglass-reinforced WindFibre Frame System is one of the most durable designs on the market and opens and closes with the press of button, while dense 190-thread-count microweave fabric keeps water away. Combined with an unconditional lifetime guarantee, it’s well worth the high cost for those sick of compromising, as long you don’t manage to lose it.

Buy Now: $99

Kisha Umbrella

Consider this the wildcard of the bunch. On paper it sounds like the umbrella the absent-minded buyer’s been waiting for: it uses Bluetooth connectivity to alert users, via a companion app, if they’ve left the umbrella behind, and where they can find it. The app will also provide weather forecast notifications to remind you when to take Kisha with you. The brand’s site also claims it’s 100 percent windproof and built with “perfect” stitching. Since we don’t have any direct experience using it and reviews are slim, we’re holding off on crowning it the umbrella of the future just yet.

Buy Now: $75

Blunt Classic + Tile

Unlike the upstart Kisha, Blunt’s reputation for making excellent umbrellas with legendary wind resistance is already established. This unique collaboration with smart sensor maker Tile gives their popular classic model a high-tech upgrade. The sewn-in sensor allows owners to check where they left the umbrella, which emits a melody to help you pinpoint exactly where it is as you get close. It’ll also make itself visible to other Tile app users if you want, expanding the manhunt to any number of people. Of course the basic Blunt Classic is still sold for $30 less if you don’t need the advanced Big Brother features.

Buy Now: $99

London Undercover City Fleck Umbrellas

Our favorite sartorial umbrella manufacturer’s latest release takes a subtle approach to luxury. The woven flecked cotton fabric integrates dashes of color into gray, cream or navy base color options, creating a stylish hint of distinction. Each one is handmade in London and features a malacca wood handle paired with a beechwood shaft, plus silver detailing on the ferrule, tip cup and spokes.

Buy Now: $177

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Davek Mini

Since 2005 Davek has been the standard for stylish and incredibly durable umbrellas, and their hyper-compact Mini continues the trend at a very tolerable price point. Just seven inches long when closed, the Mini can be left in a desk drawer or bag until it’s needed. Davek’s unconditional lifetime guarantee will make sure it lasts as long as you can keep track of where it is.

Buy Now: $49

Blunt Classic Umbrella

A seriously advanced umbrella, Blunt’s design uses something called a “Radial Tensioning System” to increase durability and make it hugely resistant to wind. Good karma bonus: its “no sharp edges” design won’t stab your fellow pedestrians in the eye as you saunter by.

Buy Now: $64

London Undercover Collapsible Bamboo-Handle Umbrella

Famous Umbrella Scenes If There Were Only Raincoats





A favorite of the #menswear set, London Undercover makes solid umbrellas with a good eye for color combinations and styling. It’s small enough to be left in a bag and sturdy enough to last many a rainy spring. If you’re looking to stand out on a rainy day, the orange version should do the trick neatly.

Buy Now: $100

Filson Two Tone Umbrella

A classic umbrella by a classic company. Filson’s take on the rain-cover is about as traditionally styled as it gets and the two-tone design is like an interesting lining on an otherwise muted sport coat.

Buy Now: $145

Swaine Adeney Brigg Malacca Flask

Welcome to the pinnacle. As you might imagine, rainy Britain is like the major leagues of umbrella makers, and rising to the top is no easy feat. Swaine Adeney Brigg was the royally appointed umbrella maker for Queen Victoria and Edward VI and currently supplies the Prince of Wales. How does a company gain such patrons? By producing (frankly insane) items like the Malacca Flask, which, along with its beautiful construction and optional silk canopy, boasts a screw-in glass flask for cheekily sneaking a sip of single-malt. If you’re less into foul weather boozing, you can save a few pounds by getting the standard Malacca.

Buy Now: ~$1,264

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