It’s hard to beat a nice pair of waterproof boots when you’re traveling during the winter or in wet conditions.
But no one wants to travel around Europe wearing an ugly pair of boots — that’s why we’ve put together a list of the best waterproof boots for men that are both comfortable and stylish.
So let’s get started…
Tips For Keeping Your Feet Comfortable
- Quality Socks – People spend a lot of money on boots and then throw on a cheap pair of cheap socks — but quality socks are nearly as important as the boots. A good pair of socks will help prevent blisters, stop odor, and keep your feet comfortable. Here are our favorite socks that we use and trust.
- Darn Tough Vermont Merino Wool Boot Cushion Sock is great for cool weather travel in most conditions. [via Amazon or REI.com]
- Darn Tough Vermont Extra Cushion Mountaineering sock option if you want even more warmth. [via Amazon or REI.com]
- Smartwool Mountaineering Extra Heavy Crew Socks is an extra heavy sock from Smartwool will keep you warm all winter. [via Amazon or REI.com]
- SmartWool Trekking Heavy sock is a little lighter-weight option. [via REI.com]
- Smartwool NEW Men’s PhD Heavy Crew With ReliaWool is more fitted to your feet so it helps prevent blisters and they provide better arch support. [Via REI.com]
- For more information about socks, be sure to read about our favorite socks for travel.
- Support & Insoles – Make sure your boots have the proper support for your feet. A quality pair of insoles can make boots much more comfortable. We’re big fans of Superfeet insoles.
- Match Shoes To Destination – This seems like a no-brainer, but you need to match your boots to when and where you’ll be traveling. A pair of lightweight hiking shoes are better for summer travel and heavier duty boots are more appropriate for the cooler months.
- Break In Your Boots – BREAK IN YOUR BOOTS! Boots often have a longer break-in period than shoes so wear them regularly for at least two weeks or longer before your trip. Your feet will thank you.
- Get Waterproof — There’s no point in wearing boots if they’re not waterproof (all the boots in this guide are waterproof).
- Blister Bandages — Pack a few blister bandages in case you develop a blister while traveling.
- Quality Isn’t Cheap — A nice pair of boots will start around $150 so they’re not cheap. However, a good pair should last you for years. Here is a list of good brands:
Tips For Buying Boots Online
We buy all our boots online because it’s the best way to find exactly what you’re looking for. However, buying boots can be a bit tricky because each brand and model fits differently. You’ll want to try on multiple boots.
That’s why we basically only order from Zappos. Their shipping is crazy fast and they offer simple free returns. And because boot sizing can be tricky, we’ll order two or three different sizes and return the ones that don’t fit.
The Best Stylish Waterproof Boots for Women
Alright. Here’s the list of our favorite waterproof boots that are both comfortable and fashionable. By the way, these aren’t listed in any particular order.
These Blondo boots prove that waterproof boots don’t need to be ugly. These boots get high ratings for comfort and they come in six different colors.
The Sorel Lea is a nice waterproof boot for city travel in mild weather that will good with a pair of jeans. These booties come in five colors.
Available from Zappos for $200
If you’re looking for a more heavy duty boot for snowy and slushy conditions then you should check out the Sorel Out ‘N About boots. They come in four different colors.
Available from Zappos for $115
If you haven’t checked out UGGs then you’re missing out because they make a lot of really nice looking waterproof boots. Up first is the Simmens. Available in four colors, these boots will be perfect for those rainy European days.
Available from Zappos for $170
The UGG Bonham are other great looking boots that would work well for Europe. These are not true waterproof so you’ll want to seek out another pair if you want to ensure your feet stay dry in heavy rains. These are available in two colors.
The UGG Kesey are the boots I picked for my winter travels and I’ve very pleased with my purchase. The Kesey look great with a pair of jeans and they keep my feet dry.
The Sorel Lolla is another nice option if you’re looking for a waterproof ankle boot. These boots get good reviews for being comfortable and they’re available in four colors.
The Speary Top-Sider Saltwater is a classic duck-book that still looks good in the streets. These are a good option if you think you’ll get a lot of rain or slush. These boots come in five different colors.
Blunderstone has a long reputation of making great boots and the BL550 are some of their best-rated boots. These will look good worn casually or they can be dressed up.
These Timberland Bramhall waterproof boots are a great option for the streets of Europe. These comfortable boots come in three colors but we’re partial to the brown.
Are you looking for a boot that’s a bit more rugged but still looks cool? Check out the Merrell Sugarbush. This stylish boot comes in three color options.
The Rockport Cobb Hill Carrie boots get a ton of great reviews for comfort and style. They’re available in three colors.
ECCO has been making comfortable boots for a long time and these Elaine boots continue that tradition. It has a chunky sole perfect for uneven European streets and big puddles.
These Chaco Barbary boots are casual waterproof boots that are great for the streets. They come in four colors.
Hit the streets with these Teva Delavina ankle boots. These come in three colors.
La Canadienne Camilla boots look great and they get a lot of great reviews. They’re well-made but they’re also pretty expensive.
Do you want a super sturdy pair of boots that will also function well off road hiking? Then you should check out the Merrell Siren waterproof boots. They’re not quite as fashion forward but they’ll keep your feet dry and comfortable. They come in three color options.
These Merrell Eventyr boots are a nice looking option if you’re looking for a bit more of a rugged look. They come in four color options.
The Vasque Sundowner are a serious pair of hiking boots that are designed for serious hiking but they still work well on the streets if you’re going for that rugged old-school look.
These Danner boots have that awesome old school styling because these are actually old school boots. Beware that these will require a long and possibly painful break-in period, so don’t get these if can put a few weeks or months worth of wear in them before you travel.
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