winter vacation outfits

Winter Vacation Outfit Ideas for Men and Women

Many guys put their best fashion foot forward in the winter, and there’s no better place to show off your style than while on vacation. But if coming up with winter vacation outfits isn’t your strong suit, we’ve got you covered. 

Here at Perk, we’ve put some of the best holiday outfit ideas together so you’ll be sure to look your best while you’re away from home. No matter your age, preferences, shape, or size, we’re here to make sure that your vacation outfits look prime. 

Cold Weather Outfit Ideas

To follow, these are some tried and true vacation outfit ideas that you can put to good use when you’re traveling, as well as some advice on how to best wear them. Let’s get started. 

  • Leather Jacket

  • The leather jacket is one of our favorite winter outfit ideas because it does a great job at keeping you warm. You might not expect such fantastic insulation from a rather thin garment, but you’ll be pleasantly surprised. 

    Pair your leather jacket with jeans, boots, and a scarf to put across a casual look, or dress the vibe up a little by throwing on your favorite pair of chinos

  • Pea Coat

  • The pea coat can top off any vacation outfit in a sharp, crisp, and stylish way. One of the best qualities of a pea coat is that you can dress it up or down; wear it to stroll the winter streets, or head to a party and impress all the ladies there. Put on your favorite pair of jeans and some aviator sunglasses for a look that will really turn heads. 

  • Wool Overcoat

  • We can’t overstate the importance of having a wool overcoat in your wardrobe - along with the importance of packing it on your winter vacation. This type of outerwear is essential for any man who wants to look his best; there are tons of colors to choose from, along with a variety of fits. These coats look especially classy when worn with a well-fitted pair of chinos

  • Denim Jacket

  • In the spring, summer, and even fall, there’s no look more classic than a white t-shirt under a denim jacket - but that’s not exactly the best idea for winter outfit styles. You might get a little chilly. Instead, when it’s cold, use it to layer by placing a hoodie underneath and pairing it with slim fit jeans of the same (or darker) color. 

  • Wool Blazer
  • Blazers are a surefire way to look classy, which is the main reason as to why they’re an essential element of winter vacation outfits. Wear a blazer with a pair of comfortable pants and a sharp t-shirt to make a simple outfit look stylish.

  • Trench Coat

  • When it comes to winter outfit styles, there’s almost nothing more classic (or classy) than a trench coat. To look your very best, put on a button-down shirt underneath and finish the look off with a pair of boots. 

  • Cable Knit Crewneck

  • Cable knit crewneck sweaters are all the rage. To stay warm and look classy, first put on one of Perk’s quality-made tops underneath for that extra layer you need while you’re out and about, exploring on your winter vacation. 

  • Zip-Up Sweatshirt

  • The zip-up sweater is a great travel outfit idea for winter because it works well as a layering piece. You’ll feel casual and attractive when you partner your zip-up hoodie with a great pair of jeans! 

    For the Ladies

    At Perk, we typically focus on men’s fashion. After all, that is the type of clothes that we sell. But we realize that many of our male shoppers have women in their lives who might be able to benefit from similar advice that we give to men! 

    Check out this section for a few ideas on how ladies can rock their winter vacation outfits and look just as good as their husband, boyfriend, or friend! 

  • Cozy, Casual, and Cute

  • If you and your lady want to spend a day shopping and sightseeing, this is the perfect winter style idea for her. Try a turtleneck, a pair of high-waisted jeans, and a leather puffer jacket. Don’t forget the accessories, either! A pom-pom beanie, hoop earrings, and sunglasses are a great way to finish off this look. 

    The girls can also use this look as a travel outfit - it’s that comfortable! 

  • Dressing Up

  • Of course, there’s always the opportunity for dressing up on vacation, so you’ve got to have the winter style ideas to make it happen. Try tucking a cashmere cream cable knit sweater into a maxi skirt and wear a neutral-colored parka and a neutral crossbody bag for an understated, sophisticated look.

    Staying Warm and Looking Cool


    At Perk, it’s our goal to help you look your best and feel great. Use this advice during your winter vacation for a trip you won’t soon forget!