Sneakers and Holiday Travel: The Perfect Pairs for Every Destination

P.F. Flyers Clubhouse 1937 High-Tops

No matter where this holiday season takes you, P.F. Flyers has the perfect shoes to get you there.

With high-top and low-top silhouettes, durable premium materials, and long-lasting comfort and support, our vintage-inspired canvas shoes make a great choice for any journey. Plus, with a variety of timeless options, there’s a pair for every occasion.

Whether you’re headed for warm weather or a cozy chalet, make sure to pack your P.F. Flyers for endless vacation-ready outfits. Here are some of our top picks for this year’s holiday season.

P.F. Flyers Sneakers

Cabo-Ready Colors

If you’re traveling to a city bustling with culture this winter, like Cabo San Lucas, Miami, or Rio De Janeiro, you’ll need a pop of color to stand out from the crowd.

Show off your spirit through bold footwear. Available in vivid hues like golden yellows and powerful purples, The Collegiate Play Collection is ready to make a statement as you stroll the streets.

With suede detailing, reinforced double stitching, and adventure-ready rubber soles, these retro canvas sneakers are the ideal choice for a vacation filled with delicious food, lively music, and fun memories.

P.F. Flyers Collegiate Play

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Or, keep things easy with the soft neutrals and contrast accents from The Clubhouse 1937 Collection. With sand, gray, green, and sapphire tones inspired by warm-weather getaways, these twill and canvas pairs bring a relaxed coastal feel that fits right in with sunny days and slow mornings.

Whether you’re wandering through town or taking in the ocean views, the mid-century-inspired detailing and breathable build make these sneakers effortless to wear from day to night. Lightweight, comfortable, and travel-ready, they’re the kind of pairs you’ll pack first for every trip.

P.F. Flyers Clubhouse 1937

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Scenery, Snow, & Sneakers

Maybe you prefer heading somewhere snowy this winter season. Whether you’re hitting the slopes or staying cozy in the cabin, our outdoorsy Grounder sneakers are a great match for nature lovers.

If you’re heading to a snowy escape like Jackson Hole, Aspen, or Lake Tahoe, these rugged sneakers are built with heavyweight canvas, versatile traction, and reinforced design perfect for exploration. In nature-inspired colorways like mossy green, rich wheat, and crisp sea salt, they’ll fit right in with the breathtaking scenery.

P.F. Flyers Grounder Low-Top Sneakers

Or, keep things classy with the leather versions of this iconic silhouette. Available in black and brown, these premium leather sneakers offer a refined aesthetic through heritage 1940s-inspired design. They’re great for warm après ski outfits, sipping cocoa at the chalet, or long lakeside chats.

P.F. Flyers Grounder Leather High-Tops

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And for the truly adventurous, The Base Camp Collection brings rugged to the next level. Vintage washed canvas, camo linings, ghillie-style rounded laces, and military-grade performance team up for a canvas sneaker built to last through the wildest adventures. So whether you're trekking the scenic wooded trails of Vermont or snow tubing in Big Bear, these all-terrain sneakers are geared up for the journey.

P.F. Flyers Base Camp

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European Exploration

Maybe you're planning on making some magic in Europe this winter. Whether your festive fairytale includes the Christmas markets of Vienna, skiing in the Swiss Alps, or seeing the northern lights in Iceland, you’ll need sneakers that are equally as charming.

Our Sandlot Club Collection is a great way to add spirit to your ensembles. With signature striping and interchangeable patches, these canvas sneakers effortlessly weave together fun and vintage fashion. With hallmark design and lasting cushioning, these high-tops are ideal for city strolls, holiday shopping, and sipping mulled wine.

P.F. Flyers Sandlot Club High-Tops

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To tie in traditional colors and tall fir trees, try adding a hint of green to your outfit. Our vintage green versions of The All-American combine alpine aesthetics with elegant silhouettes. Whether you want to make a bold statement or add a hint of green, lived-in detail and leather accents add built-in character that’s perfect for exploring winter wonderlands.

P.F. Flyers All-American High-Tops

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Or, if you’re exploring the sophisticated streets of Paris and Milan, get a winter look that’s both subtle yet luxurious. The All-American Luxe collection combines soft leather with sleek construction for a sneaker that exudes confidence. With clean design, modern minimalism, and high-quality materials, they’re a timeless expression of refined style.

P.F. Flyers All-American Luxe

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Add P.F. Flyers To Your Winter Wardrobe

Wherever this holiday season leads you, make sure you're wearing P.F. Flyers. With innovative comfort, long-lasting, durable design, and heritage, mid-century-inspired aesthetics, our supportive canvas sneakers make the ultimate travel companions.

With versatile options and bold colors, there’s truly a pair for every occasion. Shop the recommendations above or explore our entire collection to find the right match for you.

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