Men's Casual Travel Outfits

Men's casual travel outfits are designed to make every journey more comfortable and enjoyable, whether you're heading out for a weekend getaway or exploring new cities. With versatile layers and easygoing styles, these outfits help you stay relaxed on the move while looking put together for any adventure. From laid-back shirts to dependable pants and lightweight outerwear, you'll find options that deliver lasting value and timeless style—so you can focus on making the most of your travels.

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298 Items

Men's Comfort Stretch® Dock Pants, Standard Fit, Straight Leg

A pair of khaki pants with a breathable cotton blend, elastic drawstring waist, and moisture-wicking fabric.

Pros: Quality fabric Stylish Accurate sizing Versatile Comfortable fit
Men's Explorer Ripstop Pants, Comfort Waist, Standard Fit, Tapered Leg

A rugged, dark khaki pant with moisture-wicking, abrasion-resistant synthetic cotton blend and adjustable drawstring waist.

Pros: Easy care Well-made Versatile Zippered pockets Comfortable
Men's Lakewashed® Stretch Khakis, Standard Fit, Straight Leg

A versatile pair of heritage khaki stretch chinos in a cotton blend, offering all-season comfort and ease.

Pros: Stylish High-quality fabric Comfortable Good fit Versatile for work and casual wear
Men's Comfort Stretch® Dock Pants, Classic Fit, Straight Leg
Price was from: $79 now: $64.99

A pair of brown, breathable stretch pants with a drawstring waist, crafted from a cotton blend.

Pros: Great value Breathable fabric High quality True to size Comfortable fit
Men's Lakewashed® Stretch Khakis, Slim Fit, Straight Leg

A pair of gray slim-fit straight leg chinos in a soft, breathable cotton blend with added stretch.
Men's All-Adventure Shirt

A breathable, moisture-wicking shirt in a multi-color cotton blend, perfect for versatile outdoor adventures.
Men's Access Trail Pants, Standard Fit Straight-Leg

A versatile green pant with abrasion-resistant nylon blend, UPF 50+, and articulated knees for mobility.
Men's VentureStretch Commuter Chinos, Tapered Leg
Price was from: $79.95 now: $64.99

A pair of dark khaki chinos with a nylon-spandex blend, offering abrasion resistance and all-day comfort.
Men's Pathfinder Ripstop Adventure Pants, Standard Fit, Tapered Leg
Price was from: $79 now: $54.99

A pair of burgundy brown nylon blend pants with UPF 50+ protection and abrasion-resistant ripstop fabric.
Men's Multisport Lifestyle Sweatshirt, Full-Zip

A brown full-zip sweatshirt made from a soft, durable cotton and recycled polyester blend with zippered pockets.
Men's Explorer Ripstop Pants, Fixed Waist, Standard Fit, Tapered Leg

A rugged gray pant with a tapered leg, moisture-wicking polyester cotton blend, and fixed waist.

Men's Casual Travel Outfits

Packing for a trip, whether it’s a weekend getaway or a longer adventure, is all about balancing comfort, versatility and timeless style. Men’s casual travel outfits are designed to make every journey smoother, offering easy-to-wear options that keep you looking and feeling great from the moment you leave home until you return. When you’re on the move, it’s important to choose clothing that’s up to the task: pieces that hold up to long days of sightseeing, impromptu hikes, or simply relaxing at a local café. The best travel outfits for men are built with quality fabrics that resist wrinkles and keep their shape, so you can step off a plane or out of the car ready for whatever the day brings. As September brings cooler mornings and crisp evenings, layering becomes essential—think comfortable shirts, lightweight sweaters and versatile pants that transition effortlessly from daytime explorations to casual dinners out.

These types of outfits aren’t just practical for travel—they make thoughtful gifts for anyone who loves to get out and explore, whether it’s a friend planning his first big trip or a family member who’s always on the go. The right travel clothes can make a world of difference, offering lasting value and problem-solving features like easy-care fabrics, secure pockets and adjustable details. For business trips, casual vacations, or even daily commutes, these pieces deliver comfort and confidence without sacrificing style. Imagine pulling on a favorite pair of pants that fit just right, or reaching for a shirt that feels as good at a backyard barbecue as it does on a scenic trail. Each piece is designed to be timeless and relevant, fitting seamlessly into any wardrobe and ready for any adventure.

When you’re choosing men’s casual travel outfits, consider how each item will work together, making it easy to mix and match for different occasions. Reliable, durable layers are key—look for options that stand up to the demands of travel and still feel great at the end of a long day. Whether you’re packing for a city break, a road trip through the countryside, or a quick visit to see family, you’ll appreciate the versatility and comfort these clothes provide. For even more inspiration and to see the full range of options, visit our Casual Travel Clothes page, where you’ll find everything you need to build a wardrobe that’s ready for any journey.