The Best Men’s Travel Bags for Style, Function, and Durability

The Best Men’s Travel Bags for Style, Function, and Durability

The Best Men’s Travel Bags for Style, Function, and Durability


Not all bags are built the same, and when it comes to travel, a great bag should blend function with style. Whether you're heading out on a city escape, business trip, or remote weekend, these five bags stand out for their build, versatility, and carry confidence. Here’s the shortlist:

1. Bennett Winch SC Holdall
   Crafted in England, the SC Holdall combines timeless design with practical brilliance. It is ideal for overnight or short-haul travel, especially when you're dressing sharp. The smart suit carrier wrap keeps your clothes from creasing while the central holdall swallows shoes, tech, and grooming gear. Premium leather, brass hardware, and military grade canvas finish it with quiet strength.

2. Rains Duffle Bag
   You always wish things were waterproof after the fact. What I love about things being waterproof is that it adds no weight to the item itself, but includes an invaluable feature. A feature that can save you a lot of issues. This bag is minimal, waterproof, and surprisingly roomy. The Rains Duffle is crafted from their signature PU fabric, featuring a clean, matte look and solid weather protection. It fits right in with techwear or casual fits and works well as carry-on luggage. Nab it before you drench your valuables. 

3. Oakley Kitchen Sink
   The name says it all. This is a tactical backpack built for travelers who like options. Separate compartments for shoes, water bottles, gadgets, and even a hard compartment built-in to protect your eyewear if you forget your case. Durable, structured, and ready for anything from trails to terminals. I have 2 of these, one of which has lasted 15 years and has barely frayed. I got an additional one because that version was discontinued, and I wanted to save it. 

4. LowPro Camera Bag
   If you travel with gear, LowPro bags deliver. Their customizable interiors, padded support, and fast access panels make them essential for content creators. Models like the ProTactic 450 are weather-resistant and efficient without drawing attention.

5. Bennett Winch Weekender
   If you do not need the suit system of the SC, the Weekender is a clean alternative. Still made in England with weather-resistant materials and luxury details, but designed for flexibility. No logos, no noise, just a premium presence.

Consider the Terrain
Rolling luggage is useful on smooth ground and long concourses. But if your trip involves uneven paths, grass, or steps, wheels become dead weight. A strong carry bag gives you freedom and speed without slowing you down. Choose based on how you move, not just how you pack.