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The Pilot Travel Backpack is a full-featured leather travel backpack built to move through airports with ease. A 16" laptop pocket, ten pockets in all — including a hidden passport pocket and a front tech zip — two expanding water-bottle pockets, a trolley sleeve, and extra-padded straps, in full-grain pebbled leather trimmed in napa. At
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6 ratings
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Better than expected
Very happy with my new Pilot Travel backpack. I travel a lot for work and this has made it a lot easier. Very compact and yet so seems to fit everything I used to have in an enormous briefcase!
J
John · 2 days ago
My new favorite backpack - would give it 6 ⭐️s if I could!
I have been a Wool & Oak supporter for many years and many times I have thought „I have everything I want/need now.“ …fast forward a couple months, the team comes up with another idea that makes me think „I gotta have it!“
The best part then is that when I finally get the product I even get MORE excited because of the quality of the amazing products and the many ideas that went into them that you only really understand when you start actually using the products.
I could name so many… With this one, my favorite parts are the (light) weight, the separate laptop compartment and the simple but just genius key holder/strap (because once you travel you don‘t have to keep your car or house key with you all the time but you also want to know exactly where it is when you return).
Again, if I could, I‘d rate this a 6/5 ⭐️ product. I fell in love. Again. Thank you W&O - love travelling with you!
J
Julius · September 11, 2026
Pilot Travel Backpack
I absolutely love my Wool & Oak Pilot Backpack. It’s stylish, well-made, and thoughtfully designed with plenty of space and organization. It looks professional while still being perfect for travel and everyday use. I couldn’t be happier with it!