Wool and Oak - Smart Luxury Travel Bags

Man commuting by bike wearing the Pilot backpack in Jet Black

Woman at a Paris cafe with the Pilot backpack

NEW · PILOT BACKPACK

Made for the commute.

Pilot Travel Backpack

From $445

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Best Seller

+ Condé Nast
Rated #1

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Guarantee

Protected by our lifetime craftsmanship guarantee. Every bag built to last decades.

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Carry-On Worldwide

Fits 200+ airline overhead bins globally. Your bag flies free, everywhere.

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Free Shipping & Returns

Complimentary shipping worldwide. Easy 14-day returns.

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Ships to 100+ Countries

International delivery with duties pre-calculated. Arrives in a W&O dust bag and gift box.

Verified Travelers

★★★★★

Best travel investment I've made.

"Weekly business traveler. This replaced a suitcase and a briefcase. Wheels make it easy in airports and the leather looks professional in meetings. Nothing comes close."

★★★★★

My new everyday carry.

"Fits my laptop, planner, and still looks elevated walking into client meetings. The leather gets better every week. Finally a bag that works as hard as I do."

★★★★★

Upgraded from a Rimowa.

"Full-grain leather, whisper-quiet wheels, and it fits perfectly in overhead bins. This suitcase gets compliments everywhere. Worth every penny."

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Our Sample Sale is available only for customers in the USA at this time.
Unfortunately, we’re unable to ship these select items internationally.

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14-Day Risk-Free
Returns

Ships Free
& Fast

Built for
Years of Travel

Made for the commute.

Meet the new arrivals

Not sure where to start? Just ask.

Discover Our Bestsellers

What they're saying.

Best travel investment I've made.

My new everyday carry.

Upgraded from a Rimowa.

Our Sample Sale is available only for customers in the USA at this time. Unfortunately, we’re unable to ship these select items internationally.

Made for the commute.

Meet the new arrivals

Not sure where to start? Just ask.

Discover Our Bestsellers

What they're saying.

Best travel investment I've made.

My new everyday carry.

Upgraded from a Rimowa.

Travel with the inside track.

Our Sample Sale is available only for customers in the USA at this time.
Unfortunately, we’re unable to ship these select items internationally.

Travel with
the inside track.