Wool and Oak - Smart Luxury Travel Bags

How long are you away?

A weekend2-4 days

A week6-8 days

Every dayWork, errands, evenings

How long are you away?

Man in a trench coat carrying a leather duffle under his arm

A weekend2-4 daysShop weekend bags

Man in a trench coat pulling a rolling duffle past brownstones

A week6-8 daysShop week bags

Woman in a trench coat carrying a black leather tote

Every dayWork, errands, eveningsShop everyday bags

5,000+ verified reviewsFree shippingEasy returns

Bestsellers

Pilot Travel Backpack

Shop by category

The concierge

Not sure where to start? Just ask.

Tell us where you're headed and we'll match you to the right bag.

Travel + Leisure

“Best With Wheels”

Tested & Reviewed · 2026

[ Shop Personal Item Size ]

[ Shop Backpacks ]

The concierge

Not sure where to start? Just ask.

Tell us where you're headed and we'll match you to the right bag.

Shop Best Sellers

Travel + Leisure

“Best With Wheels”

Tested & Reviewed · 2026

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

My Cart (0)

Your journey starts here

14-Day Risk-Free
Returns

Ships Free
& Fast

Built for
Years of Travel

How long are you away?

How long are you away?

Bestsellers

Not sure where to start? Just ask.

Not sure where to start? Just ask.

Shop Best Sellers

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

How long are you away?

How long are you away?

Bestsellers

Not sure where to start? Just ask.

Not sure where to start? Just ask.

Shop Best Sellers

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.