Kennedy Weekender

40 reviews
$429.00 USD
Zipper style:

 Three built-in compartments with specific pockets made from a durable water resistant nylon, The Kennedy Weekender ensures your personal belongings are smartly organized and protected for the duration of your journey.  Inside, you’ll find a waterproof shoe compartment, a tech compartment, as well as a spacious, fully lined main compartment. 

A backpack or duffel just doesn’t cut it. The Kennedy Weekender will.


  • Lightweight, water-resistant, nylon twill exterior
  • Full grain leather trim, handles, front pockets, & shoulder strap
  • Convenient trolley sleeve to pair with roller luggage
  • YKK® zippers
  • Separate water-proof shoe compartment
  • Tech compartment for cords, chargers, and more
  • Laptop sleeve fits up to 16"
  • Fully lined premium black interior fabric
  • 33L internal volume capacity
  • Luggage tag with card slot
  • Meets domestic and international carry on requirements


  • Length: 20.5in / 52cm
  • Width: 8.3in / 21cm
  • Height: 11.8in / 30cm


Full Grain Leather

The Kennedy is crafted with premium full grain leather for the handles, strap, and trim, making it not only sturdy but stylish as well.

Stay Organized Wherever You Go

Quick Access Pockets

Need to grab your wallet or passport at a moments notice? The Kennedy is equipped with quick access front pockets, making it more convenient than ever to get what's most important.

Details Matter

Gunmetal Hardware

The Kennedy is pieced together with a super durable gunmetal hardware that melds perfectly with the all black exterior.

Customer Reviews
5.0 Based on 40 Reviews
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Imtyaz V.
Madagascar Madagascar
Oak & Rove Kennedy Weekender goes to Madagascar!

This bag feels modern, handy, premium and so convenient! I’ll certainly use on my weekend trips in Europe and in Madagascar! Quick delivery service and a great support form Harrison! I strongly recommend Oak & Rove, a company that will certainly make wonders in the coming years! Keep up the good work, Imtyaz (from Madagascar)

Oak & Rove

It's a pleasure to have you as our customer, Imtyaz. Thank you for the kind words and enjoy the bag :)

Dan K.
United States United States
Kennedy Weekender

Hands down best non-roller travel bag I’ve ever owned.

John F.
United States United States

Zippers far too difficult to operate. Not pleased

Oak & Rove

Hi John, thank you for your feedback. The zippers are extremely high quality and will be a bit rugged at first, but they will loosen up and become much more fluid with regular use.

Trina L.
Canada Canada

Purchased the Kennedy Weekender for my guy who flies 2 week rotations for work. He absolutely loves it. Oak and Rove delivered as promised a quality bag that is well thought out, practical, and functional. First few times using it, and he’s had compliments from security checking out the bag because of all the storage and pockets. It’s handsome and smart ( just like him), and I’m loving seeing him off looking so sharp during his travels. I’m obsessed with the gunmetal zippers so much I now want everything in my life that colour! So happy to get to say that the Kennedy Weekender really is all that Oak and Rove said it would be. Really seriously happy and impressed.

Martin V.
Right in time for Summer

Grabbed one because of the utility of the compartments and shoe compartment. Right in time for travel this Summer.Thank you guys!

Chau L.

quick and efficient service and fantastic product

Brandon M.

I did quite a bit of research comparing your bags to others and ultimately went ahead do to the extremely quick response from the founder himself via email when I had a question. Excellent customer service. The bag arrived quickly and I can say I am very happy with the purchase.

Nathan C.
The Kennedy

It goes without saying that this isn't the cheapest weekender bag on the market but once you actually get it in person you can see immediately that you get what you pay for and more. This is luxury craftsmanship and really quality materials that you'd expect from some large name brands.

Jack H.
Can't wait to travel again

A gorgeous bag that I look forward to using soon. as travel restrictions are lifting, this will definitely come in handy on weekend trips from London.

Sophia D.
lovely bag

I got this for my husband as a gift and I have no complaints. High class look and apparent quality in the materials and construction. I only wish they had more color choices so I could get one too!

James L.
A step above the rest

I was looking for an all around bag for months and was really struggling to find something that fit. Luckily stumbled on the Kennedy and never looked back. I had purchased other bags and was planning to get the best one. After several weeks the Kennedy weekender was a clear winner. Uncompromisng attention to detail and craftsmanship. On top of that, the fact that it's actually functional puts it in a league of it's own. Very happy with this product.

David B.
The Kennedy Gunmetal

Equisite quality and design. What a bag to unpack.You can tell there was a lot of time put into the thought of all the functionality. Not a pocket is out of place or goes unused. hands down the best bag for any executive or business professional that needs something minimalist and sleek.

Sean G.
United States United States
Great Quality

This bag is fantastic quality. Extremely well designed and durable but with a fashionable look. Many compartments for electronics, personal items etc. and a large interior. Perfect for a weekend getaway.

Darron P.
Kennedy Weekender

I was looking for a travel bag with separate compartments so I don't have to take multiple bags. The Kennedy checks all the boxes. Love the side opening pocket with the laptop sleeve and all of the pockets for charging cables. It makes everything SO much easier. Shoe compartment is an excellent added bonus and so unique. I am loving this bag!

Janet R.
One of the best

This is the best bags I have purchased. Got it for my husband., for this holiday and he loves it. Looks just perfect for a weekend getaway.

George B.
Impeccable craftsmanship

a beautiful product with a very sleek and modern design. Somethnig you'd expect from Mont Blanc or one of the other luxury brands. Definitely worth it.