15 Cool Weekender Bags for the Modern Man

Let’s face it, when going on short trips, men typically tend to travel lighter than women. While a lady would probably carry an oversized purse, carry-on and even check a bag for a 3 day trip, guys just carry one bag. They are magically able to fit all their essentials and go straight from the office to a weekend in the Hamptons or in the case of Chicagoans heading up to Michigan or Lake Geneva, in one compact yet practical enough carryall.
From the runway to the streets, function and fashion have merged with the modern in the form of the oversized tote for men aka the Weekender. Spotted on celebrity trendsetters like Kanye West, Ryan Gosling, Michael B. Jordan, the cool carryall weekender is making it’s mark as the perfect bag to take on any weekend jaunt or short trip.
With funky patterns, buttery leather and classic styles, we’ve rounded up 15 of our favorites to make packing for Memorial Day that much easier, as we unofficially kick off the summer of travel and fun!
Montblanc Cabin Bag, $705
Buy Here
Ami Leather Trimmed Suede Holdall, $1,255
Buy Here
Bottega Veneta Intrecciato leather weekend bag, $3,484
Buy Here
Poler Stuff Carry-On Duffel, $45
Buy Here
Miansi Leather-Trimmed Holdall, $680
Buy Here
Uri Minkoff Leather Duffel Bag, $475
Buy Here
Tumi San Remo Duffel Bag, $795
Buy Here
Frye Leather Overnight Bag, $598
Buy Here
Paul Smith ant print holdall $375
Buy Here
Want Les Essentiels Hartsfield Weekender Tote, $395
Buy Here
J. W Hulme Co. Duffel Bag Medium, $695
Buy Here
Herschel Supply Co. Duffel Bag, $70
Buy Here
Ghurka Cavalier III No. 98 duffel bag $1,395
Buy Here
Salvatore Ferragamo Keepers Leather Weekender Bag,$1,500
Buy Here
Filson Medium Duffel Bag, $345
Buy Here