The ultra-lightweight carry-on Wingman Luggage from Timbuk2 is the next best thing to hiring an actual caddy to carry your stuff. Weighing in at just over 3lb, it can be carried as a messenger or backpack, dutifully holds your 17" laptop and doesn't need to be tipped.
Timbuk2 Wingman Luggage Photo
Algae Green/ Sorbet Green, Black/ Black/ Black, Carbon Grey/ Carbon Ripstop, Gunmetal/ Blue, Rev Red/ Gunmetal, Night Blue/ Pacific and Potrero/ Village Violet.
Available sizes, while supplies last, include size small and size medium: s, m.