I myself like to take a small duffle and a laptop bag.
Tumi makes quality items.
I'd definitely check out Fossil's offerings I've got the Sierra. It's super durable and I always get compliments on it.
the "Possibilites" bag from Beckel Canvas is great. The canvas will last forever; the only problem is that being white, it's hard to keep clean.
Property Of... bags are some of the best quality, best-looking bags at a really reasonable price.
Classic looking leather weekender... either dark or light brown. Also Fossil makes other bags that could work, but I bought the leather "Jackson" duffle.
$198
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I myself like to take a small duffle and a laptop bag.
Tumi makes quality items.
Sport Duffle
Slim Messenger Bag