It may look simple, but J. Panther Luggage Co.'s RollTote is anything but. They designed this bag to be incredibly versatile and with its 3-way carry options it's most certainly not your average tote.
The convenient 3-way carry lets you adjust the straps for carrying the bag like a traditional backpack or change it up and fasten the straps to the side to carry the bag like a tote. They've even added a handle on the side of the bag for hand carry. A heavy dose of 21oz of lightly waxed canvas keeps the water out and its rolltop can size down for light daypack-style hauls and when it's fully extended it instantly becomes an overnighter for those quick getaways.
$645, J. Panther