For Overnights
The Tote Bag
The tote bag is ideal for a last-minute overnight stay, but it’s also the best companion for your carry-on bag as well. This type of bag is just big enough to stash a change of clothes along with your iPad, charging accessories and your dopp kit. It’s a bonus if the tote has an adjustable ergonomic shoulder pad, which will come in handy if you’re ever in danger of missing your flight.
FYI: Can also be
worn as a backpack.
Flex 2-way nylon-ripstop tote,Porter-Yoshida & Co
$195 byElliot leather tote,$495 / $208 by Reiss
For Weekends
The Duffle Bag
Going somewhere for a weekend? A duffle bag makes it simple and casual. Perfect for packing shoes, two outfits, and maybe a book and your camera (leaving room for a souvenir or two). Piece of advice: roll your clothes military style to cut down on wrinkles and place your socks in your shoes to save room.
For the Week
The Carry-On
A carry-on bag is the ultimate security blanket for traveling. People tend to overpack these but remember, it’s not what you pack, it’s how you pack. If you’re going on a week-long vacation, you don’t need multiple outfits for each day—edit your picks down to a few essential pieces like a few T-shirts, chinos and oxfords, then a nice jacket and jeans to pair with everything. It’s okay to cycle through and wear the same things every day, especially if they’re investment pieces.
Cabin hardshell suitcase,Floyd
$385 by