Who says travelling by land can't be chic? This Out of Africa-inspired wheelie is cute, carry-on friendly and sturdy enough to strap to your jeep for the game drive.
Get it: London Fog Knightsbridge Ii Spinner 25, $150, The Bay.

Getting away with the girls? Pack up this pretty little number and board the plane in style. With a sophisticated shape and an expandable zipper gussets, squeezing in that extra pair of shoes is a breeze.
Get it: Shirley’s Travel Box, $428, Roots.

With a sleek dual compartment design, ergonomic push button handle and lightweight construction, travelling stress-free has never been easier.
Get it: Portal 21" Smart Luggage, $199, Heys.

Are you going on an adventure? This expedition bag does it all and then some. Toss it in your chopper, attach it to your roof or throw it in your canoe. It is super-duper durable and 100% waterproof . Bonus: it can be worn as a backpack, too.
Get it: MEC Scully 30 Duffel, $65, MEC.

Go retro with this ladylike leather weekender. We love the large bottom gusset (perfect for packing shoes), adjustable strap and made-in-Montreal mantra.
Gt it: Duffle Bag, $415, M0851.

Love to travel but live in a tiny space with no storage to spare? We have the suitcase for you. Lightweight and durable, Lipault’s innovative luggage folds down, tucks away and can be stowed under your bed when it’s not boarding a plane.
Get it: Lipault Foldable Bag, $249, Jet-setter.ca.

This woven wonderlust weekender, with a luxe leather trim, will have you dreaming of a far off land.
Get it: Pasha Woven Weekender, $148, Anthropologie.

We are packing up the kids and saying sayonara. The large frontal pockets make locating snacks and games a breeze while the padded shoulder strap screams 'easy to transport' even while holding your little one's hands.
Get it: Sherpa Carry-on-Tote, $109, Kippling.

Whether you are away overnight or for weeks at a time, this double compartment cosmetic bag will keep your toiletries neat and in check. Bonus the fabric is wipeable and washable for easy post trip cleanups.
Get it: Flip-Top Toiletry Case, $47, Lug.

Don’t be fooled by its rugged good looks and handsome exterior, this travel-savvy bag unzips into two unique compartments that are perfect for packing stilettos, your straightening iron and all your sassy outfits.
Get it: Pullman, $410, Filson

A Longchamp bag wins our hearts every time. Classic, elegant and (relatively) affordable, this timeless travel duffel expands vertically (by 6”) to give you extra room on your return trip — for all your shopping finds.
Get it: Le Pliage Expandable Folding Travel Bag, $279, Betty Hemmings.

Why get one piece when you can get three? Perfect for weekend trips or longer hauls, this luggage set is thrice as nice.
Get it: Overland 3-Piece Wheeled Expandable Luggage Set, $100, Future Shop.

Looking to splurge? We mean crazy splurge? This super luxe tote is the ultimate big bucks bag. It’s beautiful, buttery soft and the front pouch zips off for a bonus statement clutch.
Get it: Willow Tote, $2,600, Mulberry.

Forget the bells and whistles and get back to basics with this classic black canvas bag. With leather-like detailing and pockets galore (6 in total) packing and unpacking this bag is a pleasure.
Canvas Weekend Bag, $60, H&M.

Tumi 'Alpha' Wheeled Expandable Short Trip Bag, $878, Nordstroms.
