Who knew packing could be

Written by RJ Firchau

So, you’re going away for a
few days. Business trip, weekend getaway, or otherwise, you want to be prepared
for any and all encounters that may come your way, but you don’t want to be
caught lugging around several suitcases that are ultimately just going to slow
you down. Packing is an art. Overpacking is not. In order to help you prep for
your next weekend getaway, we’ve created a definitive list of packing tips for
bringing your stylish essentials and reducing travel-induced stress without
compromising on the things you need most.
Choose Your Weapon: The
Ultimate Carry On

You have to be strategic about
your packing approach. That strategy begins with selecting the most functional
carry-on/weekender bag, tailored to your personal style and the airline’s carry
on baggage size limits. Remember, you’re allowed one decently sized carry on
bag, as well as a second, smaller personal item. You want to get optimal usage
out of both when packing light.
When searching for a weekender
bag, choose one with ample space (2000 cubic inches at least) and sturdy
material (canvas, suede, and leather are always solid picks). With style and
functionality in mind, here are some of our favorite weekender bags, all for
$250 or less.
1. The Abingdon Weekender, J.
Crew, $198
Why it’s great:
  • Brushed leather trim
  • Made-to-last durable
  • Sturdy

2. The Twill Weekender,
Everlane, $95
Why it’s great:
  • Stylish
  • Great value
  • Lightweight
  • 100% water resistant 

3. The Outfitter Luggage,
Herschel, $129.99
Why it’s great:
  • Built-in shoe compartment
  • Can be carried or worn as a
  • Comes with a laundry bag

4. The Sotnik, Chrome
Industries, $220
Why it’s great:
  • 100% waterproof
  • Can be carried or worn as a
  • Large cargo capacity both
    inside and out

If you travel frequently, and
can afford to splurge, this is the creme de la creme of weekenders:
5. The Garment Weekender, Hook
+ Albert, $445
Why it’s great: This weekender
compacts the storage capacity of a garment bag into a carry on-approved duffel.
It folds flat to store suits in its built-in garment bag and folds back up to
create the walls of the bag. Keep your best suits and shoes safe and sound in
this awesome, unique bag designed specifically for the dapper traveler. This weekender
sells out quickly, so keep checking back on their website to score your very
You’re aiming for ease and
efficiency when it comes to quick travel. Limiting the things you pack to one
carry on bag allows you to skip past the bag check and head straight through
security without having to check your luggage. Maneuvering with a carry on also
allows you to leave the airport immediately upon arrival, as you won’t need to
wait at the baggage carousel for your belongings. All in all, learning to
strategically pack a carry-on bag will save you a good amount of time that
could be spent taking in the sights or taking a client out to lunch.
Packing the Essentials: It’s
All About Strategy

Yes, you can fit everything you
need in a weekender bag. But how?
You want to stick to clothing
options that are sharp, classic, and foolproof, so they will be appropriate
across a variety of scenarios. Choose simple items that are good quality and
versatile. The gents at Dappered suggest choosing one group of neutral,
complimentary colors and assembling a variety of items around that palate, so
no matter what items you wear on your trip, they will look good together.
Now, take your bag and let’s
get packing:
1. Pick Your Transit Outfit

Plan to wear your heaviest and
bulkiest items on the plane, train, what have you. Whether this means wearing a
full suit (if the trip you’re going on requires one), or throwing on your
boots, jeans, a sweater, and a thicker jacket (if you’re going somewhere cold),
it’s up to you. Doing this will leave your bag lighter and free up space for
other things without compromising on clothing.
2. Shoes First

Along with the shoes you plan
to wear in transit, choose one other all-purpose, comfortable pair. Pack it at
the bottom of your bag.
3. Roll your Ties, and Don’t Forget the Socks
Roll up your tie(s) and/or
socks and pack them inside your shoes. This will keep your ties structurally
safe while you fill up your bag with stuff.
4. And then Keep on Rolling

Roll up underwear, t-shirts,
and any light sweaters tightly and surround your shoes at the bottom of the
bag, providing a stable base for the next layer….
5. … The Suit

If you’re planning to bring a
suit along, and you’re not wearing your suit on the plane, fold the jacket,
pants, and button-up carefully and store in a plastic bag. For a video
tutorial, check out Business Insider.
6. Top it Off

Fold denim, slacks, cashmere
sweaters, and button-up shirts and lay them flat on top of your suit. Try to
limit yourself to 1 or 2 of each, at most.
7. The Dopp Kit

Store travel-sized toiletries
(under 3 oz for liquids) and any miscellaneous necessities in a Dopp kit. This
will keep them all contained in one place.
8. Utilize Every Inch

If your bag has interior or
exterior pockets, use this space for chargers, rolled-up belts, and other small
9. Prep Your Personal Item

Finally, pack your laptop,
files, headphones, and any other essentials you need during the flight in your
second, smaller bag. A briefcase, backpack, or messenger bag should do the
Follow these guidelines, and
you’ll be jet-set in no time. All you need to do now is figure out how you’ll
spend all of your precious extra time.
RJ Firchau

Kayode Ojo
Kayode Emmanuel Ojo is the Co-Founder and Managing Director at SHEFFA Limited. He is presently studying Computer Science at the National Open University, Victoria Island, Lagos.