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John’s Luggage Advice For Non-Flying Business Trips To London (And Other Cities)

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Long time readers will know I’m obsessed with luggage. Whenever I see a shop that sells luggage I stand and look at it, imagining it being grabbed by its owner at baggage reclaim in some far-flung part of the world. Oh the adventures it would have being thrown into a taxi and driven to a secluded getaway in a tropical paradise, a beautiful city, a historic town, student accommodation in a new place. If only someone would buy it from this shop and give it the life it deserves… But I digress.

Following a period of a lot of flying I wrote John’s Guide To Travelling With Hand Luggage Only and at the time was a big fan of those cases that have wheels for wheeling around an airport. Large enough to fit a few days clothes and yet small enough to stow safely in the overhead compartment of a plane. I recently spent a few months working several days a week in London and initially used my favourite piece of hand luggage for the job. But soon I realised that while it was great when flying to New York, it wasn’t so good in the following scenario:

  • Travelling 3 hours on a train in the morning and fitting neatly in the overhead compartment, some of which are smaller than others.
  • Jumping on the London underground, fighting through busy crowds on the way to various offices without getting caught in people’s feet and not being awkward when carried up and down stairs.
  • Going back to the hotel via the London underground (see above).
  • After unpacking at the hotel acting as a day bag for the rest of the week in an office – so not being as large and unwieldy when fighting through those crowds (see above).
  • Looking cool, hip and not too business-like (London is full of annoyingly good-looking youngsters).
  • Travelling home for 3 hours on a train (see above).

My hand luggage bag was too rigid to be carried on the shoulder over distance (the best way to battle through crowds) and didn’t compress when I took all the clothes out of it – so continuing to be no fun to carry on the shoulder. I began to do some research and after a while came across a type of bag known as an “overnight bag”. Such bags are soft, worn over the shoulder, can be stuffed full of assorted paraphernalia, come in a variety of rather cool designs (and some uncool ones) and it seemed like the perfect bag design for my travel needs. They’re basically large messenger bags and lots of hipsters wear those – what’s not to like?

In the end I settled on the Weird Fish Hopton Overnight Bag. It looks something like this (pictured here with a regulation Lhasa Apso for size comparison):

My Hopton Overnight Bag And Billy

Let me first note that I paid for the bag myself so I speak only as a happy customer. Also note that any free luggage will be gratefully received (did I mention I’m obsessed with luggage?). I looked at and tried other bags but in the end the combination of the following features put this bag over the finish line:

  • You can stuff loads of things in it and it swallows them easily. Put a couple of things in and it seems like a much smaller bag, taking up no space at all. Ideal for travelling or use as a day bag – it’s like a shape shifter.
  • Nice thick, adjustable strap and nice, thick shoulder pad. Too many of these bags have thin, poorly designed straps that aren’t much use when it’s stuffed full of laptops, clothes and washing kit. They’re often too long and when you want to shorten it the shoulder pad doesn’t actually fit over your shoulder. A heavy bag hanging down your knees is a bitch to carry – that’s not a problem here.
  • It’s flexible. Rigid bags that hold their shape mean no matter how empty or full it is, it’ll always sit in a fixed position on you when it’s on your shoulder. This isn’t great when it’s only got a laptop in it – it’ll be too bulky and you’ll knock into people on the tube and spend all the time being apologised to (even though it’s you who owe them an apology). A flexible bag shapes around your body no matter how full it is – you can pick through crowds like a ninja!
  • A couple of external pockets that actually close for easy-to-reach storage. Pockets are great, there’s no sense having to fish around inside the main bag when you have pockets. Some bags, though, have magnetic clips to hold the pockets closed – except they never stay closed. Proper push studs or straps are a must (this bag has the former).
  • It’s brown. I don’t know if you’re aware of this but all cool luggage has to be brown. Black is for “suits”, brown for everyone else. Just like shoes.

You can see a series of photos below explaining the various design features that make it a winner for a multi-day business trip to London:

If you’re thinking of taking a business trip to London – heck even a non-work weekend trip to London – then you owe it to yourself to invest in the proper luggage. I don’t want to see a photo of an overnight bag on a website, in a shop or a magazine. I want to see it slung over your shoulder while you attend a board meeting, sip cocktails in a posh bar, check into your 5 star hotel (the usual Presidential Suite), sit in a sushi restaurant munching on raw tuna, get thrown out of a strip club and run away from the paparazzi into the night. Because that’s what quality luggage is for!

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Creator of John's Background Switcher. Scotsman, footballer, photographer, dog owner, risk taker, heart breaker, nice guy. Some of those are lies.

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