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Chief
I’ve never encountered pickpocketers on a trip but safest way to avoid it is be aware of your surroundings (ex. not scrolling on your phone on public transportation) and wear a Fanny pack across the chest/ always have your bag in front of your body, not on your side and don’t wear a backpack. When you’re in crowds have your hand over your bag so you’re always in contact with the zippers so no one can grab it.
Chief
I personally do not think pickpocketing is as bad as a problem as it’s made out to be. I’ve traveled across Europe many times and never once encountered anyone come close into my personal space, but that’s my experience.
However walking around with duffel bag open is just putting a target on your back. Public transportation isn’t the issue, nor is a duffel bag a problem but regardless you should at least be traveling with bags that are secure. Your choice of bags (duffle and tote) aren’t problematic on their own, but it’s on you to be vigilant with your items. If you’re not paying attention then yeah, you open yourself up to thieves.
Use a money belt
Conversation Starter
Also taking the train coming into chinatown first, with my duffle bag