Loss Damage Waiver (LDW)
Personal Accident Insurance (PAI)
Personal Effects Protection (PEP)
Additional Liability Insurance (ALI)
I'm trying to figure out which of these I need in addition to damage coverage I'll get from American Express.
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The car will come with the bare minimum insurance required by law for the location you are renting in, which may be very low.
So, assuming I had any assets to protect, I would get ALI, LDW for certain. (Check the max on LDW, you may want to self fund this one if not very high)
But not personal effects ( I will just eat the loss if my phone gets stolen from the car, or claim it on house insurance... )
Personal Accident Insurance covers your medical bills, but you likely already have medical insurance from your personal health USA plan. Only get it if it is insufficient for your trip, or look into travel insurance coverage elsewhere.
Note that many travel credit cards offer travel medical and some offer rental car insurance coverages, too. So look into that, or you could double up what you don't need.
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Cash -- I am always surprised by how I need at least $10 in ready cash as soon as I leave a US airport. Tolls, parking, tips for drivers, egregious taxi drivers, convenience stores... For Canada, as long as I have a credit card, you don't need cash until you are ready to get some, say for a night out with friends to settle your bill.
The only other places where I always use cash in Canada is Craigslist, Church Donations, and farmers markets (the small roadside ones). Even vending machines (LOL!) and tolls seem to accept cards now.. Credit cards, and now debit cards, seems to be much more adopted in Canada, although a minimum purchase may be required at convenience stores ($5).
AMEX is not accepted as often as Visa / Mastercard, fyi.