Hi,
I agree with Larry (PA)
Opening an account online with Cap One or TDBank is fast and secure. Also, TDBank has pretty good exchange rates for Euro to get your son started with a few hundred. For customers, they do charge a small fee. For non customers wanting the Euro, they charge a bit more.
Most of the bigger branches have the money in house in different denominations. If you can go "that route," I would suggest getting small bills - 5's, 10's and 20's - easier to use. (I realize he has been to Italy before, but it is good to get familiar again with the Euro dollar differences and 1€ and 2€ coins.)
If you have a TDBank branch near you, you can open an account and get the card the same day as your visit. I am not sure about Cap One. The TD debit will work in Rome. Of course, it is always a good idea to have a back up debit with cash in the account and credit card too if possible.
Also, make sure you note your son's account number in case you have to add funds to his account or something else happens and you need to contact the bank. Make sure he writes down contact numbers to call the bank if need be.
As stated above, Discover Card is not popular in Italy. Cash, Visa and MasterCard are accepted. Some small markets may not accept a credit card for small purchases - good to have the euro on hand for snacks and drinks, etc.
Adding - Just a little reminder: In case he is not aware, make sure he does not press the DCC button on an ATM/Bancomat screen or wherever he may withdraw money. That will incur a much higher fee & charges. Always decline.
Of course, you know the drill - money belt for the extra euro and cards and passport. No wallet or anything of value in back pockets or jacket pockets where it can be lost or easily accessed for stealing.
Backpack secured - no phone, computer/Ipad or money put at the top for easy access to thieving.
I love Rome besides my "home town." It is exciting and has a surprise around every corner it seems.
I hope your son has a lot of fun while studying abroad.
For luggage, maybe look at TJMaxx and/or Marshall's. I think TJM has the most in selection though.
If he did not get one yet, probably he would want a very durable backpack for obvious reasons. His luggage will be stationary in his room of course, so wear and tear will be minimal.
Also, as you may know, the bigger the luggage, the more it will weigh starting out empty. I am not fond of 4-wheeled spinners.
Some suggestions:
Travel Pro - Macys.com has a good selection and most are lightweight. I took my (22" Walkabout) to Rome a few times now and it has held up very, very well. I check it and carry on a smaller piece. Personally, I really love this brand.
American Tourister - they have lightweight choices, pretty durable.
Luca - found at TJMaxx. I have seen many and their luggage can be a hit or miss.