Reddit mentions of Plano 10470 Gun Guard SE Single Rifle Case

u/cypherfox has a list of Canadian retailers. Not being Canadian myself, I don't know many.

Start with the most important thing: Face protection. Eye protection is always required for airsoft. Something ANSI Z87.1+ or higher impact rating. Could go with something cheap like Pyramex I-force or go with something really high end like Smith Optics Turbo Fan. I've also liked my Save Phace Grunts, but they do scratch easily. For lower face protection, the One Tigris mask is pretty standard. Comfortable solid protection. Could also rig something up with a Steel Mouth which doesn't provide as much protection but, in my opinion, looks nicer. If you think he'd prefer a full face mask, the Dye I4 is fantastic.

After that, I'd prioritize boots. I'm not much of an expert on these. I like my Merrel MOAB Mids. I've also heard good things about Salomon and Lowa. Just something with some decent ankle support.

After that, look into a carrying case for your gun. You could use the box it came in, but that's not really ideal. Personally I use a valken gun bag and have had no issues with my M4 and AK. Could also go with a hard case like a Plano.

Then you're getting into less important stuff. Load bearing gear, like a chest rig, plate carrier, or belt, is nice to have but not required. They're used to carry whatever. Magazines, water, food, tools, extra batteries, whatever. I'm not really sure what the market for that is like in Canada, but Condor is a good budget brand with plenty of styles.

Other than that, I can recommend Mechanix Gloves and Howard Leight Impact Sport

Without your actual budget and knowing exactly what he has or what he wants, I can't really get more specific or recommend much else.

If you'd like to carry four keyboards, this guy is only 15 bucks.

I'm assuming you have a a poopy Plano case like this:
https://www.amazon.com/Plano-10470-Guard-Single-Rifle/dp/B0029KH9FS/ref=sr_1_8?ie=UTF8&qid=1527487344&sr=8-8&keywords=Plano+Gun+Guard+All+Weather+Tactical+Series+Rifle+Case

But Plano makes a pretty sturdy case as well with a gasket for water protection, removable foam bits and from the looks of it lockable latches. Under $70.

https://www.amazon.com/Plano-Weather-Tactical-Case-42-Inch/dp/B07BD2J2YS/ref=pd_day0_200_1?_encoding=UTF8&pd_rd_i=B07BD2J2YS&pd_rd_r=Y3NECVTCDXBFB9GAMP1J&pd_rd_w=0hCts&pd_rd_wg=hRGKY&refRID=Y3NECVTCDXBFB9GAMP1J

If I'm not going to beat the shit out of it, will this $15 Plano Rifle case be adequate for my .17? I'll be scoping it, but it should still fit.

Speaking of rings; Leupold Rifleman or Vortex Hunter? Or just buy once cry once and get a set of EGW Practicals or Vortex Pros?

Unless it's an inheritance, yeah, even intra-family gifts across state lines are supposed to go though an FFL

Since they're all long guns, UPS, FedEx, or USPS should be able to handle them. I know USPS can get uppity about handguns. It may be worth investing either in a whole mess of bubble wrap or a cheap rifle case for each as protection.

Slip wrapped guns into boxes and ship away. Try and find a shipping "hub" as outlets or local offices may not be familiar with, or flat out refuse to ship firearms. Have the receiving FFL information ready, they should verify that the shipping address is a licensed dealer

http://www.amazon.com/Plano-10470-Guard-Single-Rifle/dp/B0029KH9FS/ref=sr_1_1?s=sporting-goods&ie=UTF8&qid=1449870889&sr=1-1&keywords=1010470

You can get a hard shell Plano that will fit you perfectly for 24 dollhairs on Amazon and get dat free shipping with Prime

Storage: Get a cheap plano case and trigger lock on amazon.
Cleaning: Get a bore snake and Hoppes no. 9.