Shipping Items Do's & Don'ts

[Texas Fire]

Hello! I was just wondering, what would be better in reference to shipping items. Would it be better to ship items in separate boxes, or to ship numerous items in one huge box? The reason I'm asking, I just recently shipped a member a Metal Gear Legacy game overseas (Texas to the U.K.) and I literally paid $50 to ship it. Is shipping normally that expensive for regular snail mail delivery overseas? Would there have been better ways to ship it?
Also for multiple items, what would work? Example:

1. Dead Island Riptide Rigor Mortis
2. Dead Island Riptide: Zombie Bait
3. Dead Island Riptide: Zombie Bait
4. Dead Island Riptide: Zombie Bait
5. GTA IV CE (X360)
6. GTA IV CE (PS3)
7. Saints Row IV: Zinyak Game of the Generation Edition
8. Saints Row IV: Zinyak Game of the Generation Edition
9. Wii-U System

Like if I sent allllll of the above items to one single person, would it be best to ship all of these in single boxes or if possible the least amount of boxes (Safely packaged of course)?
Thanks!

TF