[ZenGum]

Translation is not an exact science. I'll take you through an attempt on translating that bear thing. (Ibram might be able to over for me on the Kanji ... sometimes the same as Chinese). Starting top left, working across:
(north/ Hok-) (something/??) (way/ do) [probably Hokkaido, the name of the bear-rich Northern Island] then a map of Hokkaido (west at the top) then (something) (something).

Next line is in katakana, phonetic script (usually) indicating foreign loan-words (usually English), do-su-ke-be-a. be-a is probably bear. Su is usually pronounced "s", so we have doskeh bear. Damned if I can work it out.

Next line, katakana, Do-ro-ppu-su, probably drops, the can looks like it might contain throat drops / lozenges.

The box the bear is holding has Hokkaido on it in Kanji.

Bottom right, top line is katakana, gu-ra-na, probably gurana. Second line is Kanji: (something) (something).

The bear's underpants were recently purchased from a high school girl in Sapporo. The hearts and tissues indicate the bear is having a tug, and the bear's scowl is ... well, look at those claws. Ouch.