WARNING: these are things which I have done when WELL, healthy, motivated, and with spare time. I am not suggesting these ideas would work for others.
*I have mailed LOTS of good vintage linens to a local museum of textiles, to use in their specific Bazaar for people interested in fabrics and crafts
*I have mailed LOTS and LOTS of extra Xmas wrapping/card items to a very poor inner-city school
*I regularly mail gently used lingerie (I have changed bra sizes 4 times in the last 10 years) to a women's hostel. I will include sample sizes of toiletries that I receive free, or other 'beauty' items that I do not need (unused and unopened)
*I have mailed extra nature cards, postcards, games, outdoor-souvenir and arts & crafts items to a charity camp where I used to work (1967-68, when I was a student).
*I have CALLED churches in my neighbourhood (not my actual parish church) when I have good items for a bazaar: to have these things PICKED UP. This works REALLY REALLY WELL for family 'heirloom' items that I do not want and are too good to 'just put in the GoodWill box'
*when we moved my Granny to a nursing home, one of the cousins contacted a VERY POOR INNER CITY CHURCH that ministered to immigrant families. We sent down ALL the used (even shabby) housewares (towels, sheets, kitchen stuff). They were ecstatic.
*I helped a friend dispose of her late father's clothes. I called another inner city church: they took everything.
*I put boxes of books and magazines outside on a nice day: marked FREE: they always disappear.
*every year in my city, the food banks run regular 'drives'---usually Thanksgiving, Xmas, Easter, summer. I use this drive as an excuse to check the pantry. The foods can be brought to a local firehall: there is one not far from home.
*I am too sick/tired/weak/weary to bring wine bottles back to the beer store for the deposit return. We are not supposed to put them in the recycling box. I put them out at the curb in a carton on a NON-GARBAGE DAY. They are ALWAYS picked up.
*I know two supermarkets that take back plastic bags for recycling. I will regularly drop off a 'bag of bags' on my way to a subway NEAR these supermarkets.
*I have received a LOT of flowers and vases over my interesting and varied life. How many vases can one person use? I regularly bring unwanted vases to two local florists (both on my walking route to the subway). The staff are ecstatic! I got this idea from my mom, who did a lot of this give-away after her various hospital stays.
*I regularly bring a magazine on the subway to read. I leave it on the seat when I arrive at my stop. Someone always picks it up.
*another good place to dispose of unwanted, beauty items: the counter in the women's locker room at my gym. Everything is gone in minutes. EVEN OPENED 1/2 used perfumes disappear. I put a sign: "free: I am having bathroom reno work and need to do a major clean out!" This is partly true.