Yes, I have done it a number of times, but I wear OR carry-on any valuable or brand new clothing. I have a size that is easy to find cute stuff in freecycle/thrift/vintage shops, so if the wine ever breaks, at least I will not be out any expensive clothing. I don't travel around with bubble wrap, so I'm afraid I just wrap the bottles very well in the clothing. I've never actually had them break any bottles though. Knock on wood! Once for some reason I had several bottles of comped wine and liquor from Vegas in my checked bag. I think I even had to put some in my husband's checked bag. The value of the alcohol was more than the value of the clothes, so it was worth the risk of breakage. Salud!