At least within the US, individual to individual wine shipping is basically impossible without breaking some laws and/or regulations. Typically, you need to be

At least within the US, individual to individual wine shipping is basically impossible without breaking some laws and/or regulations. Typically, you need to be a licensed retailer or producer (winery), and the rules vary depending on the state the recipient is in. Certainly people do it (often claiming it's "olive oil" or similar), but it's still not easy to do it legitimately as an individual. Even as a retailer or producer (which might be what you were trying to do) it varies a lot by state, and some states are very restrictive.