Vintage Sterling Silver Indian Motorcycle Ring w/ Biker Pin

I found these pieces at a mechanic shop here in Miami, FL. They're both vintage pieces. The pin is supposedly a 1989 Harley Davidson collectable, but I don't see any Harley logos or branding on it. I do suspect it to be at least 15 years old. The Indian Motorcycle Ring is S925 sterling silver, and not easy to find. Ring Size: 7 - 7.25 Custom wooden ring box.