This officially licensed 2' tall replica Stanley Cup® Trophy Pack from UPI Marketing is made of high-quality chrome painted ABS plastic, and includes a crate, table cover, white gloves and a "New Keeper of the Cup" Certificate.
I'm going to bet that doesn't engrave well.
They can do pretty amazing things with acrylic, which can be engraved. I saw one that a local HS league had made up where it was acrylic hockey sticks of varying lengths in a quartz type pattern. It was similar in concept to the one shown below except about 36" tall and the tops were stick blades going off in various directions.
You could easily have them affix a round or square base that could be customized. Plus, acrylic glues easily so the could add layers on as years go by. You also don't have to worry too much about breakage. Here's a quick n dirty concept of their trophy and your requirement for a base with names. You'll have to mix in the above picture for the idea.
Or you could just get a big acrylic cup like them make an acrylic base that can be expanded.