TI has examples for how to leverage Jython to script the debug server, but Jython only supports python up to 2.7 and doesn't support any python libraries that make use of C. This IMO is pretty ...

Rumor has it that TI have been unable to get Python to run viably directly on the TI-83 Premium CE.

TI-84 Graphing Calculator According to Gizmodo, Texas Instruments is going a step further by introducing a new TI-84 graphing calculator which could now support programming in Python itself.