Federal and state authorities have tried to get Shakur extradited. They've even sought help from Pope John Paul II and offered a $2 million reward for any information leading to her arrest.
And with President Obama's announcement on easing relations in Cuba, officials say they remain "ever hopeful."
But legal experts say extraditions from either country aren't guaranteed because of certain provisions included in the extradition treaty that went into force in 1905 and was never revoked.
A former Army attorney told Al Jazeera that a decision on whether to request her extradition will be a, quote, "potentially awkward test of our newfound relationship with Cuba ... for how normal our relations are getting and how quickly."