In 1991, Cuban pilot flew MiG-23 to freedom

In 1992, he flew a Cessna 310 to Cuba and brought out his wife and children.

https://theaviationgeekclub.com/the-cuban-air-force-pilot-that-defected-to-the-us-with-his-mig-23-he-then-borrowed-a-cessna-310-flew-back-to-cuba-and-brought-his-family-to-america/