Picard seems to have a thing for older women.
In the film Insurrection, he has relations with Anij, a woman who's celebrated her tricentennial. Given that Picard is in his 60s, that would make the age difference between himself and Anij around 240 years.
They were at her door; as she turned to him to take her leave, he
said, with feigned seriousness, “There’s one thing I don’t
understand.” And at her questioning gaze, continued: “In three hundred
years, you never learned to swim?”
For once, he had her at a disadvantage; she grinned, embarrassed. “I
just … haven’t gotten around to it yet.”
Insurrection: Official Novelisation
In the second season of Star Trek: Picard, he begins a relationship with his housekeeper Laris. She appears to be in her 50s (the actress that plays her was 59 during filming), although her Romulan physique may mean that she's actually rather older.
Given that
robo-Picard is only around a year old at this point
the age different would be
at least 50+ years