I am currently running Skull & Shackles, about to start part 3. A few sessions ago, when the party arrived at Tidewater Rock and had to win the favor of Lady Agasta, instead of going through the slog of skill checks, I had my players run through a few hands of Love Letter, with the first player to win 5 becoming the focus of Lady Agasta's affection. This turned an inorganic series of diplomacy checks into a much more interesting session which also lent itself well to role playing.
I'm curious if anyone else has tried to incorporate other games during a campaign. I'm planning to have the players run through a game of Hanabi in place of the skill checks for setting up the feast at the end of the Pirate's Regatta, but I'm interested to hear when and what games anyone else has used. Thanks!