I surprised Jason for his birthday with a quick trip to Iceland. (And I mean, quick, we are in the country for just 2 nights, a total of 56 hours.) This has been the biggest surprise yet, in terms of distance for sure, and it included a flight etc.
My plan to create an elaborate Game of Thrones themed story to build to the surprise reveal didn't end up happening because I was busy with work. I ended up telling him the night before our 6pm Thursday red-eye flight. This way he could help with packing in the morning while I had a meeting at the office.
As usual we were rushed heading to the airport, which I find exciting and Jason finds nerve-wracking. Even with all his panic we were almost an hour and a half early to the gate, ridiculously early in my mind.