Spirit Air offers a midnight flight from Ft. Lauderdale, man I love it!
First of all, you got all day and part of the evening to pack and prepare, when you get to the airport it's slowed down a lot, so if you're bringing a full size luggage bag, the lines have slowed down considerably at check in.
Then because it's midnight, it's easier to nap on the flight and not be so bored.
The real joy is when you arrive in San Jose, there's almost no one there, you blow through customs fast!
Then there's no traffic, you blow from the airport to the gulch in record time, literally almost no traffic, it's close to 2 am!
When you get to your hotel, at least for me, I've been through hell and high water to get there and I'm tired, I like to check in and hit the hay, visions of pu*sy plums dancing in my head. Then you wake up refreshed and raring to go the next day.
If you do this, make sure your hotel of choice understands, they normally want check in around noon.
If you stay at HDR and insist on an encounter within your first moments on premises, there's usually a good smorgasbord to choose from if it's not Sun, Mon or Tue, even then there usually something and she's happy, it's getting late, baby or momma in the hospital, cell phone or rent due, you call the shots....