This is a great point. I'm also unsure of what work may need to be done, but it does seem odd to me to agree to go on a little boating excursion, only to jump off the boat and swim back. I don't go for a drive and tell someone "nah don't worry, I'll run back". But I'm also not an ultrarunner.
He was going to "see the christmas lights on the boats", any idea where that would be? I've seen photos of boats all lit up by the San fran bridge (seems to be a yearly thing), unsure if that's what they meant.
Maybe let's try to find the place the boat would have gone to and trace a sort of example path? I assume the boats would have been further away than the distance he swam but maybe I'm wrong.
In the case that they were driving back, why would the boat owner just stay back if he was on his way home anyway? Also, 100-200 yards is far to swim, but not very far to boat (a couple minutes at most? He would beat him to the Marina for sure).
Seems very odd to me that his phone and GPS watch were left behind. Leads me to believe he has planned to jump in the water and didn't want to lose his phone (as normally having a phone to call for help would be beneficial on the water). But then I have to ask why on earth he wore the clothes he wore, as that seems unplanned.
Maybe this is the minimalist in me, but he lives on a boat. He doesn't have much room for clothing. How many pairs of jeans would this guy have to just put a pair out of commission for the next couple days? Any guy I know has 1 pair of jeans, or maybe two but they seem to always have one they prefer immensely more.
I think the reason there isn't much MSM is that it seems too cut and dry via the police report of a missing man who went swimming. But then you read the story and you're left incredulous. MOO