If he is parking in San Diego, what route do you think he's taking (basides, once 100km south of the border, Baja is some of the best ground around)?
Things I'll never do: anything close to this trip. F mexico. When your buddy tells the story of a girl in their party disappearing, and being found stuffed full of drugs in the backseat of a car while they pretend she's sleeping to get across the border, you'll understand.
Well you can go south of the border at TJ and then over to mainland MX on a highway. Or park in SD and drive over to AZ and then cross into mainland MX.
@pscook hasn't chimed in to this thread yet so i'll ping him to get in touch - he and a few others are planning almost exactly that trip. i wanted to go but it conflicts with Daytona so I'll have to continue waiting.
Of course you could. He could even do a hybrid going to Calexico and then to the mainland via Mx40. The question is -- given the obvious adventure objective of his trip - why would you? That drive/ride to El Gulfo sucks.
As @tophyr said, I'm going to Baja that same time frame. We are crossing at Otay Mesa and heading South (duh). We are glamping on our trip, so it will cost us ~$100 a day including fuel, food, hotel, and whatever else. Probably less for me as I don't drink, but I like my sweets. We all have an addiction... It's been really safe the last two years. I mean no issues at all once you leave the concrete jungles. Great roads, people, dirt, sand, food. I love it there and I can. not. wait.
Road down to Ushuaia in 2019-20. Mexico and Central America were great. Very safe. Tons of good riding. Nice friendly people. Can’t wait to go back. Remember that the love motels are a great option for motorcyclists. Cheap and private so the bike is secure in a private garage, but they might look at you like you are crazy if you ask for the full night rather than just an hour or two.
I'd like to do it for $50 per day all in x 35-40 days total. This is factoring in camping every other or every 3rd night, depending on what I can find for suitable camp spots.