OK, here's the deal for this event.
Sorry I won't meet you in San Ysidro--but crossing over just makes things too complicated and unpredictable.
I'd love to have somebody volunteer to gather people at the San Ysidro McDonalds across from the final trolley stop and lead them off like Moses to meet me, but this seems like a group capable of finding their way.
If a group forms at McDonalds, I'd suggest 10:45 as a good time to start across the border. You walk south, follow the swarm. Up the hill, through the turnstiles, down to the northbound line. Cut through the line and turn left in the plywood "alley" along the street. When you come to the end of the handrail, at the stairway to the overpass, go up and head west across the footbridge. Keep going until you descend on the other side of the highway. Go straight west, by the crowd of taxi jerks and the big union building. Keep left you can't miss the Caliente race book. Inside, it's all tables and chairs. Outside, a few steps further are the tables of the open air "Michoacan" taco stand. I will be there, wearing a red flowered Hawaiian shirt.
If you have a Mexican phone I am at[masked] in case you get misplaced. Or call my USA number, which should work that close to the line. [masked]-5423. I will be there until at least 11:30, giving a half hour leeway on the posted time. Mexico residents can meet me there, or in town at the taxi stand on Madero between 2nd and 3rd, east side of street, yellow and white vans in the alley opening.
Once everybody is at the cab stand, we'll embark for Rosarito in however many vans it takes to get us down there. Should be a scenic, comfortable (though perhaps terrifying) ride.
I have no great itinerary once we get to the hotel. There are some galleries in the courtyard, the hotel is an art masterpiece inside, there is the seafood bite going on. Once fed and sated on what the hotel offers, we can walk out to the beach and pier. From that point, it's group rule. The area is full of tourist attractions like riding mangy horses in the surf and bars and galleries and gift stores, so we can can do what everybody pleases or split up and reunite.
Depending on the time, we can have dinner or beers, etc. in Rosarito (perhaps one of the brick, arched carnitas places) or return to Tijuana and have something there. The later one heads back across the border, the better, frankly.
If you get totally lost, don't worry. Try to call my Mexican number from a booth in an OXXO (the Mexican 7-11, and they are everywhere) or just stand on the street and wait for a van going to CENTRO. Once there grab a taxi and say "LINEA" expect to pay around $5.
Be sure to have passport or birth certificate.