2022 update:
The OP will not need this, but for anyone searching this now (it's a good topic, so presumably some will -- I just stumbled across it), a couple of comments:
1. OCSC is now gone; the pandemic wiped it out. Some of their instructors have reconstituted it as Inspire Sailing (
https://inspiresailing.com/ ) at the same location and with much of the same charter fleet. They are coming up to speed as of spring 2022 and seem to be preserving much of what made OCSC great. [OCSC had a significant hand in setting hte US Sailing training standards, as I understand it.]
2. The comments above match my own experience: sailing out of Sauslito is mellow, then you can duck into the high winds in the slot, and dive back behind the Marin headlands if it gets too much. Richmond and Alameda seem pretty mellow. Berkeley/Emeryville are quite serious in that one is upwind in 15-20 kts (in the summer) from the minute one pokes the bow out from behind the breakwater. The latter makes for exciting (but tiring) sailing, and also requires a higher degree of preparation to avoid being blown down onto rocks right out of the marina -- this is not hard to achieve with proper training, but it a big part of why OCSC (and Inspire) are known to be more rigorous training programs than some of the other ones.
3. Biased opinion: good training pays off in a lot of comfort in environments that cause a good bit of stress to the less well trained. I have never regretted the (admittedly strenuous) training I got. It still helps me every time I go out, and makes all my trips more relaxed. Separately, someone once said, "the answer I give to people asking what equipment to buy for their boat to help them go faster is always "lessons." "
4. In the bay, four tips:
- If one is new to it, I would be very careful to check the current tables and stay away from the central bay/Golden Gate/Racoon straight (behind Angel Island) when the currents are > 3 kts. It is not fun trying to get home when your hullspeed (in a smaller boat) may be ~ 5 kts and you are sailing against as much as 3-4 outbound.
- In the summer, the wind is very reliable and builds past 10 kts at noon to 15 by 2pm to 25 by 5pm. You can have mellow sailing days just by going out earlier and coming home sooner
[These numbers are for the slot/between Berkeley and the Golden Gate; Alameda and Richmond will be mellower.]
- If in doubt, be cautious around the South tip of Angel Island; ship traffic can round that corner from out of sight and moves quickly.
- Stay well away from lee shores, notably immediately upwind of Alcatraz (or up-current from the island, i.e. when the current is flooding strongly) -- people end up on the rocks there (especially the (well marked, but...) rock off the North tip of the island) every year. Something like three different boats just last fleet week.