I've done that sail quite a few times in some different conditions; we're over here in Point Loma ourselves. To be honest it's a fairly straight forward shot. The problem (as others have noted) is that the wind and
current is on your nose on the way there, and San Diego (as beautiful as this place is) has negligible wind on average.
When I go, this is my normal way of doing things:
- Leave in the evening, or after sundown. You'll need the whole day to load the family anyway, and that way you've got a full day to run back and forth to
marine exchange if you need something. Clear the point, and make a rhumb line for Avalon.
- If you're lucky around 10am the wind will start to kick up and you can sail.
- Get to Avalon. You'll hail them on 9 (not 16). They meet you at the entrance in a little skif, escort you to a ball pickup (have a boat hook handy), and charge you a couple of bucks per night. It's pretty
cheap.
Try to get to Avalon during the daytime. There are some decent rocks on the northern approach, and people have a tendency to get too close to the southern approach (where you'll be coming from) after dealing with crummy winds and wanting to get into the harbor fast. I'd stay at least 1/2 mile
offshore, more like 1 nm, and then head in perpendicular.
On the way back (I don't know why), but we usually sail over to
Dana Point or Oceanside and spend the night there, and then daysail back to San Diego.
There's a rental showers / cell
charging / everything-else-you-forgot store that's pretty cool there. I actually just got married there in November, so if you need any other info let me know here or send me a private message.