If you are in San Diego, call me and I will help you. My boat is kept at Mission Bay, the perfect place to learn.
I am concerned that you are trying to learn to sail on a Hobie 20 on the bay at a notorious windy place. Coyote Point is usually not a great place to sail a 20. Every time I have sailed there in spring and summer it has blown 20 knots+ (Hobie 16 nationals long ago and windsurfing many times).
I sailed the Nationals in Alameda a few summers ago. This is a much better place to sail a big cat. Less wind, more protection and a downwind beach to float to if you break down. Even here, the wind can blow hard.
Take a more experienced Hobie 20 person with you for any of these initial adventures. It will make the experience more fun and safer.
One last note, the 20 will tack quicker than you can make it across the trampoline when done right, but in wind, in a tight channel, without experience, you are asking to end up the day on the rocks. I know it's a drive, but sailing elsewhere until you are up to the task, it will save you time, money, and frustration.
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