First off, don't worry about saving face. It's sailing and at one time we were all just getting going.
The others here have some terrific advice.
I too took over a twenty year break from sailing ( I used to race 420's and lasers at tabor Academy and had some keel boat experience as a kid sailing with my dad in LI. ) and before I bought my Catalina 25 I bought a little 12' Escape Captiva and sailed it for a season in the bay to get my chops back. I found it was much like riding a bicycle, it's amazing how it all comes back. I did this for a year and then this year bought the C-25. Honestly, the toughest part of keel boat sailing for me was getting in and out of the marina and slip with the motor. If you're boat is moored then the greatest part of the battle doesn't even need to be fought IMHO.
If your bay is big enough stay in it, use less sail area than you need and keep it simple. The biggest dangers are weather, hitting other boats or running aground. remember, she can only sink once.
Keep your sailing plan simple. If you venture out of the bay, stay well within sight of land and stay on top of weather. On a light wind day, like 5 to 10 knts, it's pretty hard to get in trouble on a sailboat and you have the chance to learn from your mistakes. If everything goes wrong, fire up the motor and then pull the sails down.
Another thing I've done is I've been crewing every Wednesday in the beer can races which has provided a wealth of information.
Have a real guest skipper on board, find someone who has
a C 30 or something comparable and let them show you the ropes, not someone who "thinks" they know how to sail. Probably all you'd need to do is buy the beer, I know I'd go for that. I've had a couple guest skippers on my boat when I tried to race her and when we first flew the spinnaker.
Honestly, I'm completely comfortable sailing my boat and I just bought her in March. Once the sails are up and you're underway, there's not much to it.