I don't live in the area so I can't sail with you but I can throw a few pieces of advice your way.
Take a boating safety course. The USPS (US Power Squadron) offers these for the cost of materials. Check around and you'll probably find a class offered through a municipality near you. Been a few years since I took this course but it'll probably only cost about 30 dollars for each person. Get the wife and take the class together so she can handle things if your incapacitated for any reason. Don't worry that the course may seem to be oriented towards power boaters because it's mostly about navigation, bouys, safety and other generic boating topics.
Make sure you have confidence in your ability to start and use the motor. Easiest way to get home for a non-sailor. I always make sure guests on my boat know how to start and use the motor in case I fall overboard or am incapacitated in some way.
Know what the weather report is for your area before you go out. I always check the NOAA forecast on the marine radio before I leave the harbor. NOAA is much more accurate than "The Weather Channel" and it gives wave heights and other info specific to boaters.
Lastly, I hesitantly say, don't worry too much. If you follow the above recommendations and pick a light wind (5 - 10 knots) day, I doubt you would have any insurmountable problems. Obviously, I can't guarantee anything because there are so many factors like equipment failure or even your health that can affect things. Once you're on the water, away from hazards, you can screw up a lot and not cause any major problems. Letting go of the tiller while under sail(in light wind!!) isn't a major problem because most boats are balanced to turn into the wind. Done this many times while single handing and running below to pee.
In the end, you're the Captain and you have to decide what is appropriate(safe) for you, your crew, your passengers and your vessel. If you still want a sailing "instructor", you might just ask around at the harbor when you launch. Just look for someone who's lazily tweaking or polishing their sailboat and ask if they could spare and hour or two to help ya get your sea legs. In my experience, most sailors are happy to help someone new to sailing.