I'm in the same boat
My wife and I sailed a Capri 14.2 on a small lake for a few years and then really got bit my the sailing bug, so we decided to combine our love of the ocean with our love of sailing and bought a Cat 310 that we keep at a Marian by the shore and use as a weekend house and sailboat. Like you, we also took two ASA sailing courses and have two small children (ages 4 and 8) who live aboard with us and our dog.Bottom line is, it's been much more fun and yet much more intimidating than I thought it would be making the jump from the 14.2 to the 310. She's a lot easier and more forgiving to sail than the 14.2 is. Of course, she's also a lot harder to handle in a tight slip and a narrow channel under 20 knots of wind. There's a lot more maintenance and upkeep to keep on top of as well. But it's all definitley worth it. Sure, I'm tense and nervouse sometimes taking her out because I'm still getting up to my comfort level with her. I'm still learning the ropes, so to speak. But you have to start somewhere and I'm determined to make this work and confident that I will. I know it took me a few seasons to really get the complete hang of my 14.2 and I assume the same applies here. It takes time and effort, trial and error, but don't let that intimidate you. Remember, sailing is a sport. You have to learn it and then master it. You can't expect to jump on a pair of skis for the first time and ski the expert runs. First, you have to slip and fall and spend a lot of time improving your skills and building your confidence. Then one day you find yourself on a lift to the top of a beautiful mountain and you think, it was all worth it!So, I say, GO FOR IT! and relax and enjoy the ride!