Family Day-Sailor (in Colorado)
You sound like you really want to do two separate things. On one hand you want to sail fast in a dingy (there is actually a wonderful FJ fleet which sails most all of the local reservoirs and boats can be had pretty cheap) and then you want to family daysail. Nothing short of a keelboat is going to keep your wife and kids from feeling terrorized out there in flukey Colorado winds and when those late afternoon squalls hit, you dont want to be out on Chatfield Reservoir with an infant in a racing dingy. If you don''t mind the short season of sailing Lake Dillon, you can daysail and race either J22 or J24 boats up there and can probably moor it. Carter Lake is another fun place to sail and has enough depth to use a full keel boat but it must be trailerable as I don''t think there is a lift at Carter Lake yet.