"Family Background - I'm a lifelong sailor, no learning curve required. She knows how to sail, but needs to work on her self confidence. We have 2 young daughters aged 3 & 2 months. The 3 year old has a couple dozen days (including overnights) experience on the grandparent's Freedom 38 on & around Buzzard's Bay and so far loves it."
IMHP you are sailing alone as mom has her hands so full watching the young family that to even handle dock lines right now would a problem