Originally Posted by tommays
"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
While I realize that each kid is different, We have easily double handed with the oldest daughter at 1,2 & 3 years old The Freedom has a jack line in the cockpit and she gets harnessed in near the skipper during docking or mooring if there isn't an extra set of hands around to "watch the kid".
If 2 becomes a handful we know plenty of willing crew - might have to get a bigger boat (or forgo the cruising for a couple seasons).