Is sailing your goal? This including being with the kids? If sailing is your passion, and you want easy cruising grounds that are beautiful.....S.Florida!
I am from the S.F Bay Area. I sailed the bay for nearly 2 decades. I sailed to P.V. and back to S.F. I was always in a hurry to get to the South Pacific, and then I discovered the real Bahamas. The outer islands, uninhabited islands, the Exuma Park & the Exumas themselves. I have sailed San Salvador, Abacos, the Banks, Tongue of the Ocean, and it's all 1/2-4 days away from Miami. We explored for 4 seasons, and have only seen the tip of the iceberg.
Do you want solitude, hundreds of boats, small villages, etc. etc. Well the Bahamas has it all, and it's gorgeous. Don't think I have forgotten about the S.P. I am preparing to go there now, but if you want to be in the USA, and have a great cruising ground very near. S. Florida is it.
If you home school the kids you can stay away the whole school season, and enjoy the warmth the Bahamas have. Summer sailing on Biscayne Bay, and the Keys can be a treat. The bay is large, flat, good breeze, and tons of anchorages that are isolated, or populated.
Ca. has a ton to offer, and the weather is mostly ideal, but if sailing, exploring while cruising is what you seek. Then Florida is your choice, and all this from somone who misses Ca. Take a peek at my gallery. Most of it is the Bahamas