Given a full vote - I would move the boat back to the Pacific NW and live in a quiet marina in the San Juan Islands
BUT - my wife got used to the warm (really HOT the last week) year round, near perfect climate, and she wants to stay here.
We are serious bicycle riders and San Diego
can not be beat on that account. Year round road and dirt riding in 65 to 80 degree clear and sunny weather
. Seven thousand foot mountains with hundreds of miles of paved road and at least that much single
track and fire road riding is just one-hour from our boat.
We can ride a different single
track trail twice a week and not have to repeat any trail more than once a year and never spend more than two hours driving there.
We have three big grocery stores, ten marine
stores, two big libraries, hundreds of bars and restaurants, three huge parks, and every conceivable specialty store within a 20-minute bicycle ride from our marina.
She is sure the parking inconvenience is more that offset by never having to wear anything but shorts and a tee shirt. As you say - life is a tradeoff.