Our plan at retirement is a series of AirBnB's. First year is winter in Manhattan, next year is winter in Manhattan Beach. From there i can see us spending a winter in San Francisco, Seattle, Portland, Boston (maybe even Philly!) etc.
You must be a cold weather person. I’m the opposite of that.
Whenever I had a friend or family visit me in Chicago or Milwaukee, it was almost always later June-September unless it was for a specific event. And sometimes they remarked about the chilly Summer temps. They still talk about their Winter visits like a badge of honor.
Some of those places aren’t the best for everyone in the Winter, especially older people. Keep that in mind.
San Francisco and Manhattan Beach won’t matter much. You won’t get the warmer Summer temps inland from the South Bay in L.A. during Winter. Boston has some tough Winters. Not as bad but not great, NYC/Philly/Ballmer/DC. Seattle is very challenging in the Winter, more than all of the rest possibly. And these are all for people who seem to like endless sweatshirt weather.
Everyone is different. I’d say 105 with low humidity is the higher end of comfortable. With humidity, I’d say 80’s is the higher end of comfortable. But I know many Upper Midwest and Northern coastal types like it cooler or colder.
Let me know if you ever make it out to NYC or Manhattan Beach.