Weather is a big consideration for us since summers are crazy hot and humid in North Carolina. This past summer I smiled almost every day we were in Mexico City and the temps were right around 70-73 while my buds back home were roasting in 90+ degrees and high humidity. I even posted annoying stuff like "Brrrr.. July in Mexico City and it's so cold I had to close the windows!"
I've had the idea to do something like this following the 70 degrees thing when we head to Europe. Hit southern Spain in April/May and keep moving north till we hit Germany and spend the hottest part of the summer there (with highs in the low 70's).
Retired in 2013 at age 33. Keeping busy reading, blogging, relaxing, gaming, and enjoying the outdoors with my wife and 3 kids (4, 10, and 11).