I vote for Orlando. It meets all of your criteria, but here's some other benefits as well: 1. Direct flights to/from pretty much anywhere. 2. No state income tax. Tourism revenue makes that possible. 3. Close proximity to two completely different beach experiences within an hour and a half drive, Gulf of Mexico and the Atlantic Ocean, and both have excellent fishing and boating excursions. 4. A ridiculous number of excellent restaurants and entertainment options. 5. If you become a grandparent, your kids will bring the the grandkids to visit you because of all the theme park options. 6. A golfer's paradise if you're into that.