The Happiest Cities In America The Gallup-Sharecare Well-Being Index collects data on 186 U.S. communities attempting to find the happiest one. Surveyed in 2016 and 2017, the cities are ranked by a single Well-Being Index score. 5. Charlottesville, VA 4. Santa Cruz-Watsonville, CA 3. Boulder, CO 2. Barnstable Town, MA 1. Naples-Immokalee-Marco Island, FL
