Santa Maria

Santa Maria

Santa Maria has its own style of barbecue (tri-tip cooked over red oak with pinquito beans and salsa), which is a legitimate regional tradition that locals will fight you about. The surrounding Santa Maria Valley is becoming serious wine country (especially Pinot Noir and Chardonnay). It's quieter and more affordable than its central coast neighbors. The Pacific is right there.

Naples

Naples brings wealthy retirees to the Gulf coast for genuinely some of the prettiest beaches in Florida, and the sunsets at the pier are a community ritual (everyone gathers, no one talks). The downtown along Fifth Avenue is pastel and breezy. Mercato has the upscale restaurants. The Everglades' western edge starts just south of town. Affluent, sunny, and quieter than the east-coast Florida cities.