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.

Bridgeport

Bridgeport is the largest city in Connecticut, sitting on Long Island Sound with a working harbor and a real waterfront. P.T. Barnum lived here and the city's museum still pays tribute to his weird genius. It's a quick train ride to New York, with much cheaper housing and proper New England summers. The food scene punches above its weight, with old-school Portuguese and Brazilian spots packed every weekend.