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Del Mar, CA
Del Mar Racetrack, whose grandstand famously carries the phrase "where the surf meets the turf," was co-founded in 1937 by a group of investors that included Bing Crosby, who reportedly greeted the track's first-ever patron in person at the gate on opening day — a founding story the track and the small coastal city surrounding it have leaned into as a defining piece of local identity ever since. The city's beaches and bluffs, combined with a genuinely small-town village character along Camino Del Mar, have made Del Mar one of the more consistently desirable and expensive small coastal communities in San Diego County, despite a year-round population of under 4,500 residents. The Del Mar Fairgrounds, adjacent to the racetrack, hosts the San Diego County Fair every summer along with the annual horse racing meet, giving the small city a level of seasonal visitor traffic and regional event significance well beyond what its modest size would otherwise suggest. Del Mar's combination of a historically significant horse racing venue with genuine Hollywood-era founding history, dramatic coastal bluffs, and a walkable small-town village center has made it one of the most distinctive and consistently expensive small coastal cities anywhere in San Diego County.
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Coronado, CA
Coronado sits on a peninsula across San Diego Bay from downtown, connected to the mainland both by the iconic Coronado Bridge, a sweeping curved span completed in 1969, and by a long sandy isthmus called the Silver Strand that connects it to Imperial Beach to the south. The Hotel del Coronado, an enormous Victorian beachfront resort that opened in 1888, remains one of the most architecturally distinctive and historically significant wooden structures on the entire West Coast, and it's widely believed to have inspired the mythical Emerald City in L. Frank Baum's The Wonderful Wizard of Oz, with Baum reportedly having stayed at the hotel while writing. Naval Air Station North Island, occupying a substantial portion of the peninsula, has been a major US Navy installation since the early 20th century and is considered the birthplace of American naval aviation, giving Coronado a genuine and long-running military identity alongside its resort-town reputation. Coronado's combination of one of the most architecturally significant historic beach hotels in the country, a direct literary connection to one of American literature's most enduring stories, and a major naval aviation installation has made it one of the most distinctive small cities anywhere on the Southern California coast.
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