I don’t talk much about the part of Southern California where I live; other than my beach, lagoon, and the stupid local government. I’m about thirty or forty miles or so from the city, and while I don’t often get down there, I do love old pictures that chronicle the history of San Diego far more accurately than words.
Here’s a photo of San Diego Bay taken in 1892 from the vantage point of State Street and Broadway. It all looks calm and free of tourists, exactly how we locals like our life here in SoCal.

I always thought the oldest bar in San Diego was the Waterfront, but it’s not, because the Waterfront opened in 1933 when prohibition was repealed,
The oldest bar in San Diego is the Tivoli Bar, opened as a saloon in 1885. It’s located on a lot originally owned by Alonzo Horton who helped develop most of downtown San Diego.

Built in 1864, the building was first called the Walker House and functioned as a boarding house, feed store, and blacksmith shop. The Walker House was converted into a saloon and kitchen in 1885. The original bar (still there) was built in Boston and brought to San Diego by ship around Cape Horn at the southern tip of South America, a journey which took three to four months.
The original cash register from the turn of the 20th century and the old safe are still displayed in the bar.
The Tivoli Bar has hosted many famous characters including Wyatt Earp and his wife Josephine, whose photos are prominently displayed over the entrance to the bar, along with Frank Sinatra and Sophia Loren.
The bar flourished during a time when San Diego was a boomtown and the Gaslamp was the city’s red light district, an area then known as the Stingaree. A warning sign from the time reads: “This area is known to be populated by anarchists, confidence men, cut throats, shady ladies, hop heads, perverts and thieves.”
Here’s an 1882 crime report from a local newspaper: “About 8 o’clock on Friday evening, a fracas occurred in the Tivoli Saloon between Gus Young and one Ballantine, in which the former was struck over the head with a chair in such a forcible manner that the latter is of no further service, and will have to be sent to a furniture store for repairs.”
I bet there were some wild times inside the Tivoli–if only the walls could talk! It’s a certified dive bar and I can’t believe I’ve never been there. I think it’d be fun to take the train downtown and check it out.
Have you heard of reporter and author Max Miller?
Max Miller was a reporter for the San Diego Sun and author of twenty eight books. In 1932, he wrote I Cover the Waterfront, an interesting account of San Diego’s port community that inspired Hollywood movies and became the title of a jazz standard sung by Billie Holliday, Frank Sinatra, and Sarah Vaughan, but sadly, NOT Leon Russell.

The book’s characters include true-life sea captains, Portuguese fishermen, flying squid, sparkling Garibaldi fish, movie stars, Charles Lindbergh, Babe Ruth, and a beautiful young woman who got away.
Miller also drew from his experiences living in Everett, Washington and when he attended the University of Washington. He also wrote Harbor of the Sun: The Story of the Port of San Diego, which is a fairly difficult book to locate. He died in La Jolla.
Here’s Sarah Vaughan with her 1946 version of I Cover The Waterfront (I couldn’t find a Leon Russell connection this time at all…LOL).
FYI: This is not a post written with the intention to extol any vacation virtues of San Diego. We REALLY have far too many visitors here but I’m sure there are other lovely places to choose for a holiday…
