A Brief History of Old Town San Diego
For the history nerds in most of us..,
Ah, dear traveler, allow me to guide you through the shadowed corridors of time, to the very heart of Old Town San Diego—a place where history lingers like a specter in the night.
General Thought:
The Old Town of San Diego was the site where the first permanent Spanish settlement was built in San Diego in the late eighteenth century. This was located on the south-eastern corner of what was then called Bahia Falsa or False Bay, a large matrix of wetlands and lagoons which dominated the northern banks of the San Diego River. This was a more protected site for the original Spanish mission to locate their settlement at than the bigger expanse of land to the south on the shores of San Diego Bay where Alonzo Horton would later establish the New Town in the 1860s and 1870s and where the city centre is now located today. The Old Town of San Diego is often deemed to be the birthplace of California, as this was the first Spanish and thus European settlement established in the state when it was first inhabited in the late 1760s and into the 1770s. The people here under Spanish and later Mexican rule would have considered themselves to be Californios, the term they used to described inhabitants of this new province of New Spain.
The Franciscan mission here to begin with was driven by Junipero Serra, a Spanish Roman Catholic priest who founded 9 of the 21 Spanish Catholic missions which were eventually established between San Diego and San Francisco in the last thirty years of the eighteenth century in an effort to convert the Native Americans of California. It was Serra who led the mission to San Diego in 1769 which established the first settlement at Old Town. They trekked over 1,000 kilometres from Loreto on the Baja Peninsula in Mexico and had dwindling food supplies by the time they arrived to the region between the San Diego River and San Diego Bay on the 1st of July 1769. Less than half the expedition of 300 men which started out made it to San Diego and many of those who made it were seriously ill and died there after they arrived. It’s all indicative of how remote to the centres of European settlement in the Americas San Diego actually was in the late eighteenth century. When they recovered Serra and his men built the mission and a ‘presidio’ or fortification here on a hillside overlooking what is now San Diego Old Town. The term ‘presidio’ is more widely known in San Diego today as the famous Presidio Park established in Old Town in the early twentieth century was named Presidio Park in honour of its proximity to Serra’s ‘presidio’ 150 years earlier. Serra eventually moved on from San Diego and continued to set up further missions throughout California. He was beatified by the Vatican in 1988 and has been termed ‘the Apostle of California’, but he might just as easily be called the founder of San Diego and certainly of the Old Town. His life is explored in the Junipero Serra Museum in Old Town today.
We can gain a glimpse into the early history of the settlement at San Diego’s Old Town during the period of Spanish and then Mexican rule here in the early twentieth century through the Casa de Estudillo. This is a historic adobe house which was constructed in Old Town in 1827 by Jose Maria Estudillo and incredibly is still standing there nearly two centuries later. The Estudillos were a prominent Californio family during the period of Spanish and then Mexican possession of California. For instance, Jose Maria Estudillo was the commandant of the presidio of San Diego and just a few years before he built the Casa at San Diego he led an expedition through the Coachella Valley in 1823 which discovered the thermal springs which we know today as Palm Springs, the desert resort city. The Estudillos continued to act as mayors and treasurers of San Diego throughout the period when the town was centred on Old Town down to the late 1860s.
A contemporary of Jose Maria Estudillo built one of the other famed buildings of Old Town. This was Don Juan Bandini, a Peruvian who was born in Lima around 1800, but who in the late 1810s came north to California to fight in the Mexican War of Independence. He subsequently built the Casa de Bandini in Old Town in 1829. It was possibly the biggest house in San Diego at the time, consisting of twelve rooms in a one-storey building. However, even though Bandini was a prominent figure in San Diego, he fell on hard times financially in the 1850s and had to sell the house in 1859. Perhaps this was a result of his lavish hospitality. Bandini was known to host fandangos regularly at Casa de Bandini and was said to spend tens of thousands of pounds in today’s money on elaborate dinners that he would host for visitors to San Diego at his house. After it was sold by Bandini the house was expanded in the 1860s, with a second storey added and a wrap-around porch added all around the building. It then opened as the Cosmopolitan Hotel in 1869. The appearance of it in 1869 has survived down to the present day. In the 1970s the building was converted into a large Mexican restaurant called Casa de Bandini after the house, but today the building has been made into a hotel again, once again named the Cosmopolitan Hotel. Thus, the Casa de Bandini is still standing on the east corner of what would have been the old town square of San Diego in Old Town, nearly 200 years after it was first built by Don Juan.
Another significant figure from San Diego in the time when the town consisted largely of just Old Town was Don Jose Antonio Aguirre. Don Antonio was born back in Spain in 1799. He had moved to the Americas to make his fortune during his youth and eventually ended up drifting towards California, which was still in Spanish and then Mexican hands until the late 1840s. In California he became a successful cattle rancher and a merchant, running ships out of San Diego Bay which traded as far south as Peru and even occasionally across the Pacific with China. As a result he became one of the richest men in California during the period of Mexican ownership and he built a large house in the Old Town of San Diego called Casa de Aguirre. Unfortunately this is no longer standing, but a church which he financed the establishment of is. This is the Old Adobe Church located on Conde Street which Don Antonio patronised and where he was buried himself in 1860. Thereafter it was turned into a charitable school for the education of some local Indians, but the building was in such poor condition by the early twentieth century that it had to be largely torn down. Consequently what you see today on Conde Street is a reconstruction of the building as it would have looked in the nineteenth century based on photographic evidence. This was established there by Historic Tours of America in 2002 and there is a free museum inside.
In 1822, San Diego became part of the Mexican Republic, following the independence of Mexico from Spain. By 1827, as many as 30 homes existed around the central plaza in Old Town San Diego. Old Town and the ship landing area, La Playa, were the centres of activity in San Diego. Old Town remained the largest development in San Diego County, as its architecture began to display eastern American influences as trade with foreign ships increased. Following the American takeover of Alta California during the US-Mexican War of 1846 to 1848 the influx of individuals from the US increased rapidly, particularly with the discovery of gold in California in 1848.
One of the most famous building in Old Town from the time when San Diego was centred on the town here is surely the Whaley House. This is a Greek Revival-style house which was built in 1857 and which is still standing today. Thomas Whaley was a Scots-Irishman who was born in New York City in 1823. He headed for California in 1849 during the gold rush and ended up in San Diego by 1851. The house was subsequently used variously as a courthouse as the Whaleys split their time between San Diego and San Francisco. Tragically Whaley’s daughter Violet, who was probably manic depressive, killed herself here in 1885 when she was just 22 years of age and this combined with several deaths of Whaley family members here in the years that followed from natural causes led to the house developing a reputation as a haunted house. This was compounded by the fact that in the periods when it was used as a courthouse a number of public hangings were carried out here.
Indeed shortly after the Whaley family themselves moved in they started hearing heavy footsteps which they believed to be the ghost of James “Yankee Jim” RobiOld Town experienced a sharp decline in the late 1860s and into the 1870s as the settlement which was occurring in San Diego moved south to the Downtown area near San Diego Bay. This was driven by Alonzo Horton, a businessman who had moved to the area in 1867 and who purchased a huge plot of land around San Diego Bay. People were drawn to settle there in the decades that followed both because of the proximity of the New Town or Downtown to the shipping in San Diego Bay as the town became a major centre of fishing and also because Horton had advertised the fact that San Diego’s first train route was going to have its terminus point in the New Town, although it was years before the first railway line to San Diego was completed.
In the 1910s as San Diego saw huge investment as part of the Panama-California Exposition of 1915, the Old Town was connected with some of the other larger neighbourhoods of San Diego using the San Diego Class 1 Streetcars. These trams were of a cutting edge design for their time and were retained in use until 1939.
In the 1940s the California Chamber of Commerce recommended developing False Bay or Mission Bay as it had become known on the outskirts of the Old Town into a major recreation area. To that end the marsh and lagoons here were converted into a man-made series of islands using 25 million cubic yards of sand and silt. As a result Old Town is now adjacent to a large recreational tourism industry which includes San Diego Sea World a stone’s throw away on the southern side of Mission Bay.
In 1968, the State of California Department of Parks and Recreation established Old Town State Historic Park to preserve the rich heritage that characterized San Diego during the 1800 to 1870 period. The park includes a main plaza, exhibits, museums and living history demonstrations.
Today Old Town is one of the most attractive parts of San Diego, thanks in large part to the development of Presidio Park here in the early twentieth century through the individual philanthropy of George Marston, a San Diego businessman. Presidio Park effectively occupies the site where the original Spanish mission was located here in the late eighteenth century.
Old Town is the site each year of the annual Cinco de Mayo celebration. This is held to celebrate the victory of Mexico over the French at the Battle of Puebla near Puebla City in Mexico on the 5th of May 1862 in its efforts to remove European influence from Mexico. The celebration of it here annually attests to the continuing Spanish influence on San Diego both in the late nineteenth century and indeed today.
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Sources
Steven W. Hackel, Junipero Serra: California’s Founding Father (Berkeley, California, 2013).
James A. Sandos, Converting California: Indians and Franciscans in the Missions (Yale, 2004).
https://www.oldtownmarketsandiego.com/old-town-history
www.whaleyhouse.org
Iris Engstand, San Diego: California’s Cornerstone (El Cajon, California, 2005).
Gayle Baker, San Diego: Another Harbor Town History (San Diego, 2007).
Richard W. Crawford, San Diego Yesterday (Charleston, 2013).
Catherine McShane, ‘The Estudillo Family’, in The Journal of San Diego History, Vol. 15, No. 1 (Winter, 1969).
Richard Griswold del Castillo, ‘The U.S.-Mexican War in San Diego, 1846–1847’, in The Journal of San Diego History, Vol. 49, No. 1 (Winter, 2003).
‘The Bandini Family’, in The Journal of San Diego History, Vol. 15, No. 1 (Winter, 1969).

Old Town - Go Inside with Us
Ghost & Goblets - Haunted Pub Crawl
Spirits in Your Glass… and Maybe at Your Table
What You’ll Experience
Visit 3 haunted bars in San Diego’s Gaslamp Quarter. Sip themed drinks while hearing chilling (and cheeky) ghost stories from our theatrical hosts.What You’ll Do
Enjoy about 20 minutes at each haunted bar. Raise a glass, soak in the atmosphere, and maybe catch a ghostly guest out of the corner of your eye.Where You’ll Go
An exclusive route through the Gaslamp’s haunted watering holes—locations no other tour has access to.Drinks & Tales
Three craft cocktails inspired by San Diego’s haunted past — names like The Tanglefoot and The Madame. Extra drinks available at each stop for the brave.Who It’s For
Perfect for guests 21+ looking for a haunted night out—fun, spooky, theatrical, but never cheesy or touristy.Ready to Drink with the Dead?
Learn more at hauntedsandiegotours.com

Ghost & Goblets - Go Inside With Us
San Diego History Tours in Old Town and/or The Gaslamp
Old Town History Tours
A Journey Through the Birthplace of California
What You’ll Experience
Step into the story of Old Town San Diego—the birthplace of California—on a guided walking tour led by a costumed historian. Expect tales of heroes, pioneers, rebels, and the rich culture that shaped early California.What You’ll Learn
This tour is 95% history, with just a whisper of the ghostly. It’s for lovers of the past—more heritage than haunt.Where You’ll Go
About 1.5 miles of immersive storytelling across Old Town’s most iconic and tucked-away sites. Expect roughly 2 hours of living history.Why It’s Special
This isn’t a dry textbook tour. It’s theatrical, visual, and designed to bring names, places, and long-forgotten stories vividly to life.Is It Kid-Friendly?
Absolutely—especially for curious kids and budding historians. Engaging, fun, and educational.Want to Walk with History?
Learn more at sandiegohistorytour.com

Our History Tours Have Exclusive Access
Gaslamp / Downtown History Tours
Where the Wild West Met the Wicked… and History Was Made
What You’ll Experience
Walk the historic streets of San Diego’s Gaslamp Quarter during its most notorious era. This immersive history tour brings to life the outlaws, entrepreneurs, and eccentrics who shaped the city’s colorful downtown.What You’ll Learn
About 95% history with just a flicker of the paranormal. From Wild West legends to true crime tales, it’s a deeper dive into the people who made San Diego unforgettable.Where You’ll Go
Roughly 2 miles through 30+ historic and legendary sites. Expect about 2 hours of stories, scandals, and secrets.Stops Include
Wyatt Earp’s gambling den and former residence
A haunted hotel that once doubled as a hospital
San Diego’s long-forgotten downtown zoo
A secret German spy hideout
The notorious Stingaree red-light district
The mystery of the Glass Marble Exchange
Who It’s For
History buffs, lovers of legends, and curious minds of all ages. Downtown is a bit more “mature,” so parents should use discretion with younger guests.Want to Time Travel with Us?
Learn more at sandiegohistorytour.com
Roll up your sleeves—the truth doesn’t reveal itself without a little grit.
Never Been on a Ghost Tour?
Now’s your chance. There’s nothing like it—spooky, surprising, unforgettable. If you’ve got questions, reach out. We love to talk shop (and spirits).
Support local and small. Support truth. Support the eerie art of storytelling.
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Frequently Dreaded Questions & More Info
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Welcome to Haunted San Diego Ghost Tours
The Other Side of San Diego Awaits…
San Diego is often called “The Most Haunted City in the West,” and with good reason. Our ghost tour invites you beyond the brochure—into alleys, buildings, and stories that even locals rarely see.
This isn’t your average sightseeing walk. It’s an immersive theatrical experience where true history, chilling folklore, and eerie encounters come together. You’ll visit more locations than any other tour in town—and unlike most, we go inside.
Expect to engage all your senses. At some stops, you might even engage something… else.
Why Choose Haunted San Diego?
Top-Rated & Loved: Our guests consistently rank us as the #1 haunted tour in town—because we earn it.
Unforgettable Experiences: Theatrical, immersive, and spooky in all the right ways. You’ll want to come back.
Most Locations, Most Access: We enter more haunted spaces than any other tour in San Diego.
Exceptional Hosts: Our ghost hosts are professional performers—part historian, part actor, part haunting.
Story-Driven: We are storytellers first. Every stop is grounded in real San Diego history with a haunted twist.
Truly Local: We’re a small, passionate team. No franchises. No fakes. No corporate scripts. Just the real haunt.
We Care About Truth: Some competitors invent stories, visit unverified locations, and post suspect reviews. We don’t. We fact-check. We care.
Which ghost tour is best for first-timers?
Which ghost tour is best for first-timers?
We recommend the Haunted Ghost Bus Tour for first-timers. It’s our most immersive and theatrical experience—offering variety, comfort, and access to multiple haunted locations.
This tour goes to 5 locations and enters 4 most night so you get to experience a bit of each major part of of SD.
The bus is good for people that like a break from the walking aspect.
Being first time ghost hunters getting to experience a bit of everything is a plus.
Which tour is best for families with kids?
Our Old Town Walking Tour – Paranormal Investigation is the most family-friendly. It’s spooky but not scary, and includes real ghost hunting in safe outdoor locations.
None of our tours would I call scary. They all are spooky and nothing maleficent has happened on any.
The Old Town Walking Tour can be better for kids due to the tool use and the activity. Kids and adults like to use the tools and be directly involved in ghost hunting and the stories.
The San Diego Ghost Bus Tour is also a good idea as it does cover multiple locations and moves quickly. The content is more mature though.
Finally the Haunted Gaslamp Ghost tour is the most mature with brothel history and people partying downtown.
Ghost and Goblets Haunted Pub Crawl is not good for kids 😉
Ultimately up to you on all but Ghosts and Goblets. 619.255.6170 with questions.
Which tour goes inside haunted locations?
The Ghost Bus Tour offers entry into up to four haunted sites on most nights.
The Gaslamp Walking Tour also enters at least one real haunted interior.
The Old Town Walking and Paranormal Event do not go into buildings. We do pay to have access to a haunted park where we have gotten lots of ghostly activity.
Ghost and Goblets Haunted San Diego Pub Crawl enters 3 bars that are considered haunted.
Which tour is the most intense? Stories True?
Are your stories true?
Yes. Every story we share is based on documented history, real events, and verified locations. We don’t fabricate stories or use jump scares.
You’ll want to bring a sense of humor as the stories are true they are still done theatrically and with jokes.
Which tour is the most intense?
The Gaslamp/Downtown Walking Tour is our fastest-moving and most mature tour. With brothel lore, true crime, and downtown energy, it’s best for adults looking for depth and atmosphere.
Downtown is a party area and that by itself makes this tour more intense. Remember though spooky, not scary. Things do happen on our tours but you have to get lucky (and things do happen on all our tours).
Experience San Diego History. Ghost Stories. Folklore. Paranormal Encounters.
Our Tours & Events
At Haunted San Diego Ghost Tours and San Diego History Tours, we bring the vibrant history and eerie tales of San Diego to life. As a locally-owned business, our expert guides offer authentic and detailed explorations of the city’s most iconic locations.
Whether you’re fascinated by the Victorian-era buildings of the Gaslamp Quarter or crave the thrill of our spine-chilling ghost tours, we provide unique and memorable experiences for all ages. By choosing us, you’re supporting a local business dedicated to the community and its heritage. With exceptional customer service and a satisfaction guarantee, we ensure you only pay for a tour you love. Book today and discover why we are the best in the nation!
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