**Want to start a startup?** Get funded by [Y
Combinator](http://ycombinator.com/apply.html).  
  
  
October 2010  
  
Silicon Valley proper is mostly suburban sprawl. At first glance it doesn't
seem there's anything to see. It's not the sort of place that has conspicuous
monuments. But if you look, there are subtle signs you're in a place that's
different from other places.  
  
**1.[Stanford University](http://maps.google.com/maps?q=stanford+university)**  
  
Stanford is a strange place. Structurally it is to an ordinary university what
suburbia is to a city. It's enormously spread out, and feels surprisingly
empty much of the time. But notice the weather. It's probably perfect. And
notice the beautiful mountains to the west. And though you can't see it,
cosmopolitan San Francisco is 40 minutes to the north. That combination is
much of the reason Silicon Valley grew up around this university and not some
other one.  
  
**2.[University
Ave](http://maps.google.com/maps?q=university+and+ramona+palo+alto)**  
  
A surprising amount of the work of the Valley is done in the cafes on or just
off University Ave in Palo Alto. If you visit on a weekday between 10 and 5,
you'll often see founders pitching investors. In case you can't tell, the
founders are the ones leaning forward eagerly, and the investors are the ones
sitting back with slightly pained expressions.  
  
**3.[The Lucky
Office](http://maps.google.com/maps?q=165+university+ave+palo+alto)**  
  
The office at 165 University Ave was Google's first. Then it was Paypal's.
(Now it's [Wepay](http://wepay.com)'s.) The interesting thing about it is the
location. It's a smart move to put a startup in a place with restaurants and
people walking around instead of in an office park, because then the people
who work there want to stay there, instead of fleeing as soon as conventional
working hours end. They go out for dinner together, talk about ideas, and then
come back and implement them.  
  
It's important to realize that Google's current location in an office park is
not where they started; it's just where they were forced to move when they
needed more space. Facebook was till recently across the street, till they too
had to move because they needed more space.  
  
**4.[Old Palo Alto](http://maps.google.com/maps?q=old+palo+alto)**  
  
Palo Alto was not originally a suburb. For the first 100 years or so of its
existence, it was a college town out in the countryside. Then in the mid 1950s
it was engulfed in a wave of suburbia that raced down the peninsula. But Palo
Alto north of Oregon expressway still feels noticeably different from the area
around it. It's one of the nicest places in the Valley. The buildings are old
(though increasingly they are being torn down and replaced with generic
McMansions) and the trees are tall. But houses are very expensive—around $1000
per square foot. This is post-exit Silicon Valley.  
  
**5.[Sand Hill
Road](http://maps.google.com/maps?q=2900+sand+hill+road+menlo+park)**  
  
It's interesting to see the VCs' offices on the north side of Sand Hill Road
precisely because they're so boringly uniform. The buildings are all more or
less the same, their exteriors express very little, and they are arranged in a
confusing maze. (I've been visiting them for years and I still occasionally
get lost.) It's not a coincidence. These buildings are a pretty accurate
reflection of the VC business.  
  
If you go on a weekday you may see groups of founders there to meet VCs. But
mostly you won't see anyone; bustling is the last word you'd use to describe
the atmos. Visiting Sand Hill Road reminds you that the opposite of "down and
dirty" would be "up and clean."  
  
**6.[Castro
Street](http://maps.google.com/maps?q=castro+and+villa+mountain+view)**  
  
It's a tossup whether Castro Street or University Ave should be considered the
heart of the Valley now. University Ave would have been 10 years ago. But Palo
Alto is getting expensive. Increasingly startups are located in Mountain View,
and Palo Alto is a place they come to meet investors. Palo Alto has a lot of
different cafes, but there is one that clearly dominates in Mountain View:
[Red Rock](http://maps.google.com/places/us/ca/mountain-view/castro-
st/201/-red-rock-coffee).  
  
**7.[Google](http://maps.google.com/maps?q=charleston+road+mountain+view)**  
  
Google spread out from its first building in Mountain View to a lot of the
surrounding ones. But because the buildings were built at different times by
different people, the place doesn't have the sterile, walled-off feel that a
typical large company's headquarters have. It definitely has a flavor of its
own though. You sense there is something afoot. The general atmos is vaguely
utopian; there are lots of Priuses, and people who look like they drive them.  
  
You can't get into Google unless you know someone there. It's very much worth
seeing inside if you can, though. Ditto for Facebook, at the end of California
Ave in Palo Alto, though there is nothing to see outside.  
  
**8.[Skyline Drive](http://maps.google.com/maps?q=skylonda)**  
  
Skyline Drive runs along the crest of the Santa Cruz mountains. On one side is
the Valley, and on the other is the sea—which because it's cold and foggy and
has few harbors, plays surprisingly little role in the lives of people in the
Valley, considering how close it is. Along some parts of Skyline the dominant
trees are huge redwoods, and in others they're live oaks. Redwoods mean those
are the parts where the fog off the coast comes in at night; redwoods condense
rain out of fog. The MROSD manages a collection of [great walking
trails](http://www.openspace.org/) off Skyline.  
  
**9.[280](http://maps.google.com/maps?q=interstate+280+san+mateo)**  
  
Silicon Valley has two highways running the length of it: 101, which is pretty
ugly, and 280, which is one of the more beautiful highways in the world. I
always take 280 when I have a choice. Notice the long narrow lake to the west?
That's the San Andreas Fault. It runs along the base of the hills, then heads
uphill through Portola Valley. One of the MROSD trails runs [right along the
fault](http://www.openspace.org/preserves/pr_los_trancos.asp). A string of
rich neighborhoods runs along the foothills to the west of 280: Woodside,
Portola Valley, Los Altos Hills, Saratoga, Los Gatos.  
  
[SLAC](http://www.flickr.com/photos/38037974@N00/3890299362/) goes right under
280 a little bit south of Sand Hill Road. And a couple miles south of that is
the Valley's equivalent of the "Welcome to Las Vegas" sign: [The
Dish](http://www.flickr.com/photos/paulbarroga/3443486941/).  
  
  
  
**Notes**  
  
I skipped the [Computer History Museum](http://www.computerhistory.org/)
because this is a list of where to see the Valley itself, not where to see
artifacts from it. I also skipped San Jose. San Jose calls itself the capital
of Silicon Valley, but when people in the Valley use the phrase "the city,"
they mean San Francisco. San Jose is a dotted line on a map.  
  
**Thanks** to Sam Altman, Paul Buchheit, Patrick Collison, and Jessica
Livingston for reading drafts of this.  
  

