Urban Trek 4 - Enjoy a Guided Tour of San Francisco. City Tours of Historical San Francisco are More Fun with a Small Group and a Guide!

Union Square (0:54 min)

Chinatown (1:03 mins)

North Beach (1:01 mins)

Telegraph Hill / Coit Tower (1:03 mins)

(Click here to watch videos on YouTube in full screen.)

This is a picture of the meeting place

Meeting Place and Time: 
At the entrance to Union Square facing Powell & Post Streets. The Urban Trek Leader will be waiting at the sidewalk. Meeting time will be  9:00 am.

Included with price of the Urban Trek
  • An Urban Trek Leader with informative commentaries about the sites you will visit.

Not included with price for the Urban Trek
  • Cost of fare for Muni.  Estimated cost for entire Urban Trek is $2.75 ($1.35 for seniors, 65 years old, and minors, under 18 years old). Note: If you plan to ride Muni more than one time before and/or after the urban trek, I recommend purchasing $5 bus day pass for unlimited Muni rides until 11:59 pm.
  • Cost of snacks and beverage during the Urban Trek. Trekkers are free to choose where to have coffee/snack break within the boundaries of the trek vicinity. Coffee and snack can cost from $5 to $15 depending on the place the trekker chooses. There will be a variety of places to choose from.

Follow Urban Trek USA on Twitter:
Click on this link to the Urban Trek Reservation page to make a reservation
(Note: If the reservation page does not come up, please e-mail anton@urbantrekusa.com. Reservations are not guaranteed without a confirmation number.)

San Francisco
Urban Trek 4 - Historical San Francisco
(Offered Wednesdays, Fridays, Saturdays & Sundays only, starts at 9:00 am and ends around 1:30 pm. At this time, all urban treks are in English only.)

Urban Trek 4 focuses on the history of San Francisco from its beginnings as a trading post in 1835 through the 1900s. Guests will learn about where the "modern day" San Francisco started, where the first cable car line was located, the early days of Chinatown, the sordid past of an alley near Union Square, what part of the financial district used to be part of the bay, the oldest commercial buildings that date back to the 1850s, North Beach's sites (Washington Square, oldest saloon, beatnik hang outs, red light district), Telegraph Hill/Coit Tower (probably the best hilltop view of San Francisco), how blue jeans came about, and the Ferry Building's role before the bridges were built. The highlight for guests that love sweets will be a coffee/tea break at a cafe that serves a cake that has been described as "likely a gift to San Franciscans from the Archangel Gabriel himself." 

Summary of points of interest included with Urban Trek - San Francisco #4:
(Click here for details)
  • Union Square
  • Chinatown
  • Portsmouth Square 
  • Jackson Square
  • North Beach 
  • Telegraph Hill/Coit Tower
  • Filbert Steps **
  • Levi's Plaza
  • Ferry Building
**Warning: For those that have a fear of going down a stairway over 200 feet high, please call us before signing up for this Urban Trek.

Note: There are times during the busy summer season when there will be a line to enter the tower. If we are not able to enter via the back door, you will not be able to see the Depression Era murals inside the tower.

Estimated end time will be 1:30 pm

Please note that reservations are not guaranteed until a confirmation number has been provided to you.


Cash only, collected during the Urban Trek.

*Discounts apply for two or more Urban Treks.

Urban Trek USA is a smoke-free urban trek.

Dogs are not allowed unless the dog is a service dog for the blind and must be disclosed at the time of making a reservation.

Shopping or browsing at stores is NOT part of the urban trek except for certain designated areas when a specific amount of time is set aside for you to be on your own. Please send an e-mail to anton@urbantrekusa.com if you have any questions.

Telegraph Hill

Ferry Building

The Urban Trek for San Francisco is done in a way to make it as easy as possible for anyone to complete the Urban Trek. Most walks are done at a normal pace for approximately 20 minutes before a rest period. Uphill walks are made as infrequent as possible. However, most parks are atop a small hill to get the benefit of the best views of the City. Most stops have public rest rooms available.

What to bring for the Urban Trek
  • Exact Muni fare. The Muni fare will be $2.75 for adults ($1.35 for those under 18 years old and seniors 65 years old and older). Dollar bills are accepted. Note: If you plan to ride Muni more than one time before and/or after the urban trek, I recommend purchasing $5 bus day pass for unlimited Muni rides until 11:59 pm.
  • Money for snacks and/or a meal.
  • Your mobile/cell phone, if you have one.
  • Snack or fruit in case you get hungry before lunch.
  • Sunscreen and a small bottle of water.
What to wear for the Urban Trek
  • Comfortable and sensible walking shoes because there will be a lot of walking.
  • Dress in layers. San Francisco weather can vary greatly from morning to afternoon and from neighborhood to neighborhood. You can remove or add a layer as needed. A hooded sweatshirt will be your best friend.
Other helpful tips
  • Have a good breakfast before the Urban Trek
  • Anything you carry should not be too heavy that it will become a burden over the duration of the Urban Trek.
Physical requirements
To be able to complete the Urban Trek for San Francisco, you must be in good enough physical condition to do all of the following without assistance:
  • Walk at a normal pace for at least 20 minutes before resting.
  • Walk uphill (10-18% grade) for at least 1 city block.
  • Walk down stairs.
  • Must be at least 18 years old. Minors should be accompanied by an adult.

 Detail of Urban Trek – San Francisco #4

  • We will meet at 9:00 am at the entrance to Union Square by the red heart at the corner of Post & Powell Streets where the Trek Leader will give guests historical information about Union Square.  
  • We will walk to Chinatown and on our way there we will pass an alley where the Trek Leader will tell guest about its notorious past.
  • As we walk through Chinatown, the Trek Leader will provide guests with historical information about Chinatown as it relates to the beginnings (i.e. trading port called Yerba Buena) of what would eventually become the area where modern-day San Francisco began. You will also see the "Alley of the Painted Balconies" and get some information about how this neighborhood evolved and tidbits about the current residents of Chinatown. (Click here for link to photos) (Click here for link to videos)
  • Before we leave Chinatown, we stop at Portsmouth Square where guest will have some time to rest while the Trek Leader explains why Portsmouth Square played an important role in the beginning of San Francisco. Guests will also learn about the the history of the cable cars and see where the first cable car started.
  • We then have a short walk to the spot where the shoreline of the bay used to be. The Trek Leader will show guest a rendering of how the place looked like before it was landfilled.
  •  After, we head on to Jackson Square Historic District where the oldest commercial buildings can be seen. The Trek Leader will explain why the buildings in this area were spared by the 1906 fire.
  • As we walk though Jackson Square Historic District, the Trek Leader will point out the buildings with historic importance.
  • When we reach North Beach, guests will see and learn why this neighborhood is part red light and part Italian and why the Beats (beatniks) frequented this area in the mid 1950s. You will also get information as to the current demographics of this neighborhood and the best block for a pub crawl. (Click here for link to photos) (Click here for link to videos)
  • At North Beach, we will have about a 20-minute coffee/tea break at one of North Beach's cafes.
  • After our break, we take a short walk to Washington Square where the Trek Leader will explain its beginnings as well as the various interesting tidbits about the things that are in this area. (Click here for link to photos)  (Click here for link to videos)
  • We then take a Muni bus to the top of Telegraph Hill where Coit Tower is located. The Trek Leader will give guests information about Telegraph Hill and Coit Tower.
  • When we reach the top of Telegraph Hill, guest will have the option to go up Coit Tower if there is no line. There is an admission fee to go up Coit Tower. Note: There are times during the busy summer season and on long weekend holidays when there is a line to go inside the tower, you will not be able to enter the tower and see the Depression Era murals. (Click here for link to photos)  (Click here for link to videos)
  • After our stop at Coit Tower, we will descend the Filbert Steps, a stairway that goes all the way down to Levi's Plaza. (Note: If you have a fear of heights, you should make sure to contact Urban Trek USA to make sure you can go down the steep part of the Filbert stairs. If you cannot do this, you should not participate because this is the only way down.)
  • Along the way, you will see a couple of cottages built in the early 1850s and learn how some of the cottages on Telegraph Hill survived the great fire of 1906. It is said that Telegraph Hill has the largest collection of cottages built between the 1850s to the 1880s. 
  • Also, you will see some nice gardens along the Filbert steps and nice views.
  • At Levi's Plaza, guests will learn how Levi's blue jeans started. When the Levi's building is open, guests will have a chance to go visit the museum that shows jeans from the past.
  • We will walk or take the F-Line vintage streetcar to the Ferry Building.
  • This Urban Trek ends at the Ferry Building. (Click here for link to photos) (Click here for link to video)
  • This Urban Trek should end at approximately 1:30 pm.
Website Builder