• Location: Los Angeles, California
  • Duration: 3 hours (approx.)

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Drink in the history of Hollywood during this 3-hour, small-group walking tour to some of the most famous bars, hangouts and speakeasies in Los Angeles. Get an insider’s perspective on the favorite haunts of silver screen legends like Marilyn Monroe, Charlie Chaplin and the city’s mobsters, as you sip cocktails at a selection of vintage pubs, historic speakeasies and lounges. You’ll also have plenty of photo ops thanks to the striking art deco interiors and neon signage that decorates these unique watering holes. This small group Hollywood bar crawl, limited to just 12 guests, also includes cocktails and a selection of street food.


  • A 3-hour walking tour of the dive bars and restaurants of Hollywood’s Golden Age
  • Chat with locals over signature cocktails in art deco bars
  • Sample some of Hollywood's best street food
  • Listen to your guide tell the tall tales that still linger around Hollywood Boulevard
  • Cross your fingers for a chance encounter with a celebrity or a red carpet event
  • Learn about the stars who built the foundation of Hollywood
  • Group is small to make sure you have an intimate experience of Hollywood

What You Can Expect

Los Angeles Sips of Hollywood: Evening Walking History Tour

Historic Hollywood Stars & Bars

Discover the favorite hangouts and drinking dens of Hollywood’s old-school legends during this 3-hour, small-group walking tour. This booze-themed history tour is a great chance to learn about the legendary party culture and celebrity milieu that has characterized Hollywood’s social scene for many decades.

Start your visit in the evening at the Hollywood & Highland Center, following your guide on foot to the world famous Hollywood Boulevard. Listen as your guide share details about the iconic sidewalk stars that make up the “Walk of Fame,” hearing about the film world’s most influential writers, directors and actors. 

Then pop into a number of the renowned bars where various Hollywood stars have socialized, ate and drank over the years. Some of these hotspots of yesteryear still make an occasional cameo in films and on TV. But your guide will also reveal a number of lesser-known anecdotes, featuring the city’s rotating cast of mobsters and a hush-hush “Writer’s Room” that contribute to the unique atmosphere that persists to this day. Along the way you’ll enjoy select drink tastings, and also have a chance to sample the diverse street food found in the neighborhood. You may even spot a celebrity or two during your visit.

In addition to the bars visited on the trip, your guide will also point out iconic local buildings and the hotspots where locals hang out in the present day. It’s a great way to help avoid the tourist traps during the rest of your trip. You’ll finish your walking trip outside of the Roosevelt Hotel on Hollywood Boulevard, a great spot to check out the property’s amazing bar and mingle with a few natives. 

Please note: Comfortable shoes for walking are recommended. All participants under 21 years of age will be served select nonalcoholic beverages instead. Children are not permitted on this tour.

Customer Reviews


5 star rating: Highly Recommended January 2018

Tom was a wealth of knowledge! We learned a ton about the city and had yummy drinks along the way. Would definitely recommend to visitors and locals!


5 star rating: Highly Recommended January 2018

Tom was a wealth of knowledge! We learned a ton about the city and had yummy drinks along the way. Would definitely recommend to visitors and locals!

Nikelle W

5 star rating: Highly Recommended May 2017

What a great informative evening . Otneill was an awesome guide. We would never have gone in any of these places if we didn't do this tour !!!!

Khalida T

5 star rating: Highly Recommended June 2016

Great knowledge and history from Robyn, she was lovely and I highly recommend you check this out to see the old Hollywood.

Carol E

5 star rating: Highly Recommended February 2016

We had a great time on the Old Hollywood Bar Crawl with Jake as our guide/host, learned some interesting Old Hollywood facts and experienced some bars from days gone by that actually felt like we were going back in time to that era. Loved it!

Geoff R

5 star rating: Highly Recommended January 2016

The guide was great, had some cool stories and the bars we went to were full of history, at one place the staff were also the entertainment, singing between serving drinks. Super friendly no the fake type guide makes you feel comfortable in a city you've never set foot in.

Graham W

5 star rating: Highly Recommended August 2015

Excellent tour, we had a great night with Josef. Very informative, historical tour with a terrific guide.

Joanne E M

5 star rating: Highly Recommended July 2015

What a wonderful tour! I wish I had done it earlier on arrival in Hollywood so I could return to some of the venues. Joseph was an excellent tour guide with extensive knowledge. Thanks again!

Cindy J

5 star rating: Highly Recommended March 2015

Excellent tour! 5 bars in 3 hours - wow! Cocktails, beer, wine and a martini and alot of Hollywood history. Guide was very knowledgeable and friendly. I thoroughly recommend this tour.


4 star rating: Recommended July 2016

Had a great time experiencing some pubs I would not have known about or gone in without my guide..who also gave me a history lesson in this pub..wish It could have lasted longer

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