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Sat Oct 10 2026 at 07:00 pm to 09:00 pm UTC-07:00

ROUNDTRIP: A Cabaret Musical Theater Journey

  • Gregangelo Museum · San Francisco
  • From USD 92.55
Velocity Arts and Entertainment Publisher / Host Velocity Arts and Entertainment
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ROUNDTRIP: A Cabaret Musical Theater Journey
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Kathy Holly is back for an epic night of live cabaret & music, sharing hilarious stories, timeless songs, and tales from a life on the road
About this Event
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Hosted inside San Francisco’s wonderfully weird historic landmark, The Gregangelo Museum


The Experience
From a shy, imaginative child in a Catholic school uniform to becoming the first American cabaret singer to perform in China, Kathy Holly’s journey is anything but ordinary. In 1979, she was hired aboard the Aquamarine, a Greek cruise ship that was granted permission to travel to China year-round. ROUNDTRIP is the wild, funny, and deeply personal true story of artist Kathy Holly.
Told through timeless songs, hilarity, and high-stakes storytelling, ROUNDTRIP traces a lifetime dedicated entirely to the stage. Experience an evening of vintage glamour, global adventure, and pure San Francisco spirit.


“A legit born-and-bred San Franciscan so old-school it reinvigorates your faith in this fair city.” — San Francisco Press Review
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What to Expect
Before Spotify or television dominated the living room, Kathy Holly was building characters out of dress-up scarves, directing her cousins at family gatherings, and learning the Great American Songbook straight from vinyl records.



ROUNDTRIP takes you along on her bold journey:
- The 1960s Folk & Coffeehouse Era: Striking out alone with a guitar in hand.
- Tales from the Open Road: Driving a VW Bug across the US, escaping a near-fatal cliff drop over Wolf Creek Pass, and navigating heartbreaks and hustles.
- Going Global: Creating the duo International Affair, singing in 8 languages, and making history as a cruise chanteuse.
- The Stage & Beyond: Juggling motherhood on the road, musical theatre, Pixar voiceovers (Cars on the Road), TV hosting (Spotlight), and teaching elementary school music.


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About the Artist
Kathy Holly is a true born-and-bred San Francisco cultural icon. A versatile vocalist, guitarist, actress, and TV producer, she has performed across the globe, from New York to Europe, Thailand, Australia, and China. Known for her cross-generational appeal, infectious warmth, and dramatic versatility, she brings decades of international stagecraft back to her hometown.

Show Details
- Genre: Cabaret / Musical Theatre / Storytelling / World Pop & Standards
- Atmosphere: Intimate, nostalgic, energetic, and uniquely San Francisco
- Merchandise Notice: Autographed copies of Kathy’s official album “ROUNDTRIP” will be available in the lobby after the show for FREE.
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About The Gregangelo Museum
The Gregangelo Museum is the private residence of San Francisco-raised artist Gregangelo Herrera. Forty-plus years in the making, this “mirage of a house” continues to evolve as a living, breathing passion project, with contributions from hundreds of artists from around the globe. Recognized as a San Francisco Historic Landmark and Legacy Business, the museum is also the headquarters of Velocity Arts & Entertainment, producing experiences for companies, non-profits, private and community events.
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Event venue & nearby stays

Gregangelo Museum, 225 San Leandro Way, San Francisco, United States

Tickets USD 92.55
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