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  1. The 12 Most Breathtaking Places to Hot Air Balloon in the United States
  2. Walk Santa Cruz

    Walk Santa Cruz

    5.0 • 10 reviews
    Santa Cruz, CA

    Walk Santa Cruz invites guests to experience the city at an easy pace, guided by Santa Cruz native Matt O’Leary. Drawing on a lifelong connection to the coast, local surf culture, architecture, and neighborhood history, Matt leads...

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    Book Walk Santa Cruz

    Addon image

    Santa Cruz Surf & Skate Guided Walking Tour

    Walk Santa Cruz’s coast and historic streets through stories of surf and skate pioneers

    From$45person
    Addon image

    Historic Downtown Santa Cruz Guided Walking Tour

    Walk downtown Santa Cruz with a local guide and uncover its layered history

    From$45person
    Addon image

    Santa Cruz Surf History Guided Walking Tour

    Walk Santa Cruz's coast with a surfer-guide and uncover the stories behind Surf City

    From$45person

    What people are saying

    Review 1 of 5
    5/5

    We really enjoyed this informative tour. As a local who grew up surfing in Santa Cruz, Matt was an outstanding guide and very knowledgeable about local surf history. I had no idea Surfing in the U. S. Started in Santa Cruz. Great history from a great guide. Thank you!

    Photo of 1955 Elva

    1955 Elva

    October 14, 2026

    Review 1 of 1
    5/5

    We really enjoyed this informative tour. As a local who grew up surfing in Santa Cruz, Matt was an outstanding guide and very knowledgeable about local surf history. I had no idea Surfing in the U. S. Started in Santa Cruz. Great history from a great guide. Thank you!

    Photo of 1955 Elva

    1955 Elva

    October 14, 2026