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    Massimo Sport Hawaii Tours

    Massimo Sport Hawaii Tours

    4.9 • 30 reviews
    Honolulu, HI

    Since 2005, Massimo’s Hawaii Tours has welcomed travelers like old friends, crafting private adventures that celebrate Oahu’s beauty and spirit. Our multilingual team of ocean-lovers, hikers and history buffs designs each itinerar...

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    Book Massimo Sport Hawaii Tours

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    Choose Your Private Oahu Hiking Tour

    Private Oahu hike with your choice of trail, plus a personal guide

    From$660
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    Customize a 5- to 6-Hour Oahu South Shore Tour

    Build your own Oahu South Shore route with a private driver-guide

    From$1,399
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    Private Oahu Circle Island Tour & Snorkeling

    Customize your private Oahu circle tour with snorkeling, driver-guide, and transport included

    From$1,432
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    Paddleboard Tour From Lanikai to Mokulua Islands

    Private 5-hour stand-up paddle board tour for up to 4 people

    From$705
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    Private 5- to 6-Hour Guided Tour of Oahu

    Build your own Oahu route with a private driver-guide for up to 6 people

    From$771
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    Private Oahu Island Guided Tour (5-6 Hours)

    Customize a private Oahu driving tour with included beach admissions

    From$1,410
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    Choose-Your-Own Private Guided Hike on Oahu

    Private guided Oahu hike for 7–11 people with flexible trail options

    From$980
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    Private Oahu Circle Island Tour, 5-6 Hours

    Customize your private Oahu loop with a driver-guide for groups of 7–12

    From$1,189
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    Off-Road Tour On Oahu’s North Shore

    Ride a Ford Raptor into North Shore sanctuaries with a private driver-guide

    From$771
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    Explore Oahu South Shore Private Guided Tour

    Private South Shore tour with beach lookouts and flexible stops

    From$705
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    Explore Pearl Harbor on a Private Guided Tour

    Private Pearl Harbor tour with your own guide and transportation

    From$660
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    Explore Oahu on a Private Custom Circle Island Tour

    Private circle island tour built around your family’s interests

    From$771

    What people are saying

    Review 1 of 4
    5/5

    Great day with Massimo driving the North shore. Would highly recommend him and would use him again. Car was comfortable, stops were interesting.

    Photo of Jacqueline Podel

    Jacqueline Podel

    May 21, 2026

    Review 1 of 1
    5/5

    Great day with Massimo driving the North shore. Would highly recommend him and would use him again. Car was comfortable, stops were interesting.

    Photo of Jacqueline Podel

    Jacqueline Podel

    May 21, 2026