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Upcountry Maui is home to the Hawaiian cowboy, or paniolo. Since the late 1800s, horseback-riding paniolo have been wrangling cattle in Maui’s wide-open upland fields. Take a horseback-riding excursion with the family at Piiholo Ranch in Makawao and learn about Hawaii’s paniolo. Or explore the otherworldly landscapes of Haleakala National Park on a horseback riding tour.