Experience Maui’s rich paniolo (cowboy) history and thriving arts community in Makawao, a small town situated midway up Haleakala Volcano in Upcountry Maui. The Makawao History Museum traces Maui’s plantation and paniolo heritage back to the 19th century while the Makawao Rodeo, held each July 4th, celebrates paniolo traditions. You can take to the saddle yourself at nearby Piiholo Ranch, which offers horseback rides on a working cattle ranch. When you’ve worked up an appetite, join the locals for lunch at Makawao Garden Café. Browse locally made art at Sherri Reeve Gallery & Gifts and Maui Hands, and swing by Hui Noeau Visual Arts Center for exhibits and classes. Pick up a treat for the road from T. Komoda Store & Bakery, a Makawao institution for 100+ years.