This tough, 11-mile (round-trip) uphill climb through groves of Norfolk pines is a lung-buster, but if you reach the top, you’ll be rewarded with a breathtaking view of Molokai, Maui, Kahoolawe, the peaks of the Big Island, and—on a really clear day—Oahu in the distance. Figure on 7 hours. The trail begins at Lanai Cemetery along Keomoku Road (Hwy. 44) and follows Lanai’s ancient caldera rim, ending up at the island’s highest point, Lanaihale. Go in the morning for the best visibility. After 4 miles, you’ll get a view of Lanai City. The weary retrace their steps from here, while the more determined go the last 1.25 miles to the top. Diehards head down Lanai’s steep south-crater rim to join the highway to Manele Bay.
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