Private Upcountry Maui Tour

Wailea Trip Overview

Golden beaches give way to the rolling hills and misty mountains as you ascend into Upcountry Maui, which is located on the higher elevations surrounding Haleakala – the island’s highest peak. Let Maui Legend Tours’ most-requested driver/guide, Jack “the Legend” show you around from a kama’aina’s (local’s) point of view. He knows all the best-kept, secret spots, from the jungles of Haiku to the rolling green and golden hills of Kula. Take a stroll through the historic Upcountry town of Makawao, an authentic cowboy town with store-front hitching posts for horses. See the historic Ulupalakua Ranch and the summer home of Hawaii’s 7th Monarch, King Kalakaua, and much, much more! You can check out Jack’s 5-star reviews online by Googling “jack the legend maui”. Aloha! (Tour duration is approximately 8 hours; Passenger capacity is 4 people)

Additional Info

Duration: 8 hours
Starts: Wailea, United States
Trip Category: Day Trips & Excursions >> Day Trips



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What to Expect When Visiting Wailea, Hawaii, United States

Golden beaches give way to the rolling hills and misty mountains as you ascend into Upcountry Maui, which is located on the higher elevations surrounding Haleakala – the island’s highest peak. Let Maui Legend Tours’ most-requested driver/guide, Jack “the Legend” show you around from a kama’aina’s (local’s) point of view. He knows all the best-kept, secret spots, from the jungles of Haiku to the rolling green and golden hills of Kula. Take a stroll through the historic Upcountry town of Makawao, an authentic cowboy town with store-front hitching posts for horses. See the historic Ulupalakua Ranch and the summer home of Hawaii’s 7th Monarch, King Kalakaua, and much, much more! You can check out Jack’s 5-star reviews online by Googling “jack the legend maui”. Aloha! (Tour duration is approximately 8 hours; Passenger capacity is 4 people)

Stop At: Alii Kula Lavender, 1100 Waipoli Rd, Kula, Maui, HI 96790-7818

Beautiful lavender farm in the upper elevations of Maui

Duration: 30 minutes

Stop At: MauiWine, 14815 Piilani Hwy, Kula, Maui, HI 96790

See Hawaii’s 7th Monarch’s summer home, taste locally grown wine, enjoy a delicious lunch at the Ulupalakua Ranch Store.

Duration: 30 minutes

Stop At: Historic Makawao Town, Baldwin Ave & Makawao Ave, Makawao, Maui, HI 96768

Take a stroll through the historic Upcountry town of Makawao, an authentic cowboy town with store-front hitching posts for horses. Enjoy the locally-owned shops and galleries.

Duration: 30 minutes



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