Private Upcountry Maui Tour

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)

per adult from




8 hours


Hotel pickup available


Mobile ticket

Select Date and Travellers

No tour options available.

  • What's included :
    • Breakfast
    • Lunch
    • Snacks
    • Coffee and/or Tea
    • Soda/Pop
    • Bottled water
    • Air-conditioned vehicle
    • Private transportation
    • Pick-up & drop-off service at all the major hotel resorts & condos on Maui
    • Entry/Admission - Ali'i Kula Lavender Farm
    • Entry/Admission - MauiWine
    What's excluded :
    • Sun block
  • This is a typical itinerary for this product

    Stop At: Ali'i Kula Lavender Farm, 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

  • Departure Point :
    Traveler pickup is offered
    We pickup at all the major hotel resorts and condos on-islandPorts
    • Kahului & Lahaina
    Departure Time :
    6:00 AM
    Return Detail :
    Hotel Pickup :
    • Confirmation will be received at time of booking
    • Not wheelchair accessible
    • Stroller accessible
    • Near public transportation
    • No heart problems or other serious medical conditions
    • Most travelers can participate
    • No children under the age of 6 allowed
    • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
    • This is a private tour/activity. Only your group will participate
  • You can present either a paper or an electronic voucher for this activity.
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.



Age Req.


Fitness Req.


Group Size


Organised by Maui Legend Tours, LLC

Activity ID: V-64704P5

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