Maui , United States

Private Upcountry Maui Tour

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About this experience

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)

Available options

Private Upcountry Maui Tour

Pickup included

What's included

Private transportation

Soda/Pop

Bottled water

Snacks

Lunch

Air-conditioned vehicle

Breakfast

Pick-up & drop-off service at all the major hotel resorts & condos on Maui

Coffee and/or Tea

Detailed itinerary

Stop 1

Beautiful lavender farm in the upper elevations of Maui

Stop 2

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

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.

What's not included

Sun block

Available languages

Guide guide

Important information

Infants and small children can ride in a pram or stroller

Public transportation options are available nearby

Not recommended for travelers with poor cardiovascular health

Suitable for all physical fitness levels

No children under the age of 6 allowed

About Maui

Maui, known as the Valley Isle, is the second-largest Hawaiian island and offers a diverse landscape of pristine beaches, lush rainforests, and volcanic mountains. It's renowned for its stunning sunrises and sunsets, world-class snorkeling, and the scenic Road to Hana.

Top Attractions

Road to Hana

A 160 km (100-mile) drive along the island's northern coast, featuring waterfalls, lush rainforests, and stunning ocean views. A must-do for any visitor.

Scenic Drive Full day Free (parking fees may apply at some stops)

Haleakala National Park

A UNESCO World Heritage Site featuring the dormant Haleakala volcano, unique ecosystems, and stunning sunrise and sunset views.

Nature Half day to full day $30 per vehicle (7-day pass)

Molokini Crater

A partially submerged volcanic crater offering world-class snorkeling and diving with crystal-clear waters and abundant marine life.

Adventure Half day $100-150 per person (including snorkel gear and lunch)

Lahaina Town

A charming historic town with a rich whaling history, boutique shops, art galleries, and waterfront dining.

Historical Half day to full day Free to explore (costs vary for shopping and dining)

Iao Valley State Park

A lush, tropical valley featuring the iconic Iao Needle, a 1,200-foot tall volcanic pinnacle, and scenic hiking trails.

Nature 1-2 hours $5 per vehicle (Hawaii residents free)

Must-Try Local Dishes

Poke

A traditional Hawaiian dish made with diced raw fish, typically tuna or salmon, marinated in soy sauce, sesame oil, and green onions. Served over rice or as a salad.

Lunch/Dinner Can be made with cooked fish or vegetarian options.

Loco Moco

A hearty dish featuring a bed of white rice topped with a hamburger patty, a fried egg, and brown gravy. A comfort food favorite in Hawaii.

Lunch/Dinner Vegetarian and vegan versions available.

Malasadas

Portuguese-inspired fried dough balls, dusted with sugar or filled with sweet fillings like custard or haupia (coconut pudding). A popular treat from Teddy's Bake Shop in Lahaina.

Dessert Vegetarian (contains eggs and dairy).

Shave Ice

Finely shaved ice topped with flavored syrups and often served with a scoop of ice cream or sweetened condensed milk. A refreshing treat, especially on hot days.

Dessert Vegetarian and vegan options available (check for dairy-free syrups).

Popular Activities

Hiking Snorkeling Scuba Diving Surfing Zip-lining Beach lounging Spa treatments Sunset cruises

Best Time to Visit

April to May, September to November

These months offer pleasant weather, lower humidity, and fewer tourists. It's ideal for outdoor activities and exploring the island.

22-29°C 72-84°F

Practical Information

Language

Official: English
Widely spoken: Hawaiian, Tagalog, Japanese, Ilocano
English: Widely spoken

Currency

US Dollar (USD)

Time Zone

Hawaii-Aleutian Standard Time (HST), GMT-10:00

Electricity

120VV, 60HzHz

Safety Information

Overall Safety Rating: Generally safe

Maui is generally safe for travelers, with low crime rates in tourist areas. However, petty theft and scams can occur, so it's important to stay vigilant.

Important Precautions:

• Keep valuables secure and out of sight
• Be cautious of strangers offering services or deals that seem too good to be true
• Use reputable tour operators and rental companies

Getting there

By air

Kahului Airport • 2.4 km (1.5 miles) from Kahului

By bus

Kahului, Lahaina, Wailuku

Getting around

Public transport

Affordable but infrequent service. Best for short trips between towns.

Taxis

Available • Apps: Uber, Lyft

Rentals

Car, Bike, Scooter

Neighborhoods

Kihei Wailea Lahaina Upcountry Maui

Day trips

Lana'i

16 km (10 miles) by ferry from Lahaina • Full day

A secluded island known for its luxury resorts, scenic beaches, and off-road adventures. Ideal for those looking to escape the crowds of Maui.

Molokini Crater

16 km (10 miles) by boat from Kihei • Half day

A partially submerged volcanic crater offering world-class snorkeling and diving with crystal-clear waters and abundant marine life.

Haleakala National Park

48 km (30 miles) from Kahului • Full day

A UNESCO World Heritage Site featuring the dormant Haleakala volcano, unique ecosystems, and stunning sunrise and sunset views.

Festivals

Maui Film Festival • June Maui County Fair • Late September to early October Maui Whale Festival • February to March (peak whale watching season)

Pro tips

Rent a car for at least part of your trip to explore the island's diverse landscapes and attractions
Book tours and activities in advance, especially during peak season
Visit popular attractions like the Road to Hana and Haleakala National Park early in the morning to avoid crowds and heat
Pack reef-safe sunscreen to protect marine life and follow local guidelines for responsible snorkeling and diving
Try local specialties like poke, loco moco, and malasadas for an authentic Hawaiian culinary experience