Upcountry Maui Activities

One of the most overlooked yet absolutely breathtaking areas of Maui, Upcountry encapsulates everything that is beautiful about life on a Hawaiian island. From panoramic views to lush rolling hills to locally-owned farms and galleries, there are plenty of ways to keep yourself entertained in the vast areas of Upcountry Maui.

Top Activities in Upcountry Maui

Take a Tour of Upcountry Highlights

One of the most all-encompassing guided tours on Maui, Valley Isle Excursions offers a Central Maui, Upcountry & Haleakala Park Tour that includes a visit to such Upcountry areas as the 10,000 foot summit of Haleakala National Park, the historic paniolo (cowboy) town of Makawao, scenic forests and ranches, renowned churches and buildings, and even a classic picnic in a gorgeous Upcountry setting. Tours include round trip transportation in a custom built 12 passenger luxury van, as well as knowledgeable local guides, non-alcoholic beverages and two meals.

If you’re interested in seeing the most gorgeous areas of Upcountry, as well as making other stops at hotspots like Kepaniwai Gardens and Iao Valley State Park, this tour is an excellent way to sightsee while learning valuable insight about a range of Maui’s various landscapes.

Take a Tour of Upcountry Highlights

One of the most all-encompassing guided tours on Maui, Valley Isle Excursions offers a Central Maui, Upcountry & Haleakala Park Tour that includes a visit to such Upcountry areas as the 10,000 foot summit of Haleakala National Park, the historic paniolo (cowboy) town of Makawao, scenic forests and ranches, renowned churches and buildings, and even a classic picnic in a gorgeous Upcountry setting. Tours include round trip transportation in a custom built 12 passenger luxury van, as well as knowledgeable local guides, non-alcoholic beverages and two meals.

If you’re interested in seeing the most gorgeous areas of Upcountry, as well as making other stops at hotspots like Kepaniwai Gardens and Iao Valley State Park, this tour is an excellent way to sightsee while learning valuable insight about a range of Maui’s various landscapes.

Bike & Zipline on Haleakala Volcano

Combine three amazing Upcountry experiences into one with this intriguing tour from Skyline Hawaii. Starting with a rather brutal (but totally worthy) 2am to 3am pick up from your accommodation, you’ll then be driven through the hills of Upcountry to the summit of Haleakala in time for a sunrise above the clouds, jackets and gloves included. Shortly after, you’ll be driven back down to the entrance of Haleakala National Park at 6,500 feet to start the 21 switchback, downhill bike riding portion of the tour, which includes stunning views of Upcountry and the West Maui Mountains.

Then, you’ll be fed a continental breakfast before your final Upcountry adventure – a 5-line zipline tour, swinging bridge and a ride on Hawaii’s only pendulum line, where you’ll reach speeds of over 45mph! We love this tour because of its wide range of activities, and the fact that you still arrive back at your hotel with plenty of time for more daytime activities.

Bike & Zipline on Haleakala Volcano

Combine three amazing Upcountry experiences into one with this intriguing tour from Skyline Hawaii. Starting with a rather brutal (but totally worthy) 2am to 3am pick up from your accommodation, you’ll then be driven through the hills of Upcountry to the summit of Haleakala in time for a sunrise above the clouds, jackets and gloves included. Shortly after, you’ll be driven back down to the entrance of Haleakala National Park at 6,500 feet to start the 21 switchback, downhill bike riding portion of the tour, which includes stunning views of Upcountry and the West Maui Mountains.

Then, you’ll be fed a continental breakfast before your final Upcountry adventure – a 5-line zipline tour, swinging bridge and a ride on Hawaii’s only pendulum line, where you’ll reach speeds of over 45mph! We love this tour because of its wide range of activities, and the fact that you still arrive back at your hotel with plenty of time for more daytime activities.

Rappel Down Waterfalls on Hana Highway

Though not located in a well-visited area of Upcountry, Rappel Maui offers three exciting tour options on the grounds of a 30 acre botanical garden along the Hana Highway. Guests will receive a full safety briefing, demonstration and plenty of time to practice their skills, as no prior rappelling or climbing experience is necessary to participate. Professional guides are there to assist in every step of the process, and guests will rappel down a jungle wall before moving onto cascading waterfalls up to 50 feet in height. For those with rappelling experience, two alternate tour options are available that will keep your adrenaline pumping and your adventurous spirit alive and well.

We love this tour, as it is the only one like it on Maui, and think it’s a fabulous way to experience the natural beauty of The Valley Isle in a completely new and thrilling way.

Rappel Down Waterfalls on Hana Highway

Though not located in a well-visited area of Upcountry, Rappel Maui offers three exciting tour options on the grounds of a 30 acre botanical garden along the Hana Highway. Guests will receive a full safety briefing, demonstration and plenty of time to practice their skills, as no prior rappelling or climbing experience is necessary to participate. Professional guides are there to assist in every step of the process, and guests will rappel down a jungle wall before moving onto cascading waterfalls up to 50 feet in height. For those with rappelling experience, two alternate tour options are available that will keep your adrenaline pumping and your adventurous spirit alive and well.

We love this tour, as it is the only one like it on Maui, and think it’s a fabulous way to experience the natural beauty of The Valley Isle in a completely new and thrilling way.

Rent a Bike for Mountain or Road

 

What was once a secret amongst Maui cyclists in the know, bike enthusiasts are beginning to see how many biking opportunities are available on Maui. Though some areas are not recommended (ex. the Pali between Maalaea and Lahaina), there are many great spots to bike.

 

Krank Cycles, in Makawao, have many different kinds of rentals for those looking to ride the road or mountain bike trails. Their inventory includes BMC, Giant, LIV, Juliana, Transition, Santa Cruz and many more. Their bike rental shop is only a few minutes away from the famous Makawao Forest Reserve and less than 20 minutes from some of the most sought-after uphill road biking in the world.

 

Bike Rentals for Road or Mountain

What once was a secret amongst cyclists in the know, visitors are beginning to see how many biking opportunities are available on Maui. Though some areas are not recommended (think the Pali between Maalaea and Lahaina), there are many great spots to bike.

Krank Cycles, in Makawao, have many different kinds of rentals for those looking to ride the road or mountain bike trails. Their inventory includes BMC, Giant, LIV, Juliana, Transition, Santa Cruz and many more. Their bike rental shop is only a few minutes away from the famous Makawao Forest Reserve and less than 20 minutes from some of the most sought-after uphill road biking in the world.

Take a Guided Hiking Tour of Haleakala Crater

While most people are wowed by the magnitude of Haleakala Crater during their sunrise or stargazing tour at the summit of Haleakala Volcano, not many travelers make the trek into it for further exploration. Hike Maui, however, offers a moderate level 7 hour, 4 mile guided hike through the Crater, which is larger than all of Manhattan, for a day of stunning sightseeing in this expansive, predominantly barren landscape.

The tour guarantees no more than 11 guests, and includes transfers to and from your accommodation. Guests must be at least 8 years old, and it is recommended to bring your own camera, cash, layers of clothing and sunscreen, though Hike Maui provides a backpack with all necessary rain gear, bug repellent, water, lunch and snacks. Even if you don’t consider yourself a huge hiking enthusiast, this tour offers an inside look of Maui that remains a mystery, even to a large number of local residents.

Take a Guided Hiking Tour of Haleakala Crater

While most people are wowed by the magnitude of Haleakala Crater during their sunrise or stargazing tour at the summit of Haleakala Volcano, not many travelers make the trek into it for further exploration. Hike Maui, however, offers a moderate level 7 hour, 4 mile guided hike through the Crater, which is larger than all of Manhattan, for a day of stunning sightseeing in this expansive, predominantly barren landscape.

The tour guarantees no more than 11 guests, and includes transfers to and from your accommodation. Guests must be at least 8 years old, and it is recommended to bring your own camera, cash, layers of clothing and sunscreen, though Hike Maui provides a backpack with all necessary rain gear, bug repellent, water, lunch and snacks. Even if you don’t consider yourself a huge hiking enthusiast, this tour offers an inside look of Maui that remains a mystery, even to a large number of local residents.

Taste Craft Food, Wine & Spirits

A relative newcomer to the Maui tour scene, Maui Craft Tours offers a range of inventive daily tour options focusing on the top craft food, beer, wine, and spirits produced locally on The Valley Isle. Their tantalizing Taste of Upcountry Tour features an initial meet-up point at the Mill House Roasting Company at Maui Tropical Plantation, where guests are invited to sample locally roasted coffee before heading to their first Upcountry stop, Surfing Goat Dairy. There, participants will be treated to a private tour of the dairy farm and enjoy a homemade farm-to-table lunch featuring their flagship goat cheeses.

Continuing the Upcountry adventure, guests will then take in the views from the grounds of Maui’s only winery, MauiWine, and taste craft wine varieties before sampling fresh fruit from Kula Country Farms. Finally, guests will visit Hali’imaile Distilling Company for an expert tour and tasting before heading back down the volcano for a final visit to The Mill House Restaurant in central Maui. Tours include private van transportation, small group sizes, entrance fees, tote bags and more, and we highly recommend it for not only the opportunity to meet local crafters and taste Maui’s top craft creations, but for the many stunning views of Upcountry you’ll be treated to along the way.

Mahalo for reading our list of the best Upcountry Maui activities, and we wish you plenty of future exploration of this underrated area of tropical paradise!

Taste Craft Food, Wine & Spirits

A relative newcomer to the Maui tour scene, Maui Craft Tours offers a range of inventive daily tour options focusing on the top craft food, beer, wine, and spirits produced locally on The Valley Isle. Their tantalizing Taste of Upcountry Tour features an initial meet-up point at the Mill House Roasting Company at Maui Tropical Plantation, where guests are invited to sample locally roasted coffee before heading to their first Upcountry stop, Surfing Goat Dairy. There, participants will be treated to a private tour of the dairy farm and enjoy a homemade farm-to-table lunch featuring their flagship goat cheeses.

Continuing the Upcountry adventure, guests will then take in the views from the grounds of Maui’s only winery, MauiWine, and taste craft wine varieties before sampling fresh fruit from Kula Country Farms. Finally, guests will visit Hali’imaile Distilling Company for an expert tour and tasting before heading back down the volcano for a final visit to The Mill House Restaurant in central Maui. Tours include private van transportation, small group sizes, entrance fees, tote bags and more, and we highly recommend it for not only the opportunity to meet local crafters and taste Maui’s top craft creations, but for the many stunning views of Upcountry you’ll be treated to along the way.

Mahalo for reading our list of the best Upcountry Maui activities, and we wish you plenty of future exploration of this underrated area of tropical paradise!