Driving through Maui Upcountry Stories > Experiences > Driving through Maui Upcountry Casey SiemaskoMaui is world-renowned for its dramatic coastline and stunning beaches, but much of the island’s magic is located inland on the misty slopes of Mt. Haleakala. Locals refer to the region as Upcountry, a place of rolling green hills, cool mountain air and the scent of fresh eucalyptus. Laid-back and unpretentious—yet overflowing with unique hidden gems—Upcountry is a memorable day trip for anyone who wants to discover a new side of Maui. For the best up-and-coming artists, farm-to-table cuisine and spectacular vistas, don’t miss these stops on a road trip through Maui Upcountry. Tailor Made JourneyTravel Like a VIPMr Hudson designs unique and exclusive vacations for sophisticated gay travelers who prioritize beauty, style and belonging. BOOK WITH US Haleakala VolcanoNo trip to Maui is complete without watching the sunrise (or sunset) over the clouds of Haleakala Volcano, and this is the perfect way to begin your road trip into Upcountry. Allow plenty of time for the winding drive to the Haleakala Visitor Center, nearly 10,000 feet above sea level. From this vantage point, you’ll be rewarded with an epic display as the sun rises above the clouds and brilliant shades of orange and red dance across the sky. But don’t rush off as soon as the show is over. The National Park is at its most beautiful in the early hours of the morning after the sun has risen.La ProvenceFor mouth-watering French pastries, stop by the family-owned restaurant and bakery: La Provence. The intimate outdoor restaurant is tucked away in Kula, making this a fantastic stop after watching the sunrise at Haleakala. Photo: Dan MooreMakawaoMakawao boasts a rich history of paniolos or Hawaiian cowboys; the town’s annual Makawao Rodeo (held each 4th of July) is a testament to its traditional cattle-roping past. However, today Makawao is becoming increasingly known for its thriving community of artists. Independent boutiques, artisanal cafes and local art galleries line the two main roads: Baldwin Avenue and Makawao Avenue. As you meander in and out of the quaint shops, keep an eye out for the following gems. T. Komoda Store is a Japanese bakery that dates back to 1916. Stop in for a legendary cream puff when you need to refuel. Hot Island Glass is a stunning glass gallery where one of the artists typically gives glass blowing demonstrations while you shop. And you’ll find a few Maui Hands galleries around the island, but Maui Hands in Makawao is one of our favourites. Browse their large selection of Maui-made works representing over 300 artists.O’o FarmsBefore you dive into your lunch, learn about the farming practices that have gone into the organic produce. At O’o Farms, guests participate in an informational and interactive group tour of the farm before gathering around a breath-taking outdoor kitchen. The chef then prepares a mouth-watering meal sourced almost entirely from the farm. Food has never tasted—or looked—so good. Experiences - Maui Dolphins and Snorkeling Cruise to Lanai from Lahaina 5 hours Experiences - Maui Full-Day Sightseeing Tour of the Road to Hāna 10 hours Experiences - Maui Maui and Molokai Scenic Helicopter Flight 55 minutes Experiences - Maui Snorkeling and Sailing Adventure with Buffet Lunch 4 hours Experiences - Maui Haleakala National Park Sunrise Tour 9 hours Explore more experiences like this Maui Book on GetYourGuide.comPowered by GetYourGuide and ViatorMaui WineryWhen you think of Maui, wine may not be the first thing to come to mind. Yet Maui’s wines always manage to surprise and delight. Established in 1974, MauiWine is located in the King’s Cottage, where the last reigning king of Hawaii was known to relax and rejuvenate. A visit today will have you feeling like royalty in no time as you sip on MauiWine’s signature pineapple sparkling wine. According to MauiWine, their specialty wines are handmade by the community that has worked on nearby Ulupalakua Ranch for generations. Contact the winery in advance for a private tour and tasting, or arrive at your leisure for a complimentary tasting of any three wines at the bar. Alternatively, guided group tours of the estate, production area, and wine cellar depart at 10:30 a.m., 1:30 p.m., and 3:30 p.m Maui Glamping | Photo: Dan Moore Going to Maui? The same team that brings you the content you love designs your perfect tripHui No’eau Visual Arts CenterLocated just outside Makawao is the Hui No’eau Visual Arts Center. This old sugar mill dating back to the 1800s is now home to many of the island’s top emerging artists. Explore the free art exhibitions or browse the gallery for unique, local gifts. Then, meander around the sweeping Hui grounds for stunning views of the tranquil oasis.PaiaThis charming surf town is at the very start of Upcountry, and a popular destination for those tackling the breath-taking road to Hana. Here you’ll find a smattering of independent boutiques, quaint restaurants, and Hookipa Beach, the windsurfing capital of the world. While you’re here, don’t miss a meal at Mama’s Fish House. We suggest the signature Pua Me Hua Hana or fish cooked in coconut milk and lime. Photo: Dan Moore Photo: Dan MooreAli’i Kula Lavender FarmHome to around 55,000 lavender plants, the Ali’i Kula Lavender Farm is a mystical place built on pillars of love, friendship and responsibility—or, essentially, the meaning of Aloha. Take a lavender tour to experience the beauty of the fields. Or simply relax in the cafe with lavender tea and scones. Either way, you’re bound to have a soothing and relaxing experience.GlampingWith so much to see and do in Upcountry Maui, it’s likely that you won’t want to rush through it all in one day. If that’s the case, then you can’t go wrong with a glamping extravaganza. Glamping (glamorous camping) is all the rage right now, and it’s no wonder why. Unique accommodation allows you to be one with nature without forgoing the usual five-star requirements. For the ultimate glamping in Upcountry, we recommend staying in a yurt-inspired bamboo villa just outside of Paia. It comes complete with two bedrooms, a fully equipped kitchen, and a private hot tub (the latter of which is ideal during an afternoon rain shower.)While Upcountry might not get as much press as Maui’s main beaches or resorts, there are plenty of activities that warrant a stop on any savvy traveller’s bucket list. Enjoy the up-and-coming art galleries, eat your heart out at fantastic restaurants and cafes, or simply while away the day at the local farms and winery. No matter what you choose, you can’t go wrong with an off-the-beaten-track road trip into Maui’s lush Upcountry. Hotels - Maui Fairmont Kea Lani Overlooking the beautiful Pacific Ocean, Fairmont Kea Lani, Maui features a full-service spa and on-site dining. Book on Booking.com Hotels - Maui Four Seasons Overlooking Wailea Beach, this luxurious Maui hotel offers 3 swimming pools and 3 restaurants on-site. Book on Booking.com Hotels - Maui Andaz Located on 15 acres of Mokapu Beach, Andaz Maui at Wailea Resort boasts 4 outdoor infinity pools, 2 restaurants and a full-service spa. Book on Booking.com Hotels - Maui Grand Wailea Located on 40 acres of tropical landscape on the white sand of Wailea Beach, the Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort boasts 5 restaurants, a spa, a water park, and 3 golf courses. Book on Booking.com Hotels - Maui The Westin Maui Resort & Spa The Westin Maui Resort & Spa is on Ka’anapali Beach and features an on-site luau and classes on hula dancing and lei making. Book on Booking.com Hotels - Maui The Westin Ka'anapali Ocean Resort Villas Set between North Ka’anapali Beach and the mountains of West Maui, this Lahaina, Hawaii resort features 6 outdoor pools. It has spacious villas with views of the ocean or island. Book on Booking.com Hotels - Maui Hyatt Regency Resort & Spa Located on Maui’s west coast on 40 acres of lush gardens, this Ka’anapali resort offers a full-service spa, 5 on-site restaurants and a water park. Rooms include views from a private balcony. Book on Booking.com Hotels - Maui The Ritz-Carlton Boasting 54 stunning acres, The Ritz-Carlton, Kapalua features direct access to D.T. Fleming Beach. The 5-star hotel offers ocean views, 2 golf courses and modern guest rooms. Book on Booking.com Hotels - Maui Montage Kapalua Bay Set in picturesque Kapalua Bay, this oceanfront 24-acre resort boasts spacious suites with free WiFi and full kitchens. Book on Booking.com Hotels - Maui Travaasa Hana Surrounded by 70 acres of lush tropical gardens, Travaasa Hana offers spa wellness classes, local activities such as lei making, and outdoor adventure activities such as horseback riding. Book on Booking.com Explore more hotels like this in Wailea View on Booking.comPowered by Booking.comWant to simplify luxury travel planning?Whether you want a resort vacation, wildlife safari, city break, luxury cruise, wellness retreat, honeymoon, once-in-a-lifetime adventures or weekend escape, the trip curation experts at Mr Hudson make travel planning a breeze. Contact us to find out how we can handle the finer details of vacationing in style.Special SelectionExclusive Mr Hudson offersOut now from gestaltenMr Hudson Explores Browse the Book share Photo: Dan Moore Photo: Dan MooreDid you enjoy this article? Then sign up for our newsletterDid you enjoy this article? The same team that curates our content designs your perfect trip Explore more Panama City City GuideReferred to as Little Miami by some and the Dubai of Latin America by others, Panamá City is hard to pin down, with its impressive ever-developing skyline. 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