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Discover Maui’s Road to Hana in reverse with this luxury small-group tour. Enjoy stunning waterfalls, black sand beaches, and local stories for a memorable day.
Travelers often consider the Road to Hana one of Maui’s must-do adventures, but this reverse tour offers a fresh perspective. Instead of starting at Hana and heading back, this guided journey begins in the lush upcountry of Maui and winds down through the iconic rainforest, waterfalls, and black sand beaches. It’s a carefully curated way to experience Maui’s natural beauty without the usual crowds.
What we love about this tour? First, the small-group setting means more personalized attention from your guide and a more relaxed pace. Second, the balanced itinerary combines scenic stops with cultural stories and local flavor, making the experience both visually stunning and enriching.
A potential downside? The tour is quite long—about 8 to 10 hours—which might be tiring for some travelers, especially if you’re not used to spending hours in a vehicle. Also, the price of around $350 per person might seem steep, but considering the included meals, amenities, and personalized service, many find it worthwhile.
This experience is best suited for travelers who want a comprehensive, comfortable, and authentic way to see Maui’s highlights without the hassle of driving yourself or dealing with crowds. It’s perfect for those who appreciate storytelling, small-group intimacy, and scenic beauty.
The tour begins with a pickup in South Maui, and from there, the vehicle heads up Haleakala Highway into Maui’s upcountry. This area, unlike the tourist-heavy coast, offers a more laid-back, agricultural vibe, with stops in Pukalani, Kula, Keokea, and Ulupalakua. Your guide will share stories about the land, its farming traditions, and how the area’s cool climate shapes its character.
We loved the way the guide’s commentary added layers of understanding — not just about the scenery but about what makes this part of Maui special. For example, Ulupalakua, known for its breadfruit, has a history of ranching and viticulture, making this part of the tour both scenic and educational.
Next, the journey takes you to Kipahulu, where you’ll see the last lava flow from Mount Haleakala and learn why Maui is called the Valley Isle. This stop is particularly meaningful because it shows the raw, volcanic origins of the landscape that shapes the island’s ecology.
While just a quick 10-minute stop, the significance of this lava connection is clear. It’s an excellent way to set the stage for the lush rainforest and waterfalls ahead.
Looking for more options in Kihei? Here are some other experiences worth considering.
Next, it’s time for a classic Maui sight—Wailua Falls. This towering waterfall, sometimes called the “Twin Falls,” is stunning and easily accessible. You’ll be close enough to feel the mist and capture photos of the cascading water. Reviewers consistently mention that the view here is breathtaking, with one noting they could feel the spray and get perfect pictures without the typical crowds of the main highway.
The tour includes a delicious picnic-style lunch at a highly-rated flower farm and gift shop. Sitting under a large Hale, you can enjoy Hawaiian dishes and pick up handmade souvenirs. This stop not only offers sustenance but also a chance to browse for unique, local crafts.
The tiny town of Hana is famous for its laid-back vibe and scenic surroundings. The guide will share stories about Hana’s history and community, giving you a glimpse into local life.
From Hana, the tour visits Wai’anapanapa State Park, home to Maui’s iconic black sand beaches. Weather permitting, you’ll get time to swim and relax on this surreal coastline. It’s a highlight for many—yes, even if the weather isn’t perfect, the black sand creates a striking photo opportunity.
One traveler commented, “The black sand beach and waterfall pool were beautiful and refreshing,” underscoring how this stop combines visual awe with physical enjoyment.
Next up is Pua’a Ka’a State Park, where depending on conditions, you might swim in freshwater ponds or explore waterfalls. The tranquil pools and lush surroundings make it a favorite spot for some quiet reflection or a quick dip.
Crossing one more of the many one-lane bridges, you’ll see the “Three Bears” waterfalls, a trio that delights many photographers. These scenic spots showcase Maui’s rugged beauty and are often described as postcard-perfect.
A much-appreciated snack stop—the “Halfway to Hana” stand. Here, you can sample the famous banana bread, a local family recipe that’s been perfected over nearly four decades. Many travelers rave about it, calling it the “best in Maui.” Plus, there’s shave ice and other treats—perfect for recharging before the long drive back.
The heart of the tour is the famous Hana Highway, winding through 600+ curves and 50+ one-lane bridges. Your guide’s commentary makes navigating this challenging road safer and more enjoyable, pointing out sights and sharing stories along the way.
Expect to see lush rainforest, waterfalls spilling over the cliffs, and dense greenery on all sides. This part of the trip can be dizzying but also spectacular. The expert guide ensures everyone’s safety while highlighting the island’s natural splendor.
As the day winds down, the tour heads back via a scenic route through towns like Haiku, Maliko, Kuau, Paia, and Spreckelsville. These areas are known for their surf culture and eclectic vibe—perfect for a quick browse or a photo stop.
You’ll love the view of Maui’s “windsurfing capital,” where athletes catch waves year-round. This relaxed coastal scene signals the end of your scenic day.
The tour includes a luxury vehicle, small group size (max 12 travelers), and amenities like bottled water, towels for waterfall swims, and hand sanitizer. You’ll enjoy breakfast, lunch, and a souvenir backpack—all designed to make the day smooth and comfortable.
Guide expertise is a major plus, as they share local stories, cultural context, and safety tips. The small group naturally means fewer crowds and more attention from your guide, which many reviews lauded as a highlight.
What’s not included? Gratuities, but considering the level of service, many guests tip generously. Also, weather can impact some activities, especially swimming, but the guides do their best to adapt.
At around $350 per person, the tour isn’t cheap, but it covers transportation, meals, amenities, and expert guiding. For travelers who want a relaxed, informative day without the hassle of planning and driving, the value is evident. The included meals alone—breakfast, lunch, snacks—would cost a lot on their own.
Many reviewers thought the price was justified, especially since it offers a premium experience with a flexible itinerary, personalized details, and a chance to avoid the crowds.
One guest said, “Absolutely amazing day. Highly recommend this tour, which starts by going off the beaten track into upcountry Maui.” Others highlighted the knowledgeable guides, with one noting, “Russell did a great job… making us feel safe and sharing stories.”
The general consensus is that this tour offers a more intimate, educational, and scenic way to experience the Road to Hana, especially with guides who are passionate about sharing the island’s stories.
This full-circle, reverse tour from South Maui is ideal for travelers who value comfort and insight. If you prefer the idea of a guided trip that mixes sightseeing, cultural storytelling, and relaxation, you’ll find this tour a good fit.
It’s especially suited for those who want to avoid the crowds and enjoy authentic local stories while taking in some of Maui’s most celebrated sights. If you’re comfortable spending a long day in a vehicle and want a well-organized, attentive experience, this tour will check all your boxes.
However, if you’re on a tight budget or dislike long days, this might not be the best choice. It’s also worth considering that the weather can impact some activities, so flexibility helps.
Is this tour suitable for children?
Most travelers can participate, and the tour is family-friendly. However, consider your kids’ comfort with long vehicle rides and curvy roads.
What should I bring for the day?
Comfortable clothes, sun protection, and a sense of adventure. Towels are provided for waterfall swims (weather permitting), and the guide supplies reef-safe sunscreen, tissues, and mosquito bracelets.
Will I get wet during the waterfalls?
Water activities depend on weather conditions, but towels are provided if swimming is possible.
How long is the total driving time?
The entire tour lasts about 8 to 10 hours, including stops and meals.
What’s the maximum group size?
Only up to 12 travelers, which fosters a more personal experience.
Are meals included?
Yes, a continental breakfast, picnic lunch, and snacks like banana bread and shave ice are part of the package.
What if the weather is bad?
Tours are weather-dependent. If canceled due to poor weather, you’ll be offered a different date or a full refund.
Is there a lot of walking?
Not really. Most stops are scenic viewpoints, and activities like swimming depend on conditions.
Can I customize the experience?
This is a guided tour with a set itinerary, but guides are usually flexible in sharing stories and adjusting slightly based on conditions.
In essence, this tour offers a thoughtfully designed way to experience Maui’s most famous scenic route, combining comfort, storytelling, and authentic sights—all within a small-group setting. Whether you’re visiting Maui for the first time or seeking a new angle on a classic adventure, this trip promises a memorable day out.