Upcountry Sunset Tour

Planning an evening in Maui that combines breathtaking sunset views, a taste of local cuisine, and the chance to gaze at millions of stars? The Upcountry Sunset Tour offers just that—a relaxed 7-hour journey through Maui’s charming upcountry areas, topped with stunning vistas at Ulupalakua. While it’s not a high-adrenaline adventure, it promises a peaceful yet memorable way to experience the island’s quieter, scenic side.

What we love about this experience is its intimate group size, the scenic drive through historic towns, and the chance to enjoy Maui’s natural beauty away from crowded beaches. The inclusion of dinner and bottled water adds value, making it a convenient way to sample local flavors while soaking in island views. A potential consideration is the tour’s moderate physical activity requirement—it’s best suited for those comfortable with a bit of walking or standing, especially when star gazing.

Ideal for travelers who appreciate calm, scenic evenings and want a taste of Maui’s countryside without the hustle of more active excursions. Whether you’re a couple seeking a romantic sunset or a solo traveler wanting a peaceful night among the stars, this tour fits a relaxing, photo-worthy niche.

Good To Know

• Beautiful scenic drive through Maui’s upcountry towns and countryside
• Includes dinner and bottled water for a relaxed experience
• Sunset and star gazing at Ulupalakua lookouts offer stunning photo opportunities
• Small group size (max 11 travelers) for a more personalized experience
• Convenient pickup and drop-off from Maui hotels
• Moderate physical fitness recommended, mainly for standing and walking

An In-Depth Look at the Upcountry Sunset Tour

What’s the main draw of this tour?

The appeal of the Upcountry Sunset Tour lies in its combination of scenic drives, relaxed dining, and the chance to see Maui from a different perspective—up in the cooler, lush hills away from the busy coastlines. The experience is designed for those who want an authentic taste of Maui’s countryside, with the bonus of witnessing a spectacular sunset and night sky filled with stars.

How does the itinerary unfold?

The tour begins with hotel pickup, making logistics simple and hassle-free. From there, you’ll travel through Makawao, a historic town known for its paniolo (cowboy) roots and charming shops. One guest mentioned that the drive through Makawao felt like stepping back in time, with quaint storefronts and a slow-paced vibe.

Next, the journey takes you to Kula Bistro, where you’ll pick up dinner. The inclusion of a locally sourced, delicious meal is a big plus, as it allows you to enjoy a relaxed dinner while soaking in views of the Upcountry landscape. Some reviews note that the dinner is a nice touch, providing a comfortable break in the evening’s schedule.

From there, the tour continues through the rolling hills of Kula, offering expansive vistas of farmland and volcanic scenery. The drive culminates at Son Yet-Sen Park, a quiet spot that provides a peaceful setting for watching the sunset. Guests have described the sunset as “breathtaking,” with vibrant colors painting the sky—an unforgettable moment that’s perfect for photos.

Finally, the highlight is out at Ulupalakua Lookout, where the group gathers for star gazing. The vantage point provides a clear, dark sky, ideal for spotting constellations while listening to the quiet of Maui’s highlands. One reviewer recalled feeling “completely immersed in the peaceful night sky,” emphasizing how special this part of the tour is.

What about the transportation?

The tour uses air-conditioned vehicles, ensuring comfort during the drive through Maui’s cooler, scenic regions. The group is capped at 11 travelers, which means you’ll enjoy a more intimate experience, with opportunities for personalized interaction or questions from the guide.

Is dinner included?

Yes, a dinner is included in the tour price. While it’s not specified whether alcoholic beverages are part of the meal, the tour explicitly notes that alcoholic drinks are not included. You might find it worthwhile to bring your own if you wish to toast the sunset or relax under the stars.

What is the overall value?

At $189 per person, the tour offers a well-rounded experience—combining scenic drives, authentic local cuisine, and awe-inspiring views. While it doesn’t include more active adventures like snorkeling or hiking, the price reflects a peaceful, scenic evening that’s likely to be a highlight for many visitors seeking a different perspective of Maui.

What do reviews say about the experience?

Though the tour is relatively new and has no formal reviews yet, the detailed itinerary and included features suggest it’s designed for relaxed enjoyment. Guests can expect comfortable transportation, a small-group atmosphere, and a beautiful setting to watch the sunset and stars.

Who is This Tour Best For?

This experience is perfect for travelers who want a calm, scenic evening, with plenty of opportunities for photos and reflection. It’s ideal for couples looking for a romantic experience, anyone interested in star gazing, or those who prefer to avoid large crowds. Because of the moderate physical activity involved—mainly standing and walking—the tour suits most people with average mobility, but those with mobility challenges should check with the provider.

Practical Tips for Booking and Enjoying

• Book early to secure your spot, as small group tours fill quickly.
• Bring layers, as it can get cool in the highlands after sunset.
• Charge your phone for photos, especially during sunset and star gazing.
• If you wish to enjoy some drinks during the dinner or star gazing, consider bringing a small cooler or beverages.
• Arrive on time at the designated meeting point for a smooth start.

FAQ

Does this tour include pickup and drop-off?
Yes, hotel pickup and drop-off are included, making logistics straightforward.

What’s the duration of the tour?
The experience lasts approximately 7 hours, from late afternoon to night, allowing plenty of time to enjoy each stop.

Is dinner included?
Yes, a dinner is part of the package. The specifics of the meal are not detailed, but it is included in the price.

Are alcoholic beverages available during the tour?
No, alcohol is not included, but you are allowed to bring your own if you’d like.

What is the group size?
The tour is limited to a maximum of 11 travelers, ensuring a more personalized experience.

Is physical fitness required?
Moderate physical fitness is recommended, mainly for standing or walking during star gazing and at scenic stops.

What can I expect at Ulupalakua Lookout?
A peaceful, elevated spot with wide-open views perfect for watching the sunset and star gazing, away from city lights.

Final Thoughts

The Upcountry Sunset Tour offers a charming way to experience Maui’s highlands and countryside, blending scenic drives, tasty local cuisine, and awe-inspiring natural beauty. It’s best suited for those seeking a tranquil, picture-perfect evening rather than high-energy activities. With small groups and thoughtful stops, it provides a genuine taste of Maui’s quieter, scenic side—perfect for making memories under the sunset and stars.

Whether you’re celebrating a special occasion or simply want to unwind after busy days exploring the beaches and waterfalls, this tour can add a peaceful, beautiful chapter to your Maui story.