Adventure brief
Upcountry Day Tour
Discover Maui’s highlands with a curated day tour through lush farms, stunning vineyards, and charming towns. Uncover hidden gems and savor local flavors on this personalized adventure with Sandy Cheeks Tours.
In the heart of Maui's lush interior lies a side of the island often overshadowed by its famed beaches and volcanic craters. Sandy Cheeks Tours offers a handcrafted Upcountry Day Tour that reveals the agricultural and culinary soul of Maui’s highlands. Small groups venture beyond the coast to visit the Ali'i Lavender Farm, where fragrant rows of purple blooms stretch across gentle rolling hills, and the Maui Winery, a picturesque spot producing locally crafted wines amidst stunning vineyard vistas.
The tour continues through Kula Farms, an astonishing agricultural gem featuring ripe strawberries, exotic cheeses, and vibrant tropical fruits. After soaking in sweeping mountain and ocean views, the tour culminates in Makawao, a historic paniolo town where visitors can indulge in fresh local delicacies and browse boutique shops. This experience is a perfect way to connect with Maui’s countryside, offering a mix of scenic beauty, farm-fresh tastes, and local flavor rolled into one memorable day.
Sandy Cheeks Tours stands out for its adaptable itinerary, making each tour personal and unique. Their guides are passionate about sharing Maui’s rural charms, providing patrons with behind-the-scenes access to some of the most beloved local farms and estates. Whether you're a foodie, a nature lover, or someone seeking a relaxed yet enriching day outside the typical tourist spots, this tour immerses you in Maui’s vibrant agricultural traditions while providing stunning panoramic views of the island’s volcanic landscape.
Ideal for small groups, the Upcountry Day Tour offers an intimate setting that fosters genuine connections with Maui’s land and culture. This experience embraces the island’s farm-to-table philosophy, emphasizing sustainability and respecting the land’s natural rhythm. It’s a chance to enjoy the quiet majesty of Maui’s highlands, far from the crowded shorelines, making it a perfect day for those craving a deeper, more authentic island adventure.
Adventure tips
Plan your experience.
Curated tips for an optimal adventure.
- 01Wear comfortable shoesessential
Sturdy footwear is recommended as some farm visits involve walking on uneven terrain.
- 02Bring sun protectionwarning
Use sunscreen, hats, and sunglasses to stay comfortable during outdoor stops.
- 03Stay hydratedinfo
Carry water bottles to keep hydrated during the day’s outdoor activities.
- 04Book in advanceessential
Reservations fill quickly, especially during peak season, so plan ahead.
Recommended gear
What to bring.
Wide-brimmed hat
Provides sun protection during outdoor stops on the farms and vineyard visits.
summerEssentialSunscreen
Protect your skin from UV rays while touring under the Hawaiian sun.
spring, summer, fall, winterEssentialLight layers
Adjust comfortably to changing temperatures in the highlands and coastal areas.
spring, winterEssentialCamera or smartphone
Capture the lush landscapes and charming farm scenes along the way.
Local insights
Context for the journey.
Nearby secrets
The lesser-known Kula Botanical Garden, Secret strawberry patches along Kula Highway
Local fauna
Hawaiian coquí frogs, Nēnē geese
Historic heritage
Maui’s highlands have long been a center for paniolo (cowboy) culture, with ranching dating back to the 19th century, shaping the region’s identity.
Mindful exploration
Many of the farms and vineyards prioritize sustainable agriculture to preserve Maui’s rich environment and scenic beauty.
Photography tips
Capture the moments
- Viewpoints
- Ali'i Lavender Farm overlooking the valleys, Vineyard vistas from Maui Winery, Panoramic views atop Kula Farms
- Subjects
- Rolling farm fields, Vineyard rows, Colorful farm produce
- Best times
- early morning for soft light, late afternoon for golden tones
Frequently asked questions
Before you go.
Is this tour suitable for children?
Yes, the tour is family-friendly and can be enjoyed by children of all ages.
Do I need to be physically active to participate?
No, the tour involves light walking and is accessible for most fitness levels.
Are meals included?
The tour includes tastings at farms and vineyards; full meals are not included but options are available at stops.
What should I bring?
Bring comfortable shoes, sun protection, water, and a camera for photos.
How far in advance should I book?
It’s best to book at least a few weeks ahead, especially during peak seasons.
Are the farms wheelchair accessible?
Most stops are accessible, but it’s best to inform the tour operator in advance if mobility assistance is needed.