Maui Upcountry Day Tour by Sandy Cheeks Tours - Kahului

Maui Upcountry Day Tour by Sandy Cheeks Tours

Kahuluieasy

Difficulty

easy

Duration

4–6 hours

Fitness Level

Suitable for most fitness levels; some walking involved

Overview

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.

Details

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

Wear comfortable shoes

Sturdy footwear is recommended as some farm visits involve walking on uneven terrain.

Bring sun protection

Use sunscreen, hats, and sunglasses to stay comfortable during outdoor stops.

Stay hydrated

Carry water bottles to keep hydrated during the day’s outdoor activities.

Book in advance

Reservations fill quickly, especially during peak season, so plan ahead.

Local Insights

Hidden Gems

  • The lesser-known Kula Botanical Garden
  • Secret strawberry patches along Kula Highway

Wildlife

  • Hawaiian coquí frogs
  • Nēnē geese

History

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.

Conservation

Many of the farms and vineyards prioritize sustainable agriculture to preserve Maui’s rich environment and scenic beauty.

Frequently Asked Questions

Photography Tips

Best Times

early morning for soft light
late afternoon for golden tones

Best Viewpoints

  • Ali'i Lavender Farm overlooking the valleys
  • Vineyard vistas from Maui Winery
  • Panoramic views atop Kula Farms

What to Photograph

Rolling farm fields
Vineyard rows
Colorful farm produce

Recommended Gear

Wide-brimmed hat

Essential

Provides sun protection during outdoor stops on the farms and vineyard visits.

summer specific

Sunscreen

Essential

Protect your skin from UV rays while touring under the Hawaiian sun.

spring, summer, fall, winter specific

Light layers

Essential

Adjust comfortably to changing temperatures in the highlands and coastal areas.

spring, winter specific

Camera or smartphone

Capture the lush landscapes and charming farm scenes along the way.

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