THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
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.
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.
Book with Sandy Cheeks Tours
Verified experiences and guided adventures in the surrounding area.
Operated by Sandy Cheeks Tours · Maui, Hawaii
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.
easy.
4–6 hours.
Suitable for most fitness levels; some walking involved
Yes, the tour is family-friendly and can be enjoyed by children of all ages.
No, the tour involves light walking and is accessible for most fitness levels.
The tour includes tastings at farms and vineyards; full meals are not included but options are available at stops.
Bring comfortable shoes, sun protection, water, and a camera for photos.
It’s best to book at least a few weeks ahead, especially during peak seasons.
Most stops are accessible, but it’s best to inform the tour operator in advance if mobility assistance is needed.
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.
Many of the farms and vineyards prioritize sustainable agriculture to preserve Maui’s rich environment and scenic beauty.
Sandy Cheeks Tours is a Maui-based tour operator offering a range of customizable day trips and half-day experiences across the island. They specialize in brewery and distillery samplings, guided drives along the Road to Hana, upcountry farm and winery visits, and fully customizable island day tours. Guests can choose from a Maui Brewery Tour that lets groups select three stops (with options to add more and arrange pick-up and drop-off), multiple Hana tour formats including half-day, full-day, and versions designed for travelers using their own rental cars, and an Upcountry Day Tour featuring farms, lavender fields, historic towns, and local produce. The company emphasizes personalized, flexible itineraries that adapt to group size, interests, and ability levels. Pickup and drop-off options are available on select tours, and some Hana options include refreshments for participants. Activities commonly included across trips are scenic photo stops, swimming, hiking, and cliff jumping, along with visits to botanical gardens, wineries, and breweries. Sandy Cheeks Tours designs routes to showcase both well-known vistas and lesser-seen local gems, and offers options that suit travelers who prefer guided transport or who wish to use their rental vehicle. Descriptions and booking options are transparent about what each trip includes so guests can match itineraries to their comfort, timing, and mobility needs. For travelers seeking customizable, activity-focused experiences in Maui, Sandy Cheeks Tours provides a clear set of choices across multiple tour styles. Reservations and detailed itinerary notes are available on request so guests can plan with confidence and clarity.
Book with Sandy Cheeks Tours