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.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
4–6 hours
Fitness Level
Suitable for most fitness levels; some walking involved
Wildlife
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.
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.
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.
Tours Offered
8 Tours
Half-day and full-day options available
Based in Maui
Maui, HI
Serving visitors across Maui
Customizable Tours
Flexible itineraries
Pick-up, drop-off, or bring rental car
Activities Offered
Breweries · Hana · Upcountry
Hiking, swimming, tastings, scenic stops
Reserve a brewery tour, Hana excursion, or upcountry day—choose pickup, drop-off, or bring your rental car. Check availability now.
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.
Wide-brimmed hat
Provides sun protection during outdoor stops on the farms and vineyard visits.
summer
Sunscreen
Protect your skin from UV rays while touring under the Hawaiian sun.
spring, summer, fall, winter
Light layers
Adjust comfortably to changing temperatures in the highlands and coastal areas.
spring, winter
Camera or smartphone
Capture the lush landscapes and charming farm scenes along the way.