Enjoy a mostly driving wine outing with mountain scenery in 2.5 hours
Discover what we've curated for you
2.5 hours
Up to 30 people
Guided driving tour, Scenic stops
Set off on a private 2.5-hour driving adventure from Highlands with a wine stop. Take in mountain vistas and waterfalls while your guide handles the mountain roads.
Tailored for groups, this relaxed outing features mostly driving with some easy walking and a stop where you can purchase your own food and drinks.
Ages 3+; you must be 21+ to drink. Max group size 30. Guests purchase their own food and drinks; tours run rain or shine.
Tours run rain, shine, or snow. Cancel or change at least 5 days before your tour; no refunds within 5 days. If the operator cancels, you receive a 100% refund.
411–499 Pine Street, Highlands, NC 28741, USA
Justin and Kelly own this tour company, and they clearly know how to show visitors the best of Highlands and Cashiers. Along with guides Amy, Aimee, and Jamie, they deliver consistently exceptional private tours that combine stunning waterfalls, scenic viewpoints like Sunset Rock, and off-road adventures with surprisingly rich historical commentary. Guests rave about how knowledgeable every guide is, sharing stories about the area's history, geography, plants, and wildlife while making the experience feel personalized rather than scripted. What makes these tours special is the customization. Guides genuinely tailor each excursion based on what interests you most, whether that's waterfall chasing, backcountry exploration, or learning about local culture. They accommodate different mobility levels, welcome dogs, and even make thoughtful touches like pastry shop stops or providing "Pupscicles." The vehicles are well-equipped and comfortable, and tours typically run around two hours. Multiple reviewers suggest booking this as your first activity when arriving, so you can get oriented to the area and gather recommendations for the rest of your stay. It's clearly become a favorite for everyone from honeymooners to multi-generational families.
Fantastic personalized tour! Amy showed us places we never would have found or seen on our own. Thanks to her, we found the perfect place to watch the sunset on our last evening in Highlands. She was knowledgeable about the local history and ecosystem…and had the perfect personality for the job! Would definitely recommend!
April White
October 23, 2025
Fantastic personalized tour! Amy showed us places we never would have found or seen on our own. Thanks to her, we found the perfect place to watch the sunset on our last evening in Highlands. She was knowledgeable about the local history and ecosystem…and had the perfect personality for the job! Would definitely recommend!
April White
October 23, 2025