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Experience a 2-day motorcycle adventure from Asheville through the Tail of the Dragon and Cherohala Skyway for $450, featuring 318 curves and mountain vistas.
The Asheville Tail of the Dragon and Cherohala Skyway Weekend Tour offers motorcycle enthusiasts a well-structured two-day escape that highlights some of the most scenic and thrilling rides in the Virginia and North Carolina area. Priced at $450 per person, this adventure is perfect for riders looking to combine scenic mountain vistas, charming towns, and a challenging route packed with 318 curves. The tour departs from Fairfax, VA, and includes stops at iconic locations like the Tail of the Dragon and the Cherohala Skyway, making it an appealing option for those craving a weekend packed with exciting rides and beautiful scenery.
While detailed reviews are currently unavailable, the carefully planned itinerary and the inclusion of well-known routes suggest a well-paced experience that balances riding with scenic breaks. The tour is limited to a maximum of nine riders, ensuring an intimate group and personalized guidance. For those considering this adventure, it’s good to know the tour requires a moderate physical fitness level and that weather conditions can impact the experience. This tour promises a memorable weekend for motorcycle lovers who want to explore some of the best mountain roads in the region.


The tour begins in Fairfax, VA, at Patriot Harley Davidson, with a departure scheduled around 4:00 pm. Riders will travel primarily via I-40 W and US-74 W, heading towards North Carolina. The journey marks the start of a weekend filled with winding roads and mountain views.
By 10:30 am on the first day, the group arrives in Bryson City, NC. Here, a short break allows for a quick stretch and to soak in the peaceful mountain atmosphere. This stop sets the tone for the ride ahead, emphasizing the scenic beauty and the calming mountain air that characterize much of this route.
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Bryson City is a quiet town famous for its proximity to the Smoky Mountains and outdoor activities. While the tour doesn’t specify further stops in Bryson City, its inclusion highlights the region’s appeal. Riders then continue their journey toward Deals Gap, where the legendary Tail of the Dragon is located—an 11-mile stretch famed for its 318 curves.
This section of the route is the highlight of the first day, offering a challenging and exhilarating ride. The guide leads the group through this stretch, which is a favorite among motorcycle riders for its tight turns and scenic backdrop. Riders should be prepared for a moderate physical challenge and enjoy the technical riding this route demands.

The second day begins with breakfast at the Deals Gap Motorcycle Resort, a well-known stop for motorcycle enthusiasts. After fueling up and enjoying the company of fellow riders, the group departs around 9:00 am to continue the adventure.
The main focus on day two is the Cherohala Skyway, accessed via NC-28 S and US-129 S. This route offers a different scenic experience, combining mountain vistas with winding roads that are slightly less intense but equally rewarding. The Skyway is renowned for its panoramic views and smooth curves, providing a perfect follow-up to the more intense Tail of the Dragon.

Once on the Cherohala Skyway, the tour takes riders through lush mountain landscapes, with wide-open vistas and a sense of elevation that heightens the riding experience. The Skyway is celebrated for its scenic beauty and the feeling of freedom it offers, making it a favorite for those seeking a more relaxed yet scenic ride.
The route connects the North Carolina and Tennessee border areas, providing a change of scenery from the first day’s more technical riding. The combination of mountain curves and sweeping views makes it an ideal conclusion to the weekend adventure.

The tour starts at Patriot Harley Davidson in Fairfax, VA, and concludes back at the same location. The group size is capped at 9 riders, ensuring a manageable and personalized experience. The ride is designed to accommodate riders with moderate physical fitness, so active riding and some endurance are expected.
Participants should be prepared for weather-dependent conditions, as poor weather can lead to cancellations or rescheduling. The tour operates with a mobile ticket, and confirmation is provided at the time of booking, offering convenience for planning.

The $450 fee covers the entire two-day experience, including scenic routes, stops, and guidance. It’s worth noting that cancellations are possible up to 6 days in advance for a full refund, giving some flexibility to change plans if needed.
Since the tour is led by Second Star Moto Tours, riders can expect experienced guidance, though specific guide personalities or styles are not detailed. The inclusion of popular routes like the Tail of the Dragon and Cherohala Skyway guarantees a ride filled with excitement and stunning views.

The tour requires a moderate physical fitness level, reflecting the nature of mountain riding, which involves sustained concentration and moderate endurance. Riders should be prepared for the possibility of variable weather, which can impact riding comfort and safety.
The tour’s timing allows for a relaxed pace, yet the technical nature of the roads—especially the Tail of the Dragon—demands careful riding. Proper motorcycle gear and readiness are essential to enjoy the full experience safely.

This tour is ideal for motorcycle enthusiasts accustomed to mountain riding and curves. The focus on iconic scenic routes makes it a memorable experience for riders seeking both technical challenge and breathtaking scenery. It’s suitable for those comfortable with moderate physical activity and who appreciate well-organized guided rides.
While the excursion does not specify accommodations or extended stops, the focus on scenic routes and the camaraderie of a small group make it a rewarding weekend adventure.
The two-day motorcycle tour from Fairfax, VA offers a balanced mix of challenge and scenery, with 318 curves on the Tail of the Dragon and sweeping vistas on the Cherohala Skyway. The $450 price point covers guided rides, stops at iconic locations, and a small group size, making it an attractive option for serious riders.
The itinerary’s structure ensures a relaxed yet exhilarating pace, with enough time to absorb the mountain views and enjoy the camaraderie. However, riders should be prepared for moderate physical effort and variable weather conditions. This tour suits those eager to explore legendary roads and deepen their appreciation of mountain riding in a well-organized, scenic setting.
Is this tour suitable for beginner riders?
The tour requires a moderate physical fitness level and involves challenging mountain roads, so it is best suited for riders with some experience in mountain or curvy road riding.
What is included in the price?
The $450 fee covers guiding services, stops at key locations like Deals Gap Motorcycle Resort, and the scenic routes on the Tail of the Dragon and Cherohala Skyway.
Can I cancel if the weather is poor?
Yes, cancellations are permitted up to 6 days in advance for a full refund. The experience is weather-dependent, and poor conditions may lead to rescheduling or cancellation.
Where does the tour start and end?
The tour begins and ends at Patriot Harley Davidson, Fairfax, VA. The start time is 4:00 pm on the first day.
What is the group size limit?
The maximum number of riders is 9, ensuring a personalized experience with guided attention.