Asheville Tail of the Dragon and Cherohala Skyway Weekend Tour

Exploring the Asheville Tail of the Dragon and Cherohala Skyway Weekend Tour

When it comes to combining thrill, scenic beauty, and a bit of adventure, this two-day motorcycle tour from Asheville delivers on all fronts. Designed for riders wanting an authentic taste of mountain curves and scenic vistas, this experience promises to be a memorable escape into some of the most beautiful roads of Virginia and North Carolina. While the tour is geared toward motorcycle enthusiasts, the well-curated itinerary and manageable group size make it appealing for anyone with a moderate physical fitness level and a love for scenic drives.

What we particularly like about this tour is its focus on famous routes like the Tail of the Dragon and Cherohala Skyway, which are both celebrated for their challenging curves and breathtaking mountain scenery. Plus, the tour’s small-group setting (maximum of nine travelers) ensures a more intimate and personalized experience, often missing in larger tours. One potential downside? The tour’s price of $450 per person might seem steep for some, especially if you’re just looking for a quick ride. But for those seeking a full weekend of scenic riding and camaraderie, the value becomes clearer.

This adventure is best suited for motorcycle lovers, weekend travelers, or anyone eager to explore scenic mountain roads with a bit of a thrill. Whether you’re a seasoned rider or a curious beginner with some riding experience, this tour offers a taste of the iconic roads that define America’s motorcycle culture.

Key Points

• Two Days of Riding: Experience the thrill of 318 curves, mountain vistas, and charming towns over a manageable weekend.
• Small Group Size: Up to nine travelers ensure personalized attention and a more relaxed atmosphere.
• Iconic Routes: Ride the Tail of the Dragon with its famous twists and the scenic Cherohala Skyway through the mountains.
• Comfortable Meeting Point: Starts conveniently at Patriot Harley Davidson in Fairfax, VA.
• Includes Breakfast: Enjoy a hearty breakfast at Deals Gap Motorcycle Resort to fuel your day of riding.
• Weather Dependent: Good weather is a must; cancellations for poor weather are fully refunded or reschedule options are available.

Detailed Review of the Tour Experience

Starting Point and Logistics

The tour begins at the Patriot Harley Davidson dealership in Fairfax, Virginia, a straightforward spot close to public transportation options. Meeting at 4:00 PM on the first day, the group gathers and prepares for the ride ahead. The logistics are simple—just hop on your bike or meet your guide with your motorcycle gear ready. The tour’s price of $450 per person reflects the value of two days of guided riding, scenic stops, and some of the best mountain roads in the area.

Day 1: From Asheville to Bryson City

The journey kicks off around 9:00 AM, with a scenic ride westward on I-40 and US-74 toward Bryson City, North Carolina. The ride itself is a gentle warm-up, allowing everyone to settle into the landscape and get ready for the main event. Arriving around 10:30 AM, the group stops in Bryson City for a quick break—perfect for stretching, chatting, or grabbing a snack.

While the itinerary doesn’t specify all the stops in detail, this initial phase sets the tone—a smooth start before plunging into the heart of the mountains. Expect winding roads, the scent of pine, and maybe a chance to spot some local wildlife as you approach the mountain passes.

Day 2: The Crown Jewels – Tail of the Dragon and Cherohala Skyway

The highlight of the tour is undoubtedly the ride along the Tail of the Dragon at Deals Gap, famous for its 318 curves in just 11 miles. This stretch offers an exhilarating challenge for motorcyclists and a chance for some spectacular photo opportunities at the iconic “Welcome to the Dragon” sign. Riders report that the curves are “challenging but exhilarating,” with many appreciating the professional guidance that keeps the ride safe while maintaining the thrill.

Following a breakfast at the Deals Gap Motorcycle Resort—a chance to refuel and soak in the mountain atmosphere—the tour continues along the Cherohala Skyway. This mountain road is celebrated for its sweeping views, elevation changes, and a sense of vast wilderness. Riding NC-28 South and US-129 South, the group experiences a more relaxed yet equally scenic route, perfect for appreciating the natural beauty of the area.

The Experience and What You’ll Feel

Throughout both days, the focus is on enjoying the ride rather than rushing through it. The small group size fosters camaraderie and allows for stops at viewpoints or charming mountain towns. Reviewers mention the “well-paced” nature of the tour and appreciate the “personalized guidance” from the tour provider. The route’s reputation for 318 curves isn’t just a boast—it’s a real challenge that rewards attentive riding and concentration.

The balance between technical riding and scenic relaxation is carefully maintained. The routes are designed to be accessible to riders with moderate fitness but still provide enough technical interest for seasoned motorcyclists. The weather plays a significant role—poor conditions can lead to cancellations, but the tour offers flexibility with rescheduling or refunds, adding peace of mind.

Value and Overall Impression

At $450 per person, the tour offers a comprehensive experience—two days packed with scenic riding, a hearty breakfast, and the opportunity to explore some of the most famous motorcycle roads in the southeastern U.S. The small group size, expert guidance, and iconic routes make it a good value for those seeking authenticity and adventure. Keep in mind, the price includes the guided ride but not personal gear or fuel, so plan accordingly.

Who Will Love This Tour?

This experience is perfect for motorcycle enthusiasts, weekend travelers wanting a memorable escape, or anyone eager to see mountain vistas while embracing some of the best mountain roads in the country. It’s equally appealing to those who appreciate well-organized tours with a personal touch and are comfortable riding in a group. The mixture of challenge, scenery, and camaraderie makes this a standout ride for adventurous spirits.

Final Thoughts

This Tail of the Dragon and Cherohala Skyway weekend tour offers a nicely balanced mix of adventure, scenery, and social riding. It’s a chance to challenge yourself on some of the most famous curves, enjoy mountain vistas, and visit charming mountain towns—all within a manageable two-day schedule. The small group format and professional guidance ensure safety and intimacy, making it more than just a long ride — it’s a memorable experience.

While the price might be a consideration for budget-conscious travelers, the value lies in the quality of the roads, the scenic stops, and the shared adventure. Whether you’re a seasoned rider or an enthusiast eager to tick an iconic route off your list, this tour offers an authentic taste of mountain riding that’s hard to beat.

If you’re craving an adrenaline-filled, scenic motorcycle weekend and want to see some of the best routes Virginia and North Carolina have to offer, this tour could be just the ticket. Just remember to check the weather forecast before you go, and come prepared to enjoy some of the most fun curves a motorcycle rider could ask for.

FAQs

Is this tour suitable for beginner riders? While the tour is designed for those with a moderate physical fitness level and some riding experience, the routes include challenging curves like the Tail of the Dragon. Beginners should be comfortable with mountain riding and curves.

What is the maximum group size? The tour limits to a maximum of 9 travelers, ensuring a more personal experience and less crowding on the roads.

What should I bring on the tour? Riders should come prepared with their motorcycle gear, including helmet, gloves, riding jacket, and suitable footwear. Check with the provider for any additional recommended items.

Does the tour include accommodation? No, the tour is a two-day ride starting and ending in Fairfax, VA, with the scenic routes serving as the main focus.

Can I cancel if the weather looks bad? Yes, the tour is weather-dependent. Cancellations due to poor weather are fully refunded or can be rescheduled.

What makes the Tail of the Dragon special? It’s known for its 318 curves in just 11 miles, offering a riding challenge and incredible mountain views, making it a favorite among motorcyclists.

Are meals included? Breakfast at the Deals Gap Motorcycle Resort is included on Day 2. Other meals are not included but can be purchased at stops.

Is this tour suitable for non-motorcyclists? No, this is a motorcycle-specific tour. Non-riders would need to look for other experiences.

How long are the riding days? The tour features a relaxed start and stops, but the core riding days include mountain roads with plenty of curves and scenic viewpoints.

What is the overall value of this experience? Given the routes, guide, and small-group setting, many find the $450 price point a fair value for a memorable weekend of riding and exploring iconic roads.

This tour offers a well-rounded blend of adventure, scenery, and camaraderie. Whether you’re chasing the thrill of famous curves or simply soaking in mountain views, this ride promises a rewarding weekend for motorcycle lovers and scenic road enthusiasts alike.