The 1999 Harley-Davidson Road King is a classic American cruiser known for its timeless styling and comfortable touring capabilities. As part of the FLHR model line, which debuted in the early 1990s, it embodies a retro aesthetic reminiscent of pre-WWII motorcycles. Key trims often include the standard Road King and the Road King Classic, differentiated by features like spoked wheels and whitewall tires. New, it ranged from approximately $16,000 to $18,000. Its popularity stems from its blend of vintage charm, V-twin rumble, and the ability to handle long-distance journeys with ease, making it a favorite for riders seeking authenticity and comfort.
The Good
The 1999 Road King excels with its iconic V-twin performance, sturdy reliability, and plush comfort ideal for long rides. Its classic, enduring design evokes emotion, while its practical touring features offer undeniable value for riders seeking both style and substance.
The Bad
Potential buyers should watch for oil leaks from the engine and transmission, particularly the crank seal. Brake performance can be a concern, and some owners report issues with the fuel delivery system. Electrical gremlins can also surface over time.
1999 Harley-Davidson Road King: Quick Overview
- Engine: The primary engine for the 1999 Harley-Davidson Road King was the Harley-Davidson Twin Cam 88 V-twin engine. This was a significant update from the Evolution engine, featuring 88 cubic inches (1450cc) displacement. It was an air-cooled, 45-degree V-twin with a bore and stroke of 3.75 inches by 4.00 inches.
- Horsepower: While official horsepower figures were not always prominently advertised by Harley-Davidson in this era, the Twin Cam 88 typically produced around 67 horsepower at the crank. Torque figures were more emphasized, with the engine delivering substantial low-end grunt, often in the vicinity of 70-75 lb-ft.
- Fuel Economy: Fuel economy for the 1999 Road King was generally in the range of 40-50 miles per gallon (MPG), depending on riding conditions, throttle input, and load. The fuel tank capacity was typically around 5 gallons, providing a decent cruising range.
- 0-60 Times: Acceleration figures were not a primary marketing focus for the Road King. However, its substantial torque allowed for respectable acceleration from a standstill. A 0-60 mph time would likely fall in the 5-6 second range for stock configurations.
- Towing Capacity: The 1999 Harley-Davidson Road King is not designed for towing in the conventional sense (like a car towing a trailer). It is intended for carrying a rider and passenger, along with luggage. It is not rated for towing capacity.
- Trim-Level Features:
Standard Road King: Featured a large, detachable windshield, chrome-spoked wheels, a classic chrome headlight nacelle, floorboards, a two-up seat, and ample storage via hard saddlebags. The overall aesthetic was pure retro touring.
Road King Classic: This trim often added more luxurious touches, such as wider whitewall tires, more ornate chrome accents, leather-covered saddlebags, and sometimes upgraded seat materials to further enhance the vintage look and feel. Spoked wheels were also a common differentiator.
1999 Harley-Davidson Road King Specifications
Vehicle Information
| Year | 1999 |
| Make | Harley-Davidson |
| Model | Road King |
| Trim | - |
| Style | - |
| Type | Motorcycle |
| Category | Motorcycle |
Manufacturing Details
| Made In | United States |
| Manufacturing City | YORK |
Dimensions
| Doors | - |
| Curb Weight | - |
| Gross Vehicle Weight Rating | - |
| Overall Height | - |
| Overall Length | - |
| Overall Width | - |
| Wheelbase Length | - |
| Standard Seating | - |
Engine & Performance
| Engine | 1450-CC |
| Engine Size | 1450L |
| Engine Cylinders | 2 |
| Transmission | - |
| Transmission Type | - |
| Transmission Speeds | - |
| Drivetrain | - |
Additional Features
| Anti-Brake System | - |
| Steering Type | - |
Pricing
| Manufacturer Suggested Retail Price (MSRP) | - |
| Invoice Price | - |
| Delivery Charges | - |
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Analysis
Analysis
What Problems Does the 1999 Harley-Davidson Road King Have?
The 1999 Harley-Davidson Road King, being one of the first years for the Twin Cam 88 engine, experienced some common issues that were progressively addressed in later model years. A significant concern reported by owners of early Twin Cam models, including the 1999 Road King, was related to the engine's internal components and seals. Specifically, the crank position sensor was an early point of failure, leading to stalling and difficult starting. Oil leaks were also frequently reported, particularly around the primary drive and the crankcase. The oil pump seal and the cam chain tensioner system could also be sources of leaks and wear, especially as mileage accumulated.
Another area of concern for the 1999 models was related to the transmission. Some owners experienced premature wear on the transmission bearings and gears, sometimes leading to shifting issues or the need for rebuilds. The clutch also could be a point of attention, with reports of a stiff pull or eventual failure of the plates or cable.
In terms of recalls, specific recalls for the 1999 model year can be found by VIN through the NHTSA website. General recalls for Harley-Davidson during this period often addressed issues like potential brake line failures, electrical system concerns, or fuel system components. It is crucial for potential buyers to check the specific recall history for any 1999 Road King they are considering.
Long-term reliability on the Twin Cam 88, while generally robust, can be impacted by maintenance. Bikes that have been neglected or subjected to hard use without proper servicing are more prone to developing these issues. The primary chain tensioner system on the early Twin Cams was a hydraulic unit that could wear out, requiring replacement with a more durable, upgraded component. Similarly, the stock cam chain tensioners were known to wear and fail, necessitating an upgrade to the hydraulic tensioner system or even the Screamin' Eagle conversion kit.
Despite these potential issues, many 1999 Road Kings have proven to be durable machines when well-maintained. The key is diligent maintenance, particularly regular oil changes, checking for leaks, and being aware of the common failure points and considering proactive upgrades for longevity.
Another area of concern for the 1999 models was related to the transmission. Some owners experienced premature wear on the transmission bearings and gears, sometimes leading to shifting issues or the need for rebuilds. The clutch also could be a point of attention, with reports of a stiff pull or eventual failure of the plates or cable.
In terms of recalls, specific recalls for the 1999 model year can be found by VIN through the NHTSA website. General recalls for Harley-Davidson during this period often addressed issues like potential brake line failures, electrical system concerns, or fuel system components. It is crucial for potential buyers to check the specific recall history for any 1999 Road King they are considering.
Long-term reliability on the Twin Cam 88, while generally robust, can be impacted by maintenance. Bikes that have been neglected or subjected to hard use without proper servicing are more prone to developing these issues. The primary chain tensioner system on the early Twin Cams was a hydraulic unit that could wear out, requiring replacement with a more durable, upgraded component. Similarly, the stock cam chain tensioners were known to wear and fail, necessitating an upgrade to the hydraulic tensioner system or even the Screamin' Eagle conversion kit.
Despite these potential issues, many 1999 Road Kings have proven to be durable machines when well-maintained. The key is diligent maintenance, particularly regular oil changes, checking for leaks, and being aware of the common failure points and considering proactive upgrades for longevity.
How long will the 1999 Harley-Davidson Road King last?
The 1999 Harley-Davidson Road King, with proper and diligent maintenance, can achieve significant mileage, often exceeding 100,000 miles and even reaching 200,000 miles or more. Many owners report reliable service for 15-20 years or longer. Durability is a hallmark of these bikes, with their robust frames and air-cooled V-twin engines designed for longevity. However, as discussed, the early Twin Cam 88 engine in the 1999 model year had known weaknesses. The crank seal, cam chain tensioners, and oil pump seals are areas that can require attention over time, especially after 50,000-75,000 miles. Regular fluid changes, proper oil levels, and addressing minor leaks promptly are crucial for maximizing the lifespan and preventing more significant, costly repairs down the line. Neglecting these can significantly shorten its service life.
What Technology & Safety Features are Included?
The 1999 Harley-Davidson Road King is intentionally minimalist when it comes to modern technology, prioritizing a classic riding experience. Built-in tech features are largely limited to the essentials. It includes a clear, analog speedometer and tachometer, along with an array of indicator lights for turn signals, high beam, oil pressure, and neutral. A fuel gauge is typically integrated into the instrument cluster, providing at-a-glance information to the rider.
Entertainment features are rudimentary by today's standards. Many models came equipped with a basic AM/FM radio, often with a single speaker located in the fairing or saddlebag. Some riders opted for aftermarket audio systems that offered better sound quality and features like CD players or even early forms of MP3 playback. However, integrated Bluetooth connectivity or complex infotainment systems were non-existent in the stock 1999 Road King.
Driver-assistance features are virtually absent. The focus is on the rider's direct control and connection to the machine. There are no advanced electronic aids like traction control, multiple riding modes, or sophisticated navigation systems. The primary safety feature is the rider's skill and awareness. Braking was handled by dual front disc brakes and a single rear disc brake, providing adequate stopping power for the era, though not as advanced as modern ABS systems. Some models might have had optional cruise control, which was a significant comfort and convenience feature for long-distance touring, but this was not standard across all trims.
Crash-test ratings are not applicable to motorcycles in the same way they are for cars. Manufacturers do not typically submit motorcycles for formal crash testing and ratings by agencies like the NHTSA or IIHS. Safety in motorcycles is primarily a function of rider skill, adherence to traffic laws, and the design features that contribute to stability and control, such as the motorcycle's geometry and braking system. The 1999 Road King's robust frame and predictable handling were its main safety attributes.
Entertainment features are rudimentary by today's standards. Many models came equipped with a basic AM/FM radio, often with a single speaker located in the fairing or saddlebag. Some riders opted for aftermarket audio systems that offered better sound quality and features like CD players or even early forms of MP3 playback. However, integrated Bluetooth connectivity or complex infotainment systems were non-existent in the stock 1999 Road King.
Driver-assistance features are virtually absent. The focus is on the rider's direct control and connection to the machine. There are no advanced electronic aids like traction control, multiple riding modes, or sophisticated navigation systems. The primary safety feature is the rider's skill and awareness. Braking was handled by dual front disc brakes and a single rear disc brake, providing adequate stopping power for the era, though not as advanced as modern ABS systems. Some models might have had optional cruise control, which was a significant comfort and convenience feature for long-distance touring, but this was not standard across all trims.
Crash-test ratings are not applicable to motorcycles in the same way they are for cars. Manufacturers do not typically submit motorcycles for formal crash testing and ratings by agencies like the NHTSA or IIHS. Safety in motorcycles is primarily a function of rider skill, adherence to traffic laws, and the design features that contribute to stability and control, such as the motorcycle's geometry and braking system. The 1999 Road King's robust frame and predictable handling were its main safety attributes.
What Colors Options are Available?
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In the meantime, feel free to explore the other sections for more content.
In the meantime, feel free to explore the other sections for more content.
1999 Harley-Davidson Road King Prices and Market Value
When new, the 1999 Harley-Davidson Road King typically ranged from approximately $16,000 to $18,500, depending on the specific trim (standard vs. Classic) and any factory-installed options. Used market prices for a 1999 Road King can vary significantly, but generally fall between $5,000 and $9,000 as of late 2023/early 2024. Factors such as mileage, overall condition, maintenance history, original paint, and any modifications (especially performance upgrades) heavily influence its resale value. Harley-Davidson motorcycles, particularly the iconic models like the Road King, tend to hold their value reasonably well compared to many other brands, depreciating at a slower rate. Well-maintained examples with low mileage and desirable options can command a premium in the used market, while those with high mileage or needing significant repairs will be at the lower end of the spectrum.
1999 Harley-Davidson Road King Cost of Ownership
Owning a 1999 Harley-Davidson Road King involves moderate to high long-term costs. Insurance premiums can vary significantly based on rider age, driving record, location, and coverage levels, but expect it to be more than for smaller displacement motorcycles. Fuel economy, around 40-50 MPG, is decent for its class. Maintenance is crucial; regular oil changes, filter replacements, and tune-ups are essential. Repairs for common issues like oil leaks or potential internal engine component wear can be costly, especially if requiring specialized Harley-Davidson parts or labor. While not the most economical, its enduring appeal and potential for long service life when well-maintained can provide good value over time for enthusiasts.
1999 Harley-Davidson Road King Fuel Efficiency
Fuel Type
Gasoline
Fuel Capacity
-
City Mileage
-
Highway Mileage
-
1999 Harley-Davidson Road King Warranty
Basic
Original warranty
0 months / No data
Estimated remaining
Expired
Powertrain
Original warranty
0 months / No data
Estimated remaining
Expired
Rust
Original warranty
0 months / No data
Estimated remaining
Expired
1999 Harley-Davidson Road King Insurance
Insurance for a 1999 Harley-Davidson Road King is moderately priced, reflecting its status as a Motorcycle with strong safety ratings and
reasonable repair costs.
reasonable repair costs.
How Does the 1999 Harley-Davidson Road King Compare to Other Motorcycle?
The 1999 Harley-Davidson Road King firmly established itself in the large-displacement cruiser/tourer segment. Its primary rivals during that era included models like the Honda Gold Wing, which offered a more technologically advanced touring experience with superior weather protection and features like a reverse gear and integrated audio. However, the Gold Wing generally appealed to a different rider seeking ultimate comfort and a more car-like experience, often at a higher price point. Another strong competitor was the Indian Chief, which, like the Road King, evoked a sense of American heritage and classic styling. Performance-wise, the Twin Cam 88 engine in the Road King offered ample torque for cruising and comfortable acceleration, though it typically lagged behind some Japanese V-twins in outright horsepower and refinement.
Features on the 1999 Road King were focused on practicality and classic aesthetics. Detachable windshields, comfortable seating, and ample storage were key selling points. While practical, it lacked the creature comforts and advanced electronics found on some competitors, such as extensive fairing-mounted instrumentation, cruise control (often optional), or advanced safety features. Reliability was a mixed bag for the early Twin Cam 88; while generally robust, it had more reported issues than some Japanese counterparts from Honda or Yamaha which were known for their bulletproof reliability and lower maintenance needs.
In terms of price, the 1999 Road King was competitively positioned within the premium cruiser market. Similar American-made motorcycles often commanded a comparable or higher price. Japanese touring bikes, like the Honda Gold Wing, could be more expensive when new.
Alternatives to Consider:
* Honda Gold Wing: If ultimate comfort, touring amenities, and exceptional reliability are paramount, the Gold Wing is a strong contender, though it sacrifices some of the raw, classic cruiser appeal of the Road King.
* Indian Chief (if available from that era): For a similar heritage-driven, classic American experience, an older Indian Chief could be an alternative, though parts and service availability might be more challenging.
* Other Harley-Davidson Models: For those who prefer the Harley-Davidson brand but desire different styling or features, models like the Electra Glide (more integrated touring) or the Heritage Softail (more classic styling without the large saddlebags) are worth exploring.
Ultimately, the 1999 Road King's appeal lies in its authentic V-twin rumble, classic styling, and the pure, unadulterated cruising experience it offers, differentiating it from more feature-laden or performance-oriented rivals.
Features on the 1999 Road King were focused on practicality and classic aesthetics. Detachable windshields, comfortable seating, and ample storage were key selling points. While practical, it lacked the creature comforts and advanced electronics found on some competitors, such as extensive fairing-mounted instrumentation, cruise control (often optional), or advanced safety features. Reliability was a mixed bag for the early Twin Cam 88; while generally robust, it had more reported issues than some Japanese counterparts from Honda or Yamaha which were known for their bulletproof reliability and lower maintenance needs.
In terms of price, the 1999 Road King was competitively positioned within the premium cruiser market. Similar American-made motorcycles often commanded a comparable or higher price. Japanese touring bikes, like the Honda Gold Wing, could be more expensive when new.
Alternatives to Consider:
* Honda Gold Wing: If ultimate comfort, touring amenities, and exceptional reliability are paramount, the Gold Wing is a strong contender, though it sacrifices some of the raw, classic cruiser appeal of the Road King.
* Indian Chief (if available from that era): For a similar heritage-driven, classic American experience, an older Indian Chief could be an alternative, though parts and service availability might be more challenging.
* Other Harley-Davidson Models: For those who prefer the Harley-Davidson brand but desire different styling or features, models like the Electra Glide (more integrated touring) or the Heritage Softail (more classic styling without the large saddlebags) are worth exploring.
Ultimately, the 1999 Road King's appeal lies in its authentic V-twin rumble, classic styling, and the pure, unadulterated cruising experience it offers, differentiating it from more feature-laden or performance-oriented rivals.
Final Verdict: Is the 1999 Harley-Davidson Road King a Good Motorcycle?
The 1999 Harley-Davidson Road King is ideal for riders who appreciate classic American motorcycle styling, the iconic V-twin sound and feel, and the desire for comfortable long-distance cruising. It's perfect for those who value a connection to the machine over a plethora of electronic rider aids. Given its age, it is certainly worth buying, but with caution. Focusing on well-maintained, used examples is essential. Buyers should thoroughly inspect for oil leaks, check maintenance records meticulously, and be prepared for potential repairs associated with early Twin Cam engines. The Road King Classic trim offers a more nostalgic aesthetic. It's a machine for the rider who wants an authentic experience and is willing to perform proactive maintenance to ensure its longevity, rather than seeking a trouble-free, modern touring platform.
Jovan
Jovan specializes in interpreting vehicle records and making sense of VIN data. With over 10 years of experience in the automotive data industry, his work ensures that every report is clear, accurate, and useful for car buyers.