Interested in motorcycles that seat two? These gorgeous Harley-Davidson bikes bring the comfort and the support, keeping passengers riding in style.
If you’re thinking about the passenger experience, Harley-Davidson motorcycles have a lot to offer. Many of the best Harleys ever made come with the legendary « 2-UP » seating, a system that basically puts the pillion passenger above the rider, making for an extra-comfortable ride. Other stylish Harley-Davidson bikes are more typical two-seaters, but they’re still massively comfortable, in addition to being powerful.
We’ve sorted through years of Harley-Davidson history to bring you these striking two-seater models, most of which are still available to purchase brand new today — only one isn’t available new 2025. Countless aftermarket modifications and custom shops can convert single-seat motorcycles into two-person machines, but we’re focusing only and solely on bikes that rolled off Harley’s production line with the ability to seat a pillion passenger. These gorgeous machines show Harley’s understanding that some of life’s best rides are meant to be shared. So, with that in mind, here are the most iconic Harley-Davidson motorcycles that came from the factory ready for two.2025 Street Glide
We start off strong with the 2025 Harley-Davidson Street Glide, which comes in with a base price of $27,749 (not including fees), with monthly payments starting from $408. It has a standard two-person seat, with the passenger being slightly raised above the rider, and also comes with the now-legendary batwing front-fairing with an integrated LED. Power comes from a massive Milwaukee-Eight V-twin 117 unit that churns out 105 hp and 130 lb-ft of torque. This beauty of a powerplant features liquid-cooling, specifically on the cylinder heads – which is where the actual combustion happens, so it’s important these stay cool, as well as a radiator mounted in between the « valley » of the V-twin, helping it stay cool on any tour.
Tech wise, it also has an 12.3-inch touchscreen infotainment-navigation system that can connect to your phone and provide AM/FM radio, USB audio, and Apple CarPlay. All these convenience features when coupled with the estimated 44 mpg fuel economy, make for a brilliant riding experience. For the 2025 model year, the Street Glide comes with a standard color scheme of billiard gray, with eight other options available for an additional cost – between $600 and $2,200. As usual, the bike is also available in two main trims: chrome, which is the standard option; and black, which, for an extra $1,350 removes all the shiny chrome and makes the Street Glide look a lot more menacing.2025 Street Glide Ultra
Next up, we have the 2025 Harley Street Glide Ultra, which can do everything that the Street Glide from above does, but better. In Harley’s own words, the Ultra is basically just a Street Glide that has a few extra features that make ultra-long touring even more enjoyable, and this really shows. More storage, a passenger backrest, passenger shoulder rest, rear passenger floorboards, a two-up comfort seat, a bigger windshield, and heated handles, are just a few among many upgrades that the Ultra boasts over the regular Street Glide — if any Street Glide can be called regular.
It isn’t much more expensive than the regular model, coming in with a base price of $30,749 (excluding fees) and monthly payments from $452. The Ultra has exactly the same performance specifications as the base Street Glide: Milwaukee-Eight 117 engine, 105 hp, 130 lb-ft of torque, and a 44 mpg estimated economy — which is quite impressive. Additionally, the Ultra also has upgraded storage, with a total available space of 4.9 cubic feet – double that of the pedestrian Street Glide. To put it simply, the 2025 Street Glide Ultra is the ultimate touring machine for the « I have no budget restrictions » buyer, whether that’s for solo touring, or with a passenger.2025 Road Glide
Harley fans have spent plenty of time comparing the Road glide to the Street Glide, and it’s easy to see why. Both are extremely powerful, comfortable, and have a road presence unlike any other. They’re priced similarly too, with the 2025 Road Glide having a base price just a little higher than the Street Glide, at $27,999 versus the Street Glide’s $27,749 (before fees). Also, a special, high-performance vehicle of this bike is also available for purchase currently, in the form of the 2025 Harley-Davidson CVO Road Glide RR, though it does command a premium MSRP, starting at $110,000 and is a single seater.
For the standard 2025 Road Glide, power is provided by the same Milwaukee-Eight 117 V-twin engine as the two Street Glide models we just covered above. The Road Glide’s power output is a little higher – 107 hp versus 105 hp on the Street Glide – though torque is 1 lb-ft lower, at 129 lb-ft. It also has the same 12.3 inch touchscreen infotainment system with Skyline OS as the Street Glide. It would honestly be easier to mention the main difference between the two motorcycles – which is the fairing design and placement. This design difference causes the two bikes to handle very differently, with the Road Glide being known for its stability and aerodynamics, and the Street Glide being the more maneuverable sibling.2025 CVO Street Glide
On Harley-Davidson motorcycles, CVO is an acronym for Custom Vehicle Operations, and the tag is given to only a few bikes each year. Each CVO motorcycle will have custom paint options not available on the regular variant – for each CVO bike is based off an existing platform – and will also usually be shipped with higher-quality components and (sometimes) premium features. The 2025 CVO Street Glide is one such option, being a two-seater bagger motorcycle that was built for the open road. The premium-ness of this model is clearly reflected in the price, which starts at an eye-watering $45,999, with monthly payments from $677 (not including fees).
