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The 6 speed does lower the hwy rpms a little.
If you get use to the 6 speed you might miss it some if going back to a 5 speed.
When I ended up with an 08 Ultra I made 2 trips of about 7-800 miles.
Didn't get out of 5th till right at the end of both trips. Forgot I had a bike with a 6 speed.
I rarely put it in 6th and not until 80-90 mph speeds are being run.
I agree with Ironhandjohn on the 5 speed. Mine is a 2001 with 95" big bore kit, stage 1 air filter, drilled qty 4 - 3/8" holes in each baffle of the stock mufflers. 70-75 is fine. 80+ feels like it's working too hard. Although I don't think 80 will hurt anything, I don't ride over 75 very often, usually 65-70. The bike gets around 47-48 mpg with just me on it, no windshield. In town the 5 speed is fine. Unless I was doing long high speed runs, I wouldn't hesitate to get a 5 speed if the bike and price are right.
My Ultra with 103 and 6 speed has longer legs for sure, 80-85 no problem. Stock air filter (soon to change), gutted cat, stock CVO mufflers (probably will drill some holes in the baffles) Usually ride same speeds 65-70, 2-up and 12" windshield. Haven't had bike too long, but it's been averaging 42-43 mpg. In town I never use 6th gear.
Hence OEM 6 speed in a RK means that you have a twin cam or later motor (2007 and later), while 5 speed trans means that either twin cam with spring loaded cam shoe tensions (bad), or older evo motor.
As for touring models, 2006 was the first year that Harley got the front and back tires in the same line.
Myself, love the evo motor due its simplicity/bullet proofness (single cam) and why I have a 97 RK, but on the other side of the coin, when Harley get the front and rear tires in line on the 2006 and later models, makes for a better handling bike over-all.
So short of the trans begin changed out on the bike and don't want the evo motor, would be nudged to go with a OEM 6 speed trans, which would put the bike at 2007 or later.
As for the trans themselves, unless your going to see a lot of 80mph plus trips, either trans if fine.
Note, can pull 80mph in third gear on my 5 speed RK, have run at over 120mph at times, so it really comes down to the the 6th gear bike having just a slightly lower final drive in the end when you are running at higher speeds through out the trip really.
Check the final ratios of the 6 in question, not all were an actual upgrade over 1-1 final drive. What harley did with the engine size increase was change the primary ratio to drop RPMs a bit and give it more legs. The extra gearing and inches balanced any gaps and lugging getting up to speed.
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