Do you have a windshield on your dyna? Suspension upgrades? Have you ever ridden a Road Glide. It is absolutely a more comfortable ride and easier to pack your gear. At least on a stock set up. After riding my street bob for a few weeks and then getting on my road glide I forgot how nice it was. But my street bob is still all stock. My road glide felt like I was driving a car. Suspension is so much better even on my 9 year old bike. Tunes help too.

Here's my Road Glide packed up for a 7 day solo ride to Maine, camped every night but one. No it didn't take me 7 days to get there. I stayed a few nights in Cooperstown for Barry Larkin's HOF induction.

 

If you can do it, good for you. Ape hangers, no front fender & it appears your bike is lowered? I wish you the best.

 

Yee of little faith...

 

I just got back from crossing Australia and back (6500 miles) on a 2011 Street Bob.

I did a bit of stuff to it, but a lot of that was because of the extreme conditions, isolation etc (10-row oil cooler, extra batteries, fuel bottles, bigger headlights, bunch of spares etc). mostly 6-8 hour days, one or two 12 hours...

The major things I did for comfort were mini-footboards (in the mid-position). highway pegs for stretching out sometimes, and a mid-sized touring screen (Memphis Shades Slim). My seat was thin but confortable (Mustang Cyclone).

It was a tough trip (sunburned to heck, swam in three oceans, lost a few pounds, woke up one night covered in thousands of hungry mice, and nearly wore a feral camel), but the bike was just fine, and proved ultra-reliable in all kinds of harsh environmenst and weather.



Best things I did though - a Thermos cup on the handlebars, and plently of tunes!

Good luck, and ride safe - you'll have a ball, and a tale worth telling!
.

 

I have forward controls. Before a long trip I add mid pegs to have a place to move my feet around. About half the time I pull the passenger pegs down so I can hang my heels on them for another alternative.

Handlebars are stock. I pull them back as far as I can. I stop just shy of the turn signals being able to hit the tank at full right or left.

The seat is stock. I put a small thin folded towel where I sit and throw lambs wool over the seat. My body will wear out before my *** will.

I wear compression shorts instead of underwear and they make a huge difference.

I use a detachable Harley windshield set as high as I can get it. I look through the windshield more than I look over it.

Lever on my throttle lock for easy lock and unlock to give my right hand a break.

I use a tank bag and it has almost become a necessity. I keep everything I need on the road in it. Including what I will eat while riding.

2 water bottles will fit between the triple tree and the windshield and allows me to drink while I am riding. I keep more in the t-bag in the back.

Modular helmet so I can lift the shield and eat and drink while I ride.

It sounds like a lot but isn't. I can get the bike ready for a trip in 30 minutes, and strip it down to normal in 15 after arrive.

 

OP:
800 miles is a good run and more a test of how much tenacity you have.

135 miles per tank.
6 fuel stops at 10 minutes a stop (easily doable) 60 minutes time total
Average moving speed of 75 mph. 10hrs 45 minutes
total 11 hrs 45 minutes if you stay after it.

Leave at 6:00am Done for the day at 6:00 pm.

Here is some advice.
You cannot ride fast enough to make up for long or extra stops. mathematically it is impossible.
Those that have never ridden long miles in a single day, will tell you frequent stops, and taking breaks is the key. IT ISN'T. The overall time spent travelling, including the accumulation of all the time spent on breaks, is what takes a toll on the day.
Especially on a 2 day trip.

Get on the bike, keep the wheels rolling. Think of it as fuel stop to fuel stop, not 700, 500 or 400 miles to go. You just have 6 fuel stops, nothing more.

If you (or anyone else) has specific questions, post them up or send me a PM and I will help all I can.

 

I rode the Route 66 version of your trip on a Sportster and then did the east coast to the Cabot Trail on an FXDX. prep the bike and you will have a good time. I ride 800-1000+ days many times a month, the bike will not be the limiting factor.

I did learn that I'm Jonesee's ugly old cousin. He put together a good list of what makes a long trip enjoyable. From his list:
Forward controls. - on my Sportster, Dyna has highway pegs
mid pegs - I need to do this on the Sportster , Dyna has mids
pull the passenger pegs down - I tried this
so I can hang my heels on them - I need more Yoga
Handlebars are stock - both bikes have the same front end, I use the stock bars from the Dyna on both (they were in the 2013 accessories catalog as reduced reach for Vrod)
pull them back as far as I can - same, I spend a lot of time adjusting them to get the angle right
seat is stock. - I use HD sundowner seats on both for long rides
compression shorts - strangely didn't work for me, I ride bicycles with them and expected this to help

detachable Harley windshield - same
set as high as I can get it - except I use a 14 inch , I like the wind flow smooth over the helmet
Lever on my throttle lock - I keep the star bolt tight and ride it like a tractor
Tank bag - same
2 water bottles will fit between the triple tree and the windshield - I use backpacking bottle holders strapped around each side of the windshield bracket
drink while I am riding - never occurred to me to do this
Modular Helmet - same
ready for a trip in 30 minutes - I keep both prepped for distance all the time (2-3 hole fluid change/filters changed/cleaned- I don't wash them so I have time to oil them), in case Jonesee calls :-)

135 miles per tank - same, switch to reserve 127 for Sportster, 142 for Dyna
10 minutes a stop - same, about every 3rd stop I eat something
Average moving speed of 75 mph - same, I notice that on a long highway I pass the same trucks in between each gas stop ( I know, I'm rainman on a Harley)

I just bought a Road King for easier 2 up, I did a 1000 mile test from Wisconsin to Dallas last weekend. No advantage for 1up over the Dyna (suspension is worse). My only other advise is to make sure you call your credit card companies so you don't trip all the fraud alerts.

 

This is all perfect information, there is only one thing I would add to the stopping for breaks and how it wears you down. That one thing is do not stop someplace where you can sit down and eat a full meal, this will make you tired. Like Jonesee said, pack small items that you can either snack on while riding or during your quick gas stop. I try and avoid sugary foods/snacks because they too will make you tired. Research energy foods and find things you like. My favorite thing to pack in some jerky, it's solid, can be chewed and sucked on for a while (kinda like leaf tobacco), provides a good amount of protien and enough salt to remind your body to keep the fluids coming. Save the full meal for when your day is done, treat it as your daily reward.

 

This is an incredible thread, thanks to all for putting out such great advice. Davedoodles, great pic, trip sounds amazing (as do all of the posters)

 

Very sound advice. I thought about going into the diet thing but thought it would be going to deep.

I like to eat these thin, hard, crunchy granola bars my wife handed me on my first run many years ago. They are perfect for me (and I am NOT a granola guy!). Easy to eat, small to pack, never hungry. Throw a bunch in my tank bag and I am good to go until I get off the bike, whenever that is.

I make myself drink (water) occasionally. Even on the hottest day I never feel dehydrated even though I know I will be. Dehydration is one of the most common issues with endurance riders.