I have a 2008 Fit Sport and have gone on many 1-2 week road trips with it in the last 4 years. Interstates, Forest Service roads, and everything in-between. Mine is pretty much stock and I usually sleep in a tent or hammock versus in the vehicle so I can't directly answer your question but here are a few of my 'observations' so to speak

Pros:
- good MPG (manual transmission for better power control and MPG, auto is not so great in the '08's)
- runs like a champ, low maintenance costs.
- good seating config options (more below).
- front seats can be reclined to line up with the front of the rear seats making it possible to stretch out more. Headrest must be removed and cargo stowed out of the way first. Your average sized bicycle will stow, without removing the wheels, behind the front seats with the backseats folded up.
- you can sleep in the back without messing with the front seat fold down option if you fold down the back seat instead.
- hatchback in the raised position makes a good out of the elements spot to sit or stand and change in, cook on the ground under, load/unload without getting soaked, etc. It has better coverage than a truck cap's rear door. Rear interior light can be safely disabled by temporarily jamming hatch mechanism with a stick enabling you to leave it open for long periods of time with no drain on the battery.

- roof racks available.
- *opinion* interior cluster/display is laid out better than competitors.

Cons (2008):

- 4 cylinders (not that great in multiple successive steep mountain passes but with manual and a little planning ahead she gets it done)
- electronic throttle prevents you from being able to romp on it (common these days but it's enough to be highly annoying when stopped on steep hills and you want the power you are asking for)
- seats aren't very comfy after a few hours(compared to the Accord for instance)
- certain areas of the interior trim joints and carpet will wear quickly under sustained use(though it's the cheapest in the line-up and better than competitors in the sub-compact range)
- roof slope causes rain to drip in when windows are open even a small amount (you can fix this with rain deflectors)
- loud interior at interstate speeds without suspension mods/upgrades. Dash will probably develop a rattle at 70+mph.
- windshield can crack easily when struck due to the slope
- can't tow (although I've seen it done with those mini teardrops)

The more recent models, '09 and on, are slightly longer and wider with a smoother ride. Longer front cabin. Higher quality interior. No longer have to remove headrests for "dive-down" seat position. Completely different engine. Slightly more HP and torque. Larger rear hatch opening. Better visibility for driver. More airbags. I would have gotten an '09 if I knew they were going to change it so much after only 1 year on the U.S. market! Overall it's decent but can't replace an SUV or RV as far as storage and room goes - a lot cheaper in most cases though.