We used to tow a 20' TT weighing 5K lbs with a 2000 F150 with a V6. Truck had a max. tow rating of 5500 lbs. OMG, it was horrible.
Acceleration was sloooow... It really struggled up hills. Worst hill was the I-5 going up Grants Pass in Or. Couldn't do more than 30-35 mph and had to crawl up on the right shoulder along with semi trucks. The 4.2L V6 is rated at a anemic 205 HP and was running high rpms much of the time trying to make enough power. Buffeting head-on winds were not fun as the engine could not make enough power to keep the speed steady. We sold the truck to a co-worker of DW. Not long after we sold it, they had to replace the tranny - presumably due to towing. (Truck only had around 100K miles on it and only got light use in the 10 years we had it.)
Internet says the 2000 V6 Silverado is rated 200 HP. Not good... I believe tow ratings for manual transmissions are lower than automatics. I can't imagine how much of a challenge and tiring it would be where it is hilly and you have to shift gears a lot. Hard on the clutch too.
I have to say a TT is a bad idea, unless something like an r-pod or similar. A FW at 5900 lbs would have a pin weight of about 1200 lbs. With passengers and dogs in the cab, you are probably overloaded but if if okay, would still be an awful towing experience.
