Caravanistan

Julia wrote:Search Pamiri houses. It's local authentic type of houses.

You won't get Pamiri houses (with their unique architectural details) in the Fann Mountains.

I can't comment on the Yagnob Valley, but the Fann Mountains are very different than the Pamirs. The Fanns are much more accessible than Yagnob, as well.

1. Yes.
2. Yes. Obviously Khorog - Bishkek will involve backtracking the entire way or doing something completely different and going up through Dushanbe and Khojand, for example. But in neither situation will it be possible to do this in one week.

Nope.

You can get GBAO permit in Dushanbe (probably not useful for you), from an embassy, or possibly from a tour agency.

Most of your questions are answered in the subtopics accessible at: https://caravanistan.com/planning/ If you look at a map, you can see that it is possible to go from Osh to Song Kol via Kazarman, but the problem is that this is a difficult road (though I believe it is in the process of being impro...

It should be possible to travel by road throughout Tajikistan (there are no railroads on this route), though it's possible roads may be closed if there is recent heavy snow (as is true pretty much everywhere).

You can't do a car rental, and plenty of people here have done it on public/shared transport (there are lots of trip reports here if you search, or even search the core, non-forum content). You may pay more if your bargaining skills are bad, but you won't be stranded.

The agency didn't say you could change to multi-entry while in Iran. They said you could extend your visa for another 30 days, then suggested you leave your van in Iran while you went to Dubai/India, and then fly back to Iran and get VoA. Getting a visa extension doesn't mean you get to leave Iran a...