StarThoughts said:
It's interesting that the journey from the Hoth system to Bespin was brought up, because I noticed that as being a glaring error for the first time when I watched the film this weekend.
The only in-story justification I can imagine is that the Imperial fleet was spread out among the local star systems looking for the Falcon, and that the Avenger made a hyperspace jump to the Anoat system to rendezvous with the Executor and the rest of the fleet for Captain Needa's apology, inadvertently taking the Falcon with her. Now that I think about it, this is supported by the dialogue as Leia asks Han where they are.
It's reasonable to assume that this part of the film elapses quite a bit of time, both because of Luke's training and because of how entrenched Vader is at Cloud City when the Falcon arrives, but to imagine that they somehow travelled from one star system to another at sublight speeds is a bit difficult to swallow, even in the fast-and-loose physics of Star Wars.
The idea that the Executor would travel to a different star system seems silly, after it is discussed that hyperdrive would allow the Falcon to escape to anywhere in the galaxy. The only reason to continue the pursuit with their ships is if they believe that the Falcon didn't have hyperdrive, and thus couldn't travel to other star systems. Vader even says that he wants every ship available to sweep the asteroid field, and hires bounty hunters to help.
Another problem with the fleet traveling to hyperspace with the Falcon in tow is that Han says that they could float away IF the fleet follows protocol and dumps their garbage. If their goal was to evade the fleet, they could have detached from the Avenger at the first garbage dump and saved themselves the trouble of evading multiple ships. Then again, they would need to be in an inhabited system to make repairs, so perhaps they jumped with the Destroyer and then detached nearer to their destination. However, this is never implied, and indeed he orders the Avenger to continue to scan the area while he is away apologizing to Vader, which heavily implies that the Avenger doesn't travel with him.
Eh, probably just a problem with the script that was glossed over.