Loads,
It is a nice challenge. As people always say if your head is in the right place and you pace yourself and eat properly it is not that hard if you can manage shorter rides of 60-70miles.
Plan a nice café stop and it become two 50 miles rides. Make sure you leave plenty of time then you can be relaxed about pacing. Check out a route so that the you don’t hit a massive hill at 90 miles.
Longest for me so far is 300miles. Again, a head game. Good company and a strategy to break it down helped as well as the one way train ticket that meant we had to ride back.
Maybe look for an Audax (you don’t strike me as a sportive person 😉 to get a good route, have company and make it an event.