All looks nice and varied.Right this is my best stab at timings plus a bit of route editing, I'm under no illusions it will be this smooth though.
11.00 - 12.15 Old Gaolhouse, meet up in the Spoons.
12.20 - 12.45 Overdraft , keg only
12.50 - 13.15 The Westgate
13.30 - 14.00 The Fulflood Arms*
14.10 - 14.30 The St James Tavern
14.40 - 15.00 The Old Vine
15.00 - 15.20 The Eclipse
15.30 - 16.00 The Wykeham Arms*
16.15 - 16.45 The Queen Inn*
17.10 - 17.40 The Black Boy* ( opening times 12.00 - 14.30 and 17.00 - 23.00)
(Wild Card Alfies) 10 mins walk from black Boy and 10 mins to Hyde Tavern, opens 18.00.
( Wild Card The King Alfred) 2 mins walk from Hyde Tavern.( open 12.00 - 23.00)
18.00 - 18.30 The Hyde Tavern* ( opening times 18.00 - 23.00)
18.35 - 19.00 The Albion*
I've included sensible walking times in the timings but not with much leeway, for those with a more limited time frame I'ved marked what I consider the better pubs with a *, still a fair hike between them though. The Old Vine and Eclipse are quite small but very close to each other so maybe wise for the group to split visits.