I use to live on the East End and worked for Ocean Frontiers (OF).
October isn't to bad. When I was there October was quite decent.
December through February can be a little bit rough, especially when going through the channel. Still, I have had some great dives during those months.
Yes it is windy on the East End, but there are 3 options for places to dive, south side, east side and north side. If the winds are strong out of the south then we went north. If they came out of the north we went south. If you are prone to sea sickness take some medication. Jolly ranchers are nice to have. Although they are not a 'cure all', they help to distract the mind and clear away the nasty taste should you feel like feeding the fish. Keep in mind, if you feel sea sick during the surface interval still dive the second dive, you will feel much better.
From OF the divesites are not far, as short as 5 minutes and as long as 35 minutes. The east end is well known for it's swim through's and reef formations. On the south side most of the shallow dives have plenty of swim throughs or you can avoid them if you wish and swim along the mini wall.
OF does keep up it's rental gear. At the end of each day all the gear (including customers) was rinsed and hung up to dry. The rental regs were dipped into a sanitizer (just the mouth piece) then hung up to dry.
During your surface interval your gear is changed over to a new tank by the staff leaving you time to relax and enjoy the sun.
If you have any questions feel free to ask.
EASTENDDIVER, is this Mike or Kathy?
Cheers
Chris