I read a few blog posts about it, and one made some good points about some of the places being really hard to get into/crowded (TS Grog Grotto and CG were specifically called out.) I think the idea is some sort of food item and a drink or 2 at each resort. They suggested starting at CR (CG or Steakhouse 71 lounge) or the Poly (Tambu Lounge or Tiki Terrace) and working from there. I admittedly haven't looked at menus for any of those, but I do like the idea of not starting out waiting on some kind of list to get in somewhere.
And then we can get off the monorail at MK or CR and walk to the busses back to SSR.
Ahh, got it. Cali Grill’s bar seating is pretty small. I like going there right at 5 (if not a few minutes before when the second floor check in CMs start checking people in). You can usually always get a spot if there in that time period. After that, it’s going to be hit or miss based on the randomness of guest flow that evening. Some sit at the bar and just grab a drink, some a full meal, some a drink and apps, so turnover varies. But the limited number of seats can work against you. Good thing is there’s a special bar menu for food (not online) and most bartenders will let you cherry pick from the regular CG three course menu - so you’re not locked into that (terrible) requirement like table guests. Love the food and drink here - my favorite spot on property.
For a monorail crawl, Steakhouse 71 bar/lounge is likely going to be the more popular option just given the larger size/likelihood of walk up availability. I enjoy the food here too.
CG wins on setting and views, but Steakhouse likely wins on timing flexibility.
Good thing is it’s super easy to check CG bar availability at the second floor host stand. If it doesn’t look good, then it’s steps and an escalator ride down to Steakhouse, no harm no foul.
If you do have the ability to time your arrival for around 5, starting the evening at CG with a bite, a high quality beverage, and WDW’s best views can certainly be a nice start to an evening.
While at CR, don’t sleep on the Outer Rim Lounge on the fourth floor. Maybe not the best setting with the adjacent crowds and noise from Chef Mickeys and Contempo Cafe, but most bartenders there make a good strong drink and it’s also usually easy to walk up without too much trouble.
Sorry so long, hope it helps!