Rodger, the rally routes are excellent.
All - given the rural location of Skyland Lodge and scattered arrivals, How about an itinerary that blends group and individual time, and allows flexibility but also a schedule where we can all meet. Something like this:

2 June, Wed.
Weather permitting, park on the lawn upon arrival for meet/greet social.
1700 Cars and Libations on the Lawn (BYOB a home-favorite libation to share)
1800 Dinner/BBQ at Skyland (Rodger's brat's if we can all commit to bring something to share - otherwise let's agree upfront to dine at the restaurant).
1930 Sunset cruise to the overlook

3 June, Thurs
0830 Breakfast at the Lodge. Rendezvous outside Restaurant lobby for best chance at group seating
0930 Group ride - meet on lawn for logistics
Lunch in town (Luray?)
Group ride and return to Skyland
1700 Cars and Libations on the Lawn (BYOB)
1800 Dinner at Skyland Restaurant
1930 Sunset cruise and champagne photo session (everyone bring a bottle and glasses, rain date 5 June)

4 June, Fri
0815 Breakfast at Lodge. Meet outside Restaurant lobby
0900 Park on the lawn, hoods open! - technical 'how to's and solutions, product demo's with Emil Rolando and anyone else with ideas
1200 Group ride to lunch in town (Charlottesville?)
- Afternoon in town on your own
1700 Dinner on your own
2130 Nightcaps under the Stars at Skyland

5 June, Sat
0900 Breakfast in Luray
Group ride to....(Rodger)
Winery tour and food truck lunch (Charlottesville?)
Group ride to....(Rodger)

Winery or Charlottesville Dinner (reservations strongly suggested)
2130 Nightcaps under the Stars at Skyland Lodge

6 June, Sun
0800-1000: Goodbyes on the lawn - departures

Formerly and Still '06032'
2017 M3W, 2008 Ural Patrol, 2021 Vespa 'Racing 60'
Other stuff....