Let the first afternoon belong to the villa. Confirm access arrangements before landing; an early flight is not a promise of early check-in. Organise transport and the basics for the kitchen so that the first group discussion does not concern an empty fridge.
If you arrive with daylight to spare, settle in and make a small local plan: a swim, a short wander, something easy to eat. Save the island-crossing ambition for a day when nobody is carrying a boarding pass in their pocket.
Dinner should be close enough to feel kind. Staying in is a perfectly good opening night. Put bread on the table, open the windows and let the conversation catch up with the fact that everyone is finally here.
Landing late? Go straight to a simple supper and bed. Tomorrow does not need an apology for starting slowly.
There is a version of the first evening that never leaves the house: someone washing tomatoes, somebody else looking for a decent knife, a playlist starting before the speaker has found its proper place. The food need not be impressive. The gathering is.
If a restaurant is the right answer, choose around your villa and arrival time rather than around the most spectacular photograph. Save the big table for a night when the group can arrive together, properly hungry and properly there.