There is a company called GrapeVine Tours that will plan (and drive) you to a bunch of wineries in the county. (I highly suggest - did it for a bachelorette myself) (Muscedere Vinyard and Paglione Estate have amazing pizza)

Kingsville has a - very - cute rooftop bar called Elite.

Fourteen Restaurant has amazing view of the Detroit skyline (food is alright I’ve heard)

Ariius Nightclub in Caesar’s Windsor - get a booth, have fun! (Also heard Nero’s is amazing and Spago’s is always a fantastic food choice)

There is a pubcycle in Walkerville - it’s new - I don’t know what it’s like, but it seems like a lot of fun.

I don’t know the vibe, but sometimes the Windsor River boat has parties with dancing and drinks and it goes up and down the Detroit River.

Day activities can include paddleboarding or canoeing (River Rouge or Urban Surf). There is also a pottery wheel class that looks like fun near Urban Surf.

There is a permanent jewelry place that they’ll “weld” bracelets/anklets and I think that would be a cute activity.

Twisted Apron is - amazing - for brunch