Option #1 - Land in Milan Malpensa at 12:15 PM (Non-stop from JFK) and can book the LS tour that is at 4:30 PM. We'd need to get bags, clear customer and check into Hotel first. We will have a driver from Malpensa to Hotel. Am I leaving enough time? Any chance we'd miss the tour. Seems like a lot of time, but I do understand things can go wrong.
Option #2 - There is a tour at 11:45am the next day that include an art tour ending with LS tour. The tour is 2 hours and LS is last part starting at 1:30. My only timing issue here is that we'd need to be on the 15:20 Trentitalia train to Florence that we already booked.
Thoughts?? The art tour sounds like a lot of fun and might be the one I prefer.