What is happening?

Jonathan is getting married to Ngoc. They have decided to do a destination wedding near Florence, Italy. This is happening May 18-22. They have a website link here. Here's how I understand their wedding plan:

Sunday, May 18: Arrival
Monday, May 19: Welcome Party
Tuesday, May 20: Wedding
Wednesday, May 21: ??? Farewell breakfast?
Thursday, May 22: Check-out Wednesday is ambiguous. I had communication with Grandma or Jonathan about when the farewell breakfast is, but I've lost that. Transportation to and from the airport in Florence is provided on Sunday and Thursday.

In addition to the wedding, we were discussing traveling to Sicily with Grandma. The tentative plan is 4 nights:

Thursday, May 22: Travel to Sicily
Friday, May 23: ???
Saturday, May 24: ???
Sunday, May 25: Travel to Rome from Sicily
(ROME) Monday, May 26: Travel to Home

That leaves travel things to iron out. We know that flying across the Atlantic is going to take a toll on Grandma, so ideally we don't do anything on those days. Or at least provide some recuperation time.

Travel Plans

Flights

PIT -> FCO (Rome)

Leave on Saturday May 17th AC 8586 PIT 15:15 YUL (Montreal) 16:57 2 hr 18 minute layover - expedited customs required. No luggage recheck Cheapest option by a mile AC 892 YUL 19:15 FCO 09:15+1

FCO -> PMO

Leave on Thursday May 22nd AZ 1781 (Air Italia) FCO 13:10 PMO 14:30

PMO -> PIT

Leave on Monday May 26th UA 736 PMO 09:45 EWR 14:15 2 hr 10 minute layover UA 3528 EWR 16:25 PIT 17:56

TOTAL COST: $2,017.91 1st bag included!

Trains

Rome -> Florence

Leave on Sunday May 18th

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