Came back recently from a 28 day 9 flight 6 hotel trip to the North / Central American continent
Two Flights would not let me do Online Check in as they needed to see our exit visa's and that was the only hold up. Other than a delay checking in at a Hotel, they had a power cut and as I could show them a email confirmation that I was where I was meant to be they sent us off to the lounge bar and called us when all up and sorted, Never did charge for the drinks and lunch. .With the Hotels I generally also e mail them with a guesstimate of our arrivals. Especially if extra early or late in the day. We always try and book Hotels with (free) wifi to do the next stage of our trip check in and 24 hr manned front desk. Also useful to have their phone numbers pre - loaded on my Skype account