My wife and I plan to travel to Italy (roughly) Wed. Sept. 20 to Wed. Oct. 4 next year. Our plan is 5 nights in Rome, 3 in CT and 5 in Florence. This will be our second Italy trip. The first, in 2014, was a traditional group guided “Best of“–type tour. Thanks to Rick and this BB I’m confident about doing it on our own this time. I’ve some ideas for lodging: Relais Teatro Argentina in Rome, Hotel Villa Steno in Monterosso, and B&B Il Bargello in Florence.
It seems like it’s recommended to make lodging reservations early, but I feel like I can’t do that until I buy the (open-jaw) flights, thus being sure of the dates. How soon should I buy the airfare? I get the idea that I’ll get a cheaper fare if I wait, but I don’t want to delay too long and not be able to get a reservation at the hotels I want. Should I bite the bullet and buy the air travel in the next few weeks? Or wait a few months?
The other question I keep vacillating on is how to balance the better weather in September with the smaller crowds in October, especially in CT. Thanks for any advice you can offer.