I like to use these companies when I book travel to and within Italy.
Book Flights to Italy
Expedia. Good ol’ Expedia has been around for a while, which is why I keep coming back to them — especially when I need to book a flight or package deal (flight/hotel/car). Members get reward points that they can use toward future purchases. Also under the Expedia Group umbrella are the booking websites Orbitz and Travelocity.
Scott’s Cheap Flights. This membership site sends you cheap flight alerts for your preferred destinations. Some flights are up to 90% off! SCF is the best place to find out about “mistake fares,” which could mean, for example, that you score a $100 ticket for $10.
Best Sites for Booking Hotels in Italy
Booking.com. This is pretty much my go-to site for hotel bookings because it’s so easy to use and many places offer free cancellation up to 24 hours in advance. Go here first to get a glimpse of the city or area where you want to stay
VRBO. VRBO has less inventory than their name-brand competitor, but they make up for it in the quality of listings. VRBO stands for “Vacation Rentals by Owner” and the company has been around since 1995.
Transportation Booking Sites in Italy
Trenitalia. Italy’s state-run rail company offers train service to locations big and small. Its fleet of Freccia high-speed trains provides quick service between Italy’s biggest cities.
Eurail. The easiest way to book train tickets for Italy for non-Europeans. Get an Italy pass and ride as many trains as you want within a certain time frame. Works with Trenitalia trains and some ferry lines, too.
Interrail. The same as Eurail, but for European travelers. Get a pass for Italy and ride the rails.
Italo Treno. This competitor of Italy’s national rail service (Trenitalia) has high speed connections to main cities in Italy, often at a discount.
Save a Train. Book discount train tickets for Italy and Europe on the fly.
Best Sites for Booking Italy Tours
Viator. Great way to find all kinds of tours and tickets, from guided museum visits to unique day trips outside the city.
GetYourGuide. Provides an easy-to-navigate website to help match you with the perfect guide for your travel interests.
Tiqets. Book tickets to your favorite museums and attractions, including skip-the-line tickets and combined attraction tickets.
Multi-Day and Package Tours
Both Context Travel and Viator, listed above, have a few options for multi-day tours. Also consider:
Best for Booking Italy Travel Insurance
Here’s a whole post about booking travel insurance for a trip to Italy.