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Immerse yourself in Italy’s history and beauty on a grand journey from Milan to Rome.
From wandering through medieval piazzas, to basking in postcard-worthy views of Naples and sampling antipasti in Umbria, a tour of Italy is a feast for the eyes—and your taste buds. Our enchanting two-week tour will guide you through the iconic cities you’ve been dreaming of, including Florence, Rome, and Venice, as well as the smaller treasures of Lake Como, Assisi, and Sorrento. Add a can’t-miss excursion and venture to Tuscan hill towns or the island jewel of Capri or use your downtime to experience the Italian art of dolce far niente—the sweetness of doing nothing. Not ready to leave? We wouldn’t want to, either. Take advantage of our two-day Rome extension—and take your time.
Your tour package includes
- 13 nights in handpicked hotels
- 13 breakfasts
- 6 dinners with beer or wine
- 7 sightseeing tours
- Expert Tour Director & local guides
Included highlights
- Villa Carlotta
- Roman Theater of Verona
- St. Mark’s Basilica
- Florence Duomo
- Assisi’s basilicas

An expert specializing in tours of this region is here to help.
Day-by-day itinerary
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Reviews
4.7 star rating
Overall rating 4.7 out of 5
5.0 star rating
We took this trip to celebrate our 30th wedding anniversary along with our best friends, also celebrating their 30th. And the trip did not disappoint. It didn't hurt that we had incredible weather...very warm for October but no rain for the entire two weeks. We saw all the sights, ate all the food a...
4.0 star rating
Tour director was wonderful. Guides, especially in Pompeii and Vatican, were outstanding. Tour Director and and the outstanding guides were passionate about their country. Hotels were adequate. Some were great! Italy did not disappoint. Beautiful country and people. And the history, stupendo!...
1.0 star rating
The tour itself - seeing the sights, skipping the lines, additional excursions offered to experience even more, & knowledgeable tour guides we encountered in each city - was excellent. However, the hotel stays were so subpar (3 out of 6 were completely unacceptable for safety, quality & comfort, 2 w...
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Hotels, flights & FAQ
Here's the nitty-gritty—where you’ll stay, how you’ll get there, and what to know about your destination before you go.Hotels
We handpick every hotel to strike the balance of comfort, location, and local charm. Specific accommodations will vary based on your departure date, but these are frequently used hotels for this tour and we're confident you'll be satisfied.Flights
- Round-trip flight for your tour
- Airport transfers at your destination
- A great price locked in today
- 24/7 support from our dedicated service team
- Options for arriving early, staying longer, or requesting an upgrade
- Flexible rebooking options if your tour itinerary changes
- Find out more about flights