Italy Travel Insights
Spectacular Self-Drive Tour Around Sicily - 14 Days
Experience Sicily in all its glory by driving around the island in 2 weeks. Highlights of this tour include Palermo, a cultural melting pot with stunning monuments and vibrant local markets and Taormina, the elegant village famous for its Greek theater and the postcard views. You'll also visit Syracuse and Agrigento, with their archaeological masterpieces, and hike Mt. Etna—Europe's most active volcano.
Highlights of Italy: Venice, Florence, Rome, Naples - 14 Days
Discover the sights and delights of Italy on this two-week highlights tour. Explore the floating city of Venice, the Renaissance jewel of Florence, and the Eternal City of Rome. Ride a Vespa through picturesque Tuscany and discover the beautiful Amalfi Coast. Soak up the culture, food, and wine while you fall in love with Italy.
Food & Wine in Italy: Venice, Bologna, Florence, Rome & Amalfi Coast- 14 Days
Indulge in a 14-day culinary odyssey across Italy's foodie hotspots. Begin in Venice with local cicchetti, and venture to Bologna for 11th-century architecture and the best parmigiano and prosciutto. Admire Florence's Renaissance masterpieces and savor Tuscan Chianti with traditional farm-to-table fare. Conclude your trip in Rome and the Amalfi Coast, where you'll master the art of Neapolitan pizza and savor the Eternal City's famous street food and pasta dishes.
Explore Tuscany: Florence, Siena, Pisa, & Lucca - 14 Days
Discover why Pisa's famous tower leans so much (and why it's not the only one!), plus much more on this exploration of Tuscany. Start in Florence to see Da Vinci's 'The Annunciation' and other famous Renaissance works in the Uffizi Gallery. Look for treasures in the San Lorenzo market, browse shops on the medieval Ponte Vecchio, and explore history in the medieval cities of Siena and Lucca. End your trip with sweeping ocean views on the Cinque Terre hiking trail.
2 Weeks in Italy & Greece - 5 Unique Itineraries
Two weeks in Italy and Greece is enough time to get a feel for the Mediterranean culture and experience the best of what interests you, especially if you choose a focus to guide your trip: highlights, family-friendly, beaches, history, or food and wine. Although you can opt to spend more time focused on your favorite activities, each itinerary includes a well-rounded set of experiences: historic sites, bustling city markets, quiet neighborhood cafes, and sunny beaches, perfect for soaking in the sunshine.
2 Weeks in Italy - 4 Unique Itinerary Ideas
With two weeks in Italy, you can see many of the country's top sights in one trip—Rome, Florence, Venice, the Amalfi Coast—or spend your time exploring a particular region in depth, like Tuscany or Sicily. On these four unique itineraries, you'll take a pizza-making class in Naples, road-trip around Sicily, explore the wine-growing region of Chianti, or get a taste of several Italian cities, moving quickly between destinations on the country's network of high-speed trains.
How it works
Step 1
Tell us what kind of trip you want
Step 2
Chat with a local travel specialist
Step 3
Securely book your trip
Meet our Local Travel Specialists
Leslie Tranchina
Born and raised in the heart of Italy, in Bologna—a city perfectly nestled between the Dolomites and Rome—I have always been passionate about nature, hiking, culture, and savoring incredible food....
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Giorgia Torre
Born and raised in the heart of Puglia (the Boot Heel of Italy), surrounded by its rich history, breathtaking landscapes, and delicious cuisine, I started developing a burning passion for...
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Rita Pagano
"Travel as much as you can, as far as you can, for as long as you can. Life is not meant to be lived in one place." This is my motto. I’m from Italy, specifically Naples (yes, the birthplace of...
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Melanie Rapuano
My name is Melanie and I'm a Travel Specialist based here in Italy! I'm half Italian and half British and I come from a city just off the Amalfi Coast! I've always loved creating travel plans for...
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Trip Reviews for Italy
A Fabulous Family Trip to Rome
Italy
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Mar 25 - Mar 29, 2026
Our trip to Rome was wonderful and the itinerary Fabio put together for our family was so much fun. It was great to have the same private guide for our Coliseum and Vatican tours (Mirta was fantastic and so good with the kids!!) and for our car transfers. The Fiat tour with Daria was fantastic and our cooking class was the star of the trip. Thank you for a seamless travel experience!
Thank you so much for your wonderful review — I truly appreciate it.
I am delighted to hear that you and your family had such a great time in Rome and that everything came together smoothly. It is especially nice to know that Mirta made such a positive impression and connected so well with the kids — I will be sure to share your kind words with both her and Daria.
I am also very happy that the cooking class was a highlight of the trip — that is exactly the kind of experience I... Read more
Great Communication!
Italy
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Mar 22 - Mar 27, 2026
Dear Krissy, thank you so much for your kind words! I’m glad to hear that your trip to Italy was such a memorable experience. I really appreciate you taking the time to share this feedback and will forward it to our local guides. It was a real pleasure to work with you, and I hope we will keep in touch for your future trips to Europe. All my best, Rita 🥰
A great Rome planning experience with Giorgia - would definitely recommend.
Italy
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Mar 18 - Mar 25, 2026
