Experience Italy: Venice, Tuscany & Rome
Your tailor-made Italian dream vacation awaits. This custom Italy vacation takes you from the canals of Venice to the rolling, sun-drenched hills of Tuscany and on to the wonders ancient Rome. You'll visit three of the most beautiful regions in Italy.
In each location, you’ll have authentic, personalized experiences that reflect the local culture with plenty of time to relax and see the sights. All of the hotels have been hand-picked and are located perfectly with premium rooms and the comfort you would expect.

Customize your trip!
9 Days, 8 Nights
from $6,230pp*
Want an extra night or have a unique experience in mind? All of our vacations are customizable and US flights are included.
Vacation Highlights
Luxury transportation as you tour around the Tuscan countryside, where you'll soak in the stunning scenery and charming medieval towns.
Visit boutique vineyards and taste the delicious regional wines like Brunello, Chianti & Montepulciano.
Semi-private Sistine Chapel & Vatican tour in the storied halls of the Vatican Museums and see the Sistine Chapel in all its glory.
As always, our Trademark Vacations Experience includes:
Round trip standard economy airfare from Chicago
Private airport transfers
Fast, convenient intercity travel
Premium city-center hotel accommodations
Authentic private & small group tours
* Seasonal rates may vary. Includes 1 checked, 1 carry-on & 1 personal bag per person. Price includes all airline taxes, fees & surcharges. Economy (advance seat reservation cost not included).

Itinerary at a Glance
All of our tailor-made packages depart on the dates you choose. Small group and private tours feature local, expert guides. Send us a message if you want to customize the itinerary, or for any other special request.
1
Arrive in Venice and glide through the canals and lagoon to your hotel in a private water taxi. After getting settled, discover the beauty of the floating city on an enlightening and amusing private walking tour.

2
You are free to explore the mesmerizing labyrinth of Venice's narrow alleyways, arched bridges, and shimmering canals. Visit the bustling Rialto Bridge and the Piazza San Marco with its iconic basilica and bell tower. Or, stumble upon quiet courtyards and hidden cafes to sip espresso to the sound of lapping water and distant accordion music.

3
Take the train to Siena with a stop in Florence. While in Florence, see the Tuscan capital with a guided walking tour and learn the about the cradle of the Renaissance from the Medicis to da Vinci, as well as uncover hidden gems that only a local would know.

4
See the beautiful Tuscan countryside with a full day guided tour.

5
Walk around the historic city center (a World Unesco Heritage Site) and visit the cathedral full of masterpieces by the likes of Michaelangelo and Donatello. Try Sienese sweets like delicious Ricciarelli cookies. Sip some wine and watch the Tuscan sunset over the rolling hills.

6
Take the train to Rome. For dinner, enjoy amazing Italian delights on your evening food tour. Don't forget to try the homemade tiramasu.

7
See St. Peter's Basilica, the Sistine Chapel and more on a private tour of the Vatican City.

8
Discover the wonders of Ancient Rome on a tour of the Colosseum, Palatine Hill and the Roman Forum. Hear about the epic battles and ancient events that shaped the Eternal City.

9
Take a private transfer to the airport and fly home.


















