Italy · Culture

10-Day Italy Journey from Milan to Rome with Food, Wine and Culture

10 Days Round trip from Via Cesare Battisti Easy pace

The journey

Trip highlights
  • 01 Discover Murano and Burano in the Venetian Lagoon by private boat
  • 02 Experience Tuscany's Chianti region with San Gimignano, Siena, and Val d'Orcia
  • 03 Dive into Ancient Rome at the Colosseum, Roman Forum, and Palatine Hill
  • 04 Enjoy a pizza and gelato-making class in a historical Roman setting
  • 05 Explore Rome's classic beauties by eco-friendly golf cart through tucked-away sights

Embark on a 10-day journey through Italy, exploring its rich history, culture, and gastronomy from Milan to Rome. Enjoy a delightful food tour in Milan, discover Murano and Burano in the Venetian Lagoon by private boat, and wander through Florence's artistic wonders before heading into Tuscany for Chianti, San Gimignano, Siena, and Val d'Orcia. In Rome, dive into the city's ancient grandeur, explore its classic landmarks by golf cart, and learn the art of pizza and gelato making in a historical setting. Your journey concludes with a choice between visiting Tivoli's beautiful Villa d'Este or riding along the Appian Way and Roman aqueducts.

Enjoy a glassblowing art experience and immerse yourself in the magical secrets of Murano glass, the mastery of the glass masters, and their breathtaking artistic creations in one of Murano's famous glass factories.

From the itinerary

At a glance

What this trip includes

Duration 10 Days
Tour type Private
Activity level Easy
Accommodation Included · Standard
Transport Included
Wheelchair access No
Cities Rome, Milan, Florence, Siena, Venice, Pienza, Tivoli, Val d'Orcia, Chianti, San Gimignano
Languages English

Day by day

The itinerary

1
Day 01

Arrival in Milan

Welcome to Milan, Italy!

Arrival at Milan airport and welcome meeting with our driver, followed by your transfer to the hotel in Milan.

Check-in at the hotel in Milan.

2
Day 02

Milan Food Tour and Train to Venice

  • Food tour in Milan, then onward to Venice.
  • Breakfast at the hotel. In the morning, enjoy a food and tradition tour of Milan, a new way to discover what to do in Milan beyond the usual activities.
  • We offer our very special Walking Milan Food Tours, free from tourist traps. A local food expert will share anecdotes and curiosities and lead you through the city streets, restaurants, wine bars, and cafes.
  • In the afternoon, travel to Venice by Frecciarossa train.
  • Arrival and check-in at the hotel.
3
Day 03

Venetian Lagoon Islands of Murano and Burano

Venice lagoon islands

  • After breakfast, enjoy a Venetian Lagoon tour to Murano and Burano.
  • Visit these famous islands by private boat, starting with Murano, which is renowned for the production of Venetian glass. The island has been a center of glassblowing for more than 800 years.
  • Enjoy a glassblowing art experience and immerse yourself in the magical secrets of Murano glass, the mastery of the glass masters, and their breathtaking artistic creations in one of Murano's famous glass factories.
  • The tour continues to Burano, a magnificent island in its own right. It is a colourful fairytale in real life, with houses painted in astonishing bright colours.
  • Enjoy the special vibes of the island, snap photos of picturesque Burano, and spot landmarks like Devil's Bridge. Points of interest include the brightest house, the most beautiful house, a local pastry shop, the leaning tower, lace production, and the island's unique atmosphere.
  • We will help you discover all the most interesting places.

Overnight at the hotel in Venice.

4
Day 04

Florence Historic Center and Enoteca Dinner

  • From Venice to Florence, followed by dinner in an enoteca.
  • After breakfast, it is time to travel to Florence by train.
  • Frecciarossa train ticket included.
  • In the afternoon, enjoy a guided walking tour of Florence's historical center that will let you experience the city and all its artistic beauties, while discovering the historical events that transformed Florence into an open-air museum.
  • Florence's historical city center is rich in artistic treasures: monuments, historical palaces, beautiful statues, bridges and fountains, and gorgeous basilicas.
  • In the evening, dinner in an enoteca awaits you.

Overnight at the hotel in Florence.

5
Day 05

Chianti, San Gimignano, Monteriggioni and Siena

  • After breakfast, it is time to leave Florence with a private driver and enjoy a full day in the Chianti region, including a visit to San Gimignano. This lovely, romantic trip from Florence to Siena lets you experience the best of Tuscany and enjoy an unforgettable day in Chianti.
  • The area of Siena and San Gimignano, like the entire Chianti territory, has maintained an ancestral atmosphere that calls to mind the splendours of the past.
  • Today, these cities are must-see destinations for discerning visitors who wish to discover their unspoilt beauty. There will be time for lunch at a winery near San Gimignano with a buffet of local products.
  • Free time for shopping.
  • We will then reach San Gimignano. Declared a UNESCO World Heritage Site, it is also called the "city of the beautiful towers," where you can still admire 14 towers.
  • Stop in Monteriggioni, a perfectly preserved medieval castle, also widely known for its countryside of unrivalled charm, where woods alternate with vineyards and olive groves in a landscape dotted with churches, farmhouses, and villas.
  • Arrive in Siena and enjoy free time.

Overnight at the hotel in Siena.

6
Day 06

Siena Food Tour and Val d'Orcia Excursion

  • In the morning, a wine and food tour awaits you in Siena.
  • After the tour, a private driver will accompany you through the beauty of Val d'Orcia, with stops in Pienza.

Free time to explore.

Back to Siena.

7
Day 07

Travel to Rome and Explore Ancient Rome

  • From Siena to Rome, followed by the Ancient Rome tour.
  • Today, after breakfast, travel to Rome by train from Siena.
  • In the afternoon, enjoy the Ancient Rome tour to visit the three world-famous symbols of Imperial Rome, ideal for those who want to understand the history of Rome through its most ancient monuments: the Colosseum, one of the most remarkable monuments, where 2,000 years of history bring you back to the Roman Empire period.
  • The Roman Forum invites you to stroll along the main street, Via Sacra, and among its buildings: the Temple of Antoninus and Faustina, the Arch of Titus, the Arch of Septimius Severus, the Basilica of Maxentius and Constantine, the Curia, and the Column of Phocas.
  • Palatine Hill is the most central of the seven hills of Rome and is considered one of the oldest parts of the city. You can admire the Domus Flavia, House of Livia, House of Augustus, Farnese Gardens, Hippodrome of Domitian, and the Palatine Hill Museum.

Overnight at the hotel in Rome.

8
Day 08

Rome by Golf Cart and Pizza Making Class

  • The classic beauties of Rome by golf cart.
  • Pick-up from your hotel or place of choice.
  • For Rome sightseeing, this private tour is highly recommended for first-time visitors.
  • We will take you to all the major attractions, including the Colosseum (outside), Trevi Fountain, Pantheon, Piazza Navona, the Spanish Steps, and much more. To travel between these places, this eco-friendly golf cart quietly transports you through small tucked-away sights that only Romans know.
  • The guide will explain interesting out-of-the-way curiosities that other tourists miss.
  • If you want to personalize this tour, you may do so, and we can stop on request where possible.
  • In the afternoon, enjoy a pizza cooking experience.
  • Pizza Making Class & Gelato | Shared.
  • With our pizza-making and gelato class, you will learn to make two of Italy's most iconic creations. We'll let you in on the secrets of both, including that age-old question: what is the difference between gelato and ice cream?
  • Why spend your time in Rome hunting down your perfect pizza or gelato when you can make both yourself?
  • We'll cook up a storm either in our 17th-century palazzo behind Piazza Navona or in our brand-new cooking school a stone's throw from the Pantheon.
  • We'll make you feel at home by serving you local wine, prosecco, and snacks upon your arrival. Then you'll learn to make Italian gelato and pizza in an elegant, historical setting.
9
Day 09

Choose Tivoli and Villa d'Este or the Appian Way Bike Tour

Tivoli and Villa d'Este

  • Today, a private driver will take you out of Rome to Tivoli to see the beautiful Villa d'Este.
  • It was declared a UNESCO World Heritage Site in 2001.
  • The grounds of Villa d'Este include a masterpiece of Italian garden design, with an amazing concentration of fountains, nymphaea, grottoes, water features, and an organ that produces audible effects created by water.

Return to Rome with the driver. I suggest dinner in Trastevere!

  • Appian Way & Aqueducts Bike Tour - A driver will take you to the meeting point and return you to the hotel after the tour. Pedal along the Ancient Appian Way, a 2,300-year-old cobblestone Roman road, passing ancient Roman ruins, statues, an imperial palace, Christian catacombs, and pagan mausoleums.
  • Then leave the Regina Viarum to cycle toward the Roman aqueducts rising over the fields on the horizon and follow them on the way back to the center of Rome.
  • Leave the bustling city center of Rome behind and enjoy a bike ride through the Roman countryside, which inspired 19th-century travelers such as Byron, Goethe, and Stendhal.
  • On this extraordinary bicycle tour of absolute beauty, we take you on a journey through a unique landscape where nature, farmlands, and ancient history meet. This tour goes 60% off-road, along dirt tracks and small paths.
10
Day 10

Departure from Rome

  • Driver transfer to the airport.
Murano glass furnaces, colourful Burano streets, Chianti vineyards, the Colosseum

Where this trip takes you

Murano glass furnaces, colourful Burano streets, Chianti vineyards, the Colosseum

The route

Where you'll travel

Tour route map
Round trip from Via Cesare Battisti 10 cities · 10 Days

The fine print

Trip details

What's Included

  • 9 nights in hotel
  • 10 breakfasts
  • Airport transfers
  • Food and tradition tour of Milan
  • Train ticket from Milan to Venice
  • Venice lagoon islands tour by boat (half day)
  • Train ticket to Florence
  • 1 dinner in an enoteca
  • Private driver for a full day in the Chianti region
  • Food tour in Siena and driver available for 4 hours after the food tour
  • Train from Siena to Rome
  • Ancient Rome tour
  • Golf cart tour
  • Cooking class in Rome
  • Tivoli and Villa d'Este or Appian Way & Aqueducts Bike Tour

What's Not Included

  • Appian Way & Aqueducts Bike Tour

What to bring

  • Valid passport, visa, and travel documents.
  • Spending money.
  • Travel insurance documents.
  • Prescription medications and basic first aid supplies.
  • Travel-sized toiletries.
  • A universal plug adapter for charging electronic devices.

Know before you go

If Italy is on your bucket list, you can't miss this 10-day trip across Italy. This itinerary starts in Milan and ends in Rome, with more than enough to explore in between.

Milan is without a doubt the capital of Italian business and fashion. Within its Quadrilatero della moda - Via Monte Napoleone, Via Alessandro Manzoni, Via della Spiga, and Corso Venezia - some of the world's best luxury, fashion, and jewelry boutiques, as well as workshops of many of the industry's biggest names, are located.

Venice, elegant, inimitable, exciting, and romantic, is the gem of any tour of Italy, where churches, palazzi, ancient bridges, monuments, and piazzas confirm its artistic and cultural vitality. All of this has testified, and continues to testify, to the city's long history.

In Florence, there is so much to see, taste, and enjoy while visiting places that have no equal. Once you visit, you'll understand why you can never forget it. No matter how many places you've visited, we are sure it will conquer your mind and heart. The same is true when you travel across Tuscany on its sweet hills, visiting its most charming cities and tasting excellent food and wine. Tuscany is known for its landscapes, history, artistic legacy, and influence on high culture. It is regarded as the birthplace of the Italian language.

Rome is the cradle of Western civilization, one of the most beautiful cities in the world, where the imposing monuments of the Roman era blend harmoniously with the wonders of the Renaissance.

Logistics

Meeting & route

Meeting point
Milano, MI, Italia
Tour start
Via Cesare Battisti, 5, 50022 Greve in Chianti FI, Italy
Tour ends at the same location as the start point.
End of the journey

Your 10 days finish where they began, in Via Cesare Battisti.

Watch the tourHQ film Watch the film

Create your own adventure

Can't find the perfect tour? Tailor your dream trip.

  • Tell us your destination, dates and group size.
  • Our travel experts and local guides design a tailored itinerary, just for you.
  • Enjoy your trip with peace of mind, knowing everything is taken care of.
Plan my holiday

Say goodbye to travel stress.

Starting from

USD 4,945 /person
Book This Tour

Estimated room rates

Single Room $4,945.00 — $9,890.00
Double Sharing $4,945.00

When

Travellers

Total