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Chauffeured Rome to Milan

New Tour

11 days

PRIVATE TOUR: Uncover the main highlights of central Italy on this private tour, travelling between Rome, Florence, Venice, and Milan by chauffeured car. Enjoy guided sightseeing in all four cities, taking in highlights such as the Vatican City, Colosseum, Galleria dell'Accademia, St Mark's Basilica, Duomo Cathedral, Sforza Castle, Colonne di San Lorenzo, and La Scala Opera House. Enjoy an included gondola ride in Venice, taste regional wine in the Chianti region, and enjoy lots of free time too, in which to explore at leisure. During your private car journeys, choose from personalised stops in Orvieto, Bologna, Montepulciano, Padova and more.

For a detailed itinerary and information about visas, money, weather and more download our Trip Notes

Tour Overview

Duration

11 days

Starts

Rome

Ends

Milan

Range

Private

Tour Guide

Yes - for included sightseeing

Group Size

Min 1 / Max Private tour

Minimum age

No minimum age

Departs

Daily, with some exceptions

Hotel Rating

4-star hotels

Countries

Italy

Arrival Transfer

Yes

Departure Transfer

Yes

Meals included

Breakfast: 10, Lunch: 1, Dinner: 1
Per person from
R 118,265.00
Total From
R 236,530.00
Deposit From
Final payment
R 10,000.00
R 231,530.00

Tour Highlights

Rome - Explore the Italian capital and the Vatican on a guided tour, visiting the Sistine Chapel, Colosseum, Forum & more
Florence - See the Duomo and more on a walking tour, skip the line to visit the Galleria dell'Accademia di Firenze and spend a day at leisure
Chianti - Visit the renowned Poggio al Sole winery for an included tour, wine tasting, and traditional lunch
Venice - Take an included gondola ride, skip the line at St Mark's Basilica and enjoy an included food and wine tour
Milan - Explore the Duomo Cathedral, renowned for its stunning Gothic architecture and as the largest church, and more during your walking tour

Included

10 breakfasts, 1 lunch & 1 dinner
10 nights 4-star hotels
Services of expert local guides for all sightseeing
Transport by private luxury car from Rome to Florence, Florence to Venice and Venice to Milan with additional 2-hour stops as per itinerary
Private airport transfers on day 1 and day 11
Guided sightseeing in Rome, Vatican City, Florence, Venice and Milan, including skip the line tickets to the Galleria dell’Accademia and St Mark's Basilica in Venice
Private transfer from the hotel to a restaurant in Trastevere & dinner
Private half-day excursion in Chianti with wine tasting & lunch at a local winery (tour leader included)
Private gondola ride in Venice
Private Bacaro experience
Porterage service at the train stations
This private tour is operated by a trusted partner, not On The Go Tours

Not Included

International flights and visas
Additional meals and drinks unless specified
Entrance fees not mentioned in Inclusions
Tipping - an entirely personal gesture
City tax of €1 - 6 per person per night (tax varies by city), to be paid directly to the hotel at check-in/out

Itinerary

Day 1 - Rome free time & dinner

Welcome to Italy. You will be collected from the airport and transferred to our hotel in the city. The rest of the afternoon is at leisure, so you can head to explore some of the sights. Perhaps the iconic Trevi Fountain, or the Piazza Della Rotonda, home to the Parthenon.

This evening, you will be collected and taken to a local restaurant in Trastevere, one of the most vibrant districts in the Italian capital. Enjoy an included dinner at a traditional Roman trattoria and indulge in local specialties dating back in time. After dinner, you will be returned to the hotel.

Please note: On Saturday departures, the Vatican Museum, Sistine Chapel & St. Peter’s Basilica tour will be replaced with another private tour or rescheduled to the first day based on your arrival time in Rome. This is due to the weekly closure of the Vatican museums and Sistine Chapel.

Overnight: Rome
Meals: Dinner

Day 2 - Vatican City & the Colosseum

After breakfast, you will be collected by a driver and taken to the Vatican for a guided tour of the museums, Sistine Chapel and St Peter's Basilica. Take in some of the most famous works of art in the world, including works by artists including Leonardo Da Vinci, Michelangelo, Caravaggio, Raphael and Giotto. Explore the Sistine Chapel, which dates to 1483 and is the most famous chapel in the world thanks to its elaborate ceiling and of course the famous painting, The Final Judgement by Michelangelo.

After exploring the Vatican City (and ticking another country off your to-visit list), there is free time for lunch. You will then be joined by an expert guide for a tour of the Colosseum, one of the Seven Wonders of the World. This ancient stadium once held 50,000 - 80,000 spectators and was the scene of vicious battle re-enactments and games, where gladiators fought to the death. You also visit the Arch of Constantine and the historic Forum. Then its on to Palatine Hill to learn about the legend of Romulus and Remus, before the rest of the day is free to explore Rome further at leisure.

Overnight: Rome
Meals: Breakfast

Day 3 - Rome to Florence by car

Rome - Florence. After breakfast, you meet your chauffeur who will transfer you by luxury car to Florence. Along the way, you can choose to visit one of Orvieto, Montepulciano or Civita di Bagnoregioare, with time to explore one of these smaller Italian settlements.

Arriving at the hotel in Florence, there is free time to settle in before you embark on a tour of the city with an expert guide. You will see Santa Maria del Fiore, more commonly referred to as the Duomo, Piazza della Signoria, Palazzo della Signoria (also known as Palazzo Vecchio), and the Basilica of Santa Croce. Our tour also includes 'skip the line' entrance tickets to the famous Galleria dell'Accademia di Firenze or “Gallery of the Academy of Florence”, the home of Michelangelo's sculpture David.

The evening is at leisure in Florence.

Overnight: Florence
Meals: Breakfast

Day 4 - Chianti wine tasting

Florence - Poggio al Sole - Florence. Today you will explore the picturesque Chianti wine region. You will be transferred to the quaint winery of Poggio al Sole, passing through vineyards and olive groves, small hamlets surrounded by intact medieval walls, winding streets, castles and fortresses en route. On arrival, enjoy a guided tour of the cellars and take part in an included wine tasting session and local lunch of Tuscan specialties. Bellies full and heads a little light, you return to Florence for the evening.

Overnight: Florence
Meals: Breakfast, Lunch

Day 5 - Florence at leisure

Today is completely free for you to further explore the Renaissance city of Florence. Lose yourself in the stunning architecture, find a good local restaurant for lunch, or take in other attractions such as the world famous Uffizi Gallery.

Overnight: Florence
Meals: Breakfast

Day 6 - Venice gondola ride & food tour

Florence - Venice. This morning, your chauffeur drives you to Venice, stopping along the way in one of Bologna, Ferrara or Padova. The rest of the morning is free to settle in. This afternoon you will enjoy an included private gondola ride along the canals, the main bucket list activity in the Canal City. Take in many of the city's iconic highlights and lesser-known gems from the water. You then enjoy an included "Bacaro" tour, visiting a handful of local wine bars in order to sample some of the city's best wine and "cicchetti", a kind of Venetian Tapas. After our food and wine tour, the rest of the day is at leisure in Venice.

Overnight: Venice
Meals: Breakfast

Day 7 - Venice walking tour

You are exploring on dry land today, with a guided walking tour of Venice. This tour includes 'skip the line' tickets to the magnificent St Mark's Basilica, perhaps the most famous building in the city. You can also take in the the Palazzo dei Dogi, symbol of Venice’s glorious past as well as the legendary Ponte dei Sospiri or “Bridge of Sighs”.

After the tour, the rest of today is at leisure. You could visit Harry's Bar, a place of legend that has been serving Hollywood stars and royalty since opening in 1931. There's a strict dress code to adhere to, and if you do go, we recommend you try a Bellini - this bar invented them!

Overnight: Venice
Meals: Breakfast

Day 8 - Venice at Leisure

After enjoying breakfast at your hotel this morning, you'll have a free day to explore Venice at your own pace. This is a wonderful opportunity to experience more of what Venice has to offer, beyond what was covered in the city tour. Venice, a city of over 100 canals with no roads, is a lagoon city on the Adriatic Sea, brimming with historical and outdoor attractions.

You can visit unforgettable sites such as Burano, Murano, the Doge's Palace, and Teatro La Fenice. There are also numerous museums to explore, including the Peggy Guggenheim Collection, Museo Correr, Ca' Rezzonico, and many others. If you prefer a more leisurely day, you can relax and enjoy the local wines and cuisine.

Overnight: Venice
Meals: Breakfast

Day 9 - Venice to Milan

In the morning, wake up at your centrally located hotel and transfer to Piazzale Roma, where your driver will be waiting for you. You will then have a private transfer to Milan. Upon arrival in Milan, you will check in at your hotel and have some free time to explore at your leisure.

Overnight: Milan
Meals: Breakfast

Day 10 - Milan Walking Tour

Enjoy breakfast at the hotel. At approximately 09:30 AM, meet your private English-speaking guide in the hotel lobby to begin your walking tour of the city. This tour will take you to several fascinating locations, including the Duomo, Sforza Castle, Colonne di San Lorenzo, and La Scala Opera House.

Near your hotel, you can visit the magnificent Duomo Cathedral, a stunning example of Gothic architecture and the largest church in Italy. From there, walk through the Galleria Vittorio Emanuele II, a 19th-century glass-vaulted shopping arcade filled with fashionable shops and cafés. Originally designed as a covered passage between the Cathedral and La Scala Opera House, it allowed theatre-goers to stay dry on rainy days.

At the end of the Galleria, you will arrive at Milan's most famous opera house, the legendary La Scala Theatre. Founded in 1778 and still in use today, La Scala has hosted some of the world’s greatest musicians and opera singers, including Pavarotti, Maria Callas, and Giuseppe Verdi. The afternoon is free for you to explore at your leisure.

Overnight: Milan
Meals: Breakfast

Day 11 - Milan

Today your tour ends. Enjoy a final breakfast in the hotel before your included transfer to Milan Malpensa Airport, or Milan Linate Airport.

Meals: Breakfast

Hotels

The hotels listed below are ones which we frequently use on this tour. We reserve the right to substitute these hotels to ones of a similar standard.
NH Collection Roma Centro
Rome

Located in the heart of Rome's vibrant Prati district, the NH Collection Roma Centro offers a perfect blend of modern comfort and timeless elegance. This upscale hotel features a variety of stylishly appointed rooms, ranging from Superior and Premium rooms to spacious Junior Suites, all equipped with complimentary Wi-Fi, flat-screen TVs, and plush bedding. Guests can savour Italian and international cuisine at the on-site restaurant, enjoy a drink at the sleek bar, or take advantage of the well-equipped fitness centre. The hotel's prime location ensures easy access to Rome's iconic attractions. The Vatican City, St. Peter's Basilica, and the Castel Sant'Angelo are just a short stroll away. Additionally, the nearby Lepanto metro station offers convenient connections to the rest of the city, making it an ideal base for visitors.

Our Rating
Superior
Local Rating
4 Star Hotel
NH Firenze
Florence

Nestled along the banks of the Arno River, the NH Firenze in Florence seamlessly combines modern sophistication with Tuscan charm. The hotel offers a range of elegant rooms and suites, from Standard rooms to expansive Suites, all featuring free Wi-Fi, flat-screen TVs, and luxurious linens. Guests can indulge in exquisite Tuscan and international cuisine at the on-site restaurant or unwind with a cocktail at the stylish bar. The hotel also boasts a rooftop terrace with a swimming pool, providing breathtaking views of Florence's skyline. Ideally situated, NH Firenze is within walking distance of Florence's renowned attractions, including the historic Ponte Vecchio, the Uffizi Gallery, and the Florence Cathedral. The nearby Porta al Prato station offers excellent transport links, making it easy to explore the city and beyond.

Our Rating
Superior
Local Rating
4 Star Hotel
NH Hotel Avani Rio Novo
Venice

NH Rio Novo Hotel, nestled in the heart of Venice, offers a luxurious retreat blending contemporary comfort with Venetian charm. Each guest rooms indulge in spacious accommodations adorned with modern amenities and stunning canal views. The hotel features a stylish restaurant serving delectable Venetian cuisine, complemented by an extensive wine selection. Guests unwind at the chic bar, savouring signature cocktails in a relaxed ambiance. Additionally, guests can rejuvenate at the fitness centre or relax on the panoramic terrace, soaking in breath-taking views of Venice.

Our Rating
Standard
Local Rating
4 Star Hotel
Hotel NH Milano Machiavelli
Milan

Located 1 km from Porta Venezia metro station, this bright, modern hotel is just 2 km from both the La Scala opera house and the iconic Duomo di Milano, the city’s renowned Gothic cathedral. The airy rooms feature neutral-coloured furnishings and wooden floors, and are equipped with Wi-Fi, flat-screen TVs, and desks. Guests can enjoy a hot breakfast buffet, as well as dine in a relaxed restaurant offering both local and international cuisine. The hotel also boasts a casual coffee and cocktail bar, a veranda overlooking the garden, a business centre, and six meeting rooms.

Our Rating
Superior
Local Rating
4 Star Hotel

Prices & Dates

Departure dates are guaranteed with a minimum of 2 persons. 'Twin/Double' prices are per person when there are 2 people on the same booking sharing a room. 'Single' prices are applicable to solo travellers and anyone wanting the privacy of their own room. Room sharing is not available on this tour.

2024
Twin/Double
Single
23 Nov - 3 Dec
Sold Out
Sold Out
24 Nov - 4 Dec
R 119,265
R 227,075
25 Nov - 5 Dec
R 119,265
R 227,075
26 Nov - 6 Dec
R 119,265
R 227,075
27 Nov - 7 Dec
R 119,265
R 227,075
28 Nov - 8 Dec
R 119,265
R 227,075
29 Nov - 9 Dec
R 119,265
R 227,075
30 Nov - 10 Dec
R 119,265
R 227,075
2025
Twin/Double
Single
1 Jan - 11 Jan
R 127,785
R 238,735
9 Jan - 19 Jan
R 118,265
R 225,035
10 Jan - 20 Jan
R 118,265
R 225,035
11 Jan - 21 Jan
R 118,265
R 225,035
12 Jan - 22 Jan
R 118,265
R 225,035
13 Jan - 23 Jan
R 118,265
R 225,035
14 Jan - 24 Jan
R 118,265
R 225,035
15 Jan - 25 Jan
R 118,265
R 225,035

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