An epic Grand Tour of some of Italy’s most iconic sights. Discover its unique combination of centuries-old architecture, culture, art and style and experience a slice of ‘La Dolce Vita’ the country is so famous for.
Find out what makes Italy such an appealing destination to so many people. Our Grand Tour allows you to explore some of the best towns and cities between Venice and Rome. It offers a collection of highlights where each destination has something incredible to see and experience and there's something for everyone, from history lovers to foodies and architecture enthusiasts.
Starting in the Floating City of Venice, we travel to Bologna, before venturing out into the Tuscan countryside. From there, we’ll visit Florence - 'Pearl of the Renaissance' - and a few lesser-known but equally striking spots, like Siena, Perugia and Orvieto, before ending our Grand Tour in the country's capital, Rome - a city bursting with legendary sights.
This holiday is ideal for travellers looking to explore some of Italy's major highlights all in one tour.
At a glance
Highlights
- Discover the iconic cities like Venice, Rome, Florence and Bologna on guided tours.
- Explore medieval Siena and bustling Perugia on walking tours, and see Orvieto and its magnificent cathedral.
- Tour the famous Tuscan countryside and two of its most iconic towns.
- Sample some delicious local produce at a family-owned farmhouse in the Tuscan countryside.
- Enjoy an afternoon in Frascati, away from Rome's city centre, sampling a selection of Frascati wines and local delicacies.
- Dine in a family-run restaurant in Perugia, specialising in a local delicacy, truffle.
- Cruise Venice’s iconic canals in the style and elegance of yesteryear, aboard a traditional gondola.
Offers
Whether you’re an organised club, a society or even just a group of friends, arranging your group holiday or cruise has never been easier than with Riviera Travel.
Any group of 8 or more people travelling together can book through our dedicated Groups Department. If you’re a larger group we can look at operating your preferred holiday as a private one for just your members only. Smaller groups can travel together on any of our regular tours with other like-minded Riviera guests.
Your itinerary

Arrival in Venice
Arrive at Venice Airport or Treviso Airport and transfer to our hotel in Venice.

Stay at Hotel Principe or Santa Marina Hotel
Arriving at one of Venice's airports, we'll transfer to our hotel and settle in for our three-night stay in The Floating City.

Venice
Explore Venice on a walking tour, visit St Mark's Basilica and enjoy a gondola ride.

Today, explore Venice on foot with a guided walking tour revealing many famous sights, including Doge’s Palace, built in the Venetian Gothic style, and the legendary Bridge of Sighs.
On our tour, we'll visit one of the world's most opulent cathedrals, St Mark's, the final resting place of St Mark the Apostle. You can walk across the 12th-century marble floors and marvel at the walls and vaulted ceilings, covered with 4,000 square metres of 13th-century, coloured mosaics.
Then experience the City of Canals from the water. After our guided tour, uncover one of the world’s most romantic and inspiring locations, as you drift along Venice’s iconic waterways aboard a traditional gondola. Here, the mesmerising views revealed by every turn have inspired countless artists, poets, and writers through the ages.

Free day
Spend a day at leisure sightseeing in The Floating City.

Today will be the day to put your research skills to the test and discover Venice for yourself as you spend the entire day at leisure.
For those who love an action-packed itinerary, there's plenty to see and do.
The world-famous Gallerie dell'Accademia will be a hit for any art enthusiast (or anyone looking to learn). The gallery features a staggering collection of Venetian masterpieces, including outstanding works by Giovanni Bellini, Giorgione, Titian, Tintoretto, Giovanni Battista Tiepolo, Rosalba Carriera, and Canaletto. And if you don’t know these artists yet, the Accademia will give you the most atmospheric introduction. Or, if you prefer modern art, the Guggenheim is one of the most visited attractions in Venice, thanks to its collection of 20th-century European and American art.
You could stroll through the vibrant Jewish Quarter and explore its winding streets and historic buildings, including the Jewish Museum of Venice - which showcases the history and culture of the Jewish community - and five fascinating synagogues. Or perhaps climb the Campanile bell tower for unrivalled views of the city, the lagoon and the Alps in the distance.
Alternatively, those who just want to relax can simply enjoy a bit of ‘La Dolce Vita’ and watch the world go by in one of Venice’s famous cafes.

Bologna
Follow a local guide through the tiny alleyways of Bologna.

Stay at Palazzo San Lorenzo
Bologna
After breakfast, we’ll leave Venice and drive to Bologna for a guided tour. Beautifully maintained over the centuries, its original Roman street plan is still discernible. Twelve medieval gates encircle the historic centre and at Bologna’s heart is the majestic main square - the Piazza Maggiore. It’s surrounded by splendid Renaissance palaces and home to the enormous San Petronio - the world’s fifth-largest Basilica. It’s not hard to see it's still unfinished; its sponsors never achieved their ambitious goal of exceeding that of Rome’s St Peter’s.
Adjacent is another beautiful square, Piazza del Nettuno, with a splendid statue and fountain dedicated to Neptune and surrounded by grandiose medieval civic buildings. And, while we would never usually pit one stunning Italian city against another, Bologna does have one surprising claim to fame, "outdoing” the more popular city of Pisa – it has not one, but two medieval leaning towers. The Garisenda Tower leans at a disconcerting 4 degrees – making it even more askew than the tower in Pisa.
Of course, one of Bologna’s ‘must sees’ is Europe’s oldest University – founded in 1068, its illustrious alumni include Dante, Copernicus and Marconi.
It’s also known as the world's most delicious city, affectionately nicknamed “La Grassa”. The fat one. This region gave us parmesan, Parma ham, mortadella and balsamic vinegar and it’s where lasagne, tortellini in broth and Bolognese sauce were cooked for the first time. Fresh ingredients are rife within the city, as you wander, you’ll see cobbled streets lined with displays of locally grown fruit and vegetables. And the scent of mouthwatering local dishes wafts from pavement restaurants. In short, it’s a foodie’s paradise.
Tuscany
This afternoon, we'll continue to our hotel in the Tuscan countryside, where we'll stay for two nights.

Tuscan countryside day
Today we have an introduction to Tuscany’s famous countryside, visiting two of its most renowned towns.

Tuscany
After breakfast, we'll explore the rural Tuscany made famous by Renaissance paintings, literature, films and travel posters – it's a truly extraordinary landscape of undulating hillsides, vineyards, ochre-coloured valleys, terracotta-tiled farmhouses and pencil pines.
Volterra, an imposing town with immense stone ramparts, is perched dramatically on a hill offering panoramic views. The town’s small historic centre is a maze of narrow cobbled streets that emanate from the main Piazza dei Priori, one of the finest and best preserved in Tuscany.
Founded by the Etruscans as long ago as 800 BC, Volterra grew prosperous in the Middle Ages from mining and carving alabaster. Many artefacts from this period still survive in churches and cathedrals throughout Tuscany and beyond. Even today, alabaster carving remains the traditional Volterran craft.
The town also has outstanding museums housing priceless Etruscan and Roman treasures. A visit is guaranteed to heighten your appreciation of this impressive town.
Lunch at a family-owned farmhouse
Today we’ll visit a beautifully restored, family-owned farmhouse for a delicious lunch. Located in a medieval hamlet, this is the perfect place to experience the most authentic Tuscan lifestyle, including sampling some delicious local produce. The Fenzi family have owned the farmhouse since the 1930s and are extremely proud of their selection – justifiably so!
San Gimignano
We'll then drive on through the countryside to San Gimignano, one of Italy’s most beautiful villages. The sight of a spectacular skyline with 14 medieval towers is one that will stay with you forever. There were originally 72 towers, all built by rival noble families during the 13th century as symbols of power and prestige. No other village in Tuscany captures the spirit of the age in quite the same way.
It’s lovely to just wander through its cobbled streets and squares, taking in the views and absorbing its delightfully rural atmosphere.

Florence
Tour Florence, birthplace of the Renaissance, and enjoy free time to explore.

Guided tour of Florence
This morning we'll drive to Florence where we'll have a guided walking tour to discover why Florence is indeed the ‘Pearl of the Renaissance’.
No wonder this city has been such a highlight on the traveller’s itinerary since the days of the ‘Grand Tour’ – the sights are legendary and you’ll enjoy the best of them: the cathedral – or Duomo – which can house a congregation of thousands, and the Baptistry, one of the oldest buildings in the city. We will explore the goldsmiths’ shops on the Ponte Vecchio, the landmark bridge over the Arno River and a symbol of the city itself.
Free time in Florence
This afternoon we'll enjoy some free time for you to explore the city further.
There is the Accademia, the oldest art school in the world which houses Michelangelo’s David, one of the world’s finest sculptures; the Archaeological Museum containing an outstanding collection of exhibits from ancient Greece, Rome and Egypt; and the Science Museum which contains many of Galileo’s telescopes, together with the world’s first adding machine.
However, Florence is much more than a city caught in the past, it has an ambience you will love, packed with cosy restaurants and street cafés where you can simply watch the world go by, the very essence of Italy and the Mediterranean lifestyle.

Siena
Visit the well-preserved medieval city of Siena, before continuing to the Umbria region.

Stay at Brufani Hotel
After breakfast, we'll take a short drive to Siena for a guided tour. Once one of the finest medieval cities in the world it was, during the 12th and 13th centuries, one of its richest and a similar size to Paris! An unrivalled period of building in which the palaces, grandiose townhouses and spacious piazzas you see today were created.
The main square, the Campo, is considered to be one of the world’s finest! Unusually formed in a half-moon shape, the square is surrounded by tall, centuries-old buildings, all very different and yet also harmonious.
Perhaps the finest place to visit in Siena is its outstanding cathedral, one of Italy’s greatest. Built from black and white marble it has some of the most intricate carvings imaginable, some of which are by the great master himself, Michelangelo.
The floor is a revelation, laid with countless thousands of interlocking stones, creating a unique inlaid surface at which, one can only marvel at the sheer skill of its creators. Impressive as it is today, had a planned additional nave been completed during the 14th century, it would have created the largest church in Christendom.
The Black Death halted construction as two-thirds of the population perished, and the city fell into rapid decline. Little else was built but fortunately even less demolished, thus accounting for Siena’s remarkable preservation.
Free time in Siena
During the afternoon you are free to explore as you wish. You could sit in one of its pavement cafés to enjoy a coffee and reflect on all the visitors who preceded you. Or perhaps explore the three major streets of this Tuscan city, which form a y-shape intersecting at the valley that became the Piazza del Campo.
Later this afternoon, we'll continue to Perugia where we stay for two nights.

Perugia
See the bustling hilltop city of Perugia in the Umbria region, known as ‘Italy’s green heart’' and enjoy a truffle-infused evening meal.

Perugia
After breakfast, we'll embark on a tour of this bustling university city, which uses an escalator system to connect the lower town to the historical core above. A wander along the Corso Pietro Vannucci is a treat for the senses, as its traffic-free status allows the subtler sounds and smells of local life to come through – the clink of china as cups are set out for morning coffee and the friendly chatter of locals and visitors passing the time.
This wide avenue leads up past a mix of shiny designer boutiques and tiny timeworn shops to the Piazza IV Novembre – the centrepiece of the city. The flagstone square boasts the gothic San Lorenzo cathedral, the imposing 13th-century Palazzo dei Priori and the intricately carved Maggiore fountain. Fanning out from the square is a jumble of narrow alleyways lined with crumbling buildings in shades of peach, ochre, russet and cream, providing plenty of places to people-watch over a local craft beer, a chilled glass of Orvieto Classico or a creamy gelato.
Free afternoon in Perugia
This afternoon will be free for you to explore more of what Perugia has to offer.
From the Piazza Italia, you can take an escalator down to the atmospheric streets of medieval Perugia, an underground world hidden within the 16th-century Rocca Paolina fortress. You can also enter the foundations of the fortress through the Porta Marzia gate, one of the stone portals chiselled into the crumbling Etruscan wall that encloses Perugia. Interestingly, this under-city maze is more than just a tourist attraction – you'll see locals hurrying through it to the bus station!
Evening meal at a restaurant specialising in truffle
This evening promises to be an unforgettable culinary experience, curated for truffle lovers and non-truffle lovers alike. Set in the enchanting heart of Perugia, we will dine at a distinguished, family-owned restaurant renowned for its mastery in crafting exquisite truffle-infused dishes. The restaurant is famed for its unique, intoxicating aroma and the unparalleled flavour of its truffle creations. As you savour each bite, you’ll be immersed in an atmosphere of warmth and hospitality, with the opportunity to socialise with your fellow adventurers while appreciating the passion and craftsmanship of the local family. For those who prefer not to indulge in truffles, the restaurant will happily offer alternative dishes, ensuring a satisfying dining experience for everyone. Prepare for a memorable evening filled with delicious food and great company!

Orvieto
Drive to Orvieto, one of Italy’s most striking hilltop towns, before continuing to Rome.

Stay at Radisson Blu GHR
This morning, we'll continue our journey around Italy’s green heart by exploring another key city, Orvieto, whose ancient ruins lie in eerie underground caves. This sparse subterranean city can be glimpsed from the family-owned Well of the Cave, a secret passageway leading to nine caves underneath a traditional pottery shop. With the city built from the precipitous chunk of volcanic rock on which it sits, Orvieto looks almost at one with the red-hued rock – although the cathedral is a stand-out feature.
After a ride up the tree-lined funicular tracks to the old town, we'll marvel at the intricate façade of this incredible Gothic building, featuring gilded frescoes that give it the appearance of being illuminated from within. We'll enjoy some free time here before continuing to Italy’s capital, Rome.

Rome and Frascati
Enjoy a sightseeing tour of Rome, before we visit a Frascati vineyard for a tour and tasting.

After breakfast, we take a sightseeing tour of ‘the Eternal City’. The monuments are legendary: there is the Pantheon, a striking 2,000-year-old temple built to honour the seven planetary deities and later transformed into a church. It is one of the best-preserved monuments of ancient Rome. There's also the Trevi Fountain, water bursting from a natural spring over immense rocks, built onto the side of a Renaissance palace. Legend has it you must toss a coin into it to ensure you come back to this beguiling city.
Then there is the Piazza Navona - Rome’s most famous square - filled with colourful Baroque palazzi and showy fountains. Close by are the instantly recognisable 18th-century Spanish Steps - once the haunt of artists’ models and now simply the place to be seen. At the bottom is the Piazza di Spagna, home to the poet Keats and visited by Milton, Byron and Shelley – all drawing inspiration from the uniqueness which is Rome.
We will then enjoy some free time for lunch before our signature experience this afternoon.
Frascati vineyard tour and tasting
This afternoon, we'll visit one of the most historic wine estates in the Frascati area to learn about the artisanal winemaking traditions that have been kept alive in this region. We tour a Frascati vineyard producing a selection of local wines, which we will enjoy along with some delicious local delicacies.

Free day in Rome
Spend a full free day in Rome, as you wish.

Today, you’ll be free to explore as you wish - and there's lots to see.
You could visit the Vatican Museums, the only part of the Papal Palace you can visit independently (pre-booking is essential). This is one of the largest complexes of museums in the world, with collections that do justice to its dimensions. Many works by the finest artists of the Renaissance are on display, as are Egyptian antiquities and exquisite examples of furniture, sculpture and silverware. And, of course, you could see Michelangelo’s famous ceiling frescoes on the Sistine Chapel ceiling.
The weight of the past is inescapable as you view the magnificent heart of the Roman Empire. While the history spans thousands of years, the sites are densely located in Rome’s historic centre, and easily walkable. You could enjoy views of the city from Palatine Hill or visit one of the most famous centres of entertainment the world has ever seen: the Colosseum. Then take a stroll around the impressive spread of ruins that make up the Roman Forum – ancient Rome’s central showpiece. As you walk around this grand district of temples, basilicas and public spaces, it’s exciting to think you could be walking in the footsteps of truly legendary figures: Julius Caesar, Emperor Augustus, Cleopatra and Mark Antony.
Alternatively, you could head out of the city. You could visit the open-air museum of Appia Antica Archaeological Park to take a walk along the Appian Way, where thousands of Spartacus’s slave army were crucified as brutal punishment for their rebellion. Or perhaps, head just east of Rome to the Italian town of Tivoli, home to luxe residences, splendid villas, and two famous UNESCO World Heritage Sites.

Return home
Bid farewell to Italy, returning to the airport for our flight home.
Hand-picked hotels

Brufani Hotel
Perugia, Italy
Chosen for its splendid historic architecture and glorious views.

Hotel Principe
Venice, Italy
Conveniently located just a few minutes’ walk from Venice train station.

Palazzo San Lorenzo
Colle Val D’Elsa, Italy
Chosen for for its sublime combination of contemporary and classic design.

Radisson Blu GHR
Rome, Italy
The Radisson Blu GHR Rome is close to popular attractions in the Pariolo district

Santa Marina Hotel
Venice, Italy
Combining old world charm and modern amenities, this hotel is well-situated and comfortable.
Extras & upgrades
Opt for a convenient door-to-door service with transport from your home to your choice of regional airport or train station, available as an added optional with every holiday. This can be added to your booking after you've booked online by giving our reservations team a call, or when you're booking over the phone.
Travel connections
All transfer times listed here are approximate, and dependent on traffic. If you have a question regarding transfer times please don't hesitate to contact us.
Arrival airport | First hotel location | Transfer time | Final hotel location | Departure airport | Transfer time |
---|---|---|---|---|---|
Venice Marco Polo Airport (VCE) | Venice | 30 mins | Rome | Rome Fiumicino Airport (FCO) | 45 mins |
Treviso Airport (TSF) | Venice | 45 mins | Rome | Rome Ciampino Airport (CIA) | 1 hour |
FAQs
The price of this holiday is per person based on two people sharing a twin or double room. Single rooms are subject to availability at the relevant supplement.
The price includes:
- Return flights
- 11 nights’ accommodation
- Daily breakfast, 3 dinners (1 light lunch, as per signature experience)
- All local taxes and transfers
- All tours as mentioned
- Services of a Riviera Travel Tour Manager
UK Citizens do not require a visa to enter Italy however must have a valid passport.
For the most up-to-date passport and visa information visit https://www.gov.uk/foreign-travel-advice/italy/entry-requirements.
We are unable to accept responsibility if you are unable to travel because you have not complied with any passport/entry/immigration requirements.
- Currency: Euro
- Flight time: Approx. 2 hrs 30 mins to 2 hrs 55 mins
- Language: Italian
- Time zone: GMT+1
- Country: Italy
Sample gastronomic delights as you rub shoulders with local shoppers amidst the medieval streets and markets of Bologna, Italy’s culinary capital. Sit down to an authentic Tuscan lunch in a rural farmhouse restaurant and get under the skin of these legendary Italian cities as you drift through Venice’s iconic canals on a spectacular gondola ride, absorbing the historic cityscapes from a different perspective as Venetians have done for centuries.
- Sample some delicious local produce at a family-owned farmhouse in the Tuscan countryside.
- Enjoy an afternoon in Frascati, away from Rome's city centre, sampling a selection of Frascati wines and local delicacies.
- Follow your stomach – and a local guide – through the streets of Bologna sampling some of the region's finest delicacies and gastronomic delights.
- Cruise Venice’s iconic canals in the style and elegance of yesteryear, aboard a traditional gondola.
What makes Signature tours different?
Signature tours give you the option to experience more and are available on our European and worldwide itineraries. Enjoy the more exclusive atmosphere of travelling in a small group with an average of 22 guests, with up to three enhanced experiences included to help make your holiday truly exceptional.
- Smaller groups - average of 22 people
- Two local guides on most guided tours
- Enhanced Signature experiences
- Plus, includes everything from our Classic tours
The deposit for this holiday is £250pp, then the remaining balance of the holiday is due a minimum of 90 days before you depart.
We want to ensure you make the correct choice before you book your holiday with us. If you have any concerns regarding the suitability of the holiday due to reduced mobility we would encourage you to call us to discuss these concerns. General information on mobility in connection with our tours can be found on our Passengers with Reduced Mobility FAQs page.
Availability
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Signature Small Group Tours of max 25 people and added extras
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Signature Tour
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12 05 2026 | 17:20 |
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Santa Marina Hotel 4* | £3,529 pp | Book now |
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Signature Tour
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12 05 2026 | 06:05 |
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Santa Marina Hotel 4* | £3,529 pp | Book now |
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Signature Tour
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09 06 2026 | 12:30 |
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Santa Marina Hotel 4* | £3,629 pp | Book now |
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Signature Tour
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09 06 2026 | 06:25 |
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Santa Marina Hotel 4* | £3,629 pp | Book now |
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Signature Tour
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15 09 2026 | 10:30 |
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Santa Marina Hotel 4* | £3,659 pp | Book now |
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Signature Tour
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06 10 2026 | 12:30 |
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Santa Marina Hotel 4* | £3,609 pp | Book now |
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