Itinerary Highlights
    • Explore Bologna and Florence with a private guide
    • Taste the wine and olive oil of the Chianti hills
    • Spend three nights on the sparkling Ligurian coast
    • Take a private hike through the Cinque Terre

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The roads of Emilia-Romagna, Tuscany and Liguria meander through preserved landscapes full of timeless charm. From the slender silhouettes of cypresses to the furrow of vines and jagged cliffsides that tower above the waves, the beauty of these three regions is diverse and mesmerising. This road trip begins in Emilia-Romagna where you’ll sample the gastronomic delights of Parma and Bologna. While you’re here, a private tour of the region’s capital will highlight Bologna’s intellectual and architectural charm. You’ll then drive into the Chianti Hills to spend three nights between olive groves and vineyards, exploring the hills of Tuscany and indulging in the flavours of their terroir produce. You’ll also pay a visit to the iconic city of Florence to marvel at the works of da Vinci and Michelangelo,
and of course enjoy an espresso or two in one of many bustling piazzas. Your last stop is Levanto, a stone’s throw from the Cinque Terre. Here, you’ll have the chance to take in this breathtakingly beautiful coastal landscape during a private hike along picturesque pathways between these five famous villages.

Route

Everything is 100% tailored to you
DAY 1

YOUR ITALIAN ADVENTURE BEGINS

This trip begins with a two-hour flight from the UK to Bologna. When you land, pick up your rental car and drive to your hotel where you’ll spend two nights in the countryside not far from Bologna. When you’re not out exploring, there’s a swimming pool where you can enjoy a refreshing dip and an elegant spa where you can indulge in a pampering wellness treatment. Along with Bologna’s medieval towers, the foodie city of Parma is not far from here so if you want to hit the ground running, we can arrange for an afternoon tasting of Parma ham and Modena balsamic vinegar.

DAY 2

PRIVATE TOUR OF BOLOGNA

Today, we’ll organise for you to see Bologna in the company of a private guide. Capital of Emilia-Romagna, Bologna is known as the ‘Red City’ thanks to the warm hue of its rooftops and the left-wing politics of its inhabitants. It also has a reputation as an intellectual city, home to one of Europe’s oldest universities and native city of Umberto Ecco. As you make your way through Bologna with your knowledgeable guide, you’ll see sights such as the Piazza Maggiore, the Farnese Palace, the Fountain of Neptune, the Stock Exchange, the Palazzo del Podestà and the Basilica of San Petronio: a church decorated with frescoes by Giovanni da Modena depicting Dante's Divine Comedy. After all that sightseeing, you’ll have the rest of the day to relax in Bologna and of course sample a plateful of pasta with authentic Bolognese sauce.

DAY 3

FROM BOLOGNA TO THE CHIANTI HILLS

You’ll drive on to San Casciano in Val di Pesa today, around two hours away. This small town rests in the hills of Chianti between Florence and Siena, surrounded by enchanting rural landscapes dotted with countless internationally-recognised wine and olive oil producers. You’ll spend three nights in a beautiful property amid the vineyards that’s designed for one purpose: enjoyment. When you’re not out exploring your surroundings, relax in your spacious room, head to the onsite spa and enjoy some incredible food at the hotel restaurant.

DAY 4

RENAISSANCE ART IN FLORENCE

On both side of the Arno’s calm waters, Florence’s palaces and museums intermingle with cafés, fountains and shady piazzas. You’ll discover this iconic city today during a two-hour private tour on the theme of Renaissance art, taking in the cathedral district, the Ponte Vecchio and the Piazza della Signoria before reaching this Medici city’s lesser known palaces. We’ll also provide you with queue-jumping tickets for the Uffizi Gallery, arguably Tuscany’s most famous museum whose collection features work by Sandro Botticelli, Leonardo da Vinci and Michelangelo.

DAY 5

THE VILLAGES OF THE CHIANTI HILLS

You’ll have today to explore the picturesque villages of Chianti. This region is home to many different towns that witnessed the conflicts between rivals Florence and Siena during the Middle Ages. Some of the most beautiful include Greve, Radda, Castellina, Volpaia, Gaiole and Monteriggioni. As you journey across verdant green hills from village to village, stop at local producers to sample their delicious wine, olive oil and other Tuscan treats.

DAY 6

DRIVE TO LEVANTO

Today you’ll swap countryside for coastline as you drive towards the beautiful Cinque Terre. Your base for three nights will be a charming guest house in the hills surrounding Levanto, in a village called Chiesanuova. There are fewer than 70 inhabitants in this medieval village, and the view from here is simply magnificent. After climbing the Ligurian path that leads to the hotel, all that’s left to do is soak up the scenery in this stunning part of Italy.

DAYS 7 & 8

LEVANTO AND THE CINQUE TERRE

The UNESCO World Heritage-listed Cinque Terre National Park boasts a magical Mediterranean landscape where breeze-carved pines line the hills that descend into the sparkling water. Above all, this stretch of coastline is known for five beautiful villages: Monterosso, Manarola, Corniglia, Vernazza and Riomaggiore, all linked together by picturesque paths. While you’re here, we’ll arrange for you to take a private hike from Manarola in the company of a private guide, who will lead you along a route with a stunning panorama. We can also arrange for you spend an evening on a sunset cruise complete with a tasting of local produce.

DAY 9

FLIGHT HOME

Enjoy one last Italian breakfast this morning before driving to Genoa airport to return your rental car and fly back to the UK.

A la carte

MODENA, PARMA HAM AND BALSAMIC VINEGAR TASTING



During this visit, you’ll first learn all about the production and incredible flavour of real Modena balsamic vinegar. Then, you’ll head to a prosciutteria where the famous Parma ham is cured and perfected. In both places, you’ll have the opportunity to sample their delicious produce.



TOUR OF SIENA



The streets of Siena meander inside its ramparts before converging on Piazza del Campo, the beating heart of this medieval city that clings to three clay hills. Twice every summer, it hosts a horse race known as the Palio di Siena which attracts visitors from all over the world. During this private tour, we’ll arrange for you to you explore Siena’s charming alleyways past fountains, churches and other medieval masterpieces as you listen to stories and anecdotes about daily life in this fascinating city.



THE HISTORIC CENTER OF LUCCA



The walls of this beautiful city are among the best preserved in Europe. Within them, charming streets are lined with elegant shops and cafés with pink and ochre facades, while Romanesque churches full of Pisan art stand in lively squares. During this visit to Lucca, you’ll learn more about its distinct cultural identity in the company of a private guide.



SUNSET BOAT TRIP AROUND THE CINQUE TERRE



Accompanied by a private skipper, set off along the coast north of Porto Venere to take in the view of the five villages that made this region so famous. Their clusters of colourful buildings cling to cliffsides, lie partially hidden in coves and huddle together on rocky peaks; around them, green terraces of by vines, olive trees, citrus trees and aromatic herbs are tended to and cultivated by locals. Your sunset boat trip will end with a sampling of local produce.

A Rough Idea of Price

Dependent on season, accommodation and activities
The estimated cost for this trip starts from £1,330 to £2,085 per person. The final cost of the trip depends on the way we tailor it especially for you. The final cost varies according to several factors, which include the level of service, length of trip and advance booking time. The exact price will be provided on your personalised quote. The average starting price for this trip is £1,735 per person.
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