Northern Italy & Tuscany Grand Fly & Drive

Approx. 150–174 mi (280 km) | 2–4 hours (depending on your chosen starting point)

After breakfast, continue your journey south through the beautiful landscapes of northern Italy towards the vibrant city of Bologna, the capital of the Emilia-Romagna region and one of Italy's great culinary destinations.

Spend the afternoon exploring its elegant arcaded streets, lively piazzas and medieval landmarks.

Highlights

• Piazza Maggiore

• Two Towers of Bologna

• Basilica of San Petronio

• Historic food markets

• Traditional trattorias serving authentic tagliatelle al ragù, tortellini and mortadella

In the evening, soak up the city's lively atmosphere with an aperitivo under Bologna's famous porticoes before enjoying an overnight stay in this fascinating medieval city.

Bologna → Florence | Approx. 68 mi (110 km) | 1½ hours

After breakfast, enjoy a leisurely drive through the rolling hills of the Emilia-Romagna and Tuscany regions as you make your way to the magnificent city of Florence.

With two nights in Florence, you'll have plenty of time to discover one of the world's greatest artistic and cultural treasures.

Spend your days wandering through elegant piazzas, admiring Renaissance masterpieces and experiencing the authentic atmosphere of Tuscany's capital.

Highlights

• Florence Cathedral (Duomo di Firenze)

• Ponte Vecchio

• Uffizi Gallery

• Piazza della Signoria

• Piazzale Michelangelo for spectacular panoramic views

• Browse the artisan shops of the Oltrarno district

• Discover local markets and traditional Tuscan cuisine

Optional Experiences

• Guided walking tour of Florence

• Wine tasting in the Tuscan countryside

• Cooking class featuring regional specialties

• Visit the Galleria dell'Accademia to admire Michelangelo's David

• Day trip to the Chianti wine region or the medieval town of San Gimignano

In the evenings, relax at one of Florence's many charming restaurants, enjoy an authentic Italian gelato in a lively piazza, or sip a glass of Chianti while watching the sunset over the city's iconic skyline.

After two unforgettable nights immersed in the art, history and flavours of Tuscany, your Fly & Drive adventure continues towards Italy's enchanting hill towns and countryside.

Florence → Greve in Chianti → Castellina in Chianti → San Gimignano → Siena
Approx. 112 mi (180 km) | Full Day Scenic Drive

Today is all about slowing down and enjoying one of Italy's most beautiful driving routes.

Leave Florence behind and head into the rolling hills of the world-famous Chianti wine region, where vineyards, olive groves, medieval villages and cypress-lined roads create the picture-perfect landscapes that have made Tuscany famous around the world.

Your first stop is the charming wine town of Greve in Chianti. Browse the local wine shops, enjoy an espresso in the lively piazza or sample some of the region's renowned wines.

Continue along scenic country roads to the medieval hilltop village of Castellina in Chianti. Wander through its ancient streets, admire panoramic vineyard views and enjoy a leisurely lunch featuring traditional Tuscan cuisine paired with excellent local wines.

In the afternoon, continue to the iconic hill town of San Gimignano, often called the "Medieval Manhattan" because of its impressive skyline of ancient towers.

Explore its cobbled streets, artisan boutiques and historic squares before treating yourself to one of Italy's most famous gelatos while soaking up the unique atmosphere.

Finally, arrive in the magnificent medieval city of Siena, where you'll spend the next two nights.

As evening falls, discover the magic of Siena after the day visitors have departed. Wander through its beautifully illuminated streets and enjoy dinner in one of the city's traditional restaurants overlooking the famous Piazza del Campo.

Enjoy a full day exploring Siena and the surrounding Tuscan countryside at your own pace.

Begin by discovering one of Italy's finest medieval cities.

Siena Highlights

• Piazza del Campo

• Siena Cathedral

• Palazzo Pubblico

• Historic shopping streets

• Local markets

• Traditional Tuscan cafés

In the afternoon, you may wish to venture back into the surrounding countryside.

Optional experiences include:

• Wine tasting at a local Chianti winery

• Visit the beautifully preserved walled village of Monteriggioni

• Explore quiet country roads lined with vineyards and olive groves

• Visit family-run wineries producing the famous Chianti Classico wines

• Enjoy a long Tuscan lunch overlooking the vineyards

Spend one final evening in Siena, where the relaxed atmosphere, excellent restaurants and beautifully preserved medieval centre provide the perfect setting before continuing your Italian Fly & Drive adventure.

One small suggestion from my own experience

Since your packages are flexible, I'd avoid telling every customer they must visit all four places in one day. Instead, present them as recommended scenic stops. Some travelers will happily spend three hours tasting wine in Greve, while others will want more time in San Gimignano.

That flexibility is exactly what makes EuropeFlyDrive different from a fixed coach tour, and it's worth emphasizing throughout the itinerary.

Siena → Pisa → Lucca
Approx. 118 mi (190 km) | Full Day Scenic Drive

After breakfast, leave Siena behind and continue west through the beautiful Tuscan countryside towards one of Italy's most iconic landmarks.

Your first stop is the historic city of Pisa, world-famous for its remarkable Leaning Tower of Pisa.

Spend a few hours exploring the magnificent Piazza dei Miracoli (Square of Miracles), one of Italy's most celebrated UNESCO World Heritage Sites. Admire the impressive Cathedral, the Baptistery and, of course, take the classic photo beside the world-famous Leaning Tower.

Enjoy lunch at one of Pisa's welcoming cafés before continuing your short drive to the elegant walled city of Lucca.

Surrounded by perfectly preserved Renaissance walls, Lucca is one of Tuscany's hidden gems. Its pedestrian-friendly streets, lively piazzas and outstanding restaurants make it an ideal place to slow down and experience authentic Italian life.

Spend the next two nights discovering this charming city at your own pace.

Highlights

• Walk or cycle along Lucca's historic Renaissance city walls

• Explore the beautiful Piazza dell'Anfiteatro

• Visit Guinigi Tower with its famous rooftop garden

• Discover elegant churches, artisan boutiques and hidden courtyards

• Relax with an aperitivo in one of the city's lively piazzas

• Enjoy traditional Tuscan cuisine in family-run trattorias

Approx. 106 mi (170 km) | 2½ hours

After breakfast, leave the charming city of Lucca and head north towards the elegant city of Parma, internationally renowned as Italy's gastronomic capital.

The drive takes you through the beautiful Tuscan and Emilian countryside before arriving in a city celebrated for its rich culinary traditions, magnificent architecture and relaxed atmosphere.

Spend the afternoon exploring Parma's historic centre, where beautiful piazzas, elegant streets and impressive monuments invite you to slow down and enjoy authentic Italian life.

Highlights

• Parma Cathedral

• Baptistery of Parma

• Stroll through Piazza Garibaldi

• Discover elegant boutiques and cafés

• Sample authentic Parmigiano Reggiano and Prosciutto di Parma

• Enjoy an unforgettable dinner featuring the flavours that have made Parma famous throughout the world

For food lovers, optional visits to local cheese producers, Parma ham factories or traditional balsamic vinegar producers can be arranged.

Spend the night in Parma before continuing to your final destination.

Approx. 78 mi (125 km) | 1½ hours

After a leisurely breakfast, continue north to Italy's vibrant fashion and financial capital, Milan.

With one final night to enjoy, discover a city that perfectly blends historic landmarks with contemporary style, world-class shopping and outstanding cuisine.

Highlights

• Milan Cathedral (Duomo)

• Galleria Vittorio Emanuele II

• Sforza Castle

• The fashionable Brera district

• The lively Navigli canals

• Luxury shopping along Via Montenapoleone

• Traditional Milanese restaurants and stylish rooftop bars

Whether you choose to explore the city's cultural treasures, indulge in some last-minute shopping or simply enjoy an aperitivo overlooking the Duomo, Milan provides the perfect finale to your Italian Fly & Drive adventure.