11-Day Relaxed Italy Road Trip from Milan to Florence and Bologna

Photo of panoramic view of Bologna,Italy.
Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
11 days & 10 nights
Available
Jan. - Dec.
Hotel
10 nights included
Car rental
11 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Sit back and enjoy a relaxed 11-day road trip in Italy with this laid-back self-drive vacation.

This self-drive package allows you to immerse in the local culture as you travel through the picture-perfect landscapes in Italy at a relaxed pace. Get a dose of comfort, fun, and recreation in Milan, Pisa, Florence, and Bologna. Make yourself at home at top-rated hotels and stay 5 nights in Milan, 3 nights in Florence, and 2 nights in Bologna. Finally, taste the local food and enjoy a refreshing drink at the most popular restaurants and bars along your road trip route in Italy.

Experience an easy 11-day self-drive tour across Italy with this carefully arranged travel plan. We’ll help you from the beginning to the end of your vacation in Italy so you can leave with the best road trip memories.

Freedom of choice is key to a relaxing road trip in Italy. For your self-drive vacation, we’ll offer you a selection of the best rental vehicles with CDW insurance. Upon arrival in Milan, you’ll collect your rental car of choice. From there, you’ll begin your 11-day journey across Italy and discover its unique culture, history, and diverse scenery.

You’ll choose among the best hotels and places to stay in Italy. You could enjoy a lovely hotel experience at the popular 4-star Starhotels Tourist Milan in B&B Hotel Milano San Siro. Or, you could have a first-class room with a magnificent view at the 5-star Palazzo Cornalia. If you’re looking for a more budget-friendly option, the 3-star B&B Hotel Milano San Siro is our top recommendation. We’ll always offer you the best places to stay in Italy that fit your budget and needs.

We’ll introduce you to some of the best travel destinations in Italy. This relaxed road trip features the stunning Duomo di Milano Museum in Milan. Another highlight of this self-drive tour is the captivating Galleria Vittorio Emanuele II.

Traveling leisurely through Italy means you could spend as much time as you want at the magnificent Piazza del Duomo. With this travel plan, you could also soak in the atmosphere of the memorable Cathedral of Santa Maria del Fiore. Get close to the spectacular piazzale Michelangelo and the wonderful Leaning Tower of Pisa. You’ll have plenty of time to take in each attraction's unique features, learn its unique history, and appreciate it to the fullest.

Between sightseeing, you can make the most of your downtime and join a popular tour in Italy. Tours offer a special way of discovering what else Italy has to offer.

This relaxed road trip also gives you plenty of time to stroll through Italy's shopping hotspots. Here you can visit shops, discover the locals’ way of life, or try various specialties. Check out all the souvenirs and gifts you can buy in the area and bring home a piece of the country that will remind you of your relaxing vacation in Italy.

By the end of your 11-day road trip through Italy, you’ll return home feeling refreshed and enriched by your experience. You’ll have many stories about your pleasant and relaxed road trip vacation in Italy and memories to cherish forever.

This self-drive vacation package includes everything you need for a stress-free, easy road trip through Italy. You’ll have a cozy place to stay for 10 nights, with a selection of top-rated breakfast and restaurant options nearby. We'll also provide you with the best car rental you can use throughout the 11 days of your self-drive road trip in Italy. On top of all that, you also have the option to add flights to your travel plan and personalize each day of your itinerary by adding tours and tickets.

This self-drive package includes 24/7 travel support and a step-by-step guide. You can access the guide at any point of your journey through our mobile app, where you can also keep and organize your travel documents. All taxes are included in your vacation package price.

Spend an amazing 11-day vacation in Italy and get to know more about this fantastic destination. Choose your travel dates and plan a laid-back and relaxed road trip in Italy today!

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Included

Hotel, 10 nights
Rental car, 11 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

High dynamic range (HDR) Aerial view of the city of Milan, Italy.Milan / 5 nights
Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 3 nights
Photo of Italy Piazza Maggiore in Bologna old town tower of town hall with big clock and blue sky on background, antique buildings terracotta galleries.Bologna / 2 nights
Pisa - city in ItalyPisa

Map

Attractions

photo of night panoramic view of Duomo square in Milano,Italy.Duomo di Milano Museum
Piazza del Duomo, Quartiere 1, Florence, Metropolitan City of Florence, Tuscany, ItalyPiazza del Duomo
photo of medieval leaning tower of pisa (Torre di pisa) at piazza dei miracoli (Piazza del duomo), Tuscany, Italy.Leaning Tower of Pisa
photo of panorama of piazza dei miracoli with leaning tower of pisa, Italy.Piazza del Duomo, Pisa
photo of one of the world's oldest shopping malls galleria vittorio emanuele II at night in milan, lombardia, Italy.Galleria Vittorio Emanuele II
photo of View of statue of david on Piazzale Michelangelo at morning  in Florence, Italy.Piazzale Michelangelo
Cathedral of Santa Maria del Fiore, Quartiere 1, Florence, Metropolitan City of Florence, Tuscany, ItalyCathedral of Santa Maria del Fiore
photo of square of signoria in florence at sunrise, Italy.Piazza della Signoria
photo of Sunset view of Sforza Castle (Castello Sforzesco) in Milan, Italy. Architecture and landmarks of Milan. Night cityscape of MilanSforzesco Castle Art Library
Sempione Park, Municipio 1, Milan, Lombardy, ItalySempione Park
photo of bologna, Italy. Piazza maggiore with torre dell'orologio and torre dell’arengo, landmark in emilia-romagna historical province.Piazza Maggiore
photo of uffizi gallery in piazzale degli uffizi at night in florence Italy.Uffizi Gallery
Central Market
photo of Galleria dell'Accademia in Venice, Italy.Galleria dell'Accademia
PHOTO OF New business district Milano Porta Nuova Garibaldi (Gae Aulenti) .Piazza Gae Aulenti
Basilica of Santa Croce in Florence, Quartiere 1, Florence, Metropolitan City of Florence, Tuscany, ItalyBasilica of Santa Croce in Florence
PHOTOPP OF Arco della Pace (Arch of Peace), Porta Sempione, Milan, Italy .Arch of Peace
photo of view of Teatro La Scala- famous opera house in Milan, Italy.La Scala
photo of view Pinacothèque de Brera - Cour intérieure, Milan,Italy.Pinacoteca di Brera
photo of Bologna, Italy - Two Towers (Due Torri), Asinelli and Garisenda, symbols of medieval Bologna towers.Two Towers
Church of Santa Maria Novella at morning in Florence, Tuscany, ItalyBasilica di Santa Maria Novella, Firenze (FI)
photo of The Boboli Gardens park, Fountain of Neptune and a distant view on The Palazzo Pitti, in English sometimes called the Pitti Palace, in Florence, Italy. Popular tourist attraction and destination.Pitti Palace
photo of view A picture showing the National Museum of Science and Technology of Milan, Italy.Museo della Scienza e della Tecnologia "Leonardo da Vinci"
photo of Florence, Italy. Palazzo Vecchio (or Palazzo della Signoria ) and Loggia dei Lanzi, twilight scene in Tuscany.Palazzo Vecchio
The Boboli GardensThe Boboli Gardens
photo of Milan, Italy panorama. View from Milan Cathedral. Royal Palace of Milan - Palazzo Realle and Velasca Tower in the background.Royal Palace of Milan
photo of view of MUDEC - Museum of Cultures, Milan, Italy.MUDEC - Museum of Cultures
PHOTO OF Santa Maria delle Grazie or Holy Mary of Grace is a church and Dominican convent in Milan, northern ItalySanta Maria delle Grazie Church
Parco delle CascineParco delle Cascine
photo of David of Michelangelo,Florence Italy.David of Michelangelo
Basilica di Sant'Ambrogio, Municipio 1, Milan, Lombardy, ItalyBasilica di Sant'Ambrogio
Parco Regionale Migliarino, San Rossore, Massaciuccoli, Pisa, Tuscany, ItalyParco Regionale Migliarino, San Rossore, Massaciuccoli
phopto of Church of Santo Stefano dei Cavalieri in Knights Square (Piazza dei Cavalieri), Pisa, Tuscany, ItalyKnights' Square
photo of Piazza Santo Stefano .Piazza Santo Stefano
Finestrella, Santo Stefano, Bologna, Emilia-Romagna, ItalyFinestrella
Piazza Duomo, Municipio 1, Milan, Lombardy, ItalyCathedral Square
photo of Bologna, Italy. Piazza del Nettuno and Piazza Maggiore in Bologna, Italy landmark in Emilia-Romagna historical province.Fountain of Neptune, Bologna
photo of view Bologna aerial cityscape view with cathedral and old medieval city center with Altabella and Uguzzoni Towers, Bologna, Italy.Bologna Cathedral
Villa Necchi Campiglio, Municipio 1, Milan, Lombardy, ItalyVilla Necchi Campiglio
PHOTO OF Bologna, Italy. Fontana del Nettuno, Palazzo Re Enzo in Piazza Maggiore, Italy landmark in Emilia-Romagna historical province.Palazzo Re Enzo
Villa Ghigi
photo of Colorful spring sunset on the main square of City of Bologna with Palazzo d'Accursio and facade of Basilica di San Petronio. Great cityscape of Bologna, Italy, Europe. Traveling concept background.Palazzo d'Accursio

Travel details

Travel dates
Jan 1 - Jan 11

Include flights?

Yes
No

Flights

Round trip
Economy
Round trip
Economy

Travelers

Rooms

1 traveler1 room
1 traveler1 room

Flights
Yes
No

Round trip
Economy
Round trip
Economy

Car
Yes
No

Car

Small car

Small car

Category
small car
Transmission
People
Large bags
Medium car

Medium car

Category
Medium
Transmission
People
Large bags
Premium car

Premium car

Category
premium car
Transmission
People
Large bags

Hotels

Personalize your itinerary

Day 1 – Milan - arrival day

Day 1

Day 1 – Milan - arrival day

  • Milan - Arrival day
  • More
  • Piazza Gae Aulenti
  • More

Your slow-paced and relaxed road trip through Italy begins when you reach Milan, where you’ll stay for a total of 5 nights.

Milan is an outstanding hub for culture, comfort, and exploration. The city offers travelers plenty of experiences to look forward to, including the magnificent Piazza Gae Aulenti. Around 30,398 visitors have rated this fascinating square and travel destination an average of 4.6 out of 5 stars.

When you're done sightseeing for the day, you'll check in at one of the best hotels or places to stay in the city. Take your pick and make it your home during your leisurely tour of the city.

In the city of Milan, nothing beats the comfort the incredible Palazzo Cornalia provides. This 5-star hotel is one of the most luxurious places to stay in the area and is rated an average of 4.3 out of 5 stars by 1,011 guests.

The best 4-star hotel we recommend in Milan is Starhotels Tourist Milan. This hotel offers many conveniences and is the perfect base for your relaxed road trip activities. Starhotels Tourist Milan has an average rating of 4.1 out of 5 stars from 1,474 guests.

Budget travelers in Milan can stay cozy at the 3-star B&B Hotel Milano San Siro. With an average rating of 4.2 out of 5 stars from 2,944 guests, this cheap hotel is the number one budget hotel option in the city.

These excellent hotels ensure guests a safe and relaxing stay in Milan. If these popular options are not available for your time in the city, our system will automatically help you find the best alternatives.

Exploring the food culture in Milan offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

An excellent example is Galleria Restaurant. This restaurant offers a menu of comforting meals and is rated an average of 4.4 out of 5 stars by 2,024 customers.

Vento di Sardegna serves great food and is a favorite among hungry travelers and locals. This popular restaurant in Milan has a rating of 4.5 out of 5 stars from 1,063 reviews.

If you’re curious about what Milan looks like at night, a trip to some of the best bars near your accommodation is what you need next. Experience the local nightlife at The Friends Pub Milano, our top recommendation in the city. Customers have rated this bar an average of 4.3 out of 5 stars in 1,689 reviews.

Camparino in Galleria offers a variety of refreshing drinks and is one of the best places to relax in Milan. This well-known city bar is rated an average of 4.4 out of 5 stars by 1,473 customers.

Free your mind of worries and enjoy your first taste of relaxation in Italy! Expect more to come as you continue this laid-back and relaxed road trip in Italy!

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Experiences

Day 2 – Milan

Day 2

Day 2 – Milan

  • Milan
  • More

Drive 7 km, 30 min

  • Duomo di Milano Museum
  • Royal Palace of Milan
  • La Scala
  • Galleria Vittorio Emanuele II
  • Cathedral Square
  • More

On day 2 of your relaxed road trip across Italy, you'll explore the best attractions in Milan at your own pace and immerse in the city's unique local culture. Today's laid-back tour features some of the best restaurants and bars in Milan, where you can sample some delicious local food.

The accommodation you’ll be staying at for another 4 nights will be conveniently located close to several attractions, like the famous Duomo di Milano Museum. This incredible art museum has an average rating of 4.8 out of 5 stars from 138,554 travelers, and is visited by 341,609 people every year.

Make the most of your slow-paced travel adventure in Italy by seeing another popular site in Milan, the wonderful Royal Palace of Milan. This art museum is rated an average of 4.8 out of 5 stars by 138,554 travelers and gets around 341,609 annual visits.

You can then move on to the incredible La Scala. This opera house has received an average rating of 4.7 out of 5 stars by 26,219 visitors.

Another stop you might want to add to your self-drive itinerary is the remarkable Galleria Vittorio Emanuele II. This commercial gallery is sought after by many travelers from around the world. The popular attraction has received 4.7 out of 5 stars from 91,394 visitors.

If you want to discover more, consider stopping by the famous Cathedral Square. This amazing site is a wonderful must-see tourist destination with more than 7,539 wanderlust-filled travelers rating it an average of 4.8 out of 5 stars.

Get a dose of thrill, excitement, and inspiration on day 2 of your unhurried and relaxed road trip in Italy. Check out the tours and tickets you can add to your Milan itinerary and feel all the emotions in this wonderful city. Add a highly recommended tour to your vacation package now and make this refreshing new day of your self-drive through Italy extra special!

After a long day exploring the popular attractions in the city, it’s time to sample the different kinds of mouthwatering foods served at the best restaurants in Milan. One of our top recommendations includes a selection of delicious meals on its menu, Nero 9. This place is a local favorite and has an average rating of 4.5 out of 5 stars by 573 customers.

You may also try the variety of dishes served at Bice Restaurant, which is an excellent choice if you want a nice place to eat near your accommodation. Bice Restaurant is rated 4.3 stars out of 5 by 579 customers.

After finishing your meal, it’s time to experience the amazing nightlife in Milan and unwind at the coolest bars in the city. Drink the night away and celebrate this day of your relaxed road trip at the popular G. B. Bar. This vibrant bar is rated 4.6 out of 5 stars by 820 customers.

If you want to try a different bar, check out the popular Armani/Bamboo Bar. Rated 4.3 out of 5 stars by 272 customers, this bar is a great place to try some excellent liquor.

Drink up and relax in this amazing bar that serves different kinds of alcoholic beverages and cocktail drinks.

Enjoy the rest of day 2 of your relaxed road trip across Italy, and prepare for another day of unhurried adventure!

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Experiences

Day 3 – Milan

Day 3

Day 3 – Milan

  • Milan
  • More

Drive 8 km, 37 min

  • Villa Necchi Campiglio
  • Pinacoteca di Brera
  • Sforzesco Castle Art Library
  • Sempione Park
  • More

Day 3 of your comfortable self-drive tour across Italy gives you another chance to explore the magnificent city of Milan and visit more of its attractions.

Milan has plenty of activities and sights, so you won’t be short of things to do during your laid-back and relaxed road trip in Italy. Fortunately, your accommodation, where you’ll be staying for 3 nights more is conveniently located near several of the city’s best attractions.

One of the best stops on your hassle-free journey is the popular Sforzesco Castle Art Library, one of the top attractions in the city. In fact, the incredible Sforzesco Castle Art Library has a rating of 4.6 out of 5 stars from 68,714 visitors.

You could also spend some time relaxing at the amazing Parco Sempione. This city feature got an average score of 4.6 out of 5 stars from its 72,914 guests.

Get a more in-depth understanding of Milan by checking out the amazing selection of tours and excursions you can add to your relaxed road trip itinerary. Explore more of the city’s wonders, create memorable experiences, and join laid-back to challenging activities. You’ll be happy to learn that there are plenty of top-rated tours and activities in Milan.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Milan, while looking for a place to eat. Or, check out our top recommendations below and treat yourself to a nice meal.

Camparino in Galleria is one of the top restaurants in the city. This Milan-based food place has an average rating of 4.4 out of 5 stars from 1,473 guests.

If you’re looking for another option near your accommodation, G. B. Bar is also one of the best restaurants you can try in the city. G. B. Bar proved an excellent choice for around 820 visitors, who gave the restaurant an average rating of 4.6 out of 5 stars.

After your meal, consider getting a drink at one of the top bars in Milan, Dessert Bar Milano. This bar enjoys an average rating of 5 over 5 stars given by 144 customers.

Another drinking place in the city we recommend you try out is Carico. Check out its selection of liquors, and learn why it has been rated 4.4 over 5 stars by 125 customers.

This bar offers a variety of drinks you can choose from.

Toast to an amazing time in Milan and end day 3 of your slow-paced and relaxed road trip in Italy on a great note!

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Experiences

Day 4 – Milan

Day 4

Day 4 – Milan

  • Milan
  • More

Drive 14 km, 55 min

  • Santa Maria delle Grazie Church
  • Museo della Scienza e della Tecnologia "Leonardo da Vinci"
  • Basilica di Sant'Ambrogio
  • MUDEC - Museum of Cultures
  • More

Day 4 of your comfortable self-drive tour across Italy gives you another chance to explore the magnificent city of Milan and visit more of its attractions.

Milan has plenty of activities and sights, so you won’t be short of things to do during your laid-back and relaxed road trip in Italy. Fortunately, your accommodation, where you’ll be staying for 2 nights more is conveniently located near several of the city’s best attractions.

One of the best stops on your hassle-free journey is the popular Santa Maria delle Grazie Church, one of the top attractions in the city. In fact, the incredible Santa Maria delle Grazie Church has a rating of 4.5 out of 5 stars from 13,490 visitors.

You could also spend some time relaxing at the amazing Museo della Scienza e della Tecnologia "Leonardo da Vinci". This city feature got an average score of 4.5 out of 5 stars from its 22,235 guests. Every year, around 532,084 visitors spend time marveling at this amazing technology museum.

Another place of interest in the city of Milan is the notable MUDEC - Museum of Cultures. The popular MUDEC - Museum of Cultures is a highlight of many travel packages in Milan. As a matter of fact, this remarkable ethnographic museum has a rating of 4.4 out of 5 stars from around 14,355 travelers.

Get a more in-depth understanding of Milan by checking out the amazing selection of tours and excursions you can add to your relaxed road trip itinerary. Explore more of the city’s wonders, create memorable experiences, and join laid-back to challenging activities. You’ll be happy to learn that there are plenty of top-rated tours and activities in Milan.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Milan, while looking for a place to eat. Or, check out our top recommendations below and treat yourself to a nice meal.

DeRos Restaurant is one of the top restaurants in the city. This Milan-based food place has an average rating of 4.7 out of 5 stars from 285 guests.

If you’re looking for another option near your accommodation, Dessert Bar Milano is also one of the best restaurants you can try in the city. Dessert Bar Milano proved an excellent choice for around 144 visitors, who gave the restaurant an average rating of 5 out of 5 stars.

After your meal, consider getting a drink at one of the top bars in Milan, Lab. This bar enjoys an average rating of 4.5 over 5 stars given by 280 customers.

Another drinking place in the city we recommend you try out is The Bar Milano. Check out its selection of liquors, and learn why it has been rated 4.5 over 5 stars by 101 customers.

This bar offers a variety of drinks you can choose from.

Toast to an amazing time in Milan and end day 4 of your slow-paced and relaxed road trip in Italy on a great note!

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Experiences

Day 5 – Pisa and Florence

Day 5

Day 5 – Pisa and Florence

  • Pisa
  • Florence
  • More

Drive 383 km, 5 hours 12 min

  • Parco Regionale Migliarino, San Rossore, Massaciuccoli
  • Leaning Tower of Pisa
  • Knights' Square
  • Piazza del Duomo, Pisa
  • More

Day 5 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience two places in one day. You will start your day by exploring some of the best sights in the city of Milan. By the end of the day, you’ll drive in the direction of the city of Florence, where you’ll stay at a top-rated hotel of your choice for 3 nights.

When you’re ready to head to your first attraction of the day, the wonderful Parco Regionale Migliarino, San Rossore, Massaciuccoli is waiting for you. This park has been rated an average of 4.4 out of 5 stars by 9,632 visitors.

The next stop on your road trip vacation is Leaning Tower of Pisa. This unique bell tower is a highly-recommended place to visit, rated an average of 4.7 out of 5 stars by 116,882 visitors. Approximately 3,200,000 travelers come to experience this attraction each year.

Don’t forget to make a stop at the incredible Knights' Square. With an average rating of 4.5 out of 5 stars from 9,051 visitors, this square is one of the top sights to visit in the area.

Another unforgettable travel destination is the outstanding Piazza del Duomo, Pisa. This popular square and attraction has an average rating of 4.7 out of 5 stars by 104,550 people.

Make the most of your relaxed road trip vacation by joining activities and tours that let you discover what else Milan has in store for you. There are many top-rated experiences you can include in your travel plan to add flavor to your relaxed road trip in Italy. Browse all of your options and reserve your slot before our favorites get fully booked.

Turn on some soothing tunes in the car, because it’s now time to drive to the city of Florence. In Florence, you can choose among the best hotels and places to rest and recharge to complement your relaxed road trip experience in Italy.

With an average rating of 4 out of 5 stars from 1,685 guests, you can be confident this hotel will meet your expectations for a 3-star hotel.

Alternatively, for a deeply relaxing stay, check in at a wonderful 5-star hotel like Hotel Ville Sull Arno. At this top-rated hotel, you can expect comfortable rooms, impeccable service, and a pleasant ambiance. Previous guests have rated this luxurious hotel an average of 4.6 out of 5 stars in 650 reviews.

If you’re looking for a top-rated budget hotel, we recommend staying at the 3-star B&B Hotel Firenze Novoli. This hotel is a top choice among travelers who value a good deal. Guests have given this accommodation an average rating of 4 out of 5 stars in 135 reviews.

With a lovely menu and an average rating of 4.9 out of 5 stars from 6,031 customers, you can’t go wrong with choosing Ristorante Paoli.

Locals also recommend Ristorante Oliviero 1962 as one of the top restaurants in the area. So if you’re feeling hungry, don’t forget to check out the menu at Ristorante Oliviero 1962 as well. This local-favorite restaurant is rated an average of 4.7 out of 5 stars by 1,046 customers.

If you feel like having something else, you could also book a table at Il Vezzo. This restaurant has an average rating of 4.8 out of 5 stars from 862 customers.

If you would like to celebrate your vacation with a drink, we recommend going to a place like Manifattura. Manifattura is rated an average of 4.7 out of 5 stars by 509 customers and is one of the best bars you can visit tonight.

Another lively bar worth checking out tonight is Ditta Artigianale. This is the perfect place to enjoy a couple of drinks if you want to continue your celebrations. The average rating of 4.3 out of 5 stars by 1,877 customers gives you an idea of what to expect from this bar.

Alternatively, head to Archea Brewery. This popular bar will bring up your mood and give you a good ending to your night. Archea Brewery is rated an average of 4.7 out of 5 stars by 723 customers.

Raise your glass in celebration and anticipation of your memorable and relaxing road trip adventure through Italy!

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Experiences

Day 6 – Florence

Day 6

Day 6 – Florence

  • Florence
  • More

Drive 23 km, 1 hour 18 min

  • Parco delle Cascine
  • Piazza del Duomo
  • David of Michelangelo
  • Cathedral of Santa Maria del Fiore
  • Galleria dell'Accademia
  • More

Day 6 of your unhurried and relaxed road trip through Italy serves as your introduction to Milan. This is your chance to experience the very best of the city and appreciate Italy and its distinct culture and people.

Upon arriving in Milan, you can check in at the accommodation of your choice for a quick break. This 3-star hotel has an average rating of 4 out of 5 stars from 1,685 former guests.

You’ll enjoy restful days and nights at the 5-star Hotel Ville Sull Arno. With an average rating of 4.6 out of 5 stars from 650 guests, Hotel Ville Sull Arno is the best luxury hotel option we recommend while in the city.

The 3-star B&B Hotel Firenze Novoli offers comfort at an affordable price, perfect for practical travelers. B&B Hotel Firenze Novoli is a top-rated budget hotel in Milan with an average rating of 4 out of 5 stars from 135 guests.

These recommendations are among the most popular places to stay in Milan. If any of these options are not available during your stay in the city, we’ll provide you with the best alternatives. Our flexible booking system will automatically offer you a selection of accommodations that fit your budget and needs.

You'll enjoy easy access to the most remarkable sights in Milan, allowing you to explore the city at a relaxed pace. For example, you can take in the unique atmosphere of the city from the outstanding Piazza del Duomo. This must-see tourist destination and attraction is one of the top travel destinations in Milan. The fascinating Piazza del Duomo has an average rating of 4.8 out of 5 stars from 115,222 travelers.

Milan is also home to the captivating David, a local statue and another popular attraction in the city. About 10,476 visitors have rated this incredible site with 4.8 out of 5 stars.

The extraordinary Cathedral of Santa Maria del Fiore is another unforgettable place you can visit on your easy and relaxed road trip across Italy. Rated an average of 4.8 out of 5 stars by 76,359 travelers, Cathedral of Santa Maria del Fiore proves to be one of the top sights in the area.

You’ll enjoy the time you’ll spend at the incredible Galleria dell'Accademia. A trip to this wonderful site will inspire you as it does to more than 1,719,645 travelers every year. Visitors have rated their experience at this amazing national museum and attraction an average of 4.6 out of 5 stars in 34,429 reviews.

Every year, travelers gather around this fascinating sightseeing spot to appreciate its unique features.

Tours often allow you to see beyond what books and social media feature about Milan, its culture, and people. So for a more meaningful travel experience in the city, we recommend you join one of the most popular tours available on this day of your relaxed road trip across Italy.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. After a day of appreciating the best places to visit in Milan, explore the city like a local by trying out the best restaurants in the area.

Ranking high on our list of the best restaurants in Milan is Ristorante Le Volte Firenze. With an average rating of 4.7 out of 5 stars from 536 customers, you really have to try the savory dishes of this excellent restaurant.

Locals love Le Cappelle Medicee for its delicious meals, and we recommend you visit the restaurant at least once during your stay in Milan. This restaurant is rated an average of 4.6 out of 5 stars by 1,574 customers.

Another alternative is Ditta Artigianale. This restaurant serves a variety of comforting food and drinks and has an average rating of 4.3 out of 5 stars from 1,877 customers.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Milan. At Locale Firenze, you can enjoy a mix of fun and relaxation. This bar is rated an average of 4.6 out of 5 stars by 771 customers.

Alternatively, unwind and relive your best memories of this day of your relaxed road trip at Djària - American Bar, another popular bar in the city. Customers have rated this fantastic bar an average of 4.8 out of 5 stars in 182 reviews.

Caffe San Firenze is also one of the best places in Milan where you can let loose and enjoy some celebratory drinks. This bar has an average rating of 4.3 out of 5 stars from 1,268 customers.

Sleep comfortably and prepare for another day of your laid-back adventure in Italy!

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Experiences

Day 7 – Florence

Day 7

Day 7 – Florence

  • Florence
  • More

Drive 22 km, 1 hour 10 min

  • Pitti Palace
  • Basilica di Santa Maria Novella, Firenze (FI)
  • Central Market
  • Basilica of Santa Croce in Florence
  • More

On day 7 of your relaxed road trip across Italy, you'll explore the best attractions in Milan at your own pace and immerse in the city's unique local culture. Today's laid-back tour features some of the best restaurants and bars in Milan, where you can sample some delicious local food.

The accommodation you’ll be staying at for another 1 night will be conveniently located close to several attractions, like the famous Pitti Palace. This incredible art museum has an average rating of 4.6 out of 5 stars from 23,445 travelers, and is visited by 198,270 people every year.

Make the most of your slow-paced travel adventure in Italy by seeing another popular site in Milan, the wonderful Basilica di Santa Maria Novella, Firenze (FI). This archives is rated an average of 4.6 out of 5 stars by 23,445 travelers and gets around 198,270 annual visits.

You can then move on to the incredible Central Market. This best-rated sightseeing destination has received an average rating of 4.4 out of 5 stars by 43,100 visitors.

Another stop you might want to add to your self-drive itinerary is the remarkable Basilica of Santa Croce in Florence. This church is sought after by many travelers from around the world. The popular attraction has received 4.7 out of 5 stars from 28,544 visitors.

Get a dose of thrill, excitement, and inspiration on day 7 of your unhurried and relaxed road trip in Italy. Check out the tours and tickets you can add to your Milan itinerary and feel all the emotions in this wonderful city. Add a highly recommended tour to your vacation package now and make this refreshing new day of your self-drive through Italy extra special!

After a long day exploring the popular attractions in the city, it’s time to sample the different kinds of mouthwatering foods served at the best restaurants in Milan. One of our top recommendations includes a selection of delicious meals on its menu, La Giostra. This place is a local favorite and has an average rating of 4.4 out of 5 stars by 1,432 customers.

You may also try the variety of dishes served at Ristorante La Grotta Toscana, which is an excellent choice if you want a nice place to eat near your accommodation. Ristorante La Grotta Toscana is rated 4.4 stars out of 5 by 1,038 customers.

After finishing your meal, it’s time to experience the amazing nightlife in Milan and unwind at the coolest bars in the city. Drink the night away and celebrate this day of your relaxed road trip at the popular SE·STO on Arno Rooftop Bar. This vibrant bar is rated 4.5 out of 5 stars by 1,020 customers.

If you want to try a different bar, check out the popular The Florence Irish Pub. Rated 4.6 out of 5 stars by 426 customers, this bar is a great place to try some excellent liquor.

Another recommendation you shouldn’t miss is Il Vinile. Drink up and relax in this amazing bar that serves different kinds of alcoholic beverages and cocktail drinks. Il Vinile has an average rating of 4.7 out of 5 stars by 376 bar goers.

Enjoy the rest of day 7 of your relaxed road trip across Italy, and prepare for another day of unhurried adventure!

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Experiences

Day 8 – Florence and Bologna

Day 8

Day 8 – Florence and Bologna

  • Florence
  • Bologna
  • More

Drive 115 km, 2 hours

  • Piazza della Signoria
  • Uffizi Gallery
  • Palazzo Vecchio
  • Piazzale Michelangelo
  • The Boboli Gardens
  • More

Day 8 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience two places in one day. You will start your day by exploring some of the best sights in the city of Milan. By the end of the day, you’ll drive in the direction of the city of Bologna, where you’ll stay at a top-rated hotel of your choice for 2 nights.

When you’re ready to head to your first attraction of the day, the wonderful piazza della Signoria is waiting for you. This square has been rated an average of 4.8 out of 5 stars by 66,956 visitors.

The next stop on your road trip vacation is Uffizi Gallery. This unique national museum is a highly-recommended place to visit, rated an average of 4.7 out of 5 stars by 61,794 visitors. Approximately 2,011,219 travelers come to experience this attraction each year.

Don’t forget to make a stop at the incredible Palazzo Vecchio. With an average rating of 4.7 out of 5 stars from 19,049 visitors, this palazzo is one of the top sights to visit in the area.

Another unforgettable travel destination is the outstanding piazzale Michelangelo. This popular square and attraction has an average rating of 4.8 out of 5 stars by 77,744 people.

Make the most of your relaxed road trip vacation by joining activities and tours that let you discover what else Milan has in store for you. There are many top-rated experiences you can include in your travel plan to add flavor to your relaxed road trip in Italy. Browse all of your options and reserve your slot before our favorites get fully booked.

Turn on some soothing tunes in the car, because it’s now time to drive to the city of Bologna. In Bologna, you can choose among the best hotels and places to rest and recharge to complement your relaxed road trip experience in Italy.

With an average rating of 4.2 out of 5 stars from 3,261 guests, you can be confident this hotel will meet your expectations for a 4-star hotel.

Alternatively, for a deeply relaxing stay, check in at a wonderful 5-star hotel like Grand Hotel Majestic "Gia Baglioni". At this top-rated hotel, you can expect comfortable rooms, impeccable service, and a pleasant ambiance. Previous guests have rated this luxurious hotel an average of 4.6 out of 5 stars in 755 reviews.

If you’re looking for a top-rated budget hotel, we recommend staying at the 3-star Hotel Michelino Bologna Fiera. This hotel is a top choice among travelers who value a good deal. Guests have given this accommodation an average rating of 4.2 out of 5 stars in 2,315 reviews.

With a lovely menu and an average rating of 4.5 out of 5 stars from 2,763 customers, you can’t go wrong with choosing Trattoria da Me.

Locals also recommend Trattoria dal Biassanot as one of the top restaurants in the area. So if you’re feeling hungry, don’t forget to check out the menu at Trattoria dal Biassanot as well. This local-favorite restaurant is rated an average of 4.4 out of 5 stars by 2,616 customers.

If you feel like having something else, you could also book a table at Trattoria del Tempo Buono. This restaurant has an average rating of 4.6 out of 5 stars from 1,531 customers.

If you would like to celebrate your vacation with a drink, we recommend going to a place like BrewDog Bar Bologna. BrewDog Bar Bologna is rated an average of 4.5 out of 5 stars by 1,504 customers and is one of the best bars you can visit tonight.

Another lively bar worth checking out tonight is Macondo - Cocktail Bar. This is the perfect place to enjoy a couple of drinks if you want to continue your celebrations. The average rating of 4.3 out of 5 stars by 808 customers gives you an idea of what to expect from this bar.

Alternatively, head to Osteria del Sole. This popular bar will bring up your mood and give you a good ending to your night. Osteria del Sole is rated an average of 4.6 out of 5 stars by 1,643 customers.

Raise your glass in celebration and anticipation of your memorable and relaxing road trip adventure through Italy!

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Experiences

Day 9 – Bologna

Day 9

Day 9 – Bologna

  • Bologna
  • More

Drive 11 km, 47 min

  • Finestrella
  • Two Towers
  • Piazza Santo Stefano
  • Villa Ghigi
  • More

Day 9 of your unhurried and relaxed road trip through Italy serves as your introduction to Milan. This is your chance to experience the very best of the city and appreciate Italy and its distinct culture and people.

Upon arriving in Milan, you can check in at the accommodation of your choice for a quick break. This 4-star hotel has an average rating of 4.2 out of 5 stars from 3,261 former guests.

You’ll enjoy restful days and nights at the 5-star Grand Hotel Majestic "Gia Baglioni". With an average rating of 4.6 out of 5 stars from 755 guests, Grand Hotel Majestic "Gia Baglioni" is the best luxury hotel option we recommend while in the city.

The 3-star Hotel Michelino Bologna Fiera offers comfort at an affordable price, perfect for practical travelers. Hotel Michelino Bologna Fiera is a top-rated budget hotel in Milan with an average rating of 4.2 out of 5 stars from 2,315 guests.

These recommendations are among the most popular places to stay in Milan. If any of these options are not available during your stay in the city, we’ll provide you with the best alternatives. Our flexible booking system will automatically offer you a selection of accommodations that fit your budget and needs.

You'll enjoy easy access to the most remarkable sights in Milan, allowing you to explore the city at a relaxed pace. For example, you can take in the unique atmosphere of the city from the outstanding Finestrella. This must-see tourist destination and attraction is one of the top travel destinations in Milan. The fascinating Finestrella has an average rating of 4.3 out of 5 stars from 8,286 travelers.

Milan is also home to the captivating Two Towers, a local tower and another popular attraction in the city. About 25,975 visitors have rated this incredible site with 4.7 out of 5 stars.

The extraordinary Piazza Santo Stefano is another unforgettable place you can visit on your easy and relaxed road trip across Italy. Rated an average of 4.8 out of 5 stars by 7,617 travelers, Piazza Santo Stefano proves to be one of the top sights in the area.

A trip to this wonderful site will inspire you.

Every year, travelers gather around this fascinating sightseeing spot to appreciate its unique features.

Tours often allow you to see beyond what books and social media feature about Milan, its culture, and people. So for a more meaningful travel experience in the city, we recommend you join one of the most popular tours available on this day of your relaxed road trip across Italy.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. After a day of appreciating the best places to visit in Milan, explore the city like a local by trying out the best restaurants in the area.

Ranking high on our list of the best restaurants in Milan is Ristorante da Nello al Montegrappa. With an average rating of 4.4 out of 5 stars from 1,633 customers, you really have to try the savory dishes of this excellent restaurant.

Locals love L'Arcimboldo for its delicious meals, and we recommend you visit the restaurant at least once during your stay in Milan. This restaurant is rated an average of 4.6 out of 5 stars by 1,070 customers.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Milan. At Bar Senza Nome, you can enjoy a mix of fun and relaxation. This bar is rated an average of 4.5 out of 5 stars by 1,552 customers.

Alternatively, unwind and relive your best memories of this day of your relaxed road trip at Bar Maurizio, another popular bar in the city. Customers have rated this fantastic bar an average of 4.4 out of 5 stars in 581 reviews.

Caffè De Marchi is also one of the best places in Milan where you can let loose and enjoy some celebratory drinks. This bar has an average rating of 4.3 out of 5 stars from 553 customers.

Sleep comfortably and prepare for another day of your laid-back adventure in Italy!

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Experiences

Day 10 – Bologna and Milan

Day 10

Day 10 – Bologna and Milan

  • Bologna
  • Milan
  • More

Drive 214 km, 2 hours 33 min

  • Palazzo d'Accursio
  • Piazza Maggiore
  • Palazzo Re Enzo
  • Fountain of Neptune, Bologna
  • Bologna Cathedral
  • More

Day 10 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience two places in one day. You will start your day by exploring some of the best sights in the city of Milan. By the end of the day, you’ll drive in the direction of the city of Milan, where you’ll stay at a top-rated hotel of your choice for 1 night.

When you’re ready to head to your first attraction of the day, the wonderful Palazzo d'Accursio is waiting for you. This palazzo has been rated an average of 4.6 out of 5 stars by 969 visitors.

The next stop on your road trip vacation is Piazza Maggiore. This unique square is a highly-recommended place to visit, rated an average of 4.7 out of 5 stars by 64,523 visitors.

Don’t forget to make a stop at the incredible Palazzo Re Enzo. With an average rating of 4.6 out of 5 stars from 2,072 visitors, this palazzo is one of the top sights to visit in the area.

Another unforgettable travel destination is the outstanding Fountain of Neptune, Bologna. This popular fountain and attraction has an average rating of 4.7 out of 5 stars by 3,952 people.

If you’re keen to continue your discovery, make your way to Bologna Cathedral. This attraction is a valued catholic cathedral in the area that has an average rating of 4.6 out of 5 stars from 3,852 visitors.

Make the most of your relaxed road trip vacation by joining activities and tours that let you discover what else Milan has in store for you. There are many top-rated experiences you can include in your travel plan to add flavor to your relaxed road trip in Italy. Browse all of your options and reserve your slot before our favorites get fully booked.

Turn on some soothing tunes in the car, because it’s now time to drive to the city of Milan. In Milan, you can choose among the best hotels and places to rest and recharge to complement your relaxed road trip experience in Italy.

With an average rating of 4.1 out of 5 stars from 1,474 guests, you can be confident this hotel will meet your expectations for a 4-star hotel.

Alternatively, for a deeply relaxing stay, check in at a wonderful 5-star hotel like Palazzo Cornalia. At this top-rated hotel, you can expect comfortable rooms, impeccable service, and a pleasant ambiance. Previous guests have rated this luxurious hotel an average of 4.3 out of 5 stars in 1,011 reviews.

If you’re looking for a top-rated budget hotel, we recommend staying at the 3-star B&B Hotel Milano San Siro. This hotel is a top choice among travelers who value a good deal. Guests have given this accommodation an average rating of 4.2 out of 5 stars in 2,944 reviews.

With a lovely menu and an average rating of 4.8 out of 5 stars from 137 customers, you can’t go wrong with choosing Alto Ristorante.

Locals also recommend Carico as one of the top restaurants in the area. So if you’re feeling hungry, don’t forget to check out the menu at Carico as well. This local-favorite restaurant is rated an average of 4.4 out of 5 stars by 125 customers.

This is the perfect place to enjoy a couple of drinks if you want to continue your celebrations.

This popular bar will bring up your mood and give you a good ending to your night.

Raise your glass in celebration and anticipation of your memorable and relaxing road trip adventure through Italy!

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Experiences

Day 11 – Milan - departure day

Day 11

Day 11 – Milan - departure day

  • Milan - Departure day
  • More
  • Arch of Peace
  • More

Day 11 of your relaxed road trip in Italy is your departure day. If you have a flight to catch, you’ll drop off your rental car well in advance before your departure. Choose a late flight to enjoy a stress-free last day in Milan.

Depending on when you need to leave, you might be able to fit in some sightseeing or shopping. Embrace the beauty of Milan once more and find some souvenirs to help you remember your time in the city. To end your relaxing road trip in Italy on top, we recommend visiting some of the following attractions.

Arch of Peace is an extraordinary attraction that is perfect for your last day in Milan. This top sight is a popular monument, rated an average of 4.6 out of 5 stars by 27,502 visitors.

Unwind and look back at the past 11 days of your relaxed road trip over a bite to eat. This is your chance to enjoy one last traditional meal in Milan or just grab something light to keep you going.

Give yourself enough time to wave goodbye to Milan and begin your journey home. The unforgettable experiences you’ve collected along your 11-day relaxed road trip in Italy is a story you will tell for the rest of your life.

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Experiences

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