One-Week Italy Road Trip from Bologna traveling south to Arezzo, Rome, Siena, and Florence

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Explore the best of Italy on a 8-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Bologna, Arezzo, Rome, Siena, Pisa, and Florence. This road trip itinerary in Italy seamlessly combines exploration with relaxation.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 nights in Bologna, 1 night in Arezzo, 2 nights in Rome, 1 night in Siena, and 1 night in Florence. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.

Upon arriving in Bologna, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery.

As you hit the open road and drive through Bologna, Arezzo, Rome, Siena, Pisa, and Florence, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.

Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!

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Day 1

Day 1 – Bologna - arrival day

  • Bologna - Arrival day
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Say hello to Bologna! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Bologna for 1 night before you continue your adventure!

Bologna is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Porta Maggiore or taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Bologna. Make yourself at home and enjoy some downtime before heading out again.

As dinnertime approaches, it's time to head out for a bite to eat in Bologna. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Dine in style at Sfoglia Rina, a top recommendation for dinner tonight. Or, for a change of pace, Va Mo Là boasts a menu that's sure to impress. Also, be sure to check out Trattoria dal Biassanot. Known as a local hotspot, it’s a great choice for tonight in Bologna.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar Freud E Squisito, a well-loved spot among locals and tourists. Or, head to Osteria Del Sole. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Macondo - Cocktail Bar, another top-rated place in the area.

Raise a toast to the start of your 8-day road trip in Italy!

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Day 2

Day 2 – Bologna, and Arezzo

  • Arezzo
  • Bologna
  • More

Drive 180 km, 2 hours 20 min

  • Piazza Maggiore
  • Piazza Santo Stefano
  • Two Towers
  • Fountain of Neptune, Bologna
  • Bologna Cathedral
  • More

Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Bologna. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Arezzo. You will spend 1 night here for some well-deserved relaxation.

Start your sightseeing with a visit to Piazza Maggiore. This square is a popular stop on travelers’ itineraries in Bologna, with an average rating of 4.7 out of 5 stars by 64,523 visitors.

Piazza Santo Stefano is another popular place of interest you can visit today. The average rating of 4.8 out of 5 stars from 7,617 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Two Towers. Visitors have rated this tower an average of 4.7 out of 5 stars in 25,975 reviews.

Fountain Of Neptune, Bologna is another unique site you can experience today. This attraction is a fountain rated an average of 4.7 out of 5 stars in 3,952 reviews.

Make your way to the fantastic Bologna Cathedral, perhaps the most famous catholic cathedral in Bologna. This attraction is rated 4.6 out of 5 stars by 3,852 travelers.

At the end of the day, you will drive to Arezzo, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

After a day of adventure, treat yourself to an exquisite dinner at one of Arezzo's best restaurants.

Have a memorable dining experience in Arezzo by booking a table at Octavin, renowned as a 1-star Michelin restaurant presenting an exceptional creative menu. Immerse yourself in the culinary delights of La Clandestina, a popular restaurant in Arezzo. With a menu designed to delight, it ensures a dining experience that transcends the ordinary.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Liquid Bar stands out as an excellent choice for a post-dinner cocktail.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

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Day 3

Day 3 – Arezzo, Vatican City, and Rome

  • Rome
  • More

Drive 228 km, 3 hours 15 min

  • Vatican Museums
  • Saint Peter's Square
  • Sistine Chapel
  • St Peter's Basilica
  • More

On day 3 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Vatican City. In the evening, you’ll end up in Rome, where you will stay for 2 nights.

After soaking in Arezzo’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Vatican City, Vatican City. Expect your car journey to take a minimum of 2 hours 32 min. When you arrive in Vatican City, it's time to take a break from the road.

An excellent attraction to start your day with is Vatican Museums. This art museum typically receives around 1,612,530 visitors every year and is rated an average of 4.6 out of 5 stars in 133,310 reviews.

Continue your journey at Saint Peter's Square. This square is rated 4.8 out of 5 stars by 38,954 travelers from near and far.

Vatican City is also the home of Sistine Chapel. This chapel has an average rating of 4.7 out of 5 stars from 52,083 visitors.

You can continue your self-guided sightseeing tour at St. Peter's Basilica. A total of 11,000,000 people explore this attraction every year. Rated 4.8 out of 5 stars by 131,043 visitors, a visit to this top sight is time well spent.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Rome. Rome offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Begin your culinary exploration in Rome by securing a reservation at La Pergola. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean, and contemporary cuisine. For another dining delight, visit Il Pagliaccio, celebrated for its delectable creative, and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Enoteca La Torre, a top local spot known for its tantalizing mediterranean, and creative menu. With a 2-star Michelin recognition, it guarantees an exceptional dining adventure.

Following your dinner, dive into the local bar culture at La Botticella Of Poggi Giovanni. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Sant' Eustachio Caffè, the perfect place for those looking to experience the best of the nightlife. Similarly, Caffè Portofino provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Raise your glass and celebrate another amazing day of your road trip in Italy!

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Day 4

Day 4 – Rome

  • Rome
  • More

Drive 9 km, 1 hour 9 min

  • Piazza di Spagna
  • Trevi Fountain
  • Pantheon
  • Piazza Navona
  • Castel Sant'Angelo
  • More

Day 4 of your road trip across Italy promises a magnificent time exploring Rome. You have 1 night left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

Be one of the day’s first visitors at Piazza Di Spagna. This square is rated an average of 4.7 out of 5 stars by 113,658 visitors.

When you’re finished at Piazza Di Spagna, head to Trevi Fountain. This one-of-a-kind sculpture is rated an average of 4.8 out of 5 stars in 343,494 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Pantheon. This roman temple is rated an average of 4.8 out of 5 stars by 189,682 visitors. Visiting Pantheon means you'll be one of 30,000,000 people who do so every year.

If you’re keen to explore more, then consider a visit to Piazza Navona. This square is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 158,771 visitors.

To round off your sightseeing experience, make your way to Castel Sant'angelo. This famous museum welcomes around 918,591 visitors annually and is rated an average of 4.7 out of 5 stars by 72,431 travelers.

You can learn more about Rome today by going on a tour. Rome offers many top-rated tours and unique experiences that will inspire you. You can browse and select your favorites below.

After a day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.

Treat yourself to a delicious dinner at DEROMA - Farine Romane, an excellent option for tonight's dining. Looking for something different? La Taverna Italiana offers a tantalizing alternative with its diverse menu. And don’t miss Centro. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

Continue the enjoyment post-dinner at The Apartment Bar Roma, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Hotel Hassler Roma offers a vibrant space for indulging in well-crafted drinks and engaging conversation.

Raise your glass to another unforgettable day in Italy!

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Day 5

Day 5 – Rome, and Siena

  • Siena
  • Rome
  • More

Drive 250 km, 3 hours 34 min

  • Altare della Patria
  • Villa Borghese
  • Colosseum
  • Roman Forum
  • piazza del Popolo
  • More

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Rome. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 1 night.

Seize the day by visiting some of the best attractions in the area, like Altare Della Patria. This extraordinary architectural structure has an average rating of 4.8 out of 5 stars from 49,843 visitors. Each year, around 1,683,070 people visit this remarkable site to admire its features and learn more about it.

Next, make your way to Villa Borghese. This urban zone of rome is rated an average of 4.6 out of 5 stars in 69,749 reviews.

While in Rome, we also recommend a visit to Colosseum. Hosting around 7,400,000 visitors every year, Colosseum is one of the best places to visit. This roman amphitheatre has been rated an average of 4.7 out of 5 stars in 328,821 reviews.

If you’re keen to explore even more, then consider a visit to Roman Forum. With an average rating of 4.7 out of 5 stars by 114,450 travelers, this square is a highly recommended stop on your sightseeing around Rome.

Make your way to Piazza Del Popolo, perhaps the most famous square in Rome. This attraction is rated an average of 4.6 out of 5 stars in 89,807 reviews.

When you’re done exploring for the day, you’ll drive to Siena, where you'll have a hotel waiting for you. Check in and spend some time relaxing before you head out to explore the city.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Siena. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Have a fantastic dining experience at Antica Trattoria Papei, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Osteria Quattro Venti offers an enticing alternative with its varied menu. Additionally, Osteria da Divo is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Siena.

If you’re not ready to end the night just yet, Meet Life Cafè offers a perfect venue to relax and savor a drink. Similarly, Maudit Pub is well-suited for those looking to unwind in a social setting. Bar Impero Siena is another excellent spot to enjoy a nightcap after a delightful meal.

Take some time to reflect on your day and savor another beautiful night in Italy.

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Day 6

Day 6 – Siena, Pisa, and Florence

  • Florence
  • Siena
  • Pisa
  • More

Drive 216 km, 3 hours 30 min

  • piazza del Campo
  • Siena Cathedral
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Campo santo
  • More

Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Siena, and Pisa. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 1 night.

Kick off the day at Piazza Del Campo, a top pick for today’s sightseeing. This square is rated an average of 4.8 out of 5 stars in 64,175 reviews.

Today is also your chance to visit Siena Cathedral. Siena Cathedral is a domus with an average rating of 4.8 out of 5 stars from 21,656 reviews.

Embrace the thrill of the open road as you wave goodbye to Siena and set your GPS to Pisa. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 50 min. Upon reaching Pisa, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Kick off the day at Leaning Tower Of Pisa, a top pick for today’s sightseeing. Attracting approximately 3,200,000 visits every year, this attraction is a must-see. This bell tower is rated an average of 4.7 out of 5 stars in 116,882 reviews.

Today is also your chance to visit Piazza Del Duomo, Pisa. Piazza Del Duomo, Pisa is a square with an average rating of 4.7 out of 5 stars from 104,550 reviews.

Campo Santo is another top attraction we highly recommend you visit today. This cemetery is rated an average of 4.6 out of 5 stars by 586 visitors.

At the end of the day, you will drive to Florence, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

As you explore more of Florence, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Start your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative, and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary, and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, Se·sto On Arno Rooftop Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Say good night to Florence and look forward to another great day of your road trip in Italy!

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Day 7

Day 7 – Florence, and Bologna

  • Bologna
  • Florence
  • More

Drive 110 km, 2 hours 12 min

  • piazza della Signoria
  • Cathedral of Santa Maria del Fiore
  • Ponte Vecchio
  • Uffizi Gallery
  • piazzale Michelangelo
  • More

Dive into day 7 of your remarkable road trip in Italy. Today you will explore Florence, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Bologna. You’ll stay here for 1 night.

Be one of the day’s first visitors at Piazza Della Signoria. This square is rated an average of 4.8 out of 5 stars by 66,956 visitors.

When you’re finished at Piazza Della Signoria, head to Cathedral Of Santa Maria Del Fiore. This one-of-a-kind church is rated an average of 4.8 out of 5 stars in 76,359 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Ponte Vecchio. This deck arch bridge is rated an average of 4.7 out of 5 stars by 118,099 visitors.

If you’re keen to explore more, then consider a visit to Uffizi Gallery. This national museum is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 61,794 visitors. Around 2,011,219 travelers visit Uffizi Gallery every year.

To round off your sightseeing experience, make your way to Piazzale Michelangelo. This famous square is rated an average of 4.8 out of 5 stars by 77,744 travelers.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Bologna. Bologna offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

Indulge in a memorable dining experience at one of Bologna's most popular restaurants, and connect with friendly locals for an authentic adventure.

Enjoy an outstanding dining experience at Ahimè, a Bib Gourmand restaurant offering an exceptional country cooking menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 1-star Michelin-awardee, I Portici, known for its delicious creative, and contemporary cuisine. Another highly-recommended restaurant in Bologna is Trattoria di Via Serra, a renowned Bib Gourmand restaurant, known for its delicious emilian menu.

Explore the vibrant nightlife at Bar Senza Nome after your meal, a hub for lively evenings and memorable moments. Or, head to Bar Maurizio for a great selection of flavorful drinks and a charming setting. Furthermore, Brewdog Bar Bologna is perfect for those looking to extend their night with a touch of local flavor.

Get a good night's sleep and look forward to another great day on the road in Italy!

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Day 8

Day 8 – Bologna - departure day

  • Bologna - Departure day
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Day 8 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Bologna before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

On your last day in Italy, take time to indulge in shopping at Bologna’s popular marketplace. Look for keepsakes or souvenirs to remind you of your trip.

Kick off the day at Portici Di Bologna, a top pick for today’s sightseeing. This sightseeing destination is rated an average of 4.8 out of 5 stars in 101 reviews.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Bologna.

Dine in style at Trattoria del Tempo Buono, a top recommendation for dinner tonight. Or, for a change of pace, Cantina Bentivoglio boasts a menu that's sure to impress.

You’ll then say farewell to Bologna. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!

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