Two-Week Relaxed Italy Self-Drive Road Trip With Itinerary from Florence to Bologna, Arezzo, and Rome

Day 2 of your relaxed road trip through Italy means 24 hours of making the best memories in Florence. You’ll go sightseeing at famous attractions in Florence. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Florence!

The Boboli Gardens brings Florence's character to life. This romantic botanical garden is a highlight of any visit in the city. Then, enjoy Ponte Vecchio, another visually striking attraction that never fails to captivate visitors. Next, head over to Uffizi Gallery, one of the city’s most top-rated attractions, known for its picture-perfect features.

If you’re looking for more, spend time soaking in the atmosphere of Palazzo Vecchio. This symbolic palace is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Piazza Della Signoria, a famous public square, and take a stroll around the area.

Italy makes the perfect setting for a calming but fun road trip experience. Aside from amazing sights, Italy also offers plenty of tours to enhance your relaxed road trip experience.

Exploring new places makes you hungry. Luckily, Florence has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Treat yourself to an extraordinary dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an incredible italian contemporary menu. Alternatively, if your taste buds call for something different, Santa Elisabetta is one of the best restaurants for creative and mediterranean cuisine in Florence. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Gucci Osteria da Massimo Bottura. As a top-rated establishment with 1 Michelin star, it is an ideal choice for italian contemporary and international cuisine in the city.

After dinner, it’s time to fall in love with the amazing nightlife in Florence and unwind at some of the best bars in the city.

To truly maximize your evening out, consider visiting Bar 50 Rosso after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bitter Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Free your mind of worries as you enjoy the taste of freedom on your laid-back road trip adventure across Italy.

On day 3 of your leisurely self-drive tour across Italy, you’ll go deep into Florence, where you'll stay for 1 night, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Florence, and meet locals along the way!

Start your day at Parco Delle Cascine. This serene park is a popular place to see in Florence. Then, wander over to Basilica Di Santa Maria Novella, Firenze (fi). If inviting sites excite you, this church will be right up your alley. Nearby, you’ll also find Pitti Palace. This instagrammable palace is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Basilica Of Santa Croce In Florence is a well-known spot in the city that will captivate you with its unique charm.

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

Bring home unique finds from Florence's bustling shopping hub, San Lorenzo Market. Enjoy a leisurely exploration of unique stores where locals shop. Don’t forget to browse souvenirs and local specialties that make perfect gifts for your loved ones. Beyond shopping, San Lorenzo Market offers plenty of options, including primary services, unique landmarks, and community events.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Florence, explore the city like a local by trying out the best restaurants in the area.

Enjoy a lovely dining experience at Ristorante Buca Mario, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Agricola Toscana, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Eataly Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

Hang out and unwind at some of the top bars in Florence.

Keep the excitement of the evening going by visiting a bar or two. Gosh* is an excellent place to start. You could also check out Antico Caffè Del Moro - Art Bar Firenze, offering a different kind of charm. A last recommendation for the day is Quelo Bar. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

A leisurely self-drive holiday in Florence can’t get any better than this! Toast to another amazing day in Italy!

On day 4 of your laid-back road trip adventure in Italy, you can visit several remarkable places. With the freedom and flexibility of a self-drive tour, you decide how much time to spend in each, making the most of these memorable destinations.

No visit to Florence is complete without Giotto's Bell Tower. This beloved monument is one of the top attractions in the city. Proceed to Cathedral Of Santa Maria Del Fiore, another must-visit attraction.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Brunelleschi's Dome. This curiosity-inducing monument is a traveler-favorite. Not far away, you’ll find Galleria Dell'accademia, another key site on your sightseeing itinerary. David is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

Continue your laid-back road trip in Italy as you make your way to Bologna. Here, you’ll find top hotels and accommodations in the city, perfect for relaxing and recharging.

Exploring the food culture in Bologna 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.

Treat yourself to an extraordinary dining experience at Ahimè, a Bib Gourmand restaurant offering an incredible country cooking menu. Alternatively, if your taste buds call for something different, I Portici is one of the best restaurants for creative and contemporary cuisine in Bologna. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Trattoria di Via Serra. As a top-rated establishment with a Bib Gourmand status, it is an ideal choice for emilian cuisine in the city.

Before calling it a day, visit one of the best bars in Bologna. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

Continue your evening by exploring the vibrant nightlife scene at Bar Al Bricco D'oro, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Freud E Squisito, a bar that offers unique local touches. Likewise, Osteria Del Sole provides an excellent alternative for a fun evening.

A leisurely self-drive holiday in Florence can’t get any better than this! Toast to another amazing day in Italy!

Day 5 introduces you to many popular attractions and activities in Bologna, further proving that leisurely self-drive tours in Italy are extraordinary.

One of the most often recommended attractions included on the itinerary is Palazzo Re Enzo. This historic palace will help you start your sightseeing on top. Then, take a leisurely stroll to Fountain Of Neptune, Bologna and learn what makes this noteworthy monument unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the astonishing Piazza Maggiore. After exploring the public square, head to Bologna Cathedral. This curiosity-inducing church is a highlight in Bologna. As your day continues, stop by La Piccola Venezia, known for its romantic features.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Bologna offers a wide selection of experiences for every traveler.

Exploring the food culture in Bologna 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.

Have a fantastic dining experience at Bononia Cafè, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Via Con Me offers an enticing alternative with its varied menu. Additionally, Trattoria Pizzeria La Mela is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Bologna.

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

Extend your evening after a delightful meal by visiting Lime Bar, which offers the perfect atmosphere for a night out. Moreover, Macondo - Cocktail Bar is another popular option for a drink or two. Likewise, Bar Onda Marina By Night also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Toast to another unforgettable and relaxing road trip adventure in Italy!

Day 6 of your relaxed road trip through Italy means 24 hours of making the best memories in Bologna. You’ll go sightseeing at famous attractions in Bologna. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Bologna!

Whether you decide to explore Bologna on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Check out the captivating monument, Two Towers. Afterward, continue to Piazza Santo Stefano, a public square every traveler should visit. As you explore Bologna’s charming streets, take in the lively atmosphere and get to know the character of the city.

Next, make your way to International Museum And Library Of Music. This up-and-coming museum is an essential stop.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Florence. There are so many fun and eye-opening activities to try out in Florence that will make your slow-paced self-drive tour in Italy more memorable. Check out all the most recommended and top-rated tour options in the city of Bologna to find the best options for you!

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Bologna.

Savor the flavors at Va Mo Là, a top pick for dinner tonight. Alternatively, Trattoria dal Biassanot beckons with its unique menu offerings. Also, consider Ristorante Enoteca da Lucia. With its consistent customer satisfaction, it’s an excellent option for dining in Bologna tonight.

If you feel like it, head out to a bar to celebrate another fantastic day in Bologna and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

Round off your dining experience by visiting Aurum, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Senza Nome, a bar catering to every mood and preference. Caffè Ristretto likewise offers a unique atmosphere, perfect for a memorable night out.

Raise your glass in celebration of your freedom and relaxed road trip adventure in Italy!

On day 7 of your leisurely self-drive tour across Italy, you’ll go deep into Bologna, where you'll stay for 2 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Bologna, and meet locals along the way!

Enjoy all that Faizan-e-madina Bologna has to offer. This is a locally appreciated mosque you should not miss. Another must-see is Ducati Museum, a frequently visited museum in Bologna.

When you’re ready for the next sight, head to Arco Del Meloncello. From there, take a leisurely stroll to Villa Ghigi, another of the city’s intriguing attractions.

Italy makes the perfect setting for a calming but fun road trip experience. Aside from amazing sights, Italy also offers plenty of tours to enhance your relaxed road trip experience.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Dine in style at Pappare' - Bologna, a top recommendation for dinner tonight. Or, for a change of pace, Mister Coffee Bistrò boasts a menu that's sure to impress. Also, be sure to check out All'Osteria Bottega. Known as a local hotspot, it’s a great choice for tonight in Bologna.

Experience the amazing nightlife in Bologna and unwind at the coolest bars in the city.

Following your dinner, dive into the local bar culture at Bar Piratello. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bar Carlo, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Maurizio provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!

Day 8 introduces you to many popular attractions and activities in Bologna, further proving that leisurely self-drive tours in Italy are extraordinary.

Your adventure in Bologna is only getting started when you visit Pinacoteca Nazionale Di Bologna, an increasingly popular local hot spot. Another notable attraction to explore is Porta Maggiore. This often recommended monument is known for its eye-catching appeal.

After soaking in the highlights of these sights, take some time to wander Bologna's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Porta Santo Stefano. This symbolic monument offers a fascinating experience that many visitors find memorable. Porta Castiglione is also worth visiting, along with Basilica Of San Domenico. These standout landmarks offer unique experiences that add to the day’s enjoyment.

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

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 Bologna, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Don’t miss out on dining at Ristorante Rodrigo, a top-rated dining destination in Bologna. If you're in the mood to try something new, consider CDH Hotel Bologna, another top spot with a mouthwatering menu. You might also want to secure a reservation at Victoria Station. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Bologna this evening.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Italy.

Keep the evening going at Brewdog Bar Bologna, a great choice for enjoying the after-dinner hours with a drink. You could also go to Kinotto Bar, which offers a similarly pleasant setting and great drinks. Another option is Mio Bar, which provides an inviting environment for unwinding after a busy day out.

Raise your glass and toast to another unforgettable, laid-back road trip adventure in Italy!

Day 9 of your self-drive tour in Italy offers a chance to experience the country’s diversity. You’ll start your day in Ferrara and end it in Arezzo. You’ll stay in Arezzo for 1 night. Along the way, you’ll glimpse local life and explore some of the most remarkable places in Italy.

Fasten your seatbelt and make your way to your next stop — Ferrara, home to many well-known sights in the region. Keep in mind that your travel time from Bologna to Ferrara may take around 54 min without traffic disruptions. Upon arrival in Ferrara, we highly recommend checking out some of the top attractions.

Savor the day by heading to Cathedral Of Ferrara, an increasingly popular church that draws visitors from near and far. When you're done, continue to Piazza Municipio, where you can soak in the history-steeped surroundings.

Next, explore Castello Estense, yet another popular place to see in the area. After the castle, make time to go to Diamanti Palace. This respected palace is well worth the visit.

When you’re not exploring beautiful places, you can relax in Arezzo. Here, you can choose from the best hotels and other accommodations as you get to know more about the culture in the city.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Arezzo, explore the city like a local by trying out the best restaurants in the area.

Begin your culinary exploration in Arezzo by securing a reservation at Octavin. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of creative cuisine. Or, for a change of pace, La Clandestina boasts a menu that's sure to impress.

Hang out and unwind at some of the top bars in Arezzo.

Following your dinner, dive into the local bar culture at Liquid Bar. Enjoy this evening's relaxed ambiance with delightful drinks.

Raise your glass in celebration of your freedom and relaxed road trip adventure in Italy!

Day 10 of your easy, relaxed road trip through Italy lets you travel at your own pace and visit multiple places in a single day. Begin by exploring the best sights in Vatican City. By evening, drive toward the Rome, where you’ll stay at a top-rated hotel of your choice for 4 nights.

Vatican City’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Arezzo behind. This drive usually takes around 2 hours 32 min. Vatican City welcomes you with a multitude of unique vacation experiences.

Next, continue your sightseeing at Sistine Chapel, an impressive chapel.

Make sure to also explore St. Peter's Basilica, a globally renowned major basilica.

In Rome, you’ll find plenty of places to unwind after a day on the road. Our top recommendations go perfectly with your laid-back road trip in Italy.

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 Rome, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Get ready for an unforgettable culinary journey in Rome by reserving a table at La Pergola. Renowned as a 3-star Michelin restaurant, it offers an exceptional mediterranean and contemporary menu. For a different taste experience, head to Il Pagliaccio, recognized for its delicious creative and innovative dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Enoteca La Torre, a local favorite known for its delightful mediterranean and creative cuisine in Rome. Nestled in the heart of the city, this restaurant with 2 Michelin star is an ideal choice for mediterranean and creative foodies seeking culinary excellence.

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

Keep the excitement of the evening going by visiting a bar or two. La Botticella Of Poggi Giovanni is an excellent place to start. You could also check out Almalu Trastevere, offering a different kind of charm. A last recommendation for the day is Bar Viminale Di Pepi Maurilio. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Grab yourself a drink and savor every moment of your relaxed road trip experience in Italy!

Day 11 of your relaxed road trip through Italy means 24 hours of making the best memories in Rome. You’ll go sightseeing at famous attractions in Rome. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Rome!

Look forward to a unique sightseeing adventure at the astonishing Spanish Steps and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza Di Spagna, an awe-inspiring public square that draws visitors from far and near.

Continue your journey to Trevi Fountain, one of the city’s most timeless spots that you shouldn’t miss. Another great site to visit is the interesting Basilica Di Santa Maria Maggiore. When you're finished at the church, Archbasilica Of St. John Lateran awaits your visit. This church is a stunning highlight on today's itinerary.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Rome offers a wide selection of experiences for every traveler.

Exploring new places makes you hungry. Luckily, Rome has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Treat yourself to a delicious dinner at RomAntica, an excellent option for tonight's dining. Looking for something different? Coso Ristorante offers a tantalizing alternative with its diverse menu. And don’t miss DEROMA - Farine Romane. Known for great service, it’s a fantastic choice for tonight in Rome.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Rome.

After savoring a delicious meal, step into the vibrant nightlife at Sant' Eustachio Caffè, where the evening is just getting started. In the same way, Yellowsquare Rome offers a unique charm perfect for experiencing the local bar scene in Rome. Caffè Portofino is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!

On day 12 of your leisurely self-drive tour across Italy, you’ll go deep into Rome, where you'll stay for 2 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Rome, and meet locals along the way!

Rome is brimming with adventures.

Make a stop at Orange Garden. This interesting park is a must-visit for travelers looking for a unique holiday experience. Make your way to Circus Maximus located in Rome for another exciting encounter.

Next, immerse yourself in the setting of Colosseum. Its picture-perfect features will captivate you. After the archeological site, continue your tour of the city with a visit to Roman Forum. Visitors usually appreciate the respected features of this archeological site. Next up is Belvedere Del Gianicolo, a highly recommended observation deck.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Florence. There are so many fun and eye-opening activities to try out in Florence that will make your slow-paced self-drive tour in Italy more memorable. Check out all the most recommended and top-rated tour options in the city of Rome to find the best options for you!

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Rome, explore the city like a local by trying out the best restaurants in the area.

Treat yourself to a wonderful meal at Hotel de Russie, a top-rated dining spot in Rome. If you're in the mood for something new, try La Taverna Italiana, another premier location with a delectable menu. You might also want to book a table at The Parrot Bar. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

Cap off your dinner by heading to The Apartment Bar Roma, ideal for a leisurely evening with a drink in hand. Hotel Hassler Roma is another bar that offers an enjoyable setting.

Look back at an amazing day filled with adventure in Italy. And don’t forget to get some rest so you can continue your relaxed holiday in Italy tomorrow with new energy.

Day 13 introduces you to many popular attractions and activities in Rome, further proving that leisurely self-drive tours in Italy are extraordinary.

Awaiting your discovery is the famous Castel Sant'angelo, a romantic castle in Rome. Next, go to Campo De' Fiori.

After visiting Castel Sant'angelo and Campo De' Fiori, have a stroll along Rome's streets and take in the local charm. Continue your sightseeing by heading to Piazza Navona. This enchanting public square offers a unique experience. Pantheon is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Largo Di Torre Argentina, one of the most history-steeped places to visit in Rome.

Italy makes the perfect setting for a calming but fun road trip experience. Aside from amazing sights, Italy also offers plenty of tours to enhance your relaxed road trip experience.

Exploring the food culture in Rome 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.

Make sure to reserve a table at Sofitel Roma Villa Borghese, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Centro, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Tema, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Before calling it a day, visit one of the best bars in Rome. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Italy!

Day 14 of your relaxed road trip across Italy offers a day of exciting discoveries. You’ll start your day in Rome and drive in the direction of Florence for some laid-back sightseeing. You’ll end your day in Florence, where you’ll stay for 1 night.

Visiting Altare Della Patria is always a good idea. This locally renowned monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the romantic wonders of Piazza Del Popolo, a must-see public square in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Villa Borghese. This extraordinary park offers an enriching experience. For a change of pace, head to Auditorium Parco Della Musica, where you can take in romantic features. Conclude your self-guided sightseeing tour with a visit to Ponte Milvio These sights offer a fulfilling end to a perfect day.

You'll be staying in Florence on this laid-back road trip through Italy. You'll stay here for 1 night.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Florence.

Treat yourself to a wonderful meal at Tijuana, a top-rated dining spot in Florence. If you're in the mood for something new, try Djària - American Bar, another premier location with a delectable menu. You might also want to book a table at The Florence Irish Pub. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

As the day is coming to an end, stop at some of Florence’s best bars to celebrate this day of your slow-paced adventure in Italy.

Savor the rest of the night and celebrate another incredible, relaxed road trip adventure in the magical Florence!