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

On day 2 of your leisurely self-drive tour across Italy, you’ll go deep into Florence, 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 Florence, and meet locals along the way!

Florence is brimming with adventures.

Look forward to a unique sightseeing adventure at the interesting The Boboli Gardens and allow yourself time to explore. Just a short distance away you'll find your next stop, Ponte Vecchio, a visually striking historical landmark that draws visitors from far and near.

Continue your journey to Uffizi Gallery, one of the city’s most astonishing spots that you shouldn’t miss. Another great site to visit is the popular Palazzo Vecchio. When you're finished at the palace, Piazza Della Signoria awaits your visit. This public square is a visually striking 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. Florence offers a wide selection of experiences for every traveler.

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.

Dive into a culinary adventure like no other in Florence by booking a table at Enoteca Pinchiorri. This popular restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining option, venture to Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Gucci Osteria da Massimo Bottura, a top local restaurant known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

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.

Let the evening flow smoothly from dinner to drinks at Bar 50 Rosso, a top-rated bar in the area. For other recommendations, Bitter Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Archea Brewery offers a memorable night with diverse drink options and excellent service.

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

Day 3 introduces you to many popular attractions and activities in Florence, further proving that leisurely self-drive tours in Italy are extraordinary.

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 enchanting sites excite you, this church will be right up your alley. Nearby, you’ll also find Pitti Palace. This romantic 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 notable spot in the city that will captivate you with its unique charm.

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 Florence 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 Florence.

Treat yourself to a wonderful meal at Ristorante Buca Mario, a top-rated dining spot in Florence. If you're in the mood for something new, try Agricola Toscana, another premier location with a delectable menu. You might also want to book a table at Eataly Firenze. 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, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Florence. The bars in Florence make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

Unwind after your meal by stepping into Gosh*. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Quelo Bar, another top-rated bar in the area.

Cherish every minute of your relaxed road trip vacation across Italy.

Day 4 of your relaxed road trip in Italy will take you on a self-paced journey to more than one incredible place in one day. See some of the best attractions in Italy, taste the most delectable foods and exquisite drinks, and make incredible memories as you go!

To truly experience Florence, make sure to drop by Giotto's Bell Tower. This often recommended monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Cathedral Of Santa Maria Del Fiore, one of the city’s best highlights.

Next, check out Brunelleschi's Dome, one of the most increasingly popular places to see in Florence. This monument is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Galleria Dell'accademia. Wander around and soak in the noteworthy atmosphere this art gallery offers. Then, head to David, a top-rated statue that adds another dimension to your day.

You'll be staying in Bologna on this laid-back road trip through Italy. You'll stay here for 5 nights.

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.

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.

Keep the evening going at Bar Al Bricco D'oro, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bar Freud E Squisito, which offers a similarly pleasant setting and great drinks. Another option is Osteria Del Sole, which provides an inviting environment for unwinding after a busy day out.

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

Day 5 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!

One of the most intriguing attractions included on the itinerary is Palazzo Re Enzo. This awe-inspiring 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 frequently visited church is a highlight in Bologna. As your day continues, stop by La Piccola Venezia, known for its romantic features.

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.

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.

Make sure to reserve a table at Bononia Cafè, an iconic dining spot in Bologna. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Via Con Me, a popular restaurant in Bologna. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Trattoria Pizzeria La Mela, a hidden gem nestled in Bologna. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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 Lime Bar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Macondo - Cocktail Bar, which offers a similarly pleasant setting and great drinks. Another option is Bar Onda Marina By Night, which provides an inviting environment for unwinding after a busy day out.

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

On day 6 of your leisurely self-drive tour across Italy, you’ll go deep into Bologna, where you'll stay for 3 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!

Check out the locally renowned 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 often recommended museum is an essential stop.

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, Bologna has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Have a fantastic dining experience at Va Mo Là, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria dal Biassanot offers an enticing alternative with its varied menu. Additionally, Ristorante Enoteca da Lucia is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Bologna.

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

If you’re not ready to end the night just yet, Aurum offers a perfect venue to relax and savor a drink. Similarly, Bar Senza Nome is well-suited for those looking to unwind in a social setting. Caffè Ristretto is another excellent spot to enjoy a nightcap after a delightful meal.

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

Enjoy all that Faizan-e-madina Bologna has to offer. This is an increasingly popular mosque you should not miss. Another must-see is Ducati Museum, an up-and-coming 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 up-and-coming attractions.

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.

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.

Savor the flavors at Pappare' - Bologna, a top pick for dinner tonight. Alternatively, Mister Coffee Bistrò beckons with its unique menu offerings. Also, consider All'Osteria Bottega. With its consistent customer satisfaction, it’s an excellent option for dining in Bologna tonight.

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

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

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

Day 8 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!

Make a stop at Pinacoteca Nazionale Di Bologna. This underrated art gallery is a must-visit for travelers looking for a unique holiday experience. Make your way to Porta Maggiore located in Bologna for another exciting encounter.

Next, immerse yourself in the setting of Porta Santo Stefano. Its culturally significant features will captivate you. After the monument, continue your tour of the city with a visit to Porta Castiglione. Visitors usually appreciate the history-steeped features of this monument. Next up is Basilica Of San Domenico, a highly recommended church.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Bologna. There are so many fun and eye-opening activities to try out in Bologna 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!

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.

Enjoy a lovely dining experience at Ristorante Rodrigo, a popular restaurant in Bologna. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Bologna at CDH Hotel Bologna, 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 Victoria Station. It’s yet another ideal choice to enhance your time in Bologna tonight.

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

After your meal, keep the night alive at a bar like Brewdog Bar Bologna, known for its lively atmosphere. Kinotto Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Mio Bar offers an excellent atmosphere for those looking to amp up the evening.

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

Day 9 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 Ferrara. By evening, drive toward the Arezzo, where you’ll stay at a top-rated hotel of your choice for 1 night.

Cathedral Of Ferrara is an ideal stop early in the day. This locally appreciated church is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Municipio, which may be one of the most romantic places you will experience today.

One of the best things about exploring Bologna on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Castello Estense, a well-known castle in the city. If you’re up for more discoveries, don’t forget to reserve some time for Diamanti Palace.

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.

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 Arezzo.

Experience a symphony of flavors at Octavin in Arezzo by securing a reservation in advance. Renowned for its 1-star Michelin distinction, Octavin delights its guests with its exceptional variety of meals showcasing delicious creative cuisine. Or, if you're feeling adventurous, why not try La Clandestina? It's another excellent option with a diverse menu.

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 and relax after another big day of your leisurely paced road trip in Italy!

On day 10 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.

Visiting Vatican Museums is always a good idea. This timeless art museum is a place that is appreciated by travelers and locals alike.

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 Saint Peter's Square. This interesting square offers an enriching experience. These sights offer a fulfilling end to a perfect day.

After a day of exploration, relax at one of the top hotels or accommodations in Rome. Staying in the city gives you a comfortable, welcoming place to recharge during your laid-back road trip in Italy.

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.

Dive into a culinary adventure like no other in Rome by booking a table at La Pergola. This popular restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean and contemporary cuisine. For another dining option, venture to Il Pagliaccio, celebrated for its delectable creative and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Enoteca La Torre, a top local restaurant known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it promises an exceptional dining experience not to be missed.

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 La Botticella Of Poggi Giovanni, which offers the perfect atmosphere for a night out. Moreover, Almalu Trastevere is another popular option for a drink or two. Likewise, Bar Viminale Di Pepi Maurilio also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

On day 11 of your leisurely self-drive tour across Italy, you’ll go deep into Rome, where you'll stay for 3 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!

Catch Spanish Steps before the crowds roll in. This visually striking public square is sure to ignite your curiosity. Next, dive into the grand features of Piazza Di Spagna, a must-visit public square in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Trevi Fountain, an iconic monument. For a change of scene, check out Basilica Di Santa Maria Maggiore, known for its photogenic features. We also recommend visiting Archbasilica Of St. John Lateran. This church is a must for anyone looking to experience the city to the fullest.

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.

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.

Enjoy a lovely meal at RomAntica, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Coso Ristorante is another top choice with a popular menu. You could also check for a table at DEROMA - Farine Romane. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Rome tonight.

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

Explore the vibrant nightlife at Sant' Eustachio Caffè after your meal, a hub for lively evenings and memorable moments. Or, head to Yellowsquare Rome for a great selection of flavorful drinks and a charming setting. Furthermore, Caffè Portofino is perfect for those looking to extend their night with a touch of local flavor.

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

Day 12 introduces you to many popular attractions and activities in Rome, further proving that leisurely self-drive tours in Italy are extraordinary.

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

Let Orange Garden set the tone for the day. Spend some time admiring this visually striking park before continuing your journey. Circus Maximus is your next stop. This well-known archeological site is one of the best-rated sights in Rome.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Colosseum. This culturally significant archeological site is a sight to behold. To round off your sightseeing experience, visit Roman Forum and Belvedere Del Gianicolo.

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.

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 Rome.

Treat yourself to a delicious dinner at Hotel de Russie, 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 The Parrot Bar. Known for great service, it’s a fantastic choice for tonight 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.

Continue your evening by exploring the vibrant nightlife scene at The Apartment Bar Roma, a prime destination for a thrilling night out. Also, don’t forget to check out Hotel Hassler Roma, a bar that offers unique local touches.

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

Day 13 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!

Castel Sant'angelo is perfect for a self-paced visit during the day. This enchanting castle is sure to impress. Next on your list is Campo De' Fiori, another must-visit landmark and extraordinary public square renowned for its historic features.

While exploring and sightseeing, take time to savor the culture of Rome by sampling some local delicacies. When you’re ready for more sightseeing, head to Piazza Navona. This history-steeped public square is an essential place to visit for anyone looking for the full Rome experience. We also recommend visiting Pantheon, a wondrous monument. Nearby, you'll also find Largo Di Torre Argentina, ready to add charm to your journey.

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.

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.

Enjoy a delicious meal at Sofitel Roma Villa Borghese, a highly-rated dining destination in Rome. If you're eager to try something different, consider Centro, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante Tema. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.

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

Raise your glass and relax after another big day of your leisurely paced road trip in Italy!

Day 14 of your leisurely self-drive tour in Italy offers another chance for an in-depth travel experience. You’ll stay in Florence for 1 night.

Whatever your travel style is, Altare Della Patria is an essential stop in Rome. This interesting monument provides an insightful glimpse into the city's identity. Next, discover Piazza Del Popolo, a visually striking public square, promising a delightful encounter.

Continue your sightseeing with a visit to Villa Borghese, a spectacular park. When you’re done, don’t forget to make a stop at the locally renowned Auditorium Parco Della Musica. Round off your day at Ponte Milvio, another gem in Rome with visually striking features to discover.

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

Enjoy a lovely dining experience at Tijuana, 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 Djària - American Bar, 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 The Florence Irish Pub. It’s yet another ideal choice to enhance your time in Florence tonight.

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.

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