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

Day 2 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!

Villa Borghese brings Rome's character to life. This eye-catching park is a highlight of any visit in the city. Then, enjoy Spanish Steps, another culturally significant attraction that never fails to captivate visitors. Next, head over to Piazza Di Spagna, one of the city’s most iconic attractions, known for its symbolic features.

If you’re looking for more, spend time soaking in the atmosphere of Colosseum. This historic archeological site is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Roman Forum, a world-famous archeological site, and take a stroll around the area.

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

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.

Prepare for an extraordinary culinary adventure in Rome by booking a table at La Pergola, a 3-star Michelin restaurant that boasts an exceptional mediterranean and contemporary menu. For a different flavor experience, head to Il Pagliaccio, renowned for its delectable creative and innovative dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Enoteca La Torre, a local gem known for its delightful mediterranean and creative cuisine in Rome. Nestled in the city's heart, this 2-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

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 Rome. The bars in Rome make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

If you’re not ready to end the night just yet, Sant' Eustachio Caffè offers a perfect venue to relax and savor a drink. Similarly, Yellowsquare Rome is well-suited for those looking to unwind in a social setting. Caffè Portofino 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 3 introduces you to many popular attractions and activities in Rome, further proving that leisurely self-drive tours in Italy are extraordinary.

Make time for Circus Maximus, a popular archeological site that is worthwhile a visit in the city. Nearby, you’ll find Pantheon, enchanting visitors with its culturally significant appeal. Continue your exploration at Piazza Navona. This public square is one of the city’s most wondrous spots.

Enjoy the freedom of exploring Rome at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Campo De' Fiori. After exploring the public square, head to the extraordinary Castel Sant'angelo.

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 Hotel de Russie, a top-rated dining destination in Rome. If you're in the mood to try something new, consider La Taverna Italiana, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

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

Following your dinner, dive into the local bar culture at The Apartment Bar Roma. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Hotel Hassler Roma, the perfect place for those looking to experience the best of the nightlife.

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

Day 5 of your leisurely self-drive tour in Italy offers another chance for an in-depth travel experience. You’ll stay in Bologna for 6 nights.

Make time for Piazza Del Campo, a famous public square that is worthwhile a visit in the city. Nearby, you’ll find Siena Cathedral, enchanting visitors with its visually striking appeal. Continue your exploration at Fontebranda. This historical landmark is one of the city’s most worthwhile spots.

Enjoy the freedom of exploring Siena at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Basilica Of San Domenico. After exploring the church, head to the frequently visited Fortezza Medicea (siena).

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

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.

Enjoy an outstanding dining experience at Ahimè, a Bib Gourmand restaurant offering an exceptional country cooking menu. Alternatively, if you're in the mood for something different, consider the nearby 1-star Michelin-awardee, I Portici, known for its delicious creative and contemporary cuisine. Another highly-recommended place to eat in Bologna is Trattoria di Via Serra, a renowned Bib Gourmand restaurant and a delicious emilian menu.

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 Bologna. The bars in Bologna make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Al Bricco D'oro, known for its inviting atmosphere. Bar Freud E Squisito is another great option if you’re looking for a place to get the night started. Similarly, Osteria Del Sole provides a great setting to enjoy the night away.

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 5 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!

Bologna is brimming with adventures.

Palazzo Re Enzo makes a great addition to your morning plans. This up-and-coming palace is a picture-perfect place to see in Bologna. Continue your discovery at Fountain Of Neptune, Bologna, a symbolic monument with stories to tell.

As you stroll around Bologna, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Bologna Cathedral. This increasingly popular church offers a stunning encounter with Bologna. Next, make your way to Piazza Maggiore to add another highlight to your day. After that, visit Basilica Of San Domenico, an underrated church that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Bologna.

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.

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 Bologna, explore the city like a local by trying out the best restaurants in the area.

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.

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 Lime Bar, ideal for a leisurely evening with a drink in hand. Macondo - Cocktail Bar is another bar that offers an enjoyable setting. Similarly, Bar Onda Marina By Night is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Day 7 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.

Whatever your travel style is, Porta Santo Stefano is an essential stop in Bologna. This increasingly popular monument provides an insightful glimpse into the city's identity. Next, discover Porta Castiglione, a symbolic monument, promising a delightful encounter.

Continue your sightseeing with a visit to Arco Del Meloncello, a curiosity-inducing monument.

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.

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

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.

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

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

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

No visit to Bologna is complete without Devotional Portico Of St. Luke. This beloved monument is one of the top attractions in the city. Proceed to Palazzo Pallavicini, another must-visit attraction.

As you wander through the inviting streets of Bologna, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Chiesa Del Santissimo Salvatore. This often recommended church is a traveler-favorite.

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.

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

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

Keep the evening going at Bar Piratello, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bar Carlo, which offers a similarly pleasant setting and great drinks. Another option is Bar Maurizio, 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!

On day 9 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!

Faizan-e-madina Bologna is perfect for a self-paced visit during the day. This monumental mosque is sure to impress. Next on your list is Botanical Garden And Herbarium, another must-visit landmark and increasingly popular botanical garden renowned for its eye-catching features.

While exploring and sightseeing, take time to savor the culture of Bologna by sampling some local delicacies. When you’re ready for more sightseeing, head to Pinacoteca Nazionale Di Bologna. This heritage-rich art gallery is an essential place to visit for anyone looking for the full Bologna experience. We also recommend visiting San Martino, a frequently visited church.

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 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.

Treat yourself to a delightful dinner at Ristorante Rodrigo, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try CDH Hotel Bologna? It's another excellent option with a diverse menu. Consider reserving a table at Victoria Station as well. Known for its consistent customer satisfaction, it’s an ideal pick 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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Brewdog Bar Bologna stands out as an excellent choice for a post-dinner cocktail. Alternatively, Kinotto Bar offers an ideal atmosphere to enjoy the pleasures of the night. Mio Bar is also a great option that provides a perfect setting for a relaxing evening.

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

Day 10 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!

Start your day at Two Towers. This historic monument is a locally renowned place to see in Bologna. Then, wander over to International Museum And Library Of Music. If photogenic sites excite you, this museum will be right up your alley. Nearby, you’ll also find Piazza Santo Stefano. This history-steeped public square is a favorite among visitors.

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 Bologna.

Savor the flavors at Trattoria da Me, a top pick for dinner tonight. Alternatively, Botanica Lab Cucina beckons with its unique menu offerings. Also, consider Café de la Paix. With its consistent customer satisfaction, it’s an excellent option for dining in Bologna tonight.

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.

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

Day 11 of your relaxed road trip across Italy offers a day of exciting discoveries. You’ll start your day in Pisa and drive in the direction of Florence for some laid-back sightseeing. You’ll end your day in Florence, where you’ll stay for 3 nights.

Knights' Square brings Bologna's character to life. This culturally significant public square is a highlight of any visit in the city. Then, enjoy Leaning Tower Of Pisa, another detailed attraction that never fails to captivate visitors. Next, head over to Piazza Del Duomo, Pisa, one of the city’s most world-famous attractions, known for its breathtaking features.

If you’re looking for more, spend time soaking in the atmosphere of Pisa Cathedral. This stunning church is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

You'll be staying in Florence on this laid-back road trip through Italy. You'll stay here for 3 nights.

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.

Have a memorable dining experience in Florence by booking a table at Enoteca Pinchiorri, a 3-star Michelin restaurant presenting an exceptional italian contemporary menu. For a different culinary experience in Florence, Santa Elisabetta shines as one of the top destinations, known for its delicious creative and mediterranean cuisine. This 2-star Michelin-awardee consistently earns high praises, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Gucci Osteria da Massimo Bottura is known as a top local spot in Florence for its delicious italian contemporary and international cuisine. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

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.

Following your dinner, dive into the local bar culture at Manifattura. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Se·sto On Arno Rooftop Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Il Vinile provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

Make a stop at Ponte Vecchio. This globally renowned historical landmark is a must-visit for travelers looking for a unique holiday experience. Make your way to Uffizi Gallery located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Piazza Della Signoria. Its symbolic features will captivate you. After the public square, continue your tour of the city with a visit to Galleria Dell'accademia. Visitors usually appreciate the history-steeped features of this art gallery. Next up is David, a highly recommended statue.

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.

Enjoy a lovely dining experience at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.

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

Unwind after your meal by stepping into Bar 50 Rosso. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bitter Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Archea Brewery, another top-rated bar in the area.

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

On day 13 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!

Oltrarno is a fantastic place you can explore today in Florence. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Florence-way-of-life and visit all the nearby sights.

Let Piazzale Michelangelo set the tone for the day. Spend some time admiring this enchanting observation deck before continuing your journey. Basilica Of Santa Croce In Florence is your next stop. This well-known church is one of the best-rated sights in Florence.

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 Pitti Palace. This enchanting palace is a sight to behold. To round off your sightseeing experience, visit The Boboli Gardens.

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!

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.

Treat yourself to a delicious dinner at Ristorante Buca Mario, an excellent option for tonight's dining. Looking for something different? Agricola Toscana offers a tantalizing alternative with its diverse menu. And don’t miss Eataly Firenze. Known for great service, it’s a fantastic choice for tonight in Florence.

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

Let the evening flow smoothly from dinner to drinks at Gosh*, a top-rated bar in the area. For other recommendations, Antico Caffè Del Moro - Art Bar Firenze provides a perfect setting for rounding out your night with style and great drinks. Likewise, Quelo Bar offers a memorable night with diverse drink options and excellent service.

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

Day 14 of your self-drive tour in Italy offers a chance to experience the country’s diversity. You’ll start your day in Florence and end it in Rome. You’ll stay in Rome for 1 night. Along the way, you’ll glimpse local life and explore some of the most remarkable places in Italy.

Awaiting your discovery is the impressive Cathedral Of Santa Maria Del Fiore, a majestic church in Florence. Next, go to Central Market.

After visiting Cathedral Of Santa Maria Del Fiore and Central Market, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Basilica Di Santa Maria Novella, Firenze (fi). This history-steeped church offers a unique experience. Piazza Grande is another noteworthy attraction worthwhile a visit.

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

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.

Have a fantastic dining experience at Sofitel Roma Villa Borghese, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Centro offers an enticing alternative with its varied menu. Additionally, Ristorante Tema is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

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.

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