14-Day Italy Self-Drive Road Trip With Itinerary from Rome traveling north to Siena, Bologna, Milan, Genoa, and Florence

Day 2 of your road trip will take you to the best attractions Rome has to offer. Cherish the 2 nights you have left in Rome by discovering the best things there are to see and do in the city.

Today's adventure in Rome promises more breathtaking discoveries and enriching experiences! Begin at Campo De' Fiori. This instagrammable public square is a highlight of any visit in the city. Then, enjoy Trevi Fountain, another visually striking attraction that never fails to captivate visitors. Next, head over to Villa Borghese, one of the city’s most impressive attractions, known for its detailed features.

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

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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

Discover the culinary delights of Rome by securing a reservation at La Pergola. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of mediterranean and contemporary cuisine. For an alternative dining experience, try Il Pagliaccio, renowned for its delicious creative and innovative dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Enoteca La Torre, a highly recommended local eatery celebrated for its mouthwatering mediterranean and creative menu. With its 2-star Michelin recognition, it offers an unforgettable dining adventure.

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

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

On day 3 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 1 night and discover all the best things to see and do in the area.

Set out on a day brimming with fun adventures, romantic experiences, and scenic views. Start at the spectacular Spanish Steps, a culturally significant public square in Rome. Next, go to Piazza Di Spagna.

After visiting Spanish Steps and Piazza Di Spagna, take time to explore Rome's streets and absorb its charm. Continue your sightseeing by heading to Pantheon. This inviting monument offers a unique experience. Piazza Navona is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Castel Sant'angelo, one of the most majestic places to visit in Rome.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

Visit Via Condotti in Rome for an unforgettable shopping experience. Browse unique and luxurious stores, each offering delightful surprises. Find unique souvenirs or items to take home. After shopping, explore what Via Condotti has to offer, including attractions, essential services, and vibrant community activities.

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

Make sure to reserve a table at Hotel de Russie, 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 La Taverna Italiana, 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 The Parrot Bar, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

To truly maximize your evening out, consider visiting The Apartment Bar Roma after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Hotel Hassler Roma, another bar with an inviting ambiance.

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

On day 4 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 Siena, where you will stay for 1 night.

When you’re ready to jump back into the car and say goodbye to Rome, you’ll hit the road in the direction of Vatican City, Vatican City. Witness the landscapes transform as you cross the border to Vatican City. This drive usually takes around 12 min. When you arrive, enjoy some sightseeing.

Vatican Museums is an iconic art museum we recommend making time to visit today.

When you’re done exploring for the day, you’ll drive to your hotel in Siena. Check in and spend some time relaxing before you head out to tour the city.

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

Treat yourself to a wonderful meal at Enoteca I Terzi, a top-rated dining spot in Siena. If you're in the mood for something new, try Ristorante Tar-Tufo, another premier location with a delectable menu. You might also want to book a table at Antica Trattoria Papei. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Siena.

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

Head back to your accommodation in Siena and get some rest in preparation for another magical day of your road trip in Italy!

Embark on another extraordinary experience on day 5 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Siena. At the end of the day, you will enjoy the comforts of a top-rated hotel in Bologna, which will be your home away from home for 2 nights.

Immerse yourself in Siena’s rich culture with today's sightseeing itinerary. Start your journey at Piazza Del Campo. This UNESCO world heritage-listed public square is sure to ignite your curiosity. Next, dive into the history-steeped features of Siena Cathedral, a must-visit church 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 Porta Pispini, an intriguing historical landmark. For a change of scene, check out Fortezza Medicea (siena), known for its picture-perfect features.

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

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

Prepare for an extraordinary culinary adventure in Bologna by booking a table at Ahimè, a Bib Gourmand restaurant that boasts an exceptional country cooking menu. For a different flavor experience, head to I Portici, renowned for its delectable creative and contemporary dishes. This 1-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Trattoria di Via Serra, a local gem known for its delightful emilian cuisine in Bologna. Nestled in the city's heart, this Bib Gourmand-awardee is a perfect choice for discerning restaurant-goers seeking a new experience.

Explore the vibrant nightlife at Bar Al Bricco D'oro after your meal, a hub for lively evenings and memorable moments. Or, head to Bar Freud E Squisito for a great selection of flavorful drinks and a charming setting. Furthermore, Osteria Del Sole is perfect for those looking to extend their night with a touch of local flavor.

Raise your glass to another unforgettable day in Italy!

Day 6 offers a multitude of experiences. You will stay in Bologna for 1 night more, offering you enough time to explore at a relaxed pace.

Prepare for a day full of family-friendly attractions, breathtaking views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Palazzo Re Enzo. This curiosity-inducing palace is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Fountain Of Neptune, Bologna, one of the city’s most promising highlights.

Next, check out Piazza Maggiore, one of the most widely recognized places to see in Bologna. This public square is a favorite among locals and travelers alike.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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.

Treat yourself to a delicious dinner at Bononia Cafè, an excellent option for tonight's dining. Looking for something different? Via Con Me offers a tantalizing alternative with its diverse menu. And don’t miss Trattoria Pizzeria La Mela. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Bologna.

Unwind after your meal by stepping into Lime Bar. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Macondo - Cocktail Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Onda Marina By Night, another top-rated bar in the area.

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

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Bologna. When you’re not sightseeing, take time to relax at your selected hotel in Milan, where you’ll be staying for 2 nights.

Bologna is brimming with adventures. Today’s wonderful stops include a monument, a public square, and a museum. Begin your sightseeing adventure at the notable Two Towers. Just a short distance away is Piazza Santo Stefano, an enchanting public square that draws visitors from far and near.

Continue your journey to Ducati Museum, one of the city’s most beloved spots that you shouldn’t miss. Another great site to visit is the intriguing Arco Del Meloncello.

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 Milan. Milan 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 dinnertime approaches, it's time to head out for a bite to eat in Milan. 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.

Begin your culinary exploration in Milan by securing a reservation at Enrico Bartolini al Mudec. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another dining delight, visit Seta by Antonio Guida, celebrated for its delectable international and contemporary 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 Il Luogo Aimo e Nadia, a top local spot known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Cap off your dinner by heading to Nottingham Forest, ideal for a leisurely evening with a drink in hand. Armani/bamboo Bar is another bar that offers an enjoyable setting. Similarly, Mag Cafe is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Day 8 of your road trip across Italy promises a magnificent time exploring Milan. You have 1 night left in Milan. Take the opportunity to experience more of the best attractions and activities in the city.

Milan is home to plenty of attractions that offer fun adventures, photo-friendly spots, and historic treasures! Start at Royal Palace Of Milan, a popular palace that is worthwhile a visit in the city. Nearby, you’ll find Duomo Di Milano Museum, enchanting visitors with its inviting appeal. Continue your exploration at Cathedral Square. This public square is one of the city’s most intriguing spots.

Enjoy the freedom of exploring Milan at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Galleria Vittorio Emanuele Ii. After exploring the shopping mall, head to the well-known La Scala. This opera house will wrap up today’s self-guided sightseeing tour in the city.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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

Enjoy a delicious meal at Dessert Bar Milano, a highly-rated dining destination in Milan. If you're eager to try something different, consider Radisson Blu Hotel Milan, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante Qui Si Mangia. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Milan this evening.

Continue the enjoyment post-dinner at Kilburn Cocktail Bar Milano, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bar Frida offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out The Friends Pub Milano. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

Dive into day 9 of your remarkable road trip in Italy. Today you will explore Milan, 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 Genoa. You’ll stay here for 1 night.

Start by visiting Pinacoteca Di Brera, a prime spot to begin your journey. This standout art gallery is sure to impress. Next on your list is Sforzesco Castle Art Library, another must-visit landmark and spectacular castle renowned for its culturally significant features.

While exploring and sightseeing, take time to savor the ambiance of Milan by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to Parco Sempione. This eye-catching park is a remarkable attraction that offers a unique experience. Arch Of Peace also adds charm to your journey, and Piazza Gae Aulenti wraps up your day with its picture-perfect appeal.

When you’re done exploring for the day, you’ll drive to your hotel in Genoa. Check in and spend some time relaxing before you head out to tour the city.

As you explore more of Genoa, 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.

Discover the culinary delights of Genoa by securing a reservation at San Giorgio. Esteemed for its 1-star Guide Michelin recognition, this restaurant offers a remarkable selection of modern and ligurian cuisine. For an alternative dining experience, try The Cook, renowned for its delicious modern dishes. This esteemed 1-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Il Marin, a highly recommended local eatery celebrated for its mouthwatering seafood and contemporary menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Scurreria Beer & Bagel, a well-loved spot among locals and tourists. Or, head to La Lepre. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Pisacane Iii, another top-rated place in the area.

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

Experience an unparalleled adventure on day 10 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Genoa and Pisa. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 3 nights here for some well-deserved relaxation.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Genoa allows for both. Start by heading to Piazza De Ferrari. This well-known public square provides an insightful glimpse into the city's identity. Next, discover Aquarium Of Genoa, a visually striking aquarium, promising a delightful encounter.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Pisa. This drive usually takes around 2 hours 5 min, without any stops or traffic disruptions.

Begin your journey at Leaning Tower Of Pisa and explore the breathtaking features. Next, make your way to Piazza Del Duomo, Pisa, another highlight in the city.

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.

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

Get ready for an unforgettable culinary journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned as a 3-star Michelin restaurant, it offers an exceptional italian contemporary menu. For a different taste experience, head to Santa Elisabetta, recognized for its delicious creative and mediterranean dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Gucci Osteria da Massimo Bottura, a local favorite known for its delightful italian contemporary and international cuisine in Florence. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning italian contemporary and international foodies seeking culinary excellence.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.

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

Day 11 of your road trip will take you to the best attractions Florence has to offer. Cherish the 2 nights you have left in Florence by discovering the best things there are to see and do in the city.

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Basilica Of Santa Croce In Florence. This culturally significant church is sure to ignite your curiosity. Next, dive into the romantic features of Pitti Palace, a must-visit palace 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 Basilica Di Santa Maria Novella, Firenze (fi), a locally renowned church. For a change of scene, check out Central Market, known for its photogenic features.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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

Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Continue your evening by exploring the vibrant nightlife scene at Bar 50 Rosso, a prime destination for a thrilling night out. Also, don’t forget to check out Bitter Bar, a bar that offers unique local touches. Likewise, Archea Brewery provides an excellent alternative for a fun evening.

Relax and recharge in preparation for another adventurous day in Italy!

On day 12 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 1 night and discover all the best things to see and do in the area.

Just a short distance away is Galleria Dell'accademia, a photogenic art gallery that draws visitors from far and near.

Continue your journey to Cathedral Of Santa Maria Del Fiore, one of the city’s most astonishing spots that you shouldn’t miss. Another great site to visit is the captivating The Boboli Gardens. Last up on today’s itinerary is an observation deck. Make your way to Piazzale Michelangelo for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of Florence.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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.

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.

After your meal, keep the night alive at a bar like Gosh*, known for its lively atmosphere. Antico Caffè Del Moro - Art Bar Firenze is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Quelo Bar offers an excellent atmosphere for those looking to amp up the evening.

Raise your glass to another unforgettable day in Italy!

On day 13 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 Florence and Orvieto. In the evening, you’ll end up in Rome, where you will stay for 1 night.

Today’s route brings family-friendly attractions, romantic experiences, and scenic views. The first attraction of today is Piazza Della Signoria. This widely recognized public square is an enchanting place to see in Florence. Continue your discovery at Ponte Vecchio, a majestic historical landmark with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Uffizi Gallery. This famous art gallery offers a romantic encounter with Florence.

As you’ve unraveled the marvels of Florence, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Orvieto may take around 1 hour 49 min. Upon your arrival in Orvieto, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Spend your afternoon discovering Well Of St. Patrick, a locally renowned monument known for its historic features.

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.

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

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.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.