14-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling south to Bologna, Florence, Siena, Rome, Naples, and L'aquila

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

Bring your curiosity for today’s adventure around Ancona. Some of the city’s most loved attractions await. Cathedral Basilica Of St. Cyriacus is the perfect place to start. This church is one of the most beloved places to visit in Ancona. Next, head to Palazzo Degli Anziani, an increasingly popular palace, known for its culturally significant features.

Set your GPS to Loreto and hit the road. Expect a journey of approximately 35 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Loreto beckons with new experiences!

Take your self-guided tour to Sanctuary Of The Holy House Of Loreto, a popular church that everyone visiting Loreto should see. Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings.

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

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

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.

After your meal, keep the night alive at a bar like Bar Al Bricco D'oro, known for its lively atmosphere. Bar Freud E Squisito is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Osteria Del Sole offers an excellent atmosphere for those looking to amp up the evening.

Raise your glass to another unforgettable day in Italy!

Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Bologna and Pisa. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 2 nights.

Bologna is home to plenty of attractions that offer a charming, a gorgeous, a visually striking, a historic, a symbolic, and a noteworthy! Start at Piazza Maggiore, a spectacular public square that is worthwhile a visit in the city. Nearby, you’ll find Two Towers, enchanting visitors with its stunning appeal. Continue your exploration at Fountain Of Neptune, Bologna. This monument is one of the city’s most often recommended spots.

When you’re ready to jump back into the car and say goodbye to Bologna, you’ll hit the road in the direction of Pisa. This drive usually takes around 2 hours 6 min. When you arrive, enjoy some sightseeing.

Your self-guided tour starts at Leaning Tower Of Pisa, an iconic monument that is sure to impress. Take in the surroundings and enjoy the freedom of exploring before you continue your journey. Next, head to Piazza Del Duomo, Pisa and admire its stunning 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 Florence. Florence 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 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.

Experience a harmony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Known for its 3-star Michelin status, Enoteca Pinchiorri offers a delightful variety of dishes highlighting its delicious italian contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Santa Elisabetta, a highly recommended restaurant known for its enticing creative and mediterranean cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Il Palagio, a highly acclaimed restaurant celebrated for its exceptional italian contemporary menu.

After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Il Vinile provides an excellent environment for a relaxed and enjoyable evening.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

Day 4 offers a multitude of experiences. You will stay in Florence for 1 night more, offering you enough time to explore at a relaxed pace.

Get ready for a day filled with a charming, a stunning, a visually striking, a historic, a symbolic, a detailed, and an inviting in the charming city of Florence. Your adventure starts at Piazzale Michelangelo, a spectacular local hot spot. Another notable attraction to explore is Uffizi Gallery. This widely recognized art gallery is known for its symbolic appeal.

After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Ponte Vecchio. This history-steeped historical landmark offers a fascinating experience that many visitors find memorable. Piazza Della Signoria is also worth visiting, along with Basilica Of Santa Croce In Florence. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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 Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Treat yourself to a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar 50 Rosso, known for its inviting atmosphere. Bitter Bar is another great option if you’re looking for a place to get the night started. Similarly, Archea Brewery provides a great setting to enjoy the night away.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

Dive into day 5 of your remarkable road trip in Italy. Today you will explore Florence, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Siena. You’ll stay here for 1 night.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most impressive attractions included on the itinerary is Cathedral Of Santa Maria Del Fiore. This grand church will help you start your sightseeing on top. Then, take a leisurely stroll to Galleria Dell'accademia and learn what makes this instagrammable art gallery unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the notable Central Market. After exploring the food market, head to Basilica Di Santa Maria Novella, Firenze (fi). This interesting church is a highlight in Florence.

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

As you explore more of Siena, 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.

Make sure to reserve a table at Enoteca I Terzi, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante Tar-Tufo, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Antica Trattoria Papei, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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

On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Siena and Vatican City. When you’re not sightseeing, take time to relax at your selected hotel in Rome, where you’ll be staying for 4 nights.

Today’s route brings a romantic, a gorgeous, a photogenic, a respected, an UNESCO world heritage-listed, a profound, and a symbolic. The first attraction of today is Piazza Del Campo. This spectacular public square is an UNESCO world heritage-designated place to see in Siena. Continue your discovery at Siena Cathedral, a history-steeped church with stories to tell.

Embrace the thrill of the open road as you wave goodbye to Siena and set your GPS to Vatican City, Vatican City. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 2 hours 45 min. Upon reaching Vatican City, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

After taking in the atmosphere, continue to St. Peter's Basilica, a timeless major basilica that is a must-see for anyone visiting the region.

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

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

Experience a taste of local culinary excellence while in Rome by securing a table at La Pergola. An esteemed 3-star Michelin restaurant, it features an exceptional mediterranean and contemporary menu. For an alternative taste experience, visit Il Pagliaccio, famous for its scrumptious creative and innovative dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Enoteca La Torre, a local favorite celebrated for its exquisite mediterranean and creative cuisine in Rome. Located in the heart of the city, this 2-star Michelin restaurant is an ideal pick for mediterranean and creative cuisine lovers seeking top-notch culinary experiences.

Let the evening flow smoothly from dinner to drinks at La Botticella Of Poggi Giovanni, a top-rated bar in the area. For other recommendations, Almalu Trastevere provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Viminale Di Pepi Maurilio offers a memorable night with diverse drink options and excellent service.

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.

Day 7 of your road trip across Italy promises a magnificent time exploring Rome. You have 3 nights left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

Savor the day by visiting some of the best places to see in Rome, including a park, a public square, and a monument. Start your adventure at Villa Borghese. This widely recognized park is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Del Popolo located in Rome for an enchanting atmosphere.

Next, immerse yourself in the setting of Spanish Steps. Its visually striking features will captivate you. After the public square, continue your tour of the city with a visit to Piazza Di Spagna. This public square has a visually striking appeal. For a change of pace, head to Trevi Fountain. As one of the most iconic attractions in Rome, this monument is an excellent place to end your self-guided tour.

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 Rome. 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.

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 gains consistently high praises from customers, it’s an ideal choice in Rome tonight.

Extend your evening after a delightful meal by visiting Sant' Eustachio Caffè, which offers the perfect atmosphere for a night out. Moreover, Yellowsquare Rome is another popular option for a drink or two. Likewise, Caffè Portofino also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Savor another day of unforgettable experiences in Italy!

On day 8 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 2 nights and discover all the best things to see and do in the area.

Discover a day packed with a photogenic, a historic, a culturally significant, a symbolic, a romantic, a stunning, and a masterful in Rome. Begin your sightseeing with Largo Di Torre Argentina. This interesting archeological site is one of the top attractions in the city. Proceed to Pantheon, another must-visit attraction that enhances the city’s allure.

As you wander through the inviting streets of Rome, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazza Navona. This timeless public square is a traveler-favorite. Not far away, you’ll find Campo De' Fiori, another key site on your sightseeing itinerary. Conclude your day at Castel Sant'angelo and uncover why it's recognized as one of the city's most top-rated attractions.

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 Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Treat yourself to a delightful dinner at Hotel de Russie, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try La Taverna Italiana? It's another excellent option with a diverse menu. Consider reserving a table at The Parrot Bar as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

Keep the excitement of the evening going by visiting a bar or two. The Apartment Bar Roma is an excellent place to start. You could also check out Hotel Hassler Roma, offering a different kind of charm.

Raise your glass to another unforgettable day in Italy!

Day 9 of your road trip will take you to the best attractions Rome has to offer. Cherish the 1 night you have left in Rome by discovering the best things there are to see and do in the city.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Rome allows for both. Start by heading to Roman Forum. This timeless archeological site provides an insightful glimpse into the city's identity. Next, discover Colosseum, a culturally significant archeological site, promising a delightful encounter.

Continue your sightseeing with a visit to Circus Maximus, a locally renowned archeological site. When you’re done, don’t forget to make a stop at the notable Orange Garden. Round off your day at Foro Italico, another gem in Rome with instagrammable features to discover.

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

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

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

On day 10 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 Rome and Pompei. In the evening, you’ll end up in Naples, where you will stay for 2 nights.

Today’s agenda in Rome includes a monument and a church. Altare Della Patria is must-visit monument and a great starting point for the day. Next, continue your journey to Basilica Di Santa Maria Maggiore, a locally renowned church, located just a leisurely stroll away. Next, head to Archbasilica Of St. John Lateran, a culturally significant church, also available for your discovery today.

When you’ve had your share of Rome, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Pompei. Your travel time is around 2 hours 22 min.

Head to Archaeological Park Of Pompeii, a captivating archeological site in Pompei. Explore its UNESCO world heritage-listed features at your own pace before you continue your journey.

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 Naples. Naples offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

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

Discover the culinary delights of Naples by securing a reservation at ARIA. Esteemed for its 1-star Guide Michelin recognition, this restaurant offers a remarkable selection of contemporary and modern cuisine. For an alternative dining experience, try Palazzo Petrucci, renowned for its delicious creative and mediterranean 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 George Restaurant, a highly recommended local eatery celebrated for its mouthwatering contemporary menu. With its 2-star Michelin recognition, it offers an unforgettable dining adventure.

Explore the vibrant nightlife at Happening Cocktail Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Shanti Art Musik Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Gran Caffè Gambrinus is perfect for those looking to extend their night with a touch of local flavor.

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

At the end of the day, you'll drive back to Naples, where you'll stay for 1 night more.

Bring your curiosity for today’s adventure around Naples. Some of the village’s most loved attractions await. Naples National Archaeological Museum is the perfect place to start. This museum is one of the most notable places to visit in Naples. Next, head to Cappella Sansevero, a locally renowned museum, known for its detailed features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Piazza Del Plebiscito. This romantic public square offers a unique experience that is highly recommended.

Embrace the thrill of the open road as you wave goodbye to Naples and set your GPS to Ravello. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 10 min. Upon reaching Ravello, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Your self-guided tour starts at Villa Rufolo, a well-known historical landmark that is sure to impress. Take in the surroundings and enjoy the freedom of exploring before you continue your journey.

As you’ve unraveled the marvels of Castiglione, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Amalfi may take around 12 min. Upon your arrival in Amalfi, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Begin your journey at Villa Cimbrone Gardens and explore the noteworthy features.

As you’ve unraveled the marvels of Castiglione, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Amalfi may take around 12 min. Upon your arrival in Amalfi, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Savor the rest of your day by heading to Amalfi Coast, a spectacular coast that draws visitors from near and far.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Naples.

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

Savor the flavors at Antica Pizzeria Di Matteo, a top pick for dinner tonight. Alternatively, Mercure Napoli Centro Angioino beckons with its unique menu offerings. Also, consider La Lazzara Trattoria e Pizzeria. With its consistent customer satisfaction, it’s an excellent option for dining in Naples tonight.

After savoring a delicious meal, step into the vibrant nightlife at Archivio Storico - Cocktail Bar & Wonderfood, where the evening is just getting started. In the same way, Archeobar offers a unique charm perfect for experiencing the local bar scene in Naples. Babette Pub is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

Experience an unparalleled adventure on day 12 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Naples and Caserta. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in L'aquila. You will spend 1 night here for some well-deserved relaxation.

Prepare for a day full of a charming, a visually striking, a standout, a breathtaking, and a culturally significant. When you’re ready, kick off your sightseeing adventure at San Carlo Theatre. This intriguing opera house is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Ovo Castle, one of the city’s most promising highlights.

As you’ve unraveled the marvels of Naples, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Caserta may take around 44 min. Upon your arrival in Caserta, you’ll be greeted with the opportunity to do some sightseeing and exploring.

One of our top recommendations for your sightseeing is Palace Of Caserta. Spend some time admiring the majestic features of the palace before you continue to your next stop. Then, head to Giardini Reali - Parco Reggia Di Caserta. This well-known park is a traveler-favorite in the city.

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

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

Set out on a gastronomic journey in L'aquila by reserving a table at FØRMA contemporary restaurant. Renowned for its Bib Gourmand award, this restaurant presents an outstanding menu of contemporary and creative cuisine. Looking for something different? DECA offers a tantalizing alternative with its diverse menu. With its reputation for pleasing customers, it’s a fantastic choice for tonight in L'aquila.

Extend your evening after a delightful meal by visiting Art Cafè L'aquila, which offers the perfect atmosphere for a night out.

Savor another day of unforgettable experiences in Italy!

Embark on another extraordinary experience on day 13 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of L'aquila and Rocca Calascio. At the end of the day, you will enjoy the comforts of a top-rated hotel in Ancona, which will be your home away from home for 1 night.

Today’s well-planned self-sightseeing route offers several an enchanting, a picture-perfect, a heritage-rich, a majestic, a detailed, and a romantic. Whether you decide to explore L'aquila on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Fountain Of The 99 Water Spouts is the first of them. Spend some time admiring this breathtaking monument before continuing your journey. Luminous Fountain is your next stop. This often recommended monument is one of the best-rated sights in L'aquila.

After soaking in L'aquila’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Rocca Calascio. Expect your car journey to take a minimum of 44 min. When you arrive in Rocca Calascio, it's time to take a break from the road.

Rocca Calascio is a frequently visited castle we recommend making time to visit today. Discover its enchanting features before continuing your self-guided tour.

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

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

Treat yourself to an extraordinary dining experience at Sot'Ajarchi, a Bib Gourmand restaurant offering an incredible seafood and from the marches menu. Alternatively, if your taste buds call for something different, Bontà delle Marche is another top choice with a popular menu.

Continue your evening by exploring the vibrant nightlife scene at Alla Tazza D'oro, a prime destination for a thrilling night out.

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