13-Day Italy Self-Drive Road Trip With Itinerary from Ancona to Florence, Rome, and Naples

On day 2 of your road trip, you will have an entire day to discover what to see in Ancona. You’ll stay in Ancona for 1 night.

Ancona is brimming with adventures.

Catch Cathedral Basilica Of St. Cyriacus before the crowds roll in. This breathtaking church is sure to ignite your curiosity. Next, dive into the visually striking features of Museo Archeologico Nazionale Delle Marche, a must-visit museum 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 Arch Of Trajan, an underrated monument. For a change of scene, check out Lazzaretto Of Ancona, known for its photogenic features.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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

Savor the flavors at Amarcord, a top pick for dinner tonight. Alternatively, Bontà delle Marche beckons with its unique menu offerings. Also, consider Ristorante Pizzeria Da Romano. With its consistent customer satisfaction, it’s an excellent option for dining in Ancona tonight.

After enjoying a fulfilling meal, continue your evening at Alla Tazza D'oro, ideal for those looking to unwind with a drink in a comfortable setting.

Raise your glass to another unforgettable day in Italy!

Your itinerary for day 3 of your road trip in Italy includes 1 stop and features some of the highlights of Florence. At the end of the day, enjoy the comforts of a top-rated hotel in Florence, where you'll spend 4 nights.

Fasten your seatbelt and make your way to your next stop — Florence, home to many well-known sights in the region. Keep in mind that your travel time from Ancona to Florence may take around 3 hours 21 min without traffic disruptions. Upon arrival in Florence, we highly recommend checking out some of the top attractions.

Our first attraction recommendation in Florence is Basilica Of Santa Croce In Florence, a popular church that draws attention for its heritage-rich features. Spend some time soaking in the atmosphere before continuing to Uffizi Gallery, a standout art gallery that stands out in the city.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Ponte Vecchio, a globally renowned historical landmark that offers a unique experience. Be sure to also explore Palazzo Vecchio, a nearby palace, highly recommended by other travelers. End your self-guided tour at Piazza Della Signoria, a history-steeped public square and the perfect final attraction in Florence.

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.

Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for a true cultural experience.

Don’t miss out on dining at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to Se·sto On Arno Rooftop Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Il Vinile is perfect for those looking to extend their night with a touch of local flavor.

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

Wake up to day 4 of your road trip in Italy. On this day, you’ll embark on an exciting expedition discovering the enchanting sights and activities of Florence and Pisa. With 3 nights to stay in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

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

Start your day at Piazzale Michelangelo. This romantic observation deck is a famous place to see in Florence. Then, wander over to Cathedral Of Santa Maria Del Fiore. If visually striking sites excite you, this church will be right up your alley. Nearby, you’ll also find Galleria Dell'accademia. This noteworthy art gallery is a favorite among visitors.

Fasten your seatbelt and make your way to your next stop — Pisa, home to many well-known sights in the region. Keep in mind that your travel time from Florence to Pisa may take around 1 hour 23 min without traffic disruptions. Upon arrival in Pisa, we highly recommend checking out some of the top attractions.

Set out on a self-guided sightseeing tour at Leaning Tower Of Pisa and explore the masterful features. Next, make your way to Piazza Del Duomo, Pisa, another highlight in Pisa.

When you’re done exploring for the day, you’ll return to Florence and your accommodation.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Florence, it's often a good idea to reserve a table in advance.

Enjoy a delicious meal at Ditta Artigianale, a highly-rated dining destination in Florence. If you're eager to try something different, consider Trattoria Da Burde, another top spot with a tantalizing menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

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.

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

On day 5 of your road trip, you'll get the chance to experience Siena. At the end of the day, you'll drive back to Florence, where you still have 2 nights left to stay.

Continue your road trip and head to your next destination, Siena. This car ride takes around 1 hour 10 min.

Savor the day by heading to Fortezza Medicea (siena), a frequently visited monument that draws visitors from near and far. When you're done, continue to Basilica Of San Domenico, where you can soak in the picture-perfect surroundings.

Next, explore Siena Cathedral, yet another captivating place to see in the area. After the church, make time to go to Piazza Del Campo. This enchanting public square is well worth the visit. Lastly, head to Tower Of Mangia, a curiosity-inducing monument you won’t want to miss.

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

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

Have a fantastic dining experience at Ristorante Buca Mario, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Agricola Toscana offers an enticing alternative with its varied menu. Additionally, Eataly Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Keep the evening going at Gosh*, a great choice for enjoying the after-dinner hours with a drink. You could also go to Antico Caffè Del Moro - Art Bar Firenze, which offers a similarly pleasant setting and great drinks. Another option is Quelo Bar, which provides an inviting environment for unwinding after a busy day out.

Savor another day of unforgettable experiences in Italy!

On day 6 of your road trip, you’ll start and end your day in Florence, where you still have 1 night left. You'll spend part of the day exploring places of interest outside the immediate city, including Greti, San Gimignano, Montepulciano, and Castiglione d'Orcia.

Set your GPS to Greti and hit the road. Expect a journey of approximately 42 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Greti beckons with new experiences!

Villa Calcinaia - Conti Capponi is an often recommended winery we recommend visiting today. Discover its visually striking features before continuing your self-guided tour.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in San Gimignano. This drive usually takes around 56 min, without any stops or traffic disruptions.

When you're ready for some sights, head to Sangimignano1300, an underrated museum in San Gimignano. Explore its respected features at your own pace before you continue your journey.

When you’re ready to jump back into the car and say goodbye to San Gimignano, you’ll hit the road in the direction of Montepulciano. This drive usually takes around 1 hour 34 min.

For a more meaningful self-guided tour of the hamlet's best attractions, visit Fortezza Medicea, an increasingly popular castle that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

When you’re done exploring for the day, you’ll return to Florence and your accommodation.

Florence is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Florence.

Dine in style at Tijuana, a top recommendation for dinner tonight. Or, for a change of pace, Djària - American Bar boasts a menu that's sure to impress. Also, be sure to check out The Florence Irish Pub. Known as a local hotspot, it’s a great choice for tonight in Florence.

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

Dive into day 7 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Rome. At the end of the day, you’ll unwind at one of the finest accommodations in Rome, where you'll spend 3 nights.

When you’ve had your share of Florence, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Rome. Your travel time is around 3 hours 9 min.

Set out on a self-guided sightseeing tour at Colosseum and explore the picture-perfect features. Next, make your way to Roman Forum, another highlight in Rome. When you’re done exploring the archeological site, continue to Trevi Fountain, a history-steeped monument.

Nearby, you will also find Pantheon. This timeless monument is a top place to see in the area. Lastly, head to Piazza Navona, a remarkable public square that is perfect for some final exploring in the city.

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

Rome is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Rome.

Enjoy a lovely meal at La Bottega Roma, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Pasta In Corso is another top choice with a popular menu. You could also check for a table at Trattoria Vecchia Roma. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Rome tonight.

Unwind after your meal by stepping into La Botticella Of Poggi Giovanni. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Almalu Trastevere offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Viminale Di Pepi Maurilio, another top-rated bar in the area.

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

On day 8 of your road trip in Italy, you’ll start and end your day in Rome, but spend the day exploring what’s beyond the city. Since you still have 2 nights to spend in Rome, there’s no need to rush. Experience Vatican City and Rome to the fullest today with this curated day itinerary.

A top thing to do today is to explore Trastevere, a must-see neighborhood in Vatican City. It's the perfect starting point for touring the top attractions in the area.

Check out the famous castle, Castel Sant'angelo. As you explore Rome’s charming streets, take in the lively atmosphere and get to know the character of the city.

It’s time to gear up for the next part of your road trip adventure. Set course for Vatican City! Under favorable conditions, your drive to Vatican City may take around 9 min. Upon your arrival in Vatican City, you’ll be greeted with the opportunity to do some sightseeing and exploring.

For a more meaningful self-guided tour of the city's best attractions, visit St. Peter's Basilica, a timeless major basilica that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

When you’re ready, continue to Vatican Museums, a globally renowned art museum beloved by locals and tourists alike.

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

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.

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

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

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

On day 9 of your road trip, you’ll start and end your day in Rome, where you have 1 night left to stay.

After soaking in Rome’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Tivoli. Expect your car journey to take a minimum of 38 min. When you arrive in Tivoli, it's time to take a break from the road.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Hadrian's Villa, an increasingly popular archeological site that everyone visiting Tivoli should see. Next, head to Villa D'este. This UNESCO world heritage-designated palace is one of the most captivating attractions in the region.

If you're keen to see more, don’t miss out on Gregorian Bridge, a standout monument popular among locals as well as travelers. Grande Cascata Di Tivoli is an excellent attraction to visit next. Spend some time learning more about this underrated waterfall before you continue your journey. Lastly, visit Villa Gregoriana, a standout park and a top attraction in the town.

When you’re done exploring for the day, you’ll return to Rome and your accommodation.

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.

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.

After savoring a delicious meal, step into the vibrant nightlife at The Apartment Bar Roma, where the evening is just getting started. In the same way, Hotel Hassler Roma offers a unique charm perfect for experiencing the local bar scene in Rome.

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

On day 10 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Naples. When you’re not sightseeing, take time to relax at your chosen hotel in Naples, where you’ll be staying for 2 nights.

Embrace the thrill of the open road as you wave goodbye to Rome and set your GPS to Naples. 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 32 min. Upon reaching Naples, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

For a more meaningful self-guided tour of the city's best attractions, visit Castel Sant'elmo, a well-known castle that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Naples National Archaeological Museum and admire its detailed features.

When you’re ready, continue to Cappella Sansevero, an interesting museum beloved by locals and tourists alike. Don't miss out on Ovo Castle, another highlight of the area that promises a memorable visit. Not far away, you’ll also find Piazza Del Plebiscito, a visually striking place to see that you won’t regret spending some extra time discovering.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Naples. Naples offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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

Enjoy a delicious meal at L'Oca Nera Irish Pub, a highly-rated dining destination in Naples. If you're eager to try something different, consider Mimì alla Ferrovia, another top spot with a tantalizing menu. You might also want to secure a reservation at Spuzzulè Winebar. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Naples this evening.

Continue your lively evening at Happening Cocktail Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Shanti Art Musik Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Gran Caffè Gambrinus ensures a night out tailored to your taste.

Celebrate another amazing day of your road trip adventure in Italy!

Greet day 11 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 1 night to stay in Naples, so get ready to make the most of your time in the region. On the agenda for this day, you’ll find only the best things to see and do in Pompei, Ottaviano, and Amalfi.

Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Pompei.

Embrace the thrill of the open road as you wave goodbye to Naples and set your GPS to Pompei. 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 27 min. Upon reaching Pompei, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

One of our top recommendations for your sightseeing is Archaeological Park Of Pompeii. Spend some time admiring the picture-perfect features of the archeological site before you continue to your next stop. Then, head to Teatro Grande. This up-and-coming archeological site is a traveler-favorite in the town.

After soaking in Pompei’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Ottaviano. Expect your car journey to take a minimum of 30 min. When you arrive in Ottaviano, it's time to take a break from the road.

Our first attraction recommendation in Ottaviano is Mount Vesuvius, a beloved volcano that draws attention for its enchanting features.

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

Indulge in a memorable dining experience at one of Naples's most popular restaurants, and connect with friendly locals for a true cultural experience.

Enjoy a lovely meal at Antica Pizzeria Di Matteo, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Mercure Napoli Centro Angioino is another top choice with a popular menu. You could also check for a table at La Lazzara Trattoria e Pizzeria. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Naples tonight.

Keep the excitement of the evening going by visiting a bar or two. Archivio Storico - Cocktail Bar & Wonderfood is an excellent place to start. You could also check out Archeobar, offering a different kind of charm. A last recommendation for the day is Babette Pub. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

On day 12 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Santa Maria degli Angeli are on today's agenda. In the evening, you’ll end up in Ancona, where you will stay for 1 night.

When you’re ready to jump back into the car and say goodbye to Naples, you’ll hit the road in the direction of Santa Maria degli Angeli. This drive usually takes around 3 hours 58 min.

One of our top recommendations for your sightseeing is Basilica Of San Francesco D'assisi. Spend some time admiring the UNESCO world heritage-listed features of the church before you continue to your next stop. Then, head to Portico Of Monte Frumentario. This worthwhile historical landmark is a traveler-favorite in the town.

If you're keen to see more, continue to Piazza Del Comune. Feed your curiosity by learning something new about the public square. Next, take your journey to Basilica Di Santa Chiara, a beloved church.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Ancona. Enjoy a relaxing evening as you savor delicious local cuisine.

Savor the flavors at Pizzeria Pulcinella, a top pick for dinner tonight. Alternatively, Donegal Irish Pub beckons with its unique menu offerings. Also, consider Vino E Cucina Miscia. With its consistent customer satisfaction, it’s an excellent option for dining in Ancona tonight.

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