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

Day 2 offers an itinerary packed with the best things to see in Ancona. You’ll stay in Ancona for 1 night more, offering you enough time to explore at a relaxed pace.

Ancona is brimming with adventures.

Make time for Cathedral Basilica Of St. Cyriacus, an up-and-coming church that is worthwhile a visit in the city. Nearby, you’ll find Museo Archeologico Nazionale Delle Marche, enchanting visitors with its instagrammable appeal. Continue your exploration at Arch Of Trajan. This monument is one of the city’s most increasingly popular spots.

Enjoy the freedom of exploring Ancona at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Lazzaretto Of Ancona.

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.

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

Enjoy a lovely meal at Amarcord, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Bontà delle Marche is another top choice with a popular menu. You could also check for a table at Ristorante Pizzeria Da Romano. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Ancona tonight.

Keep the evening going at Alla Tazza D'oro, a great choice for enjoying the after-dinner hours with a drink.

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

Dive into day 3 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Florence. At the end of the day, you’ll unwind at one of the finest accommodations in Florence, where you'll spend 4 nights.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Florence may take around 3 hours 21 min. Upon your arrival in Florence, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Our first attraction recommendation in Florence is Basilica Of Santa Croce In Florence, a notable church that draws attention for its culturally significant features. Spend some time soaking in the atmosphere before continuing to Uffizi Gallery, a romantic 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 world-famous 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 culturally significant public square and the perfect final attraction in Florence.

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

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

Treat yourself to a delightful dinner at Ristorante Oliviero 1962, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Di Poneta Novoli? It's another excellent option with a diverse menu. Consider reserving a table at Caffe San Firenze as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, Se·sto On Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Il Vinile is also a great option that provides a perfect setting for a relaxing evening.

Relax and look forward to more memorable moments to come!

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.

Check out the astonishing observation deck, Piazzale Michelangelo. Afterward, continue to Cathedral Of Santa Maria Del Fiore, a church every traveler should visit. As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city.

Next, make your way to Galleria Dell'accademia. This interesting art gallery is an essential stop.

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.

When you're ready for some sights, head to Leaning Tower Of Pisa, a timeless monument in Pisa. Explore its historic features at your own pace before you continue your journey to your next attraction, Piazza Del Duomo, Pisa. This iconic public square is a top recommendation in the area.

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

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

Enjoy a lovely meal at Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Florence tonight.

Keep the excitement of the evening going by visiting a bar or two. Bar 50 Rosso is an excellent place to start. You could also check out Bitter Bar, offering a different kind of charm. A last recommendation for the day is Archea Brewery. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

On day 5 of your road trip, you’ll start and end your day in Florence, where you have 2 nights left to stay.

When you’re ready to jump back into the car and say goodbye to Florence, you’ll hit the road in the direction of Siena. This drive usually 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 stunning 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 history-steeped public square is well worth the visit. Lastly, head to Tower Of Mangia, a locally appreciated monument you won’t want to miss.

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.

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

Continue the enjoyment post-dinner at Gosh*, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Antico Caffè Del Moro - Art Bar Firenze offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Quelo Bar. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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.

Greti is brimming with adventures.

After soaking in Florence’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Greti. Expect your car journey to take a minimum of 42 min. When you arrive in Greti, it's time to take a break from the road.

When you're ready for some sights, head to Villa Calcinaia - Conti Capponi, an intriguing winery in Greti. Explore its enchanting features at your own pace before you continue your journey.

After soaking in Greti’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: San Gimignano. Expect your car journey to take a minimum of 56 min. When you arrive in San Gimignano, 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 Sangimignano1300, an up-and-coming museum that everyone visiting San Gimignano should see.

Embrace the thrill of the open road as you wave goodbye to San Gimignano and set your GPS to Montepulciano. 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 34 min. Upon reaching Montepulciano, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Fortezza Medicea, an increasingly popular castle that everyone visiting Montepulciano should see.

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

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.

Treat yourself to a delicious dinner at Tijuana, an excellent option for tonight's dining. Looking for something different? Djària - American Bar offers a tantalizing alternative with its diverse menu. And don’t miss The Florence Irish Pub. Known for great service, it’s a fantastic choice for tonight in Florence.

Head back to your accommodation in Florence and get some rest to prepare for another magical day of your road trip in Italy.

Experience an unparalleled adventure on day 7 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Rome. At the end of the day, you will retreat to the hotel of your choice in Rome, where will spend 3 nights.

Rome’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Florence behind. This drive usually takes around 3 hours 9 min. Rome welcomes you with a multitude of unique vacation experiences.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Colosseum, a wondrous archeological site that everyone visiting Rome should see. Next, head to Roman Forum. This awe-inspiring archeological site is one of the most world-famous attractions in the region.

If you're keen to see more, don’t miss out on Trevi Fountain, a visually striking monument popular among locals as well as travelers. Pantheon is an excellent attraction to visit next. Spend some time learning more about this wondrous monument before you continue your journey. Lastly, visit Piazza Navona, an enchanting public square and a top attraction in the city.

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

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 delicious meal at La Bottega Roma, a highly-rated dining destination in Rome. If you're eager to try something different, consider Pasta In Corso, another top spot with a tantalizing menu. You might also want to secure a reservation at Trattoria Vecchia Roma. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.

Keep the excitement of the evening going by visiting a bar or two. La Botticella Of Poggi Giovanni is an excellent place to start. You could also check out Almalu Trastevere, offering a different kind of charm. A last recommendation for the day is Bar Viminale Di Pepi Maurilio. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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 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.

One of the most iconic spots you can visit today is Trastevere. Allow yourself some time to explore this neighborhood and discover its unique quirks. You'll also find many of the best sightseeing spots nearby.

Awaiting your discovery is the spectacular Castel Sant'angelo, a symbolic castle in Rome.

Vatican City’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Rome behind. This drive usually takes around 9 min. Vatican City welcomes you with a multitude of unique vacation experiences.

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 Vatican Museums, a world-famous art museum that offers a unique experience.

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

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

Treat yourself to a wonderful meal at RomAntica, a top-rated dining spot in Rome. If you're in the mood for something new, try Coso Ristorante, another premier location with a delectable menu. You might also want to book a table at DEROMA - Farine Romane. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.

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!

Greet day 9 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 1 night to stay in Rome, 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 Tivoli.

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 Tivoli. Your travel time is around 38 min.

Spend your afternoon discovering Hadrian's Villa, a locally appreciated archeological site known for its breathtaking features. Next, continue your sightseeing at Villa D'este, a popular palace.

If you're starting to feel hungry, this is a great time for a break at a nearby restaurant or cafe. When you're ready for more, stop by Gregorian Bridge and uncover the details of this awe-inspiring monument. Make sure to also explore Grande Cascata Di Tivoli, a worthwhile waterfall. For your last stop, consider Villa Gregoriana, an eye-catching park that many travelers find worth the detour.

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 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.

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

Your itinerary for day 10 of your road trip in Italy includes 1 stop and features some of the highlights of Naples. At the end of the day, enjoy the comforts of a top-rated hotel in Naples, where you'll spend 2 nights.

Continue your road trip and head to your next destination, Naples. This car ride takes around 2 hours 32 min.

Set out on a self-guided sightseeing tour at Castel Sant'elmo and explore the picture-perfect features. Next, make your way to Naples National Archaeological Museum, another highlight in Naples. When you’re done exploring the museum, continue to Cappella Sansevero, a history-steeped museum.

Nearby, you will also find Ovo Castle. This notable castle is a top place to see in the area. Lastly, head to Piazza Del Plebiscito, a romantic 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 Naples. Check in and relax before you head out to tour the city.

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 Naples, it's often a good idea to reserve a table in advance.

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

Let the evening flow smoothly from dinner to drinks at Happening Cocktail Bar, a top-rated bar in the area. For other recommendations, Shanti Art Musik Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Gran Caffè Gambrinus offers a memorable night with diverse drink options and excellent service.

Head back to your accommodation in Naples and get some rest to prepare for another magical day of your road trip in Italy.

On day 11 of your road trip, you'll get the chance to experience Pompei, Ottaviano, and Amalfi. At the end of the day, you'll drive back to Naples, where you still have 1 night left to stay.

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.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Archaeological Park Of Pompeii, an interesting archeological site that everyone visiting Pompei should see. Next, head to Teatro Grande. This UNESCO world heritage-designated archeological site is one of the most up-and-coming attractions in the region.

When you’re ready to jump back into the car and say goodbye to Pompei, you’ll hit the road in the direction of Ottaviano. This drive usually takes around 30 min.

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

When you’re done exploring for the day, you’ll return to Naples 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 Naples, it's often a good idea to reserve a table in advance.

Don’t miss out on dining at Antica Pizzeria Di Matteo, a top-rated dining destination in Naples. If you're in the mood to try something new, consider Mercure Napoli Centro Angioino, another top spot with a mouthwatering menu. You might also want to secure a reservation at La Lazzara Trattoria e Pizzeria. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Naples this evening.

Continue your lively evening at Archivio Storico - Cocktail Bar & Wonderfood, a perfect place for winding down or revving up the night, depending on which mood you’re in. Archeobar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Babette Pub ensures a night out tailored to your taste.

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

On day 12 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Santa Maria degli Angeli. When you’re not sightseeing, take time to relax at your chosen hotel in Ancona, where you’ll be staying for 1 night.

Throughout the day, make sure to take breaks to appreciate the surroundings.

Embrace the thrill of the open road as you wave goodbye to Naples and set your GPS to Santa Maria degli Angeli. 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 3 hours 58 min. Upon reaching Santa Maria degli Angeli, 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 town's best attractions, visit Basilica Of San Francesco D'assisi, a popular church 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 Portico Of Monte Frumentario and admire its breathtaking features.

When you’re ready, continue to Piazza Del Comune, a beloved public square beloved by locals and tourists alike. Don't miss out on Basilica Di Santa Chiara, another highlight of the area that promises a memorable visit.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Ancona. Ancona 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 Ancona. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Treat yourself to a wonderful meal at Pizzeria Pulcinella, a top-rated dining spot in Ancona. If you're in the mood for something new, try Donegal Irish Pub, another premier location with a delectable menu. You might also want to book a table at Vino E Cucina Miscia. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Ancona.

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