9-Day Italy Self-Drive Road Trip With Itinerary from Florence traveling south to Siena and Rome

Day 2 offers a multitude of experiences. You will stay in Florence for 1 night more, offering you enough time to explore at a relaxed pace.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring family-friendly attractions, romantic experiences, and scenic views. Start at Piazzale Michelangelo, an astonishing observation deck in the city. Then, head to Ponte Vecchio and soak in the ambiance of this enchanting historical landmark.

There are many interesting places to see in Florence, and when you are ready for more, go to Uffizi Gallery. This is one of the city’s most spectacular standout spots of interest. After exploring the art gallery, visit the well-known Palazzo Vecchio. Not far away, you'll also find Piazza Della Signoria. This public square is a visually striking highlight in Florence. Before wrapping up your self-guided sightseeing tour, head to Galleria Dell'accademia, a well-known art gallery 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.

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

Savor the flavors at Ditta Artigianale, a top pick for dinner tonight. Alternatively, Trattoria Da Burde beckons with its unique menu offerings. Also, consider Casa Toscana. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

Continue your lively evening at Bar 50 Rosso, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bitter Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.

Raise your glass and celebrate another amazing day of your road trip 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 Greve in Chianti and Siena. At the end of the day, you will enjoy the comforts of a top-rated hotel in Siena, which will be your home away from home for 2 nights.

Get ready to discover some of the most iconic wonders in Florence, including a castle, a church, a historical landmark, a palace, a public square and much more! Start your day at Castle Of Verrazzano. This awe-inspiring castle is an underrated place to see in Florence. Then, wander over to Basilica Of San Domenico. If breathtaking sites excite you, this church will be right up your alley. Nearby, you’ll also find Fontebranda. This photogenic historical landmark is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Siena Cathedral is an interesting spot in the town that will captivate you with its unique charm. When you’re done at the church, don’t forget to check out the UNESCO world heritage-designated Pubblico Palace. Take a moment to appreciate the fascinating details of this curiosity-inducing palace. Wrap up your self-guided tour of Florence's top attractions with a visit to Piazza Del Campo.

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

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.

Enjoy a delicious meal at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

After your meal, keep the night alive at a bar like Meet Life Cafè, known for its lively atmosphere. Maudit Pub is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Impero Siena offers an excellent atmosphere for those looking to amp up the evening.

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

On day 4 of your road trip, you’ll start and end your day in Siena, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in San Gimignano, Pienza, and San Quirico d'Orcia. You still have 1 night left in Siena.

Immerse yourself in Siena’s rich culture with today's sightseeing itinerary. Start your journey at Porta San Giovanni. This culturally significant monument is sure to ignite your curiosity. Next, dive into the history-steeped features of Piazza Del Duomo, a must-visit public square in the village.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Palazzo Comunale, Pinacoteca, Torre Grossa, a worthwhile museum. For a change of scene, check out Chiesa Di Sant'agostino, known for its photogenic features. We also recommend visiting Palazzo Piccolomini, Pienza. This palace is a must for anyone looking to experience the village to the fullest. Lastly, end your day with a visit to Chapel Vitaleta, yet another beloved attraction in Siena.

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

As dinnertime approaches, it's time to head out for a bite to eat in Siena. 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 delicious meal at Osteria Quattro Venti, a highly-rated dining destination in Siena. If you're eager to try something different, consider Fischi per Fiaschi, another top spot with a tantalizing menu. You might also want to secure a reservation at Osteria da Divo. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Siena this evening.

Extend your evening after a delightful meal by visiting Charlie Mixology Bar Di Aldinucci Riccardo, which offers the perfect atmosphere for a night out. Moreover, Bar Pinacoteca is another popular option for a drink or two. Likewise, San Paolo Pub also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Rome. When you’re not sightseeing, take time to relax at your selected hotel in Rome, where you’ll be staying for 3 nights.

Set out on a day brimming with fun adventures, scenic views, and picturesque spots. Start at the timeless Colosseum, a historic archeological site in Siena. Next, go to Arch Of Constantine.

After visiting Colosseum and Arch Of Constantine, have a stroll along Siena's streets and take in the local charm. Continue your sightseeing by heading to Roman Forum. This culturally significant archeological site offers a unique experience. Spanish Steps is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Piazza Di Spagna, one of the most visually striking places to visit in Siena. If you still have some time left for sightseeing, we also recommend stopping by Altare Della Patria.

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.

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 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.

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.

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

On day 6 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 will return to Rome for 2 nights more, there’s no need to rush. Experience Vatican City and Rome to the fullest today with this curated day itinerary!

Don’t miss Trastevere in Vatican City today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time to explore its best features, and enjoy the convenience of nearby top-rated landmarks.

Brace yourself for today’s incredible lineup of attractions in Rome, featuring fun adventures, romantic experiences, and breathtaking views. Start at St. Peter's Basilica, a world-famous major basilica in the city.

After exploring the art museum, visit the extraordinary Castel Sant'angelo. Not far away, you'll also find Trevi Fountain. This monument is an enchanting highlight in Rome.

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

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. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

To truly maximize your evening out, consider visiting Sant' Eustachio Caffè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Yellowsquare Rome, another bar with an inviting ambiance. Similarly, Caffè Portofino also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Savor another day of unforgettable experiences in Italy!

Wake up to day 7 of your extraordinary road trip in Italy. With 1 night left in Rome, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Prepare for a day full of family-friendly attractions, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Piazza Navona. This timeless public square is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Pantheon, one of the city’s best highlights.

Next, check out Piazza Del Popolo, one of the most impressive places to see in Rome. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Villa Borghese. Wander around and soak in the serene atmosphere this park offers. Then, head to Villa D'este, a top-rated palace that adds another dimension to your day.

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

As you explore more of Rome, 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.

Have a fantastic dining experience at Hotel de Russie, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La Taverna Italiana offers an enticing alternative with its varied menu. Additionally, The Parrot Bar is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

Continue your evening by exploring the vibrant nightlife scene at The Apartment Bar Roma, a prime destination for a thrilling night out. Also, don’t forget to check out Hotel Hassler Roma, a bar that offers unique local touches.

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.

Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Orvieto. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 1 night here for some well-deserved relaxation.

Bring your curiosity for today’s adventure around Rome. Some of the village’s most loved attractions await! Well Of St. Patrick is the perfect place to start. This monument is one of the most captivating places to visit in Rome. Next, head to Orvieto Cathedral, a well-known church, known for its romantic 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 Museo Dell'opera Del Duomo. This culturally significant museum is a highly recommended experience. Nearby, you'll also find Orvieto Underground and Torre Del Moro Orvieto. Visit these for an interesting touch to your journey. Finish the day with a visit to Pozzo Della Cava, an eye-catching cave in Rome.

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

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.

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

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Gosh*, a well-loved spot among locals and tourists. Or, head to Antico Caffè Del Moro - Art Bar Firenze. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Quelo Bar, another top-rated place in the area.

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