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

Day 2 of your road trip will take you to the best attractions Florence has to offer. Cherish the 1 night you have left in the city and use the provided itinerary to discover what to see in Florence.

Enjoy all that Piazzale Michelangelo has to offer. This is a spectacular observation deck you should not miss. Another must-see is Ponte Vecchio, an iconic historical landmark in Florence.

When you’re ready for the next sight, head to Uffizi Gallery. From there, take a leisurely stroll to Palazzo Vecchio, another of the city’s notable attractions. We recommend continuing your self-guided tour at Piazza Della Signoria, a history-steeped place of interest in the city. If time allows, add Galleria Dell'accademia to your itinerary. This captivating art gallery offers the perfect finishing touch to your day in Florence.

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 Florence's most popular restaurants, and connect with friendly locals for a true cultural experience.

Dine in style at Ditta Artigianale, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria Da Burde boasts a menu that's sure to impress. Also, be sure to check out Casa Toscana. Known as a local hotspot, it’s a great choice for tonight in Florence.

After enjoying a fulfilling meal, continue your evening at Bar 50 Rosso, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bitter Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Archea Brewery provides an excellent environment for a relaxed and enjoyable evening.

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

On day 3 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Greve in Chianti and Siena are on today's agenda. In the evening, you’ll end up in Siena, where you will stay for 2 nights.

Experience Castle Of Verrazzano, a locally appreciated castle in the town. Then, head to Basilica Of San Domenico and soak in the ambiance of this picture-perfect church.

There are many interesting places to see in Florence, and when you are ready for more, go to Fontebranda. This is one of the town’s most often recommended symbolic spots of interest. After exploring the historical landmark, visit the popular Siena Cathedral. Not far away, you'll also find Pubblico Palace. This palace is a picture-perfect highlight in Florence. Before wrapping up your self-guided sightseeing tour, head to Piazza Del Campo, an extraordinary public square in the town.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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.

Siena 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 Siena.

Treat yourself to a delightful dinner at Enoteca I Terzi, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante Tar-Tufo? It's another excellent option with a diverse menu. Consider reserving a table at Antica Trattoria Papei as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Siena.

Continue your evening by exploring the vibrant nightlife scene at Meet Life Cafè, a prime destination for a thrilling night out. Also, don’t forget to check out Maudit Pub, a bar that offers unique local touches. Likewise, Bar Impero Siena provides an excellent alternative for a fun evening.

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

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

Check out the often recommended monument, Porta San Giovanni. Afterward, continue to Piazza Del Duomo, a public square every traveler should visit. As you explore Siena’s charming streets, take in the lively atmosphere and get to know the character of the village.

Next, make your way to Palazzo Comunale, Pinacoteca, Torre Grossa. This curiosity-inducing museum is an essential stop. Following that, head to Chiesa Di Sant'agostino, another must-visit site that will enhance your experience. Don’t forget to stop by Palazzo Piccolomini, Pienza, a frequently visited palace in the village. Finally, end your day with a visit to Chapel Vitaleta, a history-steeped church that offers the perfect conclusion to your sightseeing of the day.

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

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

Treat yourself to a wonderful meal at Osteria Quattro Venti, a top-rated dining spot in Siena. If you're in the mood for something new, try Fischi per Fiaschi, another premier location with a delectable menu. You might also want to book a table at Osteria da Divo. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Siena.

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.

Savor another day of unforgettable experiences in Italy!

Your itinerary for day 5 of your road trip in Italy includes 1 stop and features some of the highlights of Rome. At the end of the day, enjoy the comforts of a top-rated hotel in Rome, where you'll spend 3 nights.

To truly experience Siena, make sure to drop by Colosseum. This globally renowned archeological site is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Arch Of Constantine, one of the city’s best highlights.

Next, check out Roman Forum, one of the most iconic places to see in Siena. This archeological site is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Spanish Steps. Wander around and soak in the visually striking atmosphere this public square offers. Then, head to Piazza Di Spagna, a top-rated public square that adds another dimension to your day. Finally, visit the locally renowned Altare Della Patria, the last of our attraction recommendations for today.

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. If you are looking to dine at a popular restaurant in Rome, it's often a good idea to reserve a table in advance.

Have a fantastic dining experience at La Bottega Roma, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Pasta In Corso offers an enticing alternative with its varied menu. Additionally, Trattoria Vecchia Roma is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

Continue your lively evening at La Botticella Of Poggi Giovanni, a perfect place for winding down or revving up the night, depending on which mood you’re in. Almalu Trastevere is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar Viminale Di Pepi Maurilio ensures a night out tailored to your taste.

Relax and look forward to more memorable moments to come!

On day 6 of your road trip, you'll get the chance to experience Vatican City and Rome. At the end of the day, you'll drive back to Rome, where you still have 2 nights left to stay.

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.

Look forward to a unique sightseeing adventure at the globally renowned St. Peter's Basilica and allow yourself time to explore.

Continue your journey to Vatican Museums, one of the city’s most wondrous spots that you shouldn’t miss. Another great site to visit is the widely recognized Castel Sant'angelo. When you're finished at the castle, Trevi Fountain awaits your visit. This monument is a history-steeped highlight on today's itinerary.

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

Enjoy a lovely dining experience at RomAntica, a popular restaurant in Rome. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rome at Coso Ristorante, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated DEROMA - Farine Romane. It’s yet another ideal choice to enhance your time in Rome tonight.

Continue your evening by exploring the vibrant nightlife scene at Sant' Eustachio Caffè, a prime destination for a thrilling night out. Also, don’t forget to check out Yellowsquare Rome, a bar that offers unique local touches. Likewise, Caffè Portofino provides an excellent alternative for a fun evening.

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

Greet day 7 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 Rome and Tivoli.

Piazza Navona makes a great addition to your morning plans. This wondrous public square is a history-steeped place to see in Rome. Continue your discovery at Pantheon, a culturally significant monument with stories to tell.

As you stroll around Rome, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Piazza Del Popolo. This astonishing public square offers a history-steeped encounter with Rome. Next, make your way to Villa Borghese to add another highlight to your day. After that, visit Villa D'este, an interesting palace that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Rome.

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

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.

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.

If you’re not ready to end the night just yet, The Apartment Bar Roma offers a perfect venue to relax and savor a drink. Similarly, Hotel Hassler Roma is well-suited for those looking to unwind in a social 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.

Dive into day 8 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Orvieto. At the end of the day, you’ll unwind at one of the finest accommodations in Florence, where you'll spend 1 night.

Check out the interesting monument, Well Of St. Patrick. Afterward, continue to Orvieto Cathedral, a church every traveler should visit. As you explore Rome’s charming streets, take in the lively atmosphere and get to know the character of the village.

Next, make your way to Museo Dell'opera Del Duomo. This beloved museum is an essential stop. Following that, head to Orvieto Underground, another must-visit site that will enhance your experience. Don’t forget to stop by Torre Del Moro Orvieto, a curiosity-inducing monument in the village. Finally, end your day with a visit to Pozzo Della Cava, an eye-catching cave that offers the perfect conclusion to your sightseeing of the day.

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

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.

Enjoy a lovely dining experience at Ristorante Buca Mario, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Agricola Toscana, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Eataly Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Gosh* stands out as an excellent choice for a post-dinner cocktail. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers an ideal atmosphere to enjoy the pleasures of the night. Quelo Bar is also a great option that provides a perfect setting for a relaxing evening.

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