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

On day 2 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Florence are on today's agenda. In the evening, you’ll end up in Florence, where you will stay for 2 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 1 hour 30 min. Upon your arrival in Florence, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Set out on a self-guided sightseeing tour at Piazzale Michelangelo and explore the symbolic features. Next, make your way to Basilica Of Santa Croce In Florence, another highlight in Florence. When you’re done exploring the church, continue to Uffizi Gallery, a romantic art gallery.

Nearby, you will also find Ponte Vecchio. This world-famous historical landmark is a top place to see in the area. Lastly, head to Palazzo Vecchio, a history-steeped palace that is perfect for some final exploring in the city.

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.

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

Dine in style at Ristorante Oliviero 1962, a top recommendation for dinner tonight. Or, for a change of pace, Di Poneta Novoli boasts a menu that's sure to impress. Also, be sure to check out Caffe San Firenze. Known as a local hotspot, it’s a great choice for tonight in Florence.

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.

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

Day 3 of your road trip across Italy promises a magnificent time exploring what to see in Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

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

Pitti Palace makes a great addition to your morning plans. This well-known palace is a romantic place to see in Florence. Continue your discovery at Cathedral Of Santa Maria Del Fiore, a history-steeped church with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Basilica Of San Lorenzo. This underrated church offers a respected encounter with Florence. Next, make your way to Central Market to add another highlight to your day. After that, visit Galleria Dell'accademia, a locally renowned art gallery 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 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.

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.

Don’t miss out on dining at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Unwind after your meal by stepping into Bar 50 Rosso. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bitter Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Archea Brewery, another top-rated bar in the area.

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

Your itinerary for day 4 of your road trip in Italy includes 1 stop and features some of the highlights of Siena. At the end of the day, enjoy the comforts of a top-rated hotel in Siena, where you'll spend 2 nights.

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 12 min.

One of our top recommendations for your sightseeing is Siena Cathedral. Spend some time admiring the visually striking features of the church before you continue to your next stop. Then, head to Pubblico Palace. This beloved palace is a traveler-favorite in the city.

If you're keen to see more, continue to Piazza Del Campo. Feed your curiosity by learning something new about the public square. Next, take your journey to Tower Of Mangia, a worthwhile monument.

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

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

Have a fantastic dining experience at Enoteca I Terzi, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante Tar-Tufo offers an enticing alternative with its varied menu. Additionally, Antica Trattoria Papei is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Siena.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Meet Life Cafè, a well-loved spot among locals and tourists. Or, head to Maudit Pub. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Impero Siena, another top-rated place in the area.

Raise your glass to another unforgettable day in Italy!

On day 5 of your road trip in Italy, you’ll start and end your day in Siena, but spend the day exploring what’s beyond the city. Since you still have 1 night to spend in Siena, there’s no need to rush. Experience Castellina in Chianti and San Galgano to the fullest today with this curated day itinerary.

Castellina in Chianti’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Siena behind. This drive usually takes around 31 min. Castellina in Chianti welcomes you with a multitude of unique vacation experiences.

One of our top recommendations for your sightseeing is Rocca Di Castellina In Chianti. Spend some time admiring the enchanting features of the castle before you continue to your next stop.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to San Galgano may take around 55 min. Upon your arrival in San Galgano, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Spend your afternoon discovering Eremo Di Montesiepi, a worthwhile church known for its inviting features. Next, continue your sightseeing at Abbey Of San Galgano, a locally renowned monastery.

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

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

Treat yourself to a delightful dinner at Osteria Quattro Venti, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Fischi per Fiaschi? It's another excellent option with a diverse menu. Consider reserving a table at Osteria da Divo as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Siena.

Keep the excitement of the evening going by visiting a bar or two. Charlie Mixology Bar Di Aldinucci Riccardo is an excellent place to start. You could also check out Bar Pinacoteca, offering a different kind of charm. A last recommendation for the day is San Paolo Pub. 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.

Experience an unparalleled adventure on day 6 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 4 nights.

Fasten your seatbelt and make your way to your next stop — Rome, home to many well-known sights in the region. Keep in mind that your travel time from Siena to Rome may take around 2 hours 38 min without traffic disruptions. Upon arrival in Rome, we highly recommend checking out some of the top attractions.

When you're ready for some sights, head to Villa Borghese, an extraordinary park in Rome. Explore its mesmerizing features at your own pace before you continue your journey to your next attraction, Spanish Steps. This widely recognized public square is a top recommendation in the area.

When you’re ready to explore more, Piazza Di Spagna is an excellent choice. Spend some time discovering what some claim to be the most romantic public square in the region. Next, continue your sightseeing at the timeless Trevi Fountain and discover what makes this monument unique. If you’re up for one more stop in the city, head to Pantheon, a culturally significant monument many travelers find the visit worthwhile.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Rome. Rome 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 Rome. Enjoy a relaxing evening as you savor delicious local cuisine.

Treat yourself to a wonderful meal at La Bottega Roma, a top-rated dining spot in Rome. If you're in the mood for something new, try Pasta In Corso, another premier location with a delectable menu. You might also want to book a table at Trattoria Vecchia Roma. 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, La Botticella Of Poggi Giovanni stands out as an excellent choice for a post-dinner cocktail. Alternatively, Almalu Trastevere offers an ideal atmosphere to enjoy the pleasures of the night. Bar Viminale Di Pepi Maurilio is also a great option that provides a perfect setting for a relaxing evening.

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

On day 7 of your road trip, you’ll start and end your day in Rome, where you have 3 nights left to stay.

Trastevere is one of the highlights of today. Take your time exploring this iconic neighborhood in Vatican City, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the city. Be sure to also visit Via del Corso, a street that showcases another side of Vatican City.

Piazza Del Popolo brings Rome's character to life. This enchanting public square is a highlight of any visit in the city.

When you arrive in Vatican City, it's time to take a break from the road.

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

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.

Savor the flavors at RomAntica, a top pick for dinner tonight. Alternatively, Coso Ristorante beckons with its unique menu offerings. Also, consider DEROMA - Farine Romane. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

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.

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

On day 8 of your road trip, you will have an entire day to discover what to see in Rome. You’ll stay in Rome for 2 nights.

Rome is brimming with adventures.

Basilica Di Santa Maria Maggiore is perfect for a self-paced visit during the day. This photogenic church is sure to impress. Next on your list is Colosseum, another must-visit landmark and globally renowned archeological site renowned for its picture-perfect features.

While exploring and sightseeing, take time to savor the culture of Rome by sampling some local delicacies. When you’re ready for more sightseeing, head to Roman Forum. This culturally significant archeological site is an essential place to visit for anyone looking for the full Rome experience. We also recommend visiting Capitoline Museums, a notable museum. Nearby, you'll also find Campo De' Fiori, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Piazza Navona and wrap up your day with its romantic appeal.

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.

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.

Dine in style at Hotel de Russie, a top recommendation for dinner tonight. Or, for a change of pace, La Taverna Italiana boasts a menu that's sure to impress. Also, be sure to check out The Parrot Bar. Known as a local hotspot, it’s a great choice for tonight in Rome.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at The Apartment Bar Roma, a well-loved spot among locals and tourists. Or, head to Hotel Hassler Roma. This bar boasts a welcoming environment that is perfect for winding down.

Relax and look forward to more memorable moments to come!

Wake up to day 9 of your road trip in Italy. On this day, you’ll embark on an exciting expedition discovering the enchanting sights and activities of Tivoli and Rome. With 1 night to stay in Rome, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Tivoli is brimming with adventures.

Your adventure in Rome is only getting started when you visit Orange Garden, a captivating local hot spot. Another notable attraction to explore is Circus Maximus. This locally renowned archeological site is known for its stunning appeal.

After soaking in the highlights of these sights, take some time to wander Rome's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Castel Sant'angelo. This grand castle offers a fascinating experience that many visitors find memorable.

Set your GPS to Tivoli and hit the road. Expect a journey of approximately 49 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Tivoli beckons with new experiences!

Set out on a self-guided sightseeing tour at Villa D'este and explore the history-steeped features. Next, make your way to Hadrian's Villa, another highlight in Tivoli.

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.

Have a fantastic dining experience at Sofitel Roma Villa Borghese, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Centro offers an enticing alternative with its varied menu. Additionally, Ristorante Tema is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

Say good night to Rome and look forward to another great day 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 Orvieto. When you’re not sightseeing, take time to relax at your chosen hotel in Bologna, where you’ll be staying for 1 night.

After soaking in Rome’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Orvieto. Expect your car journey to take a minimum of 1 hour 38 min. When you arrive in Orvieto, it's time to take a break from the road.

For a more meaningful self-guided tour of the town's best attractions, visit Orvieto Cathedral, a notable 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 Orvieto Underground and admire its photogenic features.

When you’re ready, continue to Torre Del Moro Orvieto, a worthwhile monument beloved by locals and tourists alike. Don't miss out on Pozzo Della Cava, another highlight of the area that promises a memorable visit.

At the end of the day, you will drive to Bologna, 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 Bologna, it's often a good idea to reserve a table in advance.

Don’t miss out on dining at Bononia Cafè, a top-rated dining destination in Bologna. If you're in the mood to try something new, consider Via Con Me, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria Pizzeria La Mela. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Bologna this evening.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Lime Bar, known for its inviting atmosphere. Macondo - Cocktail Bar is another great option if you’re looking for a place to get the night started. Similarly, Bar Onda Marina By Night provides a great setting to enjoy the night away.

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.