11-Day Italy Self-Drive Road Trip With Itinerary from Perugia to Siena, Florence, and Rome and surrounding area

On day 2 of your road trip in Italy, you’ll start and end your day in Perugia, but spend the day exploring what’s beyond the city. Since you will return to Perugia for 1 night more, there’s no need to rush. Experience Perugia and Santa Maria degli Angeli to the fullest today with this curated day itinerary!

Immerse yourself in Perugia’s rich culture with today's sightseeing itinerary. Start your journey at National Archaeological Museum Of Umbria. This photogenic museum is sure to ignite your curiosity. Next, dive into the picture-perfect features of Basilica Of San Francesco D'assisi, a must-visit church 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 Pinacoteca Comunale Palazzo Vallemani, a worthwhile art gallery. For a change of scene, check out Portico Of Monte Frumentario, known for its picture-perfect features. We also recommend visiting Rocca Maggiore. This castle is a must for anyone looking to experience the city to the fullest.

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

As you explore more of Perugia, 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.

Enjoy a lovely meal at La Taverna, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante del Sole is another top choice with a popular menu. You could also check for a table at Al Mangiar Bene. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Perugia tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Caffè Fortebraccio, a well-loved spot among locals and tourists. Or, head to Caffe Del Banco. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Dempsey's Perugia, another top-rated place in the area.

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

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Siena. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 2 nights.

Start by visiting Pubblico Palace, a prime spot to begin your journey. This respected palace is sure to impress. Next on your list is Tower Of Mangia, another must-visit landmark and underrated monument renowned for its picture-perfect features.

While exploring and sightseeing, take time to savor the culture of Perugia by sampling some local delicacies. When you’re ready for more sightseeing, head to Piazza Del Campo. This respected public square is an essential place to visit for anyone looking for the full Perugia experience. We also recommend visiting Siena Cathedral, a captivating church. Nearby, you'll also find Piccolomini Library, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Battistero Di San Giovanni Battista and wrap up your day with its culturally significant appeal.

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.

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

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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Meet Life Cafè stands out as an excellent choice for a post-dinner cocktail. Alternatively, Maudit Pub offers an ideal atmosphere to enjoy the pleasures of the night. Bar Impero Siena is also a great option that provides a perfect setting for a relaxing evening.

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

Wake up to day 4 of your extraordinary road trip in Italy. With 1 night left in Siena, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Start by visiting Basilica Of San Domenico, a prime spot to begin your journey. This historic church is sure to impress. Next on your list is Rocca Di Castellina In Chianti, another must-visit landmark and underrated castle renowned for its respected features.

While exploring and sightseeing, take time to savor the culture of Siena by sampling some local delicacies. When you’re ready for more sightseeing, head to Castello Di Brolio. This visually striking castle is an essential place to visit for anyone looking for the full Siena experience.

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

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.

Don’t miss out on dining at Osteria Quattro Venti, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Fischi per Fiaschi, another top spot with a mouthwatering menu. You might also want to secure a reservation at Osteria da Divo. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

Continue your evening by exploring the vibrant nightlife scene at Charlie Mixology Bar Di Aldinucci Riccardo, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Pinacoteca, a bar that offers unique local touches. Likewise, San Paolo Pub provides an excellent alternative for a fun evening.

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

Embark on another extraordinary experience on day 5 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Florence. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 3 nights.

A blend of family-friendly attractions, romantic experiences, and breathtaking views await you in Siena on today’s itinerary. First up is the widely recognized observation deck, Piazzale Michelangelo. Afterward, continue to Basilica Of Santa Croce In Florence, a church every traveler should visit.

As you explore Siena’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Uffizi Gallery. This widely recognized art gallery is an essential stop. Following that, head to Ponte Vecchio, another must-visit site that will enhance your experience. Don’t forget to stop by Palazzo Vecchio, an interesting palace in the city. Finally, end your day with a visit to Piazza Della Signoria, a visually striking public square that offers the perfect conclusion to your sightseeing of the day.

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.

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.

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.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, Se·sto On Arno Rooftop Bar is another popular option for a drink or two. Likewise, Il Vinile also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

Day 6 of your road trip will take you to the best attractions Florence has to offer. Cherish the 2 nights you have left in Florence by discovering the best things there are to see and do in the city.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most well-known attractions included on the itinerary is David. Then, take a leisurely stroll to Galleria Dell'accademia and learn what makes this detailed art gallery unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the astonishing Cathedral Of Santa Maria Del Fiore.

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.

As dinnertime approaches, it's time to head out for a bite to eat in Florence. 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.

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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar 50 Rosso stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bitter Bar offers an ideal atmosphere to enjoy the pleasures of the night. Archea Brewery is also a great option that provides a perfect setting for a relaxing evening.

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

On day 7 of your road trip, you’ll start and end your day in Florence, where you'll stay for 1 night more.

Get ready for a day filled with fun adventures, breathtaking views, and picturesque spots in the charming city of Florence. Your adventure starts at Piazza Del Duomo, Pisa, a globally renowned local hot spot. Another notable attraction to explore is Pisa Cathedral. This intriguing church is known for its picture-perfect appeal.

After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Leaning Tower Of Pisa. This breathtaking monument offers a fascinating experience that many visitors find memorable. Guinigi Tower is also worth visiting, along with Piazza Dell'anfiteatro. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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 an authentic adventure.

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.

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

Dive into day 8 of your remarkable road trip in Italy. Today you will explore Rome, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Rome. You’ll stay here for 2 nights.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring fun adventures, breathtaking views, and picturesque spots. Start at Colosseum, an iconic archeological site in the city. Then, head to Roman Forum and soak in the ambiance of this picture-perfect archeological site.

There are many interesting places to see in Florence, and when you are ready for more, go to Spanish Steps. This is one of the city’s most famous romantic spots of interest. After exploring the public square, visit the iconic Piazza Di Spagna. Not far away, you'll also find Trevi Fountain. This monument is a visually striking highlight in Florence.

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

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

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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at La Botticella Of Poggi Giovanni, a well-loved spot among locals and tourists. Or, head to Almalu Trastevere. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Viminale Di Pepi Maurilio, another top-rated place in the area.

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, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Vatican City and Rome. You still have 1 night left in Rome.

Today’s route brings fun adventures, romantic experiences, and scenic views. The first attraction of today is Vatican Museums.

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 Sistine Chapel. Next, make your way to St. Peter's Basilica to add another highlight to your day. After that, visit Piazza Navona, a timeless public square that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Pantheon, an iconic monument in the city. 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 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 and reflect on the day's adventures.

Treat yourself to a delightful dinner at RomAntica, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Coso Ristorante? It's another excellent option with a diverse menu. Consider reserving a table at DEROMA - Farine Romane as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

Cap off your dinner by heading to Sant' Eustachio Caffè, ideal for a leisurely evening with a drink in hand. Yellowsquare Rome is another bar that offers an enjoyable setting. Similarly, Caffè Portofino is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Experience an unparalleled adventure on day 10 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 Perugia. You will spend 1 night here for some well-deserved relaxation.

Today’s itinerary in Rome covers several incredible sights, including a church, a cave system, a monument, a cave and much more! Start your adventure at Orvieto Cathedral. This interesting church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the heritage-rich wonders of Orvieto Underground, a must-see cave system in the town.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Torre Del Moro Orvieto. This beloved monument offers an enriching experience. For a change of pace, head to Pozzo Della Cava, where you can take in heritage-rich features. These sights offer a fulfilling end to a perfect day.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Perugia. Perugia 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 Perugia. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Don’t miss out on dining at Perugia Plaza Hotel, a top-rated dining destination in Perugia. If you're in the mood to try something new, consider Elfo Pub Perugia, another top spot with a mouthwatering menu. You might also want to secure a reservation at Sangallo Palace Hotel. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Perugia this evening.

Continue the enjoyment post-dinner at Il Birrino, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Quei Bravi Ragazzi offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Lo Chalet - Lounge Bar. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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