Two-Week Italy Self-Drive Road Trip With Itinerary from Perugia to Siena, Florence, Rome, and Orvieto and surrounding area

On day 2 of your road trip, you will have an entire day to explore Perugia. You’ll stay in Perugia for 2 nights and discover all the best things to see and do in the area.

Get ready for a day filled with fun adventures, breathtaking views, and picturesque spots in the charming city of Perugia. Your adventure starts at Porta Marzia, an underrated local hot spot. Another notable attraction to explore is Rocca Paolina. This underrated historical landmark is known for its awe-inspiring appeal.

After soaking in the highlights of these sights, take some time to wander Perugia's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to National Archaeological Museum Of Umbria. This heritage-rich museum offers a fascinating experience that many visitors find memorable.

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 Perugia's best restaurants.

Make sure to reserve a table at La Taverna, an iconic dining spot in Perugia. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante del Sole, a popular restaurant in Perugia. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Al Mangiar Bene, a hidden gem nestled in Perugia. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Round off your dining experience by visiting Caffè Fortebraccio, a prime location for a drink. Alternatively, explore the distinctive characteristics of Caffe Del Banco, a bar catering to every mood and preference. Dempsey's Perugia likewise offers a unique atmosphere, perfect for a memorable night out.

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

On day 3 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 Santa Maria degli Angeli to the fullest today with this curated day itinerary!

A blend of family-friendly attractions, natural wonders, and scenic views await you in Perugia on today’s itinerary. First up is the underrated monastery, Eremo Delle Carceri. Afterward, continue to Rocca Maggiore, a castle every traveler should visit.

As you explore Perugia’s charming streets, take in the lively atmosphere and get to know the character of the town. Next, make your way to Basilica Di Santa Chiara. This beloved church is an essential stop. Following that, head to Piazza Del Comune, another must-visit site that will enhance your experience. Don’t forget to stop by Basilica Of San Francesco D'assisi, an interesting church in the town.

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

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

Enjoy a lovely meal at Perugia Plaza Hotel, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Elfo Pub Perugia is another top choice with a popular menu. You could also check for a table at Sangallo Palace Hotel. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Perugia tonight.

After enjoying a fulfilling meal, continue your evening at Il Birrino, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Quei Bravi Ragazzi offers a welcoming atmosphere for easing into the nightlife. Similarly, Lo Chalet - Lounge Bar provides an excellent environment for a relaxed and enjoyable evening.

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

Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of 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.

Bring your curiosity for today’s adventure around Perugia. Some of the city’s most loved attractions await! Pubblico Palace is the perfect place to start. This palace is one of the most increasingly popular places to visit in Perugia. Next, head to Tower Of Mangia, an intriguing monument, known for its historic 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 Piazza Del Campo. This respected public square is a highly recommended experience. Nearby, you'll also find Siena Cathedral. Visit these for an interesting touch to your journey.

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

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.

If you’re not ready to end the night just yet, Meet Life Cafè offers a perfect venue to relax and savor a drink. Similarly, Maudit Pub is well-suited for those looking to unwind in a social setting. Bar Impero Siena is another excellent spot to enjoy a nightcap after a delightful meal.

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

Greet day 5 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Siena for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in San Regolo and Castellina in Chianti.

Today, you'll explore some of the most beautiful places in Siena, including a castle and an archeological site. Start your day with a visit to Castello Di Brolio. This beloved castle is a must-visit in the hamlet. When you’re ready for your next discovery, continue to Tumulo Di Montecalvario, which may be one of the most symbolic places you will experience today.

One of the best things about exploring Siena on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Rocca Di Castellina In Chianti, a locally appreciated castle in the hamlet.

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 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.

If you’re not ready to end the night just yet, Charlie Mixology Bar Di Aldinucci Riccardo offers a perfect venue to relax and savor a drink. Similarly, Bar Pinacoteca is well-suited for those looking to unwind in a social setting. San Paolo Pub is another excellent spot to enjoy a nightcap after a delightful meal.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

On day 6 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Florence. In the evening, you’ll end up in Florence, where you will stay for 3 nights.

Siena is home to plenty of attractions that offer fun adventures, romantic experiences, and breathtaking views! Start at Pitti Palace, a popular palace that is worthwhile a visit in the city. Nearby, you’ll find Ponte Vecchio, enchanting visitors with its history-steeped appeal. Continue your exploration at Uffizi Gallery. This art gallery is one of the city’s most spectacular spots.

Enjoy the freedom of exploring Siena at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Palazzo Vecchio. After exploring the palace, head to the extraordinary Piazza Della Signoria.

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.

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.

Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

Cap off your dinner by heading to Manifattura, ideal for a leisurely evening with a drink in hand. Se·sto On Arno Rooftop Bar is another bar that offers an enjoyable setting. Similarly, Il Vinile is also a popular place to go on a night out, perfect for relaxing and socializing.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

Day 7 of your road trip across Italy promises a magnificent time exploring Florence. You have 2 nights left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await! Piazzale Michelangelo is the perfect place to start. This observation deck is one of the most widely recognized places to visit in Florence. Next, head to Basilica Of Santa Croce In Florence, a popular church, known for its heritage-rich 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 Giotto's Bell Tower. This romantic monument is a highly recommended experience. Nearby, you'll also find Cathedral Of Santa Maria Del Fiore and Galleria Dell'accademia. Visit these for an interesting touch to your journey.

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.

Treat yourself to a delightful dinner at Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana 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, 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.

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.

On day 8 of your road trip, you’ll start and end your day in Florence, where you'll stay for 1 night more.

Today’s agenda in Florence includes a monument, a cemetery, and a public square. Leaning Tower Of Pisa is must-visit monument and a great starting point for the day. Next, continue your journey to Campo Santo, an up-and-coming cemetery, located just a leisurely stroll away. Next, head to Piazza Del Duomo, Pisa, a picture-perfect public square, also available for your discovery today.

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

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 and reflect on the day's adventures.

Savor the flavors at Ristorante Buca Mario, a top pick for dinner tonight. Alternatively, Agricola Toscana beckons with its unique menu offerings. Also, consider Eataly Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

Unwind after your meal by stepping into Gosh*. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Quelo Bar, another top-rated bar in the area.

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

On day 9 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 4 nights.

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Castel Sant'angelo. This visually striking castle is sure to ignite your curiosity. Next, dive into the romantic features of Trevi Fountain, a must-visit monument 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 Piazza Di Spagna, an iconic public square. For a change of scene, check out Spanish Steps, known for its visually striking features. We also recommend visiting Villa Borghese. This park is a must for anyone looking to experience the city to the fullest.

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

Enjoy a lovely meal at La Bottega Roma, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Pasta In Corso is another top choice with a popular menu. You could also check for a table at Trattoria Vecchia Roma. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.

Continue the enjoyment post-dinner at La Botticella Of Poggi Giovanni, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Almalu Trastevere offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Viminale Di Pepi Maurilio. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

At the end of the day, you'll drive back to Rome, where you'll stay for 3 nights more.

One of the most iconic places you can visit today in Vatican City 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.

Start your day at St. Peter's Basilica. Then, wander over to Sistine Chapel. Nearby, you’ll also find Saint Peter's Square.

Rome offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Vatican Museums is a timeless spot in the city that will captivate you with its unique charm. When you’re done at the art museum, don’t forget to check out the visually striking Piazza Del Popolo. Take a moment to appreciate the fascinating details of this extraordinary public square.

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

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

Make sure to reserve a table at RomAntica, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Coso Ristorante, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of DEROMA - Farine Romane, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Extend your evening after a delightful meal by visiting Sant' Eustachio Caffè, which offers the perfect atmosphere for a night out. Moreover, Yellowsquare Rome is another popular option for a drink or two. Likewise, Caffè Portofino also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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.

Day 11 of your road trip will take you to the best attractions Rome has to offer. Cherish the 2 nights you have left in Rome by discovering the best things there are to see and do in the city.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Rome allows for both. Start by heading to Colosseum. This globally renowned archeological site provides an insightful glimpse into the city's identity. Next, discover Roman Forum, an UNESCO world heritage-designated archeological site, promising a delightful encounter.

Continue your sightseeing with a visit to Capitoline Museums, a well-known museum. When you’re done, don’t forget to make a stop at the interesting Altare Della Patria. Not far away from the monument, you will find the romantic Piazza Navona, perfect for a quick visit. Round off your day at Pantheon, another gem in Rome with culturally significant features to discover.

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 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.

Enjoy a delicious meal at Hotel de Russie, a highly-rated dining destination in Rome. If you're eager to try something different, consider La Taverna Italiana, another top spot with a tantalizing menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.

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.

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

Dive into day 13 of your remarkable road trip in Italy. Today you will explore Orvieto, 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 Orvieto. You’ll stay here for 1 night.

A blend of family-friendly attractions, scenic views, and picturesque spots await you in Rome on today’s itinerary. First up is the notable 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 Orvieto Underground. This locally appreciated cave system is an essential stop. Following that, head to Torre Del Moro Orvieto, another must-visit site that will enhance your experience. Don’t forget to stop by Pozzo Della Cava, an intriguing cave in the village.

At the end of the day, you will drive to Orvieto, 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 Orvieto. If you are looking to dine at a popular restaurant in the town, it's often a good idea to reserve a table in advance.

Continue your lively evening at Bar Duomo, a perfect place for winding down or revving up the night, depending on which mood you’re in.

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

Experience an unparalleled adventure on day 14 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Todi. 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 agenda in Orvieto includes a church, a park, and a public square. Church Of Saint Mary Of Consolation is must-visit church and a great starting point for the day. Next, continue your journey to Giardini Oberdan, a worthwhile park, located just a leisurely stroll away. Next, head to Piazza Del Popolo, a visually striking public square, also available for your discovery today.

When you’re done exploring for the day, you’ll drive to your hotel in Perugia. 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 Perugia's best restaurants.

Treat yourself to a delicious dinner at Alphaville, an excellent option for tonight's dining. Looking for something different? Osteria a Priori offers a tantalizing alternative with its diverse menu. And don’t miss La Bottega di Perugia. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Perugia.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Punto Di Vista stands out as an excellent choice for a post-dinner cocktail.

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