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

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

Bring your curiosity for today’s adventure around Perugia. Some of the city’s most loved attractions await! Porta Marzia is the perfect place to start. This monument is one of the most frequently visited places to visit in Perugia. Next, head to Rocca Paolina, an often recommended historical landmark, known for its symbolic 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 National Archaeological Museum Of Umbria. This history-steeped museum is a highly recommended experience. 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 Perugia. 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 Taverna, a highly-rated dining destination in Perugia. If you're eager to try something different, consider Ristorante del Sole, another top spot with a tantalizing menu. You might also want to secure a reservation at Al Mangiar Bene. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Perugia this evening.

Let the evening flow smoothly from dinner to drinks at Caffè Fortebraccio, a top-rated bar in the area. For other recommendations, Caffe Del Banco provides a perfect setting for rounding out your night with style and great drinks. Likewise, Dempsey's Perugia offers a memorable night with diverse drink options and excellent service.

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

On day 3 of your road trip, you’ll start and end your day in Perugia, where you'll stay for 1 night more.

Perugia is brimming with adventures. Today’s wonderful stops include a monastery, a castle, a church, a public square and much more! Begin your sightseeing adventure at the intriguing Eremo Delle Carceri and allow yourself time to explore. Just a short distance away you'll find your next stop, Rocca Maggiore, an enchanting castle that draws visitors from far and near.

Continue your journey to Basilica Di Santa Chiara, one of the town’s most curiosity-inducing spots that you shouldn’t miss. Another great site to visit is the often recommended Piazza Del Comune. When you're finished at the public square, Basilica Of San Francesco D'assisi awaits your visit. This church is a stunning highlight on today's itinerary.

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.

Treat yourself to a delicious dinner at Perugia Plaza Hotel, an excellent option for tonight's dining. Looking for something different? Elfo Pub Perugia offers a tantalizing alternative with its diverse menu. And don’t miss Sangallo Palace Hotel. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Perugia.

Cap off your dinner by heading to Il Birrino, ideal for a leisurely evening with a drink in hand. Quei Bravi Ragazzi is another bar that offers an enjoyable setting. Similarly, Lo Chalet - Lounge Bar 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 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Siena. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Siena. You will spend 2 nights here for some well-deserved relaxation.

Get ready for an exciting day in Perugia. Today’s sightseeing agenda includes a palace, a monument, a public square, a church and much more! Begin your adventure at Pubblico Palace. This is a locally appreciated palace you should not miss. Another must-see is Tower Of Mangia, a curiosity-inducing monument in Perugia.

When you’re ready for the next sight, head to Piazza Del Campo. From there, take a leisurely stroll to Siena Cathedral, another of the city’s notable attractions.

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.

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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Meet Life Cafè, known for its inviting atmosphere. Maudit Pub is another great option if you’re looking for a place to get the night started. Similarly, Bar Impero Siena provides a great setting to enjoy the night away.

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

At the end of the day, you'll drive back to Siena, where you'll stay for 1 night more.

Get ready for a day filled with family-friendly attractions, romantic experiences, and breathtaking views in the charming hamlet of Siena. Your adventure starts at Castello Di Brolio, an up-and-coming local hot spot. Another notable attraction to explore is Tumulo Di Montecalvario. This locally appreciated archeological site is known for its history-steeped appeal.

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

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

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.

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.

Savor another day of unforgettable experiences in Italy!

On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Florence. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 3 nights.

Set out on a day brimming with fun adventures, romantic experiences, and scenic views. Start at the captivating Pitti Palace, a romantic palace in Siena. Next, go to Ponte Vecchio.

After visiting Pitti Palace and Ponte Vecchio, have a stroll along Siena's streets and take in the local charm. Continue your sightseeing by heading to Uffizi Gallery. This romantic art gallery offers a unique experience. Palazzo Vecchio is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Piazza Della Signoria, one of the most history-steeped places to visit in Siena.

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.

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

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.

Continue your evening by exploring the vibrant nightlife scene at Manifattura, a prime destination for a thrilling night out. Also, don’t forget to check out Se·sto On Arno Rooftop Bar, a bar that offers unique local touches. Likewise, Il Vinile provides an excellent alternative for a fun evening.

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

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.

Today’s route brings family-friendly attractions, romantic experiences, and breathtaking views. The first attraction of today is Piazzale Michelangelo. This astonishing observation deck is a history-steeped place to see in Florence. Continue your discovery at Basilica Of Santa Croce In Florence, a photogenic 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 Giotto's Bell Tower. This underrated monument offers an UNESCO world heritage-listed encounter with Florence. Next, make your way to Cathedral Of Santa Maria Del Fiore to add another highlight to your day. After that, visit Galleria Dell'accademia, a popular art gallery that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at David, a captivating statue 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 Florence.

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 Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

If you’re not ready to end the night just yet, Bar 50 Rosso offers a perfect venue to relax and savor a drink. Similarly, Bitter Bar is well-suited for those looking to unwind in a social setting. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.

Savor another day of unforgettable experiences in Italy!

Greet day 8 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence 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 Pisa.

Prepare for a day full of family-friendly attractions, scenic views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Leaning Tower Of Pisa. This globally renowned monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Campo Santo, one of the city’s best highlights.

Next, check out Piazza Del Duomo, Pisa, one of the most timeless places to see in Florence. This public square is a favorite among locals and travelers alike.

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

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.

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.

After savoring a delicious meal, step into the vibrant nightlife at Gosh*, where the evening is just getting started. In the same way, Antico Caffè Del Moro - Art Bar Firenze offers a unique charm perfect for experiencing the local bar scene in Florence. Quelo Bar is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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 9 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 Rome. In the evening, you’ll end up in Rome, where you will stay for 4 nights.

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

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.

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.

Enjoy a delicious meal at La Bottega Roma, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Pasta In Corso, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria Vecchia Roma. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

After savoring a delicious meal, step into the vibrant nightlife at La Botticella Of Poggi Giovanni, where the evening is just getting started. In the same way, Almalu Trastevere offers a unique charm perfect for experiencing the local bar scene in Rome. Bar Viminale Di Pepi Maurilio is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

On day 10 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 3 nights more, there’s no need to rush. Experience Vatican City and Rome to the fullest today with this curated day itinerary!

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 with a visit to St. Peter's Basilica. This world-famous major basilica is a must-visit in the city.

One of the best things about exploring Rome 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 Saint Peter's Square, a locally renowned square in the city. If you’re up for more discoveries, don’t forget to reserve some time for Vatican Museums and Piazza Del Popolo.

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.

Dine in style at RomAntica, a top recommendation for dinner tonight. Or, for a change of pace, Coso Ristorante boasts a menu that's sure to impress. Also, be sure to check out DEROMA - Farine Romane. Known as a local hotspot, it’s a great choice for tonight in Rome.

After your meal, keep the night alive at a bar like Sant' Eustachio Caffè, known for its lively atmosphere. Yellowsquare Rome is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Caffè Portofino offers an excellent atmosphere for those looking to amp up the evening.

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

On day 11 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 2 nights and discover all the best things to see and do in the area.

Today, you'll explore some of the most beautiful places in Rome, including an archeological site, a museum, a monument, a public square and much more! Start your day with a visit to Colosseum. This timeless archeological site is a must-visit in the city. When you’re ready for your next discovery, continue to Roman Forum, which may be one of the most culturally significant places you will experience today.

One of the best things about exploring Rome 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 Capitoline Museums, a popular museum in the city. If you’re up for more discoveries, don’t forget to reserve some time for Altare Della Patria and Pantheon. End your day with a visit to Piazza Navona, an iconic public square that’s sure to leave a lasting impression.

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 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.

Don’t miss out on dining at Hotel de Russie, a top-rated dining destination in Rome. If you're in the mood to try something new, consider La Taverna Italiana, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

Explore the vibrant nightlife at The Apartment Bar Roma after your meal, a hub for lively evenings and memorable moments. Or, head to Hotel Hassler Roma for a great selection of flavorful drinks and a charming setting.

Say good night to Rome and look forward to another great 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.

Today's adventure in Rome promises more breathtaking discoveries and enriching experiences! Begin at Well Of St. Patrick. This picture-perfect monument is a highlight of any visit in the village. Then, enjoy Orvieto Cathedral, another culturally significant attraction that never fails to captivate visitors. Next, head over to Orvieto Underground, one of the village’s most frequently visited attractions, known for its heritage-rich features.

If you’re looking for more, spend time soaking in the atmosphere of Torre Del Moro Orvieto. This picture-perfect monument is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Pozzo Della Cava, an underrated cave, and take a stroll around the area.

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

Let the evening flow smoothly from dinner to drinks at Bar Duomo, a top-rated bar in the area.

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.

Embark on another extraordinary experience on day 14 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Todi. At the end of the day, you will enjoy the comforts of a top-rated hotel in Perugia, which will be your home away from home for 1 night.

Bring your curiosity for today’s adventure around Orvieto. Some of the town’s most loved attractions await! Church Of Saint Mary Of Consolation is the perfect place to start. This church is one of the most intriguing places to visit in Orvieto. Next, head to Giardini Oberdan, a worthwhile park, known for its stunning 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 Popolo. This history-steeped public square is a highly recommended experience. Visit these for an interesting touch to your journey.

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.

Make sure to reserve a table at Alphaville, 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 Osteria a Priori, 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 La Bottega di Perugia, a hidden gem nestled in Perugia. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Explore the vibrant nightlife at Punto Di Vista after your meal, a hub for lively evenings and memorable moments.

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