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

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

Get ready for an exciting day in Perugia. Today’s sightseeing agenda includes a monument, a historical landmark, and a museum. Begin your adventure at Porta Marzia. This is a curiosity-inducing monument you should not miss. Another must-see is Rocca Paolina, a locally appreciated historical landmark in Perugia.

When you’re ready for the next sight, head to National Archaeological Museum Of Umbria.

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 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 fulfilling meal, continue your evening at Caffè Fortebraccio, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Caffe Del Banco offers a welcoming atmosphere for easing into the nightlife. Similarly, Dempsey's Perugia provides an excellent environment for a relaxed and enjoyable 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.

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

Savor the day by visiting some of the best places to see in Perugia, including a monastery, a castle, a church, a public square and much more! Start your adventure at Eremo Delle Carceri. This often recommended monastery is a must-visit for travelers looking for a unique holiday experience. Make your way to Rocca Maggiore located in Perugia for another exciting encounter.

Next, immerse yourself in the setting of Basilica Di Santa Chiara. Its historic features will captivate you. After the church, continue your tour of the town with a visit to Piazza Del Comune. Visitors usually appreciate the visually striking features of this public square. Next up is Basilica Of San Francesco D'assisi, a highly recommended church.

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

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.

Treat yourself to a wonderful meal at Perugia Plaza Hotel, a top-rated dining spot in Perugia. If you're in the mood for something new, try Elfo Pub Perugia, another premier location with a delectable menu. You might also want to book a table at Sangallo Palace Hotel. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Perugia.

Explore the vibrant nightlife at Il Birrino after your meal, a hub for lively evenings and memorable moments. Or, head to Quei Bravi Ragazzi for a great selection of flavorful drinks and a charming setting. Furthermore, Lo Chalet - Lounge Bar is perfect for those looking to extend their night with a touch of local flavor.

Savor another day of unforgettable experiences in Italy!

On day 4 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 Siena. In the evening, you’ll end up in Siena, where you will stay for 2 nights.

A blend of fun adventures, scenic views, and picturesque spots await you in Perugia on today’s itinerary. First up is the worthwhile palace, Pubblico Palace. Afterward, continue to Tower Of Mangia, a monument every traveler should visit.

As you explore Perugia’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Piazza Del Campo. This impressive public square is an essential stop. Following that, head to Siena Cathedral, another must-visit site that will enhance your experience.

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

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.

Enjoy a delicious meal at Enoteca I Terzi, a highly-rated dining destination in Siena. If you're eager to try something different, consider Ristorante Tar-Tufo, another top spot with a tantalizing menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Siena this evening.

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, you’ll start and end your day in Siena, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in San Regolo and Castellina in Chianti. You still have 1 night left in Siena.

Siena is brimming with adventures. Today’s wonderful stops include a castle and an archeological site. Begin your sightseeing adventure at the beloved Castello Di Brolio and allow yourself time to explore. Just a short distance away you'll find your next stop, Tumulo Di Montecalvario, a photogenic archeological site that draws visitors from far and near.

Continue your journey to Rocca Di Castellina In Chianti, one of the hamlet’s most curiosity-inducing spots that you shouldn’t miss.

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.

Dine in style at Osteria Quattro Venti, a top recommendation for dinner tonight. Or, for a change of pace, Fischi per Fiaschi boasts a menu that's sure to impress. Also, be sure to check out Osteria da Divo. Known as a local hotspot, it’s a great choice for tonight in Siena.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Charlie Mixology Bar Di Aldinucci Riccardo stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bar Pinacoteca offers an ideal atmosphere to enjoy the pleasures of the night. San Paolo Pub is also a great option that provides a perfect setting for a relaxing evening.

Get a good night's sleep and look forward to another great day on the road 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 vibrant destinations - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 3 nights here for some well-deserved relaxation.

Start by visiting Pitti Palace, a prime spot to begin your journey. This enchanting palace is sure to impress. Next on your list is Ponte Vecchio, another must-visit landmark and timeless historical landmark renowned for its visually striking 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 Uffizi Gallery. This historic art gallery is an essential place to visit for anyone looking for the full Siena experience. We also recommend visiting Palazzo Vecchio, an interesting palace. Nearby, you'll also find Piazza Della Signoria, ready to add charm to your journey.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Florence. Florence offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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

Enjoy a lovely meal at Ristorante Oliviero 1962, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Di Poneta Novoli is another top choice with a popular menu. You could also check for a table at Caffe San Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, Se·sto On Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Il Vinile 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.

Day 7 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.

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

As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Giotto's Bell Tower. This beloved monument is an essential stop. Following that, head to Cathedral Of Santa Maria Del Fiore, another must-visit site that will enhance your experience. Don’t forget to stop by Galleria Dell'accademia, a well-known art gallery in the city.

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 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.

Make sure to reserve a table at Ditta Artigianale, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Trattoria Da Burde, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Cap off your dinner by heading to Bar 50 Rosso, ideal for a leisurely evening with a drink in hand. Bitter Bar is another bar that offers an enjoyable setting. Similarly, Archea Brewery is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Florence is home to plenty of attractions that offer fun adventures, scenic views, and photo-friendly spots! Start at Leaning Tower Of Pisa, a wondrous monument that is worthwhile a visit in the city. Nearby, you’ll find Campo Santo, enchanting visitors with its detailed appeal. Continue your exploration at Piazza Del Duomo, Pisa. This public square is one of the city’s most globally renowned spots.

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

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.

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

After your meal, keep the night alive at a bar like Gosh*, known for its lively atmosphere. Antico Caffè Del Moro - Art Bar Firenze is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Quelo Bar offers an excellent atmosphere for those looking to amp up the evening.

Raise your glass to another unforgettable day 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.

Set out on a day brimming with family-friendly attractions, romantic experiences, and breathtaking views. Start at the spectacular Castel Sant'angelo, a culturally significant castle in Florence. Next, go to Trevi Fountain.

After visiting Castel Sant'angelo and Trevi Fountain, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Piazza Di Spagna. This enchanting public square offers a unique experience. Spanish Steps is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Villa Borghese, one of the most standout places to visit in Florence.

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 in Rome. 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.

Savor the flavors at La Bottega Roma, a top pick for dinner tonight. Alternatively, Pasta In Corso beckons with its unique menu offerings. Also, consider Trattoria Vecchia Roma. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

Extend your evening after a delightful meal by visiting La Botticella Of Poggi Giovanni, which offers the perfect atmosphere for a night out. Moreover, Almalu Trastevere is another popular option for a drink or two. Likewise, Bar Viminale Di Pepi Maurilio also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

Wake up to day 10 of your extraordinary road trip in Italy. With 3 nights left in Rome, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Trastevere is a fantastic place you can explore today in Vatican City. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Vatican City-way-of-life and visit all the nearby sights.

Start your day with a visit to St. Peter's Basilica. This globally renowned 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 notable 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 for the day, you’ll return to Rome and your accommodation.

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

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.

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

Day 11 offers a multitude of experiences. You will stay in Rome for 2 nights more, offering you enough time to explore at a relaxed pace.

Rome is home to plenty of attractions that offer family-friendly attractions, breathtaking views, and photo-friendly spots! Start at Colosseum, a wondrous archeological site that is worthwhile a visit in the city. Nearby, you’ll find Roman Forum, enchanting visitors with its culturally significant appeal. Continue your exploration at Capitoline Museums. This museum is one of the city’s most captivating spots.

Enjoy the freedom of exploring Rome at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Altare Della Patria. After exploring the monument, head to the world-famous Pantheon. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Piazza Navona, a place of history-steeped interest in Rome.

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 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.

Treat yourself to a delicious dinner at Hotel de Russie, an excellent option for tonight's dining. Looking for something different? La Taverna Italiana offers a tantalizing alternative with its diverse menu. And don’t miss The Parrot Bar. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

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.

Raise your glass and celebrate another amazing 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.

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most captivating attractions included on the itinerary is Well Of St. Patrick. This instagrammable monument will help you start your sightseeing on top. Then, take a leisurely stroll to Orvieto Cathedral and learn what makes this visually striking church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the curiosity-inducing Orvieto Underground. After exploring the cave system, head to Torre Del Moro Orvieto. This often recommended monument is a highlight in Rome. As your day continues, stop by Pozzo Della Cava, known for its standout features.

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

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.

Keep the evening going at Bar Duomo, a great choice for enjoying the after-dinner hours with a drink.

Relax and recharge in preparation for another adventurous day 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.

Today’s route brings fun adventures, romantic experiences, and scenic views. The first attraction of today is Church Of Saint Mary Of Consolation. This beloved church is an inviting place to see in Orvieto. Continue your discovery at Giardini Oberdan, a stunning park with stories to tell.

As you stroll around Orvieto, take in the distinct atmosphere and learn what makes this town so unique. Maximize your sightseeing with a visit to Piazza Del Popolo. This intriguing public square offers a stunning encounter with Orvieto. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Orvieto.

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.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Perugia. Enjoy a satisfying meal that will recharge you for tonight's adventures.

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.

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