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 will take you to the best attractions Perugia has to offer. Cherish the 2 nights you have left in Perugia by discovering the best things there are to see and do in the city.

Today’s itinerary in Perugia covers several incredible sights, including a monument, a historical landmark, and a museum. Start your adventure at Porta Marzia. This frequently visited monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the symbolic wonders of Rocca Paolina, a must-see historical landmark in the city.

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 National Archaeological Museum Of Umbria. This worthwhile museum offers an enriching experience. These sights offer a fulfilling end to a perfect day.

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.

Keep the excitement of the evening going by visiting a bar or two. Caffè Fortebraccio is an excellent place to start. You could also check out Caffe Del Banco, offering a different kind of charm. A last recommendation for the day is Dempsey's Perugia. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Savor another day of unforgettable experiences 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!

Today’s route brings family-friendly attractions, natural wonders, and scenic views. The first attraction of today is Eremo Delle Carceri. This beloved monastery is a visually striking place to see in Perugia. Continue your discovery at Rocca Maggiore, an enchanting castle with stories to tell.

As you stroll around Perugia, take in the distinct atmosphere and learn what makes this town so unique. Maximize your sightseeing with a visit to Basilica Di Santa Chiara. This curiosity-inducing church offers a historic encounter with Perugia. Next, make your way to Piazza Del Comune to add another highlight to your day. After that, visit Basilica Of San Francesco D'assisi, an interesting church 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 Perugia.

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

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.

Savor the flavors at Perugia Plaza Hotel, a top pick for dinner tonight. Alternatively, Elfo Pub Perugia beckons with its unique menu offerings. Also, consider Sangallo Palace Hotel. With its consistent customer satisfaction, it’s an excellent option for dining in Perugia tonight.

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.

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

On day 4 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.

Perugia is brimming with adventures. Today’s wonderful stops include a palace, a monument, a public square, a church and much more! Begin your sightseeing adventure at the locally appreciated Pubblico Palace and allow yourself time to explore. Just a short distance away you'll find your next stop, Tower Of Mangia, a breathtaking monument that draws visitors from far and near.

Continue your journey to Piazza Del Campo, one of the city’s most widely recognized spots that you shouldn’t miss. Another great site to visit is the locally renowned Siena Cathedral.

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.

Enjoy a lovely meal at Enoteca I Terzi, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante Tar-Tufo is another top choice with a popular menu. You could also check for a table at Antica Trattoria Papei. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Siena tonight.

After enjoying a fulfilling meal, continue your evening at Meet Life Cafè, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Maudit Pub offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Impero Siena provides an excellent environment for a relaxed and enjoyable evening.

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

Set out on a day brimming with fun adventures, romantic experiences, and breathtaking views. Start at the often recommended Castello Di Brolio, a visually striking castle in Siena. Next, go to Tumulo Di Montecalvario.

After visiting Castello Di Brolio and Tumulo Di Montecalvario, have a stroll along Siena's streets and take in the local charm. Continue your sightseeing by heading to Rocca Di Castellina In Chianti. This grand castle offers a unique experience.

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

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

Make sure to reserve a table at Osteria Quattro Venti, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Fischi per Fiaschi, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Osteria da Divo, a hidden gem nestled in Siena. 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 Charlie Mixology Bar Di Aldinucci Riccardo, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Pinacoteca, a bar catering to every mood and preference. San Paolo Pub likewise offers a unique atmosphere, perfect for a memorable night out.

Savor another day of unforgettable experiences in Italy!

Embark on another extraordinary experience on day 6 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.

Get ready for a day filled with family-friendly attractions, romantic experiences, and breathtaking views in the charming city of Siena. Your adventure starts at Pitti Palace, a popular local hot spot. Another notable attraction to explore is Ponte Vecchio. This wondrous historical landmark is known for its enchanting 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 Uffizi Gallery. This historic art gallery offers a fascinating experience that many visitors find memorable. Palazzo Vecchio is also worth visiting, along with Piazza Della Signoria. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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

Treat yourself to a delightful dinner at Ristorante Oliviero 1962, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Di Poneta Novoli? It's another excellent option with a diverse menu. Consider reserving a table at Caffe San Firenze as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

Unwind after your meal by stepping into Manifattura. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Se·sto On Arno Rooftop Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Il Vinile, another top-rated bar in the area.

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

Prepare for a day full of fun adventures, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Piazzale Michelangelo. This famous observation deck is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Basilica Of Santa Croce In Florence, one of the city’s best highlights.

Next, check out Giotto's Bell Tower, one of the most often recommended places to see in Florence. This monument is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Cathedral Of Santa Maria Del Fiore. Wander around and soak in the romantic atmosphere this church offers. Then, head to Galleria Dell'accademia, a top-rated art gallery that adds another dimension to your day. Finally, visit the notable David, the last of our attraction recommendations for today.

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.

Savor the flavors at Ditta Artigianale, a top pick for dinner tonight. Alternatively, Trattoria Da Burde beckons with its unique menu offerings. Also, consider Casa Toscana. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

Keep the evening going at Bar 50 Rosso, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bitter Bar, which offers a similarly pleasant setting and great drinks. Another option is Archea Brewery, which provides an inviting environment for unwinding after a busy day out.

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

Discover a day packed with fun adventures, breathtaking views, and picturesque spots in Florence. Begin your sightseeing with Leaning Tower Of Pisa. This world-famous monument is one of the top attractions in the city. Proceed to Campo Santo, another must-visit attraction.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazza Del Duomo, Pisa. This wondrous public square is a traveler-favorite.

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

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.

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

If you’re not ready to end the night just yet, Gosh* offers a perfect venue to relax and savor a drink. Similarly, Antico Caffè Del Moro - Art Bar Firenze is well-suited for those looking to unwind in a social setting. Quelo Bar is another excellent spot to enjoy a nightcap after a delightful meal.

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

Dive into day 9 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 4 nights.

A blend of fun adventures, romantic experiences, and breathtaking views await you in Florence on today’s itinerary. First up is the famous castle, Castel Sant'angelo. Afterward, continue to Trevi Fountain, a monument 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 Piazza Di Spagna. This wondrous public square is an essential stop. Following that, head to Spanish Steps, another must-visit site that will enhance your experience. Don’t forget to stop by Villa Borghese, an extraordinary park in the city.

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 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.

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.

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.

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

At the top of the list of things to do today is to explore Trastevere, a neighborhood that captures the true essence of Vatican City. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

A blend of fun adventures, romantic experiences, and breathtaking views await you in Rome on today’s itinerary. First up is the iconic major basilica, St. Peter's Basilica. Afterward, continue to Sistine Chapel, a chapel every traveler should visit.

As you explore Rome’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Saint Peter's Square. This popular square is an essential stop. Following that, head to Vatican Museums, another must-visit site that will enhance your experience. Don’t forget to stop by Piazza Del Popolo, an extraordinary public square in the city.

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

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.

Have a fantastic dining experience at RomAntica, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Coso Ristorante offers an enticing alternative with its varied menu. Additionally, DEROMA - Farine Romane is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

Keep the evening going at Sant' Eustachio Caffè, a great choice for enjoying the after-dinner hours with a drink. You could also go to Yellowsquare Rome, which offers a similarly pleasant setting and great drinks. Another option is Caffè Portofino, which provides an inviting environment for unwinding after a busy day out.

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

Today’s well-planned self-sightseeing route offers several fun adventures, scenic views, and photo-friendly spots. Whether you decide to explore Rome on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Colosseum is the first of them. Spend some time admiring this UNESCO world heritage-designated archeological site before continuing your journey. Roman Forum is your next stop. This globally renowned archeological site is one of the best-rated sights in Rome.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Capitoline Museums. This noteworthy museum is a sight to behold. To round off your sightseeing experience, visit Altare Della Patria and Pantheon. If time allows, end your day with Piazza Navona, a majestic public square that offers a memorable conclusion to your exploration.

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.

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.

Extend your evening after a delightful meal by visiting The Apartment Bar Roma, which offers the perfect atmosphere for a night out. Moreover, Hotel Hassler Roma is another popular option for a drink or two.

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

On day 13 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 Orvieto. In the evening, you’ll end up in Orvieto, where you will stay for 1 night.

Today’s well-planned self-sightseeing route offers several fun adventures, scenic views, and photo-friendly spots. Whether you decide to explore Rome on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Well Of St. Patrick is the first of them. Spend some time admiring this historic monument before continuing your journey. Orvieto Cathedral is your next stop. This well-known church is one of the best-rated sights in Rome.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Orvieto Underground. This visually striking cave system is a sight to behold. To round off your sightseeing experience, visit Torre Del Moro Orvieto and Pozzo Della Cava.

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 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.

To truly maximize your evening out, consider visiting Bar Duomo after dinner. This bar is known for offering some of the best drinks and vibes in the city.

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.

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.

Get ready for an exciting day in Orvieto. Today’s sightseeing agenda includes a church, a park, and a public square. Begin your adventure at Church Of Saint Mary Of Consolation. This is a frequently visited church you should not miss. Another must-see is Giardini Oberdan, an intriguing park in Orvieto.

When you’re ready for the next sight, head to Piazza Del Popolo.

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 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.

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

Let the evening flow smoothly from dinner to drinks at Punto Di Vista, a top-rated bar in the area.

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