11-Day Italy Self-Drive Road Trip With Itinerary from Florence traveling south to San Gimignano, Perugia, Orvieto, and Rome

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

Start by visiting Cathedral Of Santa Maria Del Fiore, a prime spot to begin your journey. This visually striking church is sure to impress. Next on your list is Piazza Della Signoria, another must-visit landmark and widely recognized public square renowned for its enchanting features.

While exploring and sightseeing, take time to savor the culture of Florence by sampling some local delicacies. When you’re ready for more sightseeing, head to Ponte Vecchio. This grand historical landmark is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Uffizi Gallery, an astonishing art gallery. Nearby, you'll also find Piazzale Michelangelo, ready to add charm 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.

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.

After your meal, keep the night alive at a bar like Bar 50 Rosso, known for its lively atmosphere. Bitter Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Archea Brewery offers an excellent atmosphere for those looking to amp up the evening.

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

On day 3 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you will return to Florence for 1 night more, there’s no need to rush. Experience Pisa and Lucca to the fullest today with this curated day itinerary!

Savor the day by visiting some of the best places to see in Florence, including a public square, a church, and a monument. Start your adventure at Piazza Del Duomo, Pisa. This world-famous public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Pisa Cathedral located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Leaning Tower Of Pisa. Its breathtaking features will captivate you. After the monument, continue your tour of the city with a visit to Guinigi Tower. Visitors usually appreciate the majestic features of this monument. Next up is Piazza Dell'anfiteatro, a highly recommended public square.

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

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

Dine in style at Ristorante Buca Mario, a top recommendation for dinner tonight. Or, for a change of pace, Agricola Toscana boasts a menu that's sure to impress. Also, be sure to check out Eataly Firenze. Known as a local hotspot, it’s a great choice for tonight in Florence.

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.

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

Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Siena and San Gimignano. At the end of the day, you will enjoy the comforts of a top-rated hotel in San Gimignano, which will be your home away from home for 2 nights.

Get ready for a day filled with fun adventures, scenic views, and picturesque spots in the charming city of Florence. Your adventure starts at Fortezza Medicea (siena), an intriguing local hot spot. Another notable attraction to explore is Piazza Del Campo. This extraordinary public square is known for its breathtaking appeal.

After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Siena Cathedral. This history-steeped church offers a fascinating experience that many visitors find memorable. Porta San Giovanni is also worth visiting, along with Piazza Del Duomo. 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 San Gimignano. Check in and spend some time relaxing before you head out to tour the village.

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

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

On day 5 of your road trip, you’ll start and end your day in San Gimignano, but spend part of the day exploring places of interest outside the immediate village. On today's itinerary, you'll find attractions in Castellina in Chianti. You still have 1 night left in San Gimignano.

A blend of family-friendly attractions, romantic experiences, and scenic views await you in San Gimignano on today’s itinerary. First up is the locally appreciated winery, Poggio Amorelli. Afterward, continue to Tumulo Di Montecalvario, an archeological site every traveler should visit.

As you explore San Gimignano’s charming streets, take in the lively atmosphere and get to know the character of the village. Next, make your way to Rocca Di Castellina In Chianti. This locally appreciated castle is an essential stop.

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

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

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

Dive into day 6 of your remarkable road trip in Italy. Today you will explore Santa Maria degli Angeli and Perugia, 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 Perugia. You’ll stay here 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 San Gimignano on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Basilica Of San Francesco D'assisi is the first of them. Spend some time admiring this UNESCO world heritage-designated church before continuing your journey. Piazza Del Comune is your next stop. This intriguing public square is one of the best-rated sights in San Gimignano.

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 Basilica Di Santa Chiara. This breathtaking church is a sight to behold. To round off your sightseeing experience, visit Rocca Paolina and Piazza Iv Novembre.

At the end of the day, you will drive to Perugia, 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 Perugia's most popular restaurants, and connect with friendly locals for an authentic adventure.

Treat yourself to a wonderful meal at Ristorante Settimo Sigillo, a top-rated dining spot in Perugia. If you're in the mood for something new, try Caffè Baglioni, another premier location with a delectable menu. You might also want to book a table at Bar Pellas. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Perugia.

After savoring a delicious meal, step into the vibrant nightlife at Tommi Bar, where the evening is just getting started. In the same way, Valentina offers a unique charm perfect for experiencing the local bar scene in Perugia. Caffe Dal Perugino is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

Experience an unparalleled adventure on day 7 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Orvieto and Bolsena. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Orvieto. You will spend 1 night here for some well-deserved relaxation.

Today’s itinerary in Perugia covers several incredible sights, including a monument and a church. Start your adventure at Well Of St. Patrick. This popular monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the visually striking wonders of Orvieto Cathedral, a must-see church in the village.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Torre Del Moro Orvieto. This increasingly popular monument offers an enriching experience. For a change of pace, head to Basilica Of Santa Cristina, Bolsena, where you can take in majestic features. These sights offer a fulfilling end to a perfect day.

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

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.

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

On day 8 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 2 nights.

Prepare for a day full of fun adventures, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Piazza Di Spagna. This world-famous public square is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Trevi Fountain, one of the city’s best highlights.

Next, check out Piazza Navona, one of the most iconic places to see in Orvieto. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Pantheon. Wander around and soak in the heritage-rich atmosphere this monument offers.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Treat yourself to a delicious dinner at La Bottega Roma, an excellent option for tonight's dining. Looking for something different? Pasta In Corso offers a tantalizing alternative with its diverse menu. And don’t miss Trattoria Vecchia Roma. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

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.

Raise your glass to another unforgettable day in Italy!

On day 9 of your road trip, you will have an entire day to explore Vatican City. You’ll stay in Rome for 1 night and discover all the best things to see and do in the area.

A top thing to do today is to explore Trastevere, a must-see neighborhood in Vatican City. It's the perfect starting point for touring the top attractions in the area. You can also visit Monti, an ideal neighborhood for continued sightseeing.

Get ready for a day filled with family-friendly attractions, scenic views, and picturesque spots in the charming city of Rome. Your adventure starts at St. Peter's Basilica, a world-famous local hot spot. Another notable attraction to explore is Roman Forum.

After soaking in the highlights of these sights, take some time to wander Rome's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Colosseum. This breathtaking archeological site 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 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 RomAntica, a highly-rated dining destination in Rome. If you're eager to try something different, consider Coso Ristorante, another top spot with a tantalizing menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.

Explore the vibrant nightlife at Sant' Eustachio Caffè after your meal, a hub for lively evenings and memorable moments. Or, head to Yellowsquare Rome for a great selection of flavorful drinks and a charming setting. Furthermore, Caffè Portofino is perfect for those looking to extend their night with a touch of local flavor.

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

On day 10 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Tivoli. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 1 night.

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most well-known attractions included on the itinerary is Villa D'este. This romantic palace will help you start your sightseeing on top. Then, take a leisurely stroll to Fontana Dell'organo and learn what makes this culturally significant monument unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the underrated Fontana Dell'ovato (o Di Tivoli). After exploring the monument, head to Villa Gregoriana. This curiosity-inducing park is a highlight in Rome.

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

As 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.

Enjoy a delicious meal at Tijuana, a highly-rated dining destination in Florence. If you're eager to try something different, consider Djària - American Bar, another top spot with a tantalizing menu. You might also want to secure a reservation at The Florence Irish Pub. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

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