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.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most spectacular attractions included on the itinerary is Cathedral Of Santa Maria Del Fiore. This inviting church will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Della Signoria and learn what makes this visually striking public square unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the wondrous Ponte Vecchio. After exploring the historical landmark, head to Uffizi Gallery. This extraordinary art gallery is a highlight in Florence. As your day continues, stop by Piazzale Michelangelo, known for its romantic features.

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.

Enjoy a lovely meal at Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

Keep the excitement of the evening going by visiting a bar or two. Bar 50 Rosso is an excellent place to start. You could also check out Bitter Bar, offering a different kind of charm. A last recommendation for the day is Archea Brewery. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

Wake up to day 3 of your extraordinary road trip in Italy. With 1 night left in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Piazza Del Duomo, Pisa. This UNESCO world heritage-designated public square is a highlight of any visit in the city. Then, enjoy Pisa Cathedral, another historic attraction that never fails to captivate visitors. Next, head over to Leaning Tower Of Pisa, one of the city’s most globally renowned attractions, known for its UNESCO world heritage-designated features.

If you’re looking for more, spend time soaking in the atmosphere of Guinigi Tower. This symbolic monument is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Piazza Dell'anfiteatro, a well-known public square, and take a stroll around the area.

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

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.

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.

Keep the evening going at Gosh*, a great choice for enjoying the after-dinner hours with a drink. You could also go to Antico Caffè Del Moro - Art Bar Firenze, which offers a similarly pleasant setting and great drinks. Another option is Quelo Bar, which provides an inviting environment for unwinding after a busy day out.

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 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.

Start by visiting Fortezza Medicea (siena), a prime spot to begin your journey. This picture-perfect monument is sure to impress. Next on your list is Piazza Del Campo, another must-visit landmark and impressive public square renowned for its romantic 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 Siena Cathedral. This visually striking church is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Porta San Giovanni, a beloved monument. Nearby, you'll also find Piazza Del Duomo, ready to add charm to your journey.

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.

As dinnertime approaches, it's time to head out for a bite to eat in San Gimignano. If you are looking to dine at a popular restaurant in the village, it's often a good idea to reserve a table in advance.

Celebrate another amazing day of your road trip adventure 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.

Prepare for a day full of family-friendly attractions, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Poggio Amorelli. This up-and-coming winery is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Tumulo Di Montecalvario, one of the village’s best highlights.

Next, check out Rocca Di Castellina In Chianti, one of the most intriguing places to see in San Gimignano. This castle is a favorite among locals and travelers alike.

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

As you explore more of San Gimignano, 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.

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

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 Santa Maria degli Angeli and Perugia. In the evening, you’ll end up in Perugia, where you will stay for 1 night.

A blend of fun adventures, scenic views, and photo-friendly spots await you in San Gimignano on today’s itinerary. First up is the popular church, Basilica Of San Francesco D'assisi. Afterward, continue to Piazza Del Comune, a public square 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 town. Next, make your way to Basilica Di Santa Chiara. This worthwhile church is an essential stop. Following that, head to Rocca Paolina, another must-visit site that will enhance your experience. Don’t forget to stop by Piazza Iv Novembre, an increasingly popular public square in the town.

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.

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.

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.

Following your dinner, dive into the local bar culture at Tommi Bar. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Valentina, the perfect place for those looking to experience the best of the nightlife. Similarly, Caffe Dal Perugino provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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 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.

Bring your curiosity for today’s adventure around Perugia. Some of the village’s most loved attractions await! Well Of St. Patrick is the perfect place to start. This monument is one of the most captivating places to visit in Perugia. Next, head to Orvieto Cathedral, a captivating church, known for its inviting 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 Torre Del Moro Orvieto. This picture-perfect monument is a highly recommended experience. Nearby, you'll also find Basilica Of Santa Cristina, Bolsena. Visit these for an interesting touch 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 Orvieto. Orvieto 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 Orvieto. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Round off your dining experience by visiting Bar Duomo, a prime location for a drink.

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

On day 8 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 2 nights.

Orvieto is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and scenic views! Start at Piazza Di Spagna, a globally renowned public square that is worthwhile a visit in the city. Nearby, you’ll find Trevi Fountain, enchanting visitors with its majestic appeal. Continue your exploration at Piazza Navona. This public square is one of the city’s most iconic spots.

Enjoy the freedom of exploring Orvieto at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Pantheon.

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.

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

Don’t miss out on dining 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.

To truly maximize your evening out, consider visiting La Botticella Of Poggi Giovanni after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Almalu Trastevere, another bar with an inviting ambiance. Similarly, Bar Viminale Di Pepi Maurilio also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Set aside time today to explore Trastevere, a standout neighborhood that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day. You might also want to visit Monti, a neighborhood offering another perspective on the city.

Start your adventure at St. Peter's Basilica. This timeless major basilica is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the UNESCO world heritage-designated wonders of Roman Forum, a must-see archeological site 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 Colosseum. This iconic archeological site 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.

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 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.

Following your dinner, dive into the local bar culture at Sant' Eustachio Caffè. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Yellowsquare Rome, the perfect place for those looking to experience the best of the nightlife. Similarly, Caffè Portofino provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

Dive into day 10 of your remarkable road trip in Italy. Today you will explore Tivoli, 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 Florence. You’ll stay here for 1 night.

Immerse yourself in Rome’s rich culture with today's sightseeing itinerary. Start your journey at Villa D'este. This romantic palace is sure to ignite your curiosity. Next, dive into the UNESCO world heritage-listed features of Fontana Dell'organo, a must-visit monument in the town.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Fontana Dell'ovato (o Di Tivoli), a beloved monument. For a change of scene, check out Villa Gregoriana, known for its eye-catching features.

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.

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

Enjoy a lovely dining experience at Tijuana, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Djària - American Bar, 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 The Florence Irish Pub. It’s yet another ideal choice to enhance your time in Florence tonight.

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