10-Day Italy Self-Drive Road Trip With Itinerary from Pisa to Florence, San Gimignano, Santa Maria degli Angeli, and Rome

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

Today’s route brings fun adventures, breathtaking views, and picturesque spots. The first attraction of today is Leaning Tower Of Pisa. This timeless monument is a historic place to see in Pisa. Continue your discovery at Piazza Del Duomo, Pisa, a stunning public square with stories to tell.

As you stroll around Pisa, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Ponte Vecchio. This timeless historical landmark offers a visually striking encounter with Pisa. Next, make your way to Uffizi Gallery to add another highlight to your day. After that, visit Piazza Della Signoria, a spectacular public square 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 Pisa.

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.

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.

Treat yourself to a wonderful meal at Ristorante Oliviero 1962, a top-rated dining spot in Florence. If you're in the mood for something new, try Di Poneta Novoli, another premier location with a delectable menu. You might also want to book a table at Caffe San Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

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.

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

Day 3 of your road trip will take you to the best attractions Florence has to offer. Cherish the 1 night you have left in Florence by discovering the best things there are to see and do in the city.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to David. This popular statue provides an insightful glimpse into the city's identity. Next, discover Galleria Dell'accademia, a detailed art gallery, promising a delightful encounter.

Continue your sightseeing with a visit to Central Market, an interesting food market. When you’re done, don’t forget to make a stop at the famous Cathedral Of Santa Maria Del Fiore. Not far away from the church, you will find the enchanting Piazzale Michelangelo, perfect for a quick visit. Round off your day at Basilica Of Santa Croce In Florence, another gem in Florence with heritage-rich features to discover.

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.

Enjoy a delicious meal at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar 50 Rosso stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bitter Bar offers an ideal atmosphere to enjoy the pleasures of the night. Archea Brewery is also a great option that provides a perfect setting for a relaxing evening.

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 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 and San Gimignano. In the evening, you’ll end up in San Gimignano, where you will stay for 2 nights.

Get ready to discover some of the most iconic wonders in Florence, including a palace, a public square, a church, a monument, a park and much more! Start your day at Palazzo Salimbeni. This respected palace is an underrated place to see in Florence. Then, wander over to Piazza Del Campo. If romantic sites excite you, this public square will be right up your alley. Nearby, you’ll also find Siena Cathedral. This symbolic church is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Porta San Giovanni is a frequently visited spot in the city that will captivate you with its unique charm. When you’re done at the monument, don’t forget to check out the history-steeped Parco Della Rocca. Take a moment to appreciate the fascinating details of this increasingly popular park. Wrap up your self-guided tour of Florence's top attractions with a visit to Piazza Del Duomo.

At the end of the day, you will drive to San Gimignano, 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 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.

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.

Wake up to day 5 of your extraordinary road trip in Italy. With 1 night left in San Gimignano, we encourage you to seize the day and discover the unexplored beauty of the village’s surroundings!

Brace yourself for today’s incredible lineup of attractions in San Gimignano, featuring family-friendly attractions, romantic experiences, and breathtaking views. Start at Castle Of Verrazzano, a curiosity-inducing castle in the town. Then, head to Fattoria Viticcio and soak in the ambiance of this romantic winery.

There are many interesting places to see in San Gimignano, and when you are ready for more, go to Villa Calcinaia - Conti Capponi. This is one of the town’s most underrated respected spots of interest.

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

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

Relax and recharge in preparation for another adventurous day 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 Santa Maria degli Angeli. At the end of the day, you will enjoy the comforts of a top-rated hotel in Santa Maria degli Angeli, which will be your home away from home for 1 night.

Immerse yourself in San Gimignano’s rich culture with today's sightseeing itinerary. Start your journey at Basilica Of San Francesco D'assisi. This picture-perfect church is sure to ignite your curiosity.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Portico Of Monte Frumentario, a frequently visited historical landmark. For a change of scene, check out Rocca Maggiore, known for its romantic features. We also recommend visiting Basilica Di Santa Chiara. This church is a must for anyone looking to experience the town to the fullest. Lastly, end your day with a visit to Piazza Del Comune, yet another intriguing attraction in San Gimignano.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Santa Maria degli Angeli. Santa Maria degli Angeli 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 Santa Maria degli Angeli. Enjoy a satisfying meal that will recharge you for tonight's adventures.

If you’re not ready to end the night just yet, Bibenda Assisi Wine Tasting & Gourmet Food, Olive Oil And Chocolate Tastings offers a perfect venue to relax and savor a drink.

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

On day 7 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.

Today's adventure in Santa Maria degli Angeli promises more breathtaking discoveries and enriching experiences! Begin at Colosseum. This UNESCO world heritage-listed archeological site is a highlight of any visit in the city. Then, enjoy Roman Forum, another historic attraction that never fails to captivate visitors. Next, head over to Pantheon, one of the city’s most iconic attractions, known for its instagrammable features.

If you’re looking for more, spend time soaking in the atmosphere of Trevi Fountain. This grand monument is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Spanish Steps, an impressive public square, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Piazza Di Spagna before you head back to your hotel.

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.

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 your meal, keep the night alive at a bar like La Botticella Of Poggi Giovanni, known for its lively atmosphere. Almalu Trastevere is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Viminale Di Pepi Maurilio offers an excellent atmosphere for those looking to amp up the evening.

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

One of the most iconic places you can visit today in Vatican City is Via del Corso. Allow yourself some time to explore this street and discover its unique quirks. You'll also find many of the best sightseeing spots nearby.

Get ready for a day filled with fun adventures, romantic experiences, and breathtaking views in the charming city of Rome. Your adventure starts at Vatican Museums, an iconic local hot spot. Another notable attraction to explore is St. Peter's Basilica.

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 Sistine Chapel. Piazza Del Popolo is also worth visiting, along with Piazza Navona. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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.

Continue the enjoyment post-dinner at Sant' Eustachio Caffè, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Yellowsquare Rome offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Caffè Portofino. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

Dive into day 9 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 Pisa. You’ll stay here for 1 night.

Rome is home to plenty of attractions that offer fun adventures, scenic views, and picturesque spots! Start at Well Of St. Patrick, a notable monument that is worthwhile a visit in the village. Nearby, you’ll find Orvieto Cathedral, enchanting visitors with its history-steeped appeal. Continue your exploration at Museo Dell'opera Del Duomo. This museum is one of the village’s most up-and-coming 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 Orvieto Underground. After exploring the cave system, head to the worthwhile Torre Del Moro Orvieto. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Pozzo Della Cava, a place of eye-catching interest in Rome.

At the end of the day, you will drive to Pisa, 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 Pisa's best restaurants.

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

Unwind after your meal by stepping into Bar Mocambo. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Tree offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Chupiteria, another top-rated bar in the area.

Savor another day of unforgettable experiences in Italy!