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

Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Pisa and 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 2 nights.

Brace yourself for today’s incredible lineup of attractions in Pisa, featuring family-friendly attractions, scenic views, and picturesque spots. Start at Leaning Tower Of Pisa, a wondrous monument in the city. Then, head to Piazza Del Duomo, Pisa and soak in the ambiance of this stunning public square.

There are many interesting places to see in Pisa, and when you are ready for more, go to Ponte Vecchio. This is one of the city’s most wondrous history-steeped spots of interest. After exploring the historical landmark, visit the famous Uffizi Gallery. Not far away, you'll also find Piazza Della Signoria. This public square is a romantic highlight in Pisa.

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.

Make sure to reserve a table at Ristorante Oliviero 1962, 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 Di Poneta Novoli, 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 Caffe San 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 enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Il Vinile provides an excellent environment for a relaxed and enjoyable evening.

Raise your glass to another unforgettable day in Italy!

Day 3 offers a multitude of experiences. You will stay in Florence for 1 night more, offering you enough time to explore at a relaxed pace.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at David. Then, enjoy Galleria Dell'accademia, another noteworthy attraction that never fails to captivate visitors. Next, head over to Central Market, one of the city’s most captivating attractions, known for its instagrammable features.

If you’re looking for more, spend time soaking in the atmosphere of Cathedral Of Santa Maria Del Fiore. This grand church is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Basilica Of Santa Croce In Florence, an interesting church, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Piazzale Michelangelo before you head back to your hotel.

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.

To truly maximize your evening out, consider visiting Bar 50 Rosso after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bitter Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Siena and San Gimignano. When you’re not sightseeing, take time to relax at your selected hotel in San Gimignano, where you’ll be staying for 2 nights.

Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await! Palazzo Salimbeni is the perfect place to start. This palace is one of the most curiosity-inducing places to visit in Florence. Next, head to Piazza Del Campo, a famous public square, known for its romantic 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 Siena Cathedral. This enchanting church is a highly recommended experience. Nearby, you'll also find Porta San Giovanni and Parco Della Rocca. Visit these for an interesting touch to your journey. Finish the day with a visit to Piazza Del Duomo, a history-steeped public square in Florence.

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

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

Today’s well-planned self-sightseeing route offers several fun adventures, romantic experiences, and scenic views. 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. Castle Of Verrazzano is the first of them. Spend some time admiring this enchanting castle before continuing your journey. Fattoria Viticcio is your next stop. This locally appreciated winery 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 Villa Calcinaia - Conti Capponi. This romantic winery is a sight to behold.

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

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.

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

Dive into day 6 of your remarkable road trip in Italy. Today you will explore Santa Maria degli Angeli, 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 Santa Maria degli Angeli. You’ll stay here for 1 night.

Start your adventure at Basilica Of San Francesco D'assisi. This well-known church is a place that is appreciated by travelers and locals alike.

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 Portico Of Monte Frumentario. This underrated historical landmark offers an enriching experience. For a change of pace, head to Rocca Maggiore, where you can take in culturally significant features. Conclude your self-guided sightseeing tour with a visit to Basilica Di Santa Chiara and Piazza Del Comune. These sights offer a fulfilling end to a perfect day.

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

As dinnertime approaches, it's time to head out for a bite to eat in Santa Maria degli Angeli. 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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bibenda Assisi Wine Tasting & Gourmet Food, Olive Oil And Chocolate Tastings stands out as an excellent choice for a post-dinner cocktail.

Take some time to reflect on your day and savor another beautiful night 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 1 vibrant destinations - Rome. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 2 nights here for some well-deserved relaxation.

Prepare for a day full of fun adventures, scenic views, and picturesque spots. When you’re ready, kick off your sightseeing adventure at Colosseum. This timeless archeological site is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Roman Forum, one of the city’s best highlights.

Next, check out Pantheon, one of the most timeless places to see in Santa Maria degli Angeli. This monument is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Trevi Fountain. Wander around and soak in the noteworthy atmosphere this monument offers. Then, head to Spanish Steps, a top-rated public square that adds another dimension to your day. Finally, visit the globally renowned Piazza Di Spagna, the last of our attraction recommendations for today.

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 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.

Make sure to reserve a table at La Bottega Roma, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Pasta In Corso, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Trattoria Vecchia Roma, a hidden gem nestled in Rome. 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 La Botticella Of Poggi Giovanni. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Almalu Trastevere offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Viminale Di Pepi Maurilio, another top-rated bar in the area.

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

On day 8 of your road trip in Italy, you’ll start and end your day in Rome, but spend the day exploring what’s beyond the city. Since you will return to Rome for 1 night more, there’s no need to rush. Experience Vatican City and Rome to the fullest today with this curated day itinerary!

At the top of the list of things to do today is to explore Via del Corso, a street 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.

Bring your curiosity for today’s adventure around Rome. Some of the city’s most loved attractions await! Vatican Museums is the perfect place to start. This art museum is one of the most world-famous places to visit in Rome.

Nearby, you'll also find Piazza Del Popolo and Piazza Navona. Visit these for an interesting touch to your journey.

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.

Enjoy a delicious meal at RomAntica, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Coso Ristorante, another top spot with a mouthwatering menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

Let the evening flow smoothly from dinner to drinks at Sant' Eustachio Caffè, a top-rated bar in the area. For other recommendations, Yellowsquare Rome provides a perfect setting for rounding out your night with style and great drinks. Likewise, Caffè Portofino offers a memorable night with diverse drink options and excellent service.

Raise your glass to another unforgettable day in Italy!

On day 9 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 Pisa, where you will stay for 1 night.

Get ready to discover some of the most iconic wonders in Rome, including a monument, a church, a museum, a cave system, a cave and much more! Start your day at Well Of St. Patrick. This respected monument is an interesting place to see in Rome. Then, wander over to Orvieto Cathedral. If enchanting sites excite you, this church will be right up your alley. Nearby, you’ll also find Museo Dell'opera Del Duomo. This heritage-rich museum is a favorite among visitors.

Rome offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Orvieto Underground is a locally appreciated spot in the village that will captivate you with its unique charm. When you’re done at the cave system, don’t forget to check out the culturally significant Torre Del Moro Orvieto. Take a moment to appreciate the fascinating details of this increasingly popular monument. Wrap up your self-guided tour of Rome's top attractions with a visit to 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 Pisa. Pisa 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 Pisa. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Treat yourself to a delicious dinner at Ristorante Capodimonte Pisa, an excellent option for tonight's dining. Looking for something different? La Locanda Dei Pisani Doc Pisa offers a tantalizing alternative with its diverse menu. And don’t miss Baribaldi Pisa. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Pisa.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar Mocambo, a well-loved spot among locals and tourists. Or, head to Tree. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Chupiteria, another top-rated place in the area.

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