13-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling east to Florence, Siena, Santa Maria degli Angeli, Perugia, Rome, and Bologna

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

Pisa is brimming with adventures. Today’s wonderful stops include a monument, a public square, a church, a food market and much more! Begin your sightseeing adventure at the timeless Leaning Tower Of Pisa and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza Del Duomo, Pisa, an UNESCO world heritage-listed public square that draws visitors from far and near.

Continue your journey to Pisa Cathedral, one of the city’s most locally appreciated spots that you shouldn’t miss. Another great site to visit is the notable Central Market. When you're finished at the food market, Cathedral Of Santa Maria Del Fiore awaits your visit. This church is a romantic highlight on today's itinerary.

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.

Enjoy a lovely dining experience at Ristorante Oliviero 1962, 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 Di Poneta Novoli, 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 Caffe San Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.

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.

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

Set out on a day brimming with fun adventures, romantic experiences, and scenic views. Start at the famous Piazzale Michelangelo, a romantic observation deck in Florence. Next, go to Uffizi Gallery.

After visiting Piazzale Michelangelo and Uffizi Gallery, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Piazza Della Signoria. This romantic public square offers a unique experience. Ponte Vecchio is another noteworthy attraction worthwhile a visit.

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 Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.

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.

Continue your evening by exploring the vibrant nightlife scene at Bar 50 Rosso, a prime destination for a thrilling night out. Also, don’t forget to check out Bitter Bar, a bar that offers unique local touches. Likewise, Archea Brewery provides an excellent alternative for a fun evening.

Savor another day of unforgettable experiences in Italy!

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Siena, 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 Siena. You’ll stay here for 2 nights.

Savor the day by visiting some of the best places to see in Florence, including a monument, a church, and a public square. Start your adventure at Fortezza Medicea (siena). This underrated monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Basilica Of San Domenico located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Siena Cathedral. Its history-steeped features will captivate you. After the church, continue your tour of the city with a visit to Piazza Del Campo. Visitors usually appreciate the history-steeped features of this public square. Next up is Porta Romana, a highly recommended monument.

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.

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

Dine in style at Enoteca I Terzi, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante Tar-Tufo boasts a menu that's sure to impress. Also, be sure to check out Antica Trattoria Papei. Known as a local hotspot, it’s a great choice for tonight in Siena.

After savoring a delicious meal, step into the vibrant nightlife at Meet Life Cafè, where the evening is just getting started. In the same way, Maudit Pub offers a unique charm perfect for experiencing the local bar scene in Siena. Bar Impero Siena is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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

Brace yourself for today’s incredible lineup of attractions in Siena, featuring family-friendly attractions, romantic experiences, and breathtaking views. Start at Piazza Del Duomo, an intriguing public square in the village. Then, head to Palazzo Comunale, Pinacoteca, Torre Grossa and soak in the ambiance of this culturally significant museum.

There are many interesting places to see in Siena, and when you are ready for more, go to Sangimignano1300. This is one of the village’s most frequently visited heritage-rich spots of interest. After exploring the museum, visit the often recommended Porta San Giovanni. Not far away, you'll also find Villa Calcinaia - Conti Capponi. This winery is an instagrammable highlight in Siena.

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

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

Treat yourself to a delightful dinner at Osteria Quattro Venti, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Fischi per Fiaschi? It's another excellent option with a diverse menu. Consider reserving a table at Osteria da Divo as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Siena.

Extend your evening after a delightful meal by visiting Charlie Mixology Bar Di Aldinucci Riccardo, which offers the perfect atmosphere for a night out. Moreover, Bar Pinacoteca is another popular option for a drink or two. Likewise, San Paolo Pub also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Head back to your accommodation in Siena and get some rest in preparation for another magical 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. In the evening, you’ll end up in Santa Maria degli Angeli, where you will stay for 1 night.

Prepare for a day full of family-friendly attractions, breathtaking views, and picturesque spots. When you’re ready, kick off your sightseeing adventure at Basilica Of Santa Maria Degli Angeli. This captivating church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Basilica Of San Francesco D'assisi, one of the village’s best highlights.

Next, check out Basilica Di Santa Chiara, one of the most underrated places to see in Siena. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazza Del Comune. Wander around and soak in the romantic atmosphere this public square offers.

At the end of the day, you will drive to Santa Maria degli Angeli, 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 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.

To truly maximize your evening out, consider visiting Bibenda Assisi Wine Tasting & Gourmet Food, Olive Oil And Chocolate Tastings after dinner. This bar is known for offering some of the best drinks and vibes in the city.

Celebrate another amazing day of your road trip adventure 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 - Perugia. 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 a day filled with fun adventures, photo-friendly spots, and history-rich sites in the charming city of Santa Maria degli Angeli. Your adventure starts at Rocca Paolina, a locally appreciated local hot spot. Another notable attraction to explore is Arco Dei Gigli. This often recommended arco is known for its photogenic appeal.

After soaking in the highlights of these sights, take some time to wander Santa Maria degli Angeli's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piazza Iv Novembre. This romantic public square offers a fascinating experience that many visitors find memorable. The Fontana Maggiore is also worth visiting, along with National Gallery. 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 Perugia. Check in and spend some time relaxing before you head out to tour the city.

As you explore more of Perugia, 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 Ristorante Settimo Sigillo, an iconic dining spot in Perugia. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Caffè Baglioni, a popular restaurant in Perugia. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Bar Pellas, a hidden gem nestled in Perugia. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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

Embark on another extraordinary experience on day 8 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Rome. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rome, which will be your home away from home for 3 nights.

Brace yourself for today’s incredible lineup of attractions in Perugia, featuring family-friendly attractions, scenic views, and picturesque spots. Start at Colosseum, a timeless archeological site in the city. Then, head to Roman Forum and soak in the ambiance of this breathtaking archeological site.

There are many interesting places to see in Perugia, and when you are ready for more, go to Trevi Fountain. This is one of the city’s most timeless detailed spots of interest. After exploring the monument, visit the wondrous Piazza Navona. Not far away, you'll also find Pantheon. This monument is a photogenic highlight in Perugia.

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

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.

Savor another day of unforgettable experiences 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 2 nights and discover all the best things to see and do in the area.

Trastevere is a neighborhood that stands out as one of the must-see places in Vatican City. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away. For another highlight, head to Monti, a neighborhood offering its own unique experiences.

St. Peter's Basilica is must-visit major basilica and a great starting point for the day. Next, continue your journey to Piazza Di Spagna, an iconic public square, located just a leisurely stroll away.

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.

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

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.

After your meal, keep the night alive at a bar like Sant' Eustachio Caffè, known for its lively atmosphere. Yellowsquare Rome is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Caffè Portofino offers an excellent atmosphere for those looking to amp up the evening.

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

On day 10 of your road trip, you’ll start and end your day in Rome, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Pompei and Amalfi. You still have 1 night left in Rome.

Start your adventure at Archaeological Park Of Pompeii. This well-known archeological site is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the breathtaking wonders of Teatro Grande, a must-see archeological site in the town.

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 Amalfi Coast. This famous coast offers an enriching experience. These sights offer a fulfilling end to a perfect day.

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 Hotel de Russie, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La Taverna Italiana offers an enticing alternative with its varied menu. Additionally, The Parrot Bar is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

Let the evening flow smoothly from dinner to drinks at The Apartment Bar Roma, a top-rated bar in the area. For other recommendations, Hotel Hassler Roma provides a perfect setting for rounding out your night with style and great drinks.

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

On day 11 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Bologna. When you’re not sightseeing, take time to relax at your selected hotel in Bologna, where you’ll be staying for 1 night.

Today, you'll explore some of the most beautiful places in Rome, including a public square, a monument, and a church. Start your day with a visit to Piazza Santo Stefano. This often recommended public square is a must-visit in the city. When you’re ready for your next discovery, continue to Two Towers, which may be one of the most picture-perfect places you will experience today.

One of the best things about exploring Rome on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Bologna Cathedral, a beloved church in the city. If you’re up for more discoveries, don’t forget to reserve some time for Fountain Of Neptune, Bologna and Piazza Maggiore.

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

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

Treat yourself to a delightful dinner at Ristorante Ciacco, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante Ballarini? It's another excellent option with a diverse menu. Consider reserving a table at Sfoglia Rina as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Bologna.

Let the evening flow smoothly from dinner to drinks at Bar Al Bricco D'oro, a top-rated bar in the area. For other recommendations, Bar Freud E Squisito provides a perfect setting for rounding out your night with style and great drinks. Likewise, Osteria Del Sole offers a memorable night with diverse drink options and excellent service.

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

Dive into day 12 of your remarkable road trip in Italy. Today you will explore Lucca, 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.

A blend of fun adventures, romantic experiences, and scenic views await you in Bologna on today’s itinerary. First up is the often recommended historical landmark, Mura Di Lucca. Afterward, continue to Piazza Napoleone, a public square every traveler should visit.

As you explore Bologna’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to St Martin Cathedral. This increasingly popular church is an essential stop. Following that, head to Guinigi Tower, another must-visit site that will enhance your experience. Don’t forget to stop by Piazza Dell'anfiteatro, a notable public square in the city.

When you’re done exploring for the day, you’ll drive to your hotel in Pisa. 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 Pisa. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Have a fantastic dining experience at Ristorante Capodimonte Pisa, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La Locanda Dei Pisani Doc Pisa offers an enticing alternative with its varied menu. Additionally, Baribaldi Pisa is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Pisa.

Following your dinner, dive into the local bar culture at Bar Mocambo. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Tree, the perfect place for those looking to experience the best of the nightlife. Similarly, Chupiteria 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.