Two-Week Italy Self-Drive Road Trip With Itinerary from Bologna to Florence, Siena, Pisa, La Spezia, Lucca, Rome, and Santa Maria degli Angeli

Day 2 of your road trip across Italy promises a magnificent time exploring Bologna. You have 1 night left in Bologna. Take the opportunity to experience more of the best attractions and activities in the city.

Get ready to discover some of the most iconic wonders in Bologna, including a church, a library, and a public square. Start your day at Bologna Cathedral. This picture-perfect church is an underrated place to see in Bologna. Then, wander over to Biblioteca Salaborsa. If eye-catching sites excite you, this library will be right up your alley. Nearby, you’ll also find Piazza Maggiore. This romantic public square is a favorite among visitors.

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.

Experience shopping bliss at Bologna as you explore Galleria Cavour. Take a leisurely stroll through unique and high-end shops, where local treasures are waiting to be found. Beyond shopping, Galleria Cavour offers more options, including unique attractions, key services, and vibrant events.

As you explore more of Bologna, 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.

Treat yourself to a delicious dinner at Bononia Cafè, an excellent option for tonight's dining. Looking for something different? Via Con Me offers a tantalizing alternative with its diverse menu. And don’t miss Trattoria Pizzeria La Mela. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Bologna.

Let the evening flow smoothly from dinner to drinks at Lime Bar, a top-rated bar in the area. For other recommendations, Macondo - Cocktail Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Onda Marina By Night offers a memorable night with diverse drink options and excellent service.

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.

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Florence. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 2 nights.

Savor the day by visiting some of the best places to see in Bologna, including a historical landmark, a museum, an art gallery, a palace, a public square and much more! Start your adventure at Ponte Vecchio. This timeless historical landmark is a must-visit for travelers looking for a unique holiday experience. Make your way to Bargello National Museum located in Bologna for another exciting encounter.

Next, immerse yourself in the setting of Uffizi Gallery. Its romantic features will captivate you. After the art gallery, continue your tour of the city with a visit to Palazzo Vecchio. Visitors usually appreciate the enchanting features of this palace. Next up is Piazza Della Signoria, a highly recommended public square.

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.

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

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 savoring a delicious meal, step into the vibrant nightlife at Manifattura, where the evening is just getting started. In the same way, Se·sto On Arno Rooftop Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Il Vinile is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

On day 4 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 1 night and discover all the best things to see and do in the area.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, photo-friendly spots, and historic treasures. Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. David is the first of them. Galleria Dell'accademia is your next stop. This popular art gallery is one of the best-rated sights in Florence.

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 Cathedral Of Santa Maria Del Fiore. This history-steeped church is a sight to behold. To round off your sightseeing experience, visit Basilica Of Santa Croce In Florence.

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.

Treat yourself to a wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

Keep the evening going at Bar 50 Rosso, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bitter Bar, which offers a similarly pleasant setting and great drinks. Another option is Archea Brewery, which provides an inviting environment for unwinding after a busy day out.

Savor another day of unforgettable experiences in Italy!

Dive into day 5 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.

Florence is home to plenty of attractions that offer family-friendly attractions, breathtaking views, and picturesque spots! Start at Basilica Of San Domenico, a frequently visited church that is worthwhile a visit in the city. Nearby, you’ll find Siena Cathedral, enchanting visitors with its visually striking appeal. Continue your exploration at Pubblico Palace. This palace is one of the city’s most locally appreciated spots.

Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Piazza Del Campo. After exploring the public square, head to the intriguing Tower Of Mangia.

At the end of the day, you will drive to Siena, 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 Siena. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

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.

Continue your evening by exploring the vibrant nightlife scene at Meet Life Cafè, a prime destination for a thrilling night out. Also, don’t forget to check out Maudit Pub, a bar that offers unique local touches. Likewise, Bar Impero Siena provides an excellent alternative for a fun evening.

Savor another day of unforgettable experiences in Italy!

On day 6 of your road trip in Italy, you’ll start and end your day in Siena, but spend the day exploring what’s beyond the city. Since you will return to Siena for 1 night more, there’s no need to rush. Experience San Gimignano to the fullest today with this curated day itinerary!

Today’s agenda in Siena includes a museum and a public square. Sangimignano1300 is must-visit museum and a great starting point for the day. Next, continue your journey to Palazzo Comunale, Pinacoteca, Torre Grossa, an intriguing museum, located just a leisurely stroll away. Next, head to Piazza Del Duomo, a romantic public square, also available for your discovery today.

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 delicious dinner at Osteria Quattro Venti, an excellent option for tonight's dining. Looking for something different? Fischi per Fiaschi offers a tantalizing alternative with its diverse menu. And don’t miss Osteria da Divo. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.

After enjoying a fulfilling meal, continue your evening at Charlie Mixology Bar Di Aldinucci Riccardo, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Pinacoteca offers a welcoming atmosphere for easing into the nightlife. Similarly, San Paolo Pub provides an excellent environment for a relaxed and enjoyable evening.

Raise your glass to another unforgettable day in Italy!

Embark on another extraordinary experience on day 7 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Pisa. At the end of the day, you will enjoy the comforts of a top-rated hotel in Pisa, which will be your home away from home for 1 night.

Get ready for a day filled with fun adventures, breathtaking views, and photo-friendly spots in the charming city of Siena. Your adventure starts at Campo Santo, an underrated local hot spot. Another notable attraction to explore is Piazza Del Duomo, Pisa. This iconic public square is known for its UNESCO world heritage-designated appeal.

After soaking in the highlights of these sights, take some time to wander Siena's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Pisa Cathedral. This picture-perfect church offers a fascinating experience that many visitors find memorable. Angelo Caduto is also worth visiting, along with Leaning Tower Of Pisa. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Knights' Square. This worthwhile public square provides a fitting finale to your sightseeing.

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.

Enjoy a lovely meal at Anima di Grano Pizzeria Napoletana Pisa Italy, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, il Mercante is another top choice with a popular menu. You could also check for a table at La Ghiotteria. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Pisa tonight.

Let the evening flow smoothly from dinner to drinks at Jeffer Cocktails & Friends, a top-rated bar in the area. For other recommendations, Le Parisien Wine Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Las Volta Cocktailbar offers a memorable night with diverse drink options and excellent service.

Raise your glass to another unforgettable day in Italy!

Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Riomaggiore. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in La Spezia. You will spend 2 nights here for some well-deserved relaxation.

Start by visiting Nostra Signora Di Montenero, a prime spot to begin your journey. This visually striking church is sure to impress.

While exploring and sightseeing, take time to savor the culture of Pisa by sampling some local delicacies. When you’re ready for more sightseeing, head to Castle Of Riomaggiore. This romantic castle is an essential place to visit for anyone looking for the full Pisa experience.

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

As you explore more of La Spezia, 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 The Colombaio Park, a highly-rated dining destination in La Spezia.

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

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

Get ready for a day filled with family-friendly attractions, romantic experiences, and natural wonders in the charming village of La Spezia. Your adventure starts at Sentiero Azzurro, an underrated local hot spot. Another notable attraction to explore is Presepe Di Manarola. This curiosity-inducing art installation is known for its awe-inspiring appeal.

After soaking in the highlights of these sights, take some time to wander La Spezia's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Manarola Overlook Viewpoint. This eye-catching observation deck offers a fascinating experience that many visitors find memorable.

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

As you explore more of La Spezia, 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 La Spezia and look forward to another great day of your road trip in Italy!

On day 10 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 Lucca. In the evening, you’ll end up in Lucca, where you will stay for 1 night.

Set out on a day brimming with fun adventures, romantic experiences, and scenic views. Start at the up-and-coming Mura Di Lucca, a history-steeped historical landmark in La Spezia. Next, go to St Martin Cathedral.

After visiting Mura Di Lucca and St Martin Cathedral, have a stroll along La Spezia's streets and take in the local charm. Continue your sightseeing by heading to Guinigi Tower. This romantic monument offers a unique experience. Piazza Dell'anfiteatro is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Clock Tower, one of the most historic places to visit in La Spezia.

At the end of the day, you will drive to Lucca, 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 Lucca. 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 Gli Orti di Via Elisa, an iconic dining spot in Lucca. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Bar Caffè Ristretto, a popular restaurant in Lucca. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Schiaffino, a hidden gem nestled in Lucca. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Explore the vibrant nightlife at Lebowski - Cocktail Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Blend for a great selection of flavorful drinks and a charming setting. Furthermore, Franklin'33 is perfect for those looking to extend their night with a touch of local flavor.

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

On day 11 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.

Prepare for a day full of fun adventures, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Castel Sant'angelo. This top-rated castle is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Di Spagna, one of the city’s best highlights.

Next, check out Trevi Fountain, one of the most timeless places to see in Lucca. This monument 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 photogenic atmosphere this monument offers. Then, head to Piazza Navona, a top-rated public square that adds another dimension to your day.

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.

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

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.

Following your dinner, dive into the local bar culture at La Botticella Of Poggi Giovanni. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Almalu Trastevere, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Viminale Di Pepi Maurilio provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

Day 12 offers a multitude of experiences. You will stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

A visit to Trastevere in Vatican City is a must on the agenda today. This neighborhood is full of hidden gems and character, perfect for a leisurely stroll. Plus, you’ll be close to some of the city’s most famous sights. Don’t forget to check out Monti as well, a neighborhood that adds another layer to your exploration.

Immerse yourself in Rome’s rich culture with today's sightseeing itinerary. Start your journey at St. Peter's Basilica. Next, dive into the culturally significant features of Roman Forum, a must-visit archeological site in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Colosseum, a wondrous archeological site.

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.

Extend your evening after a delightful meal by visiting Sant' Eustachio Caffè, which offers the perfect atmosphere for a night out. Moreover, Yellowsquare Rome is another popular option for a drink or two. Likewise, Caffè Portofino 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!

Dive into day 13 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.

Immerse yourself in Rome’s rich culture with today's sightseeing itinerary. Start your journey at Basilica Of Santa Maria Degli Angeli. This picture-perfect church is sure to ignite your curiosity. Next, dive into the stunning features of Basilica Of San Francesco D'assisi, a must-visit church in the village.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Rocca Maggiore, a worthwhile castle. For a change of scene, check out Piazza Del Comune, known for its UNESCO world heritage-listed features.

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.

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

Keep the excitement of the evening going by visiting a bar or two. Bibenda Assisi Wine Tasting & Gourmet Food, Olive Oil And Chocolate Tastings is an excellent place to start.

Say good night to Santa Maria degli Angeli and look forward to another great day of your road trip in Italy!

Embark on another extraordinary experience on day 14 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Perugia. At the end of the day, you will enjoy the comforts of a top-rated hotel in Bologna, which will be your home away from home for 1 night.

Bring your curiosity for today’s adventure around Santa Maria degli Angeli. Some of the city’s most loved attractions await! National Archaeological Museum Of Umbria is the perfect place to start. This museum is one of the most frequently visited places to visit in Santa Maria degli Angeli. Next, head to Rocca Paolina, a locally appreciated historical landmark, known for its photogenic 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 Piazza Iv Novembre. This respected public square is a highly recommended experience. Nearby, you'll also find The Fontana Maggiore and Perugia Sotterranea Accesso. Visit these for an interesting touch to your journey. Finish the day with a visit to Perugia Cathedral, a culturally significant church in Santa Maria degli Angeli.

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.

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

Have a fantastic dining experience at Va Mo Là, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria dal Biassanot offers an enticing alternative with its varied menu. Additionally, Ristorante Enoteca da Lucia is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Bologna.

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

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