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

On day 2 of your road trip, you will have an entire day to explore Bologna. You’ll stay in Bologna for 1 night and discover all the best things to see and do in the area.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Bologna allows for both. Start by heading to Bologna Cathedral. This worthwhile church provides an insightful glimpse into the city's identity. Next, discover Biblioteca Salaborsa, a heritage-rich library, promising a delightful encounter.

Continue your sightseeing with a visit to Piazza Maggiore, a famous public square.

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.

Bring home unique finds from Bologna's bustling shopping hub, Quadrilatero. Enjoy a leisurely exploration of unique boutiques and stores where locals shop. Don’t forget to browse souvenirs and local specialties that make perfect gifts for your loved ones. Beyond shopping, Quadrilatero offers plenty of options, including primary services, unique landmarks, and community 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 wonderful meal at Bononia Cafè, a top-rated dining spot in Bologna. If you're in the mood for something new, try Via Con Me, another premier location with a delectable menu. You might also want to book a table at Trattoria Pizzeria La Mela. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Bologna.

Cap off your dinner by heading to Lime Bar, ideal for a leisurely evening with a drink in hand. Macondo - Cocktail Bar is another bar that offers an enjoyable setting. Similarly, Bar Onda Marina By Night is also a popular place to go on a night out, perfect for relaxing and socializing.

Say good night to Bologna and look forward to another great day of your road trip 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.

Start by visiting Ponte Vecchio, a prime spot to begin your journey. This enchanting historical landmark is sure to impress. Next on your list is Bargello National Museum, another must-visit landmark and frequently visited museum renowned for its heritage-rich features.

While exploring and sightseeing, take time to savor the culture of Bologna by sampling some local delicacies. When you’re ready for more sightseeing, head to Uffizi Gallery. This eye-catching art gallery is an essential place to visit for anyone looking for the full Bologna experience. We also recommend visiting Palazzo Vecchio, a locally renowned palace. Nearby, you'll also find Piazza Della Signoria, ready to add charm to your journey.

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 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.

Treat yourself to a delightful dinner at Ristorante Oliviero 1962, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Di Poneta Novoli? It's another excellent option with a diverse menu. Consider reserving a table at Caffe San Firenze as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

Let the evening flow smoothly from dinner to drinks at Manifattura, a top-rated bar in the area. For other recommendations, Se·sto On Arno Rooftop Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Il Vinile offers a memorable night with diverse drink options and excellent service.

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

Day 4 of your road trip across Italy promises a magnificent time exploring Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Discover a day packed with family-friendly attractions, photo-friendly spots, and history-rich sites in Florence. Begin your sightseeing with David. This locally renowned statue is one of the top attractions in the city. Proceed to Galleria Dell'accademia, another must-visit attraction.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Cathedral Of Santa Maria Del Fiore. This astonishing church is a traveler-favorite. Not far away, you’ll find Basilica Of Santa Croce In Florence, another key site on your sightseeing itinerary.

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.

Don’t miss out on dining 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.

Extend your evening after a delightful meal by visiting Bar 50 Rosso, which offers the perfect atmosphere for a night out. Moreover, Bitter Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Celebrate another amazing day of your road trip adventure 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 brimming with adventures. Today’s wonderful stops include a church, a palace, a public square, a monument and much more! Begin your sightseeing adventure at the intriguing Basilica Of San Domenico and allow yourself time to explore. Just a short distance away you'll find your next stop, Siena Cathedral, a romantic church that draws visitors from far and near.

Continue your journey to Pubblico Palace, one of the city’s most beloved spots that you shouldn’t miss. Another great site to visit is the widely recognized Piazza Del Campo. When you're finished at the public square, Tower Of Mangia awaits your visit. This monument is a historic highlight on today's itinerary.

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.

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 Enoteca I Terzi, an excellent option for tonight's dining. Looking for something different? Ristorante Tar-Tufo offers a tantalizing alternative with its diverse menu. And don’t miss Antica Trattoria Papei. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Meet Life Cafè, known for its inviting atmosphere. Maudit Pub is another great option if you’re looking for a place to get the night started. Similarly, Bar Impero Siena provides a great setting to enjoy the night away.

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, you’ll start and end your day in Siena, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in San Gimignano. You still have 1 night left in Siena.

Today’s route brings fun adventures, photo-friendly spots, and history-rich sites. The first attraction of today is Sangimignano1300. This beloved museum is a history-steeped place to see in Siena. Continue your discovery at Palazzo Comunale, Pinacoteca, Torre Grossa, an UNESCO world heritage-designated museum with stories to tell.

As you stroll around Siena, take in the distinct atmosphere and learn what makes this village so unique. Maximize your sightseeing with a visit to Piazza Del Duomo. This frequently visited public square offers an enchanting encounter with Siena. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Siena.

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

As you explore more of Siena, 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.

Savor the flavors at Osteria Quattro Venti, a top pick for dinner tonight. Alternatively, Fischi per Fiaschi beckons with its unique menu offerings. Also, consider Osteria da Divo. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.

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

Relax and recharge in preparation for another adventurous day 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 - Pisa. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Pisa. You will spend 1 night here for some well-deserved relaxation.

Start your day with a visit to Campo Santo. This curiosity-inducing cemetery is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Del Duomo, Pisa, which may be one of the most UNESCO world heritage-listed places you will experience today.

One of the best things about exploring Siena 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 Pisa Cathedral, an intriguing church in the city. If you’re up for more discoveries, don’t forget to reserve some time for Angelo Caduto and Leaning Tower Of Pisa. End your day with a visit to Knights' Square, an increasingly popular public square that’s sure to leave a lasting impression.

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 delicious meal at Anima di Grano Pizzeria Napoletana Pisa Italy, a highly-rated dining destination in Pisa. If you're eager to try something different, consider il Mercante, another top spot with a tantalizing menu. You might also want to secure a reservation at La Ghiotteria. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Pisa this evening.

Round off your dining experience by visiting Jeffer Cocktails & Friends, a prime location for a drink. Alternatively, explore the distinctive characteristics of Le Parisien Wine Bar, a bar catering to every mood and preference. Las Volta Cocktailbar likewise offers a unique atmosphere, perfect for a memorable night out.

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

On day 8 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 Riomaggiore. In the evening, you’ll end up in La Spezia, where you will stay for 2 nights.

Discover a day packed with fun adventures, romantic experiences, and scenic views in Pisa. Begin your sightseeing with Nostra Signora Di Montenero. This locally appreciated church is one of the top attractions in the village. Proceed to Riomaggiore, another must-visit attraction.

As you wander through the inviting streets of Pisa, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Castle Of Riomaggiore. This increasingly popular castle is a traveler-favorite.

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.

Treat yourself to a wonderful meal at The Colombaio Park, a top-rated dining spot 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.

Enjoy the perfect balance of relaxation and exploration in La Spezia today. One of the most intriguing attractions included on the itinerary is Sentiero Azzurro. This eye-catching hiking area will help you start your sightseeing on top. Then, take a leisurely stroll to Presepe Di Manarola and learn what makes this stunning art installation unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the increasingly popular Manarola Overlook Viewpoint.

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

As dinnertime approaches, it's time to head out for a bite to eat in La Spezia. 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.

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

Embark on another extraordinary experience on day 10 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Lucca. At the end of the day, you will enjoy the comforts of a top-rated hotel in Lucca, which will be your home away from home for 1 night.

Immerse yourself in La Spezia’s rich culture with today's sightseeing itinerary. Start your journey at Mura Di Lucca. This enchanting historical landmark is sure to ignite your curiosity. Next, dive into the respected features of St Martin Cathedral, a must-visit church 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 Guinigi Tower, a beloved monument. For a change of scene, check out Piazza Dell'anfiteatro, known for its standout features. We also recommend visiting Clock Tower. This monument is a must for anyone looking to experience the city to the fullest.

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

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.

Continue your lively evening at Lebowski - Cocktail Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Blend is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Franklin'33 ensures a night out tailored to your taste.

Say good night to Lucca and look forward to another great day of your road trip 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.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and breathtaking views. Whether you decide to explore Lucca on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Castel Sant'angelo is the first of them. Spend some time admiring this romantic castle before continuing your journey. Piazza Di Spagna is your next stop. This world-famous public square is one of the best-rated sights in Lucca.

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 Trevi Fountain. This visually striking monument is a sight to behold. To round off your sightseeing experience, visit Pantheon and Piazza Navona.

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.

After savoring a delicious meal, step into the vibrant nightlife at La Botticella Of Poggi Giovanni, where the evening is just getting started. In the same way, Almalu Trastevere offers a unique charm perfect for experiencing the local bar scene in Rome. Bar Viminale Di Pepi Maurilio is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Raise your glass to another unforgettable day 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.

Trastevere is a fantastic place you can explore today in Vatican City. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Vatican City-way-of-life and visit all the nearby sights. You should also check out Monti, a neighborhood offering more opportunities to enjoy the city’s vibrant atmosphere and landmarks.

St. Peter's Basilica is must-visit major basilica and a great starting point for the day. Next, continue your journey to Roman Forum, an iconic archeological site, located just a leisurely stroll away. Next, head to Colosseum, a historic archeological site, also available for your discovery today.

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 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 RomAntica, 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 Coso Ristorante, 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 DEROMA - Farine Romane, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the excitement of the evening going by visiting a bar or two. Sant' Eustachio Caffè is an excellent place to start. You could also check out Yellowsquare Rome, offering a different kind of charm. A last recommendation for the day is Caffè Portofino. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Savor another day of unforgettable experiences 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.

Savor the day by visiting some of the best places to see in Rome, including a church, a castle, and a public square. Start your adventure at Basilica Of Santa Maria Degli Angeli. This notable church is a must-visit for travelers looking for a unique holiday experience. Make your way to Basilica Of San Francesco D'assisi located in Rome for another exciting encounter.

Next, immerse yourself in the setting of Rocca Maggiore. Its romantic features will captivate you. After the castle, continue your tour of the village with a visit to Piazza Del Comune. Visitors usually appreciate the history-steeped features of this public square.

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.

Continue the enjoyment post-dinner at Bibenda Assisi Wine Tasting & Gourmet Food, Olive Oil And Chocolate Tastings, a cherished local gathering spot renowned for its welcoming atmosphere.

Savor another day of unforgettable experiences in Italy!

Experience an unparalleled adventure on day 14 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 Bologna. You will spend 1 night here for some well-deserved relaxation.

Set out on a day brimming with family-friendly attractions, photo-friendly spots, and historic treasures. Start at the often recommended National Archaeological Museum Of Umbria, a historic museum in Santa Maria degli Angeli. Next, go to Rocca Paolina.

After visiting National Archaeological Museum Of Umbria and Rocca Paolina, have a stroll along Santa Maria degli Angeli's streets and take in the local charm. Continue your sightseeing by heading to Piazza Iv Novembre. This enchanting public square offers a unique experience. The Fontana Maggiore is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Perugia Sotterranea Accesso, one of the most standout places to visit in Santa Maria degli Angeli. If you still have some time left for sightseeing, we also recommend stopping by Perugia Cathedral.

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.

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

Don’t miss out on dining at Va Mo Là, a top-rated dining destination in Bologna. If you're in the mood to try something new, consider Trattoria dal Biassanot, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Enoteca da Lucia. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Bologna this evening.

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!