Two-Week Italy Self-Drive Road Trip With Itinerary from Bologna traveling south 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.

Prepare for a day full of fun adventures, picturesque spots, and historic treasures. When you’re ready, kick off your sightseeing adventure at Pinacoteca Nazionale Di Bologna. This frequently visited art gallery is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Two Towers, one of the city’s most promising highlights.

Next, check out Piazza Santo Stefano, one of the most locally appreciated places to see in Bologna. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Villa Ghigi. Wander around and soak in the mesmerizing atmosphere this park offers. Finally, take the path to the underrated Arco Del Meloncello, the last of our attraction recommendations for 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.

Bring home unique finds from Bologna's bustling shopping hub, Via d'Azeglio. Enjoy a leisurely exploration of unique boutiques and high-end stores where locals shop. Don’t forget to browse souvenirs and local specialties that make perfect gifts for your loved ones. Beyond shopping, Via d'Azeglio offers plenty of options, including primary services, unique landmarks, and community events.

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

Make sure to reserve a table at Bononia Cafè, an iconic dining spot in Bologna. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Via Con Me, a popular restaurant in Bologna. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Trattoria Pizzeria La Mela, a hidden gem nestled in Bologna. 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 Lime Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Macondo - Cocktail Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Onda Marina By Night provides an excellent environment for a relaxed and enjoyable evening.

Raise your glass and celebrate another amazing 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.

Savor the day by visiting some of the best places to see in Bologna, including a historical landmark, an art gallery, a church, 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 Uffizi Gallery located in Bologna for an enchanting atmosphere.

Next, immerse yourself in the setting of Basilica Of Santa Croce In Florence. Its instagrammable features will captivate you. After the church, continue your tour of the city with a visit to Piazza Della Signoria. This public square has an enchanting appeal.

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

Treat yourself to a delicious dinner at Ristorante Oliviero 1962, an excellent option for tonight's dining. Looking for something different? Di Poneta Novoli offers a tantalizing alternative with its diverse menu. And don’t miss Caffe San Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Keep the evening going at Manifattura, a great choice for enjoying the after-dinner hours with a drink. You could also go to Se·sto On Arno Rooftop Bar, which offers a similarly pleasant setting and great drinks. Another option is Il Vinile, which provides an inviting environment for unwinding after a busy day 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.

Day 4 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 Central Market. This eye-catching food market is a highlight of any visit in the city. Then, enjoy Cathedral Of Santa Maria Del Fiore, another romantic attraction that never fails to captivate visitors. Next, head over to Galleria Dell'accademia, one of the city’s most notable attractions, known for its history-steeped features.

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.

Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Unwind after your meal by stepping into Bar 50 Rosso. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bitter Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Archea Brewery, another top-rated bar in the area.

Raise your glass to another unforgettable day in Italy!

On day 5 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. In the evening, you’ll end up in Siena, where you will stay for 2 nights.

Set out on a day brimming with fun adventures, breathtaking views, and picturesque spots. Start at the frequently visited Fortezza Medicea (siena), a picture-perfect monument in Florence. Next, go to Palazzo Salimbeni.

After visiting Fortezza Medicea (siena) and Palazzo Salimbeni, take time to explore Florence's streets and absorb its charm. Continue your sightseeing by heading to Basilica Of San Domenico. This majestic church offers a unique experience. Siena Cathedral is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Piazza Del Campo, one of the most visually striking places to visit in Florence.

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.

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

Savor the flavors at Enoteca I Terzi, a top pick for dinner tonight. Alternatively, Ristorante Tar-Tufo beckons with its unique menu offerings. Also, consider Antica Trattoria Papei. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.

Let the evening flow smoothly from dinner to drinks at Meet Life Cafè, a top-rated bar in the area. For other recommendations, Maudit Pub provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Impero Siena 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!

On day 6 of your road trip, you’ll start and end your day in Siena, where you'll stay for 1 night more.

Immerse yourself in Siena’s rich culture with today's sightseeing itinerary. Start your journey at Porta San Giovanni. This UNESCO world heritage-designated monument is sure to ignite your curiosity. Next, dive into the instagrammable features of Sangimignano1300, a must-visit museum 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 Palazzo Comunale, Pinacoteca, Torre Grossa, a worthwhile museum. For a change of scene, check out Piazza Del Duomo, known for its visually striking features.

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

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

Enjoy a lovely dining experience at Osteria Quattro Venti, a popular restaurant in Siena. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Siena at Fischi per Fiaschi, 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 Osteria da Divo. It’s yet another ideal choice to enhance your time in Siena tonight.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Charlie Mixology Bar Di Aldinucci Riccardo, known for its inviting atmosphere. Bar Pinacoteca is another great option if you’re looking for a place to get the night started. Similarly, San Paolo Pub provides a great setting to enjoy the night away.

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.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Siena allows for both. Start by heading to Battistero Di San Giovanni. This up-and-coming church provides an insightful glimpse into the city's identity. Next, discover Piazza Del Duomo, Pisa, an UNESCO world heritage-designated public square, promising a delightful encounter.

Continue your sightseeing with a visit to Pisa Cathedral, an up-and-coming church. When you’re done, don’t forget to make a stop at the timeless Leaning Tower Of Pisa. Round off your day at Knights' Square, another gem in Siena with picture-perfect features to discover.

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.

Dine in style at Anima di Grano Pizzeria Napoletana Pisa Italy, a top recommendation for dinner tonight. Or, for a change of pace, il Mercante boasts a menu that's sure to impress. Also, be sure to check out La Ghiotteria. Known as a local hotspot, it’s a great choice for tonight in Pisa.

Continue the enjoyment post-dinner at Jeffer Cocktails & Friends, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Le Parisien Wine Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Las Volta Cocktailbar. 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!

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 Riomaggiore. At the end of the day, you will enjoy the comforts of a top-rated hotel in La Spezia, which will be your home away from home for 2 nights.

Brace yourself for today’s incredible lineup of attractions in Pisa, featuring fun adventures, romantic experiences, and breathtaking views. Start at Nostra Signora Di Montenero, a frequently visited church in the village. Then, head to Church Of San Giovanni Battista Of Riomaggiore and soak in the ambiance of this picture-perfect church.

There are many interesting places to see in Pisa and when you are ready for more, go to Castle Of Riomaggiore. This is one of the village’s most beloved spots.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in La Spezia. La Spezia 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 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 lovely meal at The Colombaio Park, a top-rated place to have dinner tonight.

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

Greet day 9 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to La Spezia 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 Corniglia.

Prepare for a day full of family-friendly attractions, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Scalinata Lardarina. This frequently visited hiking area is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Chiesa Di San Pietro, one of the village’s most promising highlights.

Next, check out Cinque Terre National Park, one of the most well-known places to see in La Spezia. This national park is a favorite among locals and travelers alike.

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.

Raise your glass to another unforgettable day in Italy!

Dive into day 10 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 Lucca. You’ll stay here for 1 night.

Today’s route brings fun adventures, romantic experiences, and breathtaking views. The first attraction of today is Mura Di Lucca. This increasingly popular historical landmark is a history-steeped place to see in La Spezia. Continue your discovery at Piazza Napoleone, a standout public square with stories to tell.

As you stroll around La Spezia, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to St Martin Cathedral. This worthwhile church offers a culturally significant encounter with La Spezia. Guinigi Tower is the last of our recommendations for today. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day 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.

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

Enjoy a lovely dining experience at Gli Orti di Via Elisa, a popular restaurant in Lucca. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Lucca at Bar Caffè Ristretto, 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 Ristorante Schiaffino. It’s yet another ideal choice to enhance your time in Lucca tonight.

To truly maximize your evening out, consider visiting Lebowski - Cocktail Bar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Blend, another bar with an inviting ambiance. Similarly, Franklin'33 also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Head back to your accommodation in Lucca and get some rest in preparation for another magical 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 adventure in Lucca promises more breathtaking discoveries and enriching experiences! Begin at Piazza Di Spagna. This romantic public square is a highlight of any visit in the city. Then, enjoy Trevi Fountain, another history-steeped attraction that never fails to captivate visitors. Next, head over to Piazza Navona, one of the city’s most timeless attractions, known for its detailed features.

If you’re looking for more, spend time soaking in the atmosphere of Pantheon. This heritage-rich monument is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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.

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

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, La Botticella Of Poggi Giovanni stands out as an excellent choice for a post-dinner cocktail. Alternatively, Almalu Trastevere offers an ideal atmosphere to enjoy the pleasures of the night. Bar Viminale Di Pepi Maurilio is also a great option that provides a perfect setting for a relaxing evening.

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

Day 12 of your road trip will take you to the best attractions Vatican City has to offer. Cherish the 1 night you have left in Rome by discovering the best things there are to see and do in the city.

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

A blend of fun adventures, breathtaking views, and picturesque spots await you in Rome on today’s itinerary. First up is the iconic major basilica, St. Peter's Basilica. Afterward, continue to Roman Forum.

As you explore Rome’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Colosseum. This iconic archeological site is an essential stop that should not be missed.

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 Rome. 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.

Enjoy a lovely dining experience at RomAntica, a popular restaurant in Rome. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rome at Coso Ristorante, 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 DEROMA - Farine Romane. It’s yet another ideal choice to enhance your time in Rome tonight.

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

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

On day 13 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.

Get ready to discover some of the most iconic wonders in Rome, including a church and a public square. Start your day at Basilica Of Santa Maria Degli Angeli. This stunning church is a notable place to see in Rome. Then, wander over to Basilica Di Santa Chiara. If stunning sites excite you, this church will be right up your alley. Nearby, you’ll also find Basilica Of San Francesco D'assisi. This breathtaking church 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, Piazza Del Comune is an underrated spot in the village that will captivate you with its unique charm.

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.

Cap off your dinner by heading to Bibenda Assisi Wine Tasting & Gourmet Food, Olive Oil And Chocolate Tastings, ideal for a leisurely evening with a drink in hand.

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

Bring your curiosity for today’s adventure around Santa Maria degli Angeli. Some of the city’s most loved attractions await. Etruscan Arch is the perfect place to start. This historical landmark is one of the most up-and-coming places to visit in Santa Maria degli Angeli. Next, head to Perugia Cathedral, an intriguing church, known for its standout 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 history-steeped public square offers a unique experience that is highly recommended. Meanwhile, Carducci Gardens adds its own distinct charm to your journey. Finish your day with a visit to Rocca Paolina, a photogenic historical landmark 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.

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

Enjoy a delicious meal at Va Mo Là, a highly-rated dining destination in Bologna. If you're eager to try something different, consider Trattoria dal Biassanot, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante Enoteca da Lucia. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Bologna this evening.

After enjoying a fulfilling meal, continue your evening at Aurum, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Senza Nome offers a welcoming atmosphere for easing into the nightlife. Similarly, Caffè Ristretto provides an excellent environment for a relaxed and enjoyable evening.

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