Relaxed 11-Day Italy Self-Drive Road Trip With Itinerary from Ancona to Florence and Bologna

Day 2 introduces you to many popular attractions and activities in Ancona, further proving that leisurely self-drive tours in Italy are extraordinary.

Get ready for a day filled with family-friendly attractions, romantic experiences, and scenic views in the charming city of Ancona. Your adventure starts at Passetto, a locally appreciated local hot spot. Another notable attraction to explore is Cathedral Basilica Of St. Cyriacus. This often recommended church is known for its romantic appeal.

After soaking in the highlights of these sights, take some time to wander Ancona's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Arch Of Trajan. This culturally significant monument offers a fascinating experience that many visitors find memorable. Lazzaretto Of Ancona is also worth visiting, along with State Tactile Museum Omero. These standout landmarks offer unique experiences that add to the day’s enjoyment.

Italy makes the perfect setting for a calming but fun exploration. Aside from amazing sights, Italy also offers plenty of tours to enhance your relaxed road trip experience.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Make sure to reserve a table at Amarcord, an iconic dining spot in Ancona. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Bontà delle Marche, a popular restaurant in Ancona. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Pizzeria Da Romano, a hidden gem nestled in Ancona. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After dinner, it’s time to fall in love with the amazing nightlife in Ancona and unwind at some of the best bars in the city.

Continue your lively evening at Alla Tazza D'oro, a perfect place for winding down or revving up the night, depending on which mood you’re in.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Italy!

Day 3 of your leisurely self-drive tour in Italy is another opportunity for an in-depth travel experience in the country. On this refreshing new day, you’ll travel from Santa Maria degli Angeli and continue your laid-back and relaxed road trip adventure in the village of Santa Maria degli Angeli and the city of Florence. You’ll stay in Florence for 6 nights.

Bring your curiosity for today’s adventure around Ancona. Some of the town’s most loved attractions await! Cathedral Of San Rufino is the perfect place to start. This church is one of the most often recommended places to visit in Ancona. Next, head to Basilica Di Santa Chiara, a frequently visited church, known for its picture-perfect 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 Basilica Of San Francesco D'assisi. This historic church is a highly recommended experience. Nearby, you'll also find Basilica Of Santa Maria Degli Angeli. Visit these for an interesting touch to your journey.

When you’re not exploring beautiful places, you’ll have a relaxed time at Florence. Here, you can choose from the best selection of hotels and places to stay as you get to know more about this spectacular city.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Florence, explore the city like a local by trying out the best restaurants in the area.

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.

If you feel like it, head out to a bar to celebrate another fantastic day in Florence and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, Se·sto On Arno Rooftop Bar is another popular option for a drink or two. Likewise, Il Vinile also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Italy!

On day 4 of your leisurely self-drive tour across Italy, you’ll go deep into Florence, where you'll stay for 5 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Florence, and meet locals along the way!

A visit to Oltrarno in Florence 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.

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Pitti Palace. This visually striking palace is sure to ignite your curiosity. Next, dive into the grand features of Ponte Vecchio, a must-visit historical landmark 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 Uffizi Gallery, an extraordinary art gallery. For a change of scene, check out Piazza Della Signoria, known for its enchanting features.

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Florence, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Enjoy a lovely dining experience at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Italy.

After savoring a delicious meal, step into the vibrant nightlife at Bar 50 Rosso, where the evening is just getting started. In the same way, Bitter Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Archea Brewery is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Cherish every minute of your relaxed road trip vacation across Italy.

Day 5 of your relaxed road trip through Italy means 24 hours of making the best memories in Florence. You’ll go sightseeing at famous attractions in Florence. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Florence!

Get ready to discover some of the most iconic wonders in Florence, including a church, a food market, and an observation deck. Start your day at Basilica Di Santa Maria Novella, Firenze (fi). This enchanting church is a popular place to see in Florence. Then, wander over to Central Market. If visually striking sites excite you, this food market will be right up your alley. Nearby, you’ll also find Basilica Of Santa Croce In Florence. This inviting church is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Piazzale Michelangelo is an impressive spot in the city that will captivate you with its unique charm.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Florence. There are so many fun and eye-opening activities to try out in Florence that will make your slow-paced self-drive tour in Italy more memorable. Check out all the most recommended and top-rated tour options in the city of Florence to find the best options for you!

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Florence, explore the city like a local by trying out the best restaurants in the area.

Enjoy a lovely meal at Ristorante Buca Mario, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Agricola Toscana is another top choice with a popular menu. You could also check for a table at Eataly Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

Before calling it a day, visit one of the best bars in Florence. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

Continue your evening by exploring the vibrant nightlife scene at Gosh*, a prime destination for a thrilling night out. Also, don’t forget to check out Antico Caffè Del Moro - Art Bar Firenze, a bar that offers unique local touches. Likewise, Quelo Bar provides an excellent alternative for a fun evening.

Savor the rest of the night and celebrate another incredible relaxed road trip adventure in the magical Florence!

On day 6 of your relaxed road trip across Italy, you’ll explore the area around Florence, where you’ll be staying for another 3 nights. With so many fun and inspiring experiences to offer, a tour of Florence will make you fall even more in love with the city and uniqueness of Italy.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Piazza Del Duomo, Pisa. This historic public square is a highlight of any visit in the city. Then, enjoy Pisa Cathedral, another historic attraction that never fails to captivate visitors. Next, head over to Leaning Tower Of Pisa, one of the city’s most world-famous attractions, known for its breathtaking features.

If you’re looking for more, spend time soaking in the atmosphere of Guinigi Tower. This romantic monument is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Piazza Dell'anfiteatro, an interesting public square, and take a stroll around the area.

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

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Florence, explore the city like a local by trying out the best restaurants in the area.

Don’t miss out on dining at Tijuana, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Djària - American Bar, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Florence Irish Pub. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

Savor the rest of the night and celebrate another incredible relaxed road trip adventure in the magical Florence!

Your laid-back and relaxed road trip in Italy continues on day 7, allowing you to create more unforgettable memories. Today’s travel plan offers you the chance to have a more in-depth understanding of Italy and its people by visiting the offerings and top attractions of Florence and beyond. With 2 nights left in Florence, you’ll have enough time to eat and unwind at popular restaurants and bars in the city.

Florence is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and natural wonders! Start at Cinque Terre National Park, a notable national park that is worthwhile a visit in the village. Nearby, you’ll find Ruins Of Doria Tower, enchanting visitors with its history-steeped appeal. Continue your exploration at Church Of St. Margaret Of Antioch. This church is one of the village’s most beloved 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 Sentiero Monterosso - Vernazza.

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

Exploring the food culture in Florence offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Dine in style at Ristorante Buca Niccolini, a top recommendation for dinner tonight. Or, for a change of pace, Essenziale boasts a menu that's sure to impress. Also, be sure to check out Ristorante La Grotta Toscana. Known as a local hotspot, it’s a great choice for tonight in Florence.

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

Look back at an amazing day filled with adventure in Italy. And don’t forget to get some rest so you can continue your relaxed holiday in Italy tomorrow with new energy.

Day 8 introduces you to many popular attractions and activities in Florence, further proving that leisurely self-drive tours in Italy are extraordinary.

Discover a day packed with family-friendly attractions, picturesque spots, and historic treasures in Florence. Begin your sightseeing with David. This popular 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 Brunelleschi's Dome. This curiosity-inducing monument is a traveler-favorite. Not far away, you’ll find Cathedral Of Santa Maria Del Fiore, another key site on your sightseeing itinerary. Giotto's Bell Tower is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Florence offers a wide selection of experiences for every traveler.

Exploring the food culture in Florence offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Enjoy a delicious meal at Cibrèo Caffè, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Ristorante Le Volte Firenze, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Romantico il Paiolo. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

As the day is coming to an end, stop at some of Florence’s best bars to celebrate this day of your slow-paced adventure in Italy.

Look back at an amazing day filled with adventure in Italy. And don’t forget to get some rest so you can continue your relaxed holiday in Italy tomorrow with new energy.

Day 9 of your relaxed road trip across Italy promises an exciting agenda full of discovery. You’ll end your day in the city of Bologna, where you’ll stay for 1 night.

Florence is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and scenic views! Start at Piazza Santo Stefano, an intriguing public square that is worthwhile a visit in the city. Nearby, you’ll find Two Towers, enchanting visitors with its instagrammable appeal. Continue your exploration at Bologna Cathedral. This church is one of the city’s most intriguing 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 Fountain Of Neptune, Bologna. After exploring the monument, head to the astonishing Piazza Maggiore.

In the city of Bologna, you’ll find plenty of stay options that will accommodate your need for rest and relaxation after spending your day on the road. Our top recommendations perfectly complement your relaxed road trip vacation in Italy.

Exploring new places makes you hungry. Luckily, Bologna has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Enjoy a lovely dining experience at Ristorante Ciacco, a popular restaurant in Bologna. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Bologna at Ristorante Ballarini, 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 Sfoglia Rina. It’s yet another ideal choice to enhance your time in Bologna tonight.

Experience the amazing nightlife in Bologna and unwind at the coolest bars in the city.

After your meal, keep the night alive at a bar like Bar Al Bricco D'oro, known for its lively atmosphere. Bar Freud E Squisito is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Osteria Del Sole offers an excellent atmosphere for those looking to amp up the evening.

Toast to another unforgettable and relaxing road trip adventure in Italy!

Day 10 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience more than one place in one day. You will start your day by exploring some of the best sights in the city of Modena. By the end of the day, you’ll drive in the direction of the city of Ancona, where you’ll stay at a top-rated hotel of your choice for 1 night.

Set out on a day brimming with family-friendly attractions, photo-friendly spots, and wallet-friendly activities. Start at the increasingly popular Enzo Ferrari Park, an eye-catching park in Bologna. Next, go to Enzo Ferrari Museum.

After visiting Enzo Ferrari Park and Enzo Ferrari Museum, have a stroll along Bologna's streets and take in the local charm. Continue your sightseeing by heading to Torre Civica - Ghirlandina. This historic monument offers a unique experience. Duomo Di Modena is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Piazza Grande, one of the most visually striking places to visit in Bologna.

Continue your laid-back road trip exploration of the best attractions in Italy at Ancona. Select from top hotels and accommodations in the city to recharge and rejuvenate.

Exploring the food culture in Ancona offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Enjoy a delicious meal at Pizzeria Pulcinella, a top-rated dining destination in Ancona. If you're in the mood to try something new, consider Donegal Irish Pub, another top spot with a mouthwatering menu. You might also want to secure a reservation at Vino E Cucina Miscia. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Ancona this evening.

Hang out and unwind at some of the top bars in Ancona.

Soak in the unique atmosphere of Ancona as you commemorate this day of your relaxed road trip through Italy with a toast. Cheers to a memorable leisurely self-drive holiday in Italy!