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.

Brace yourself for today’s incredible lineup of attractions in Ancona, featuring fun adventures, romantic experiences, and scenic views. Start at Passetto, a curiosity-inducing monument in the city. Then, head to Cathedral Basilica Of St. Cyriacus and soak in the ambiance of this picture-perfect church.

There are many interesting places to see in Ancona, and when you are ready for more, go to Arch Of Trajan. This is one of the city’s most often recommended historic spots of interest. After exploring the monument, visit the locally appreciated Lazzaretto Of Ancona. Not far away, you'll also find State Tactile Museum Omero. This museum is a remarkable highlight in Ancona.

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.

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

Treat yourself to a delicious dinner at Amarcord, an excellent option for tonight's dining. Looking for something different? Bontà delle Marche offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Pizzeria Da Romano. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Ancona.

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.

Round off your dining experience by visiting Alla Tazza D'oro, a prime location for a drink.

A leisurely self-drive holiday in Ancona can’t get any better than this! Toast to another amazing day in Italy!

Day 3 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 town of Santa Maria degli Angeli. By the end of the day, you’ll drive in the direction of the city of Florence, where you’ll stay at a top-rated hotel of your choice for 6 nights.

Start by visiting Cathedral Of San Rufino, a prime spot to begin your journey. This breathtaking church is sure to impress. Next on your list is Basilica Di Santa Chiara, another must-visit landmark and curiosity-inducing church renowned for its historic features.

While exploring and sightseeing, take time to savor the culture of Ancona by sampling some local delicacies. When you’re ready for more sightseeing, head to Basilica Of San Francesco D'assisi. This stunning church is an essential place to visit for anyone looking for the full Ancona experience. We also recommend visiting Basilica Of Santa Maria Degli Angeli, a well-known church.

You’ll be staying at the incredible city of Florence in this laid-back road trip in Italy. You'll stay here for 6 nights.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Florence.

Enjoy a delicious meal at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

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

Following your dinner, dive into the local bar culture at Manifattura. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Se·sto On Arno Rooftop Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Il Vinile provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!

Day 4 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!

Set aside time today to explore Oltrarno, a standout neighborhood that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day.

Florence is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and breathtaking views! Start at Pitti Palace, a well-known palace that is worthwhile a visit in the city. Nearby, you’ll find Ponte Vecchio, enchanting visitors with its history-steeped appeal. Continue your exploration at Uffizi Gallery. This art gallery is one of the city’s most spectacular 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 Della Signoria.

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!

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.

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.

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.

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.

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

On day 5 of your leisurely self-drive tour across Italy, you’ll go deep into Florence, where you'll stay for 4 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!

Discover a day packed with fun adventures, romantic experiences, and scenic views in Florence. Begin your sightseeing with Basilica Di Santa Maria Novella, Firenze (fi). This interesting church is one of the top attractions in the city. Proceed to Central Market, 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 Basilica Of Santa Croce In Florence. This popular church is a traveler-favorite. Not far away, you’ll find Piazzale Michelangelo, another key site on your sightseeing itinerary.

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.

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 dining experience at Ristorante Buca Mario, 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 Agricola Toscana, 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 Eataly Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Florence. The bars in Florence make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

Cap off your dinner by heading to Gosh*, ideal for a leisurely evening with a drink in hand. Antico Caffè Del Moro - Art Bar Firenze is another bar that offers an enjoyable setting. Similarly, Quelo Bar is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Your laid-back and relaxed road trip in Italy continues on day 6, 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 3 nights left in Florence, you’ll have enough time to eat and unwind at popular restaurants and bars in the city.

Prepare for a day full of fun adventures, scenic views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Piazza Del Duomo, Pisa. This wondrous public square is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Pisa Cathedral, one of the city’s best highlights.

Next, check out Leaning Tower Of Pisa, one of the most globally renowned places to see in Florence. This monument is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Guinigi Tower. Wander around and soak in the visually striking atmosphere this monument offers. Then, head to Piazza Dell'anfiteatro, a top-rated public square that adds another dimension to your day.

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

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 delicious meal at Tijuana, a highly-rated dining destination in Florence. If you're eager to try something different, consider Djària - American Bar, another top spot with a tantalizing menu. You might also want to secure a reservation at The Florence Irish Pub. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

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.

Raise your glass and toast to another unforgettable, laid-back road trip adventure in Italy!

On day 7 of your relaxed road trip across Italy, you’ll explore the area around Florence, where you’ll be staying for another 2 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, you'll explore some of the most beautiful places in Florence, including a national park, a monument, a church, a hiking area and much more! Start your day with a visit to Cinque Terre National Park. This captivating national park is a must-visit in the village. When you’re ready for your next discovery, continue to Ruins Of Doria Tower, which may be one of the most enchanting places you will experience today.

One of the best things about exploring Florence 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 Church Of St. Margaret Of Antioch, an often recommended church in the village. If you’re up for more discoveries, don’t forget to reserve some time for Sentiero Monterosso - Vernazza.

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

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

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

A leisurely self-drive holiday in Corniglia can’t get any better than this! Toast to another amazing day in Italy!

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

Just a short distance away you'll find your next stop, Galleria Dell'accademia, a respected art gallery that draws visitors from far and near.

Continue your journey to Brunelleschi's Dome, one of the city’s most underrated spots that you shouldn’t miss. Another great site to visit is the astonishing Cathedral Of Santa Maria Del Fiore. When you're finished at the church, Giotto's Bell Tower awaits your visit. This monument is a romantic highlight on today's itinerary.

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.

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

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.

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

On day 9 of your laid-back and relaxed road trip adventure, you’ll have the chance to visit more than one remarkable area in Italy. Since this self-drive tour offers freedom and flexibility, you can decide how much time you want to spend in each place to enjoy the memorable travel destinations in Italy.

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a public square, a monument, and a church. Begin your adventure at Piazza Santo Stefano. This is an underrated public square you should not miss. Another must-see is Two Towers, a popular monument in Florence.

When you’re ready for the next sight, head to Bologna Cathedral. From there, take a leisurely stroll to Fountain Of Neptune, Bologna, another of the city’s often recommended attractions. We recommend continuing your self-guided tour at Piazza Maggiore, a visually striking place of interest in the city.

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

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.

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

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Bologna. The bars in Bologna make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

Extend your evening after a delightful meal by visiting Bar Al Bricco D'oro, which offers the perfect atmosphere for a night out. Moreover, Bar Freud E Squisito is another popular option for a drink or two. Likewise, Osteria Del Sole also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!

Day 10 of your self-drive tour in Italy is your opportunity to see and experience the diversity of the country. You’ll stay in Ancona for 1 night. Along the route of your relaxed road trip, you can get a glimpse of the locals’ way of life and visit some of the most amazing locations in Italy.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Bologna allows for both. Start by heading to Enzo Ferrari Park. This curiosity-inducing park provides an insightful glimpse into the city's identity. Next, discover Enzo Ferrari Museum, an instagrammable museum, promising a delightful encounter.

Continue your sightseeing with a visit to Torre Civica - Ghirlandina, an intriguing monument. When you’re done, don’t forget to make a stop at the well-known Duomo Di Modena. Round off your day at Piazza Grande, another gem in Bologna with visually striking features to discover.

After a day of exploration, relax at one of the top hotels or accommodations in Ancona. Staying in the city enhances your laid-back road trip experience in Italy by offering a comfortable and welcoming environment to recharge in this charming destination.

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

Treat yourself to a wonderful meal at Pizzeria Pulcinella, a top-rated dining spot in Ancona. If you're in the mood for something new, try Donegal Irish Pub, another premier location with a delectable menu. You might also want to book a table at Vino E Cucina Miscia. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Ancona.

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.

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