Relaxed 9-Day Italy Self-Drive Road Trip With Itinerary from Bologna to Florence

On day 2 of your leisurely self-drive tour across Italy, you’ll go deep into Bologna, where you'll stay for 1 night, 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 Bologna, and meet locals along the way!

Discover a day packed with family-friendly attractions, breathtaking views, and photo-friendly spots in Bologna. Begin your sightseeing with Palazzo D'accursio. This up-and-coming palace is one of the top attractions in the city. Proceed to Piazza Maggiore, another must-visit attraction.

As you wander through the inviting streets of Bologna, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Bologna Cathedral. This beloved church is a traveler-favorite. Not far away, you’ll find Fountain Of Neptune, Bologna, 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.

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.

Have a fantastic dining experience at Bononia Cafè, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Via Con Me offers an enticing alternative with its varied menu. Additionally, Trattoria Pizzeria La Mela is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Bologna.

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

Unwind after your meal by stepping into Lime Bar. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Macondo - Cocktail Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Onda Marina By Night, another top-rated bar in the area.

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

Day 3 of your leisurely self-drive tour in Italy is another opportunity for an in-depth travel experience in the country. You’ll stay in Florence for 5 nights.

A blend of fun adventures, picturesque spots, and historic treasures await you in Bologna on today’s itinerary. First up is the locally renowned church, Basilica Of Santa Croce In Florence. Afterward, continue to Bargello National Museum, a museum every traveler should visit.

As you explore Bologna’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Palazzo Vecchio. This popular palace is an essential stop. Following that, head to Uffizi Gallery, another must-visit site that will enhance your experience. Don’t forget to stop by Ponte Vecchio, a wondrous historical landmark in the city. Finally, end your day with a visit to Piazza Della Signoria, a history-steeped public square that offers the perfect conclusion to your sightseeing of the day.

You’ll be staying at the incredible city of Florence in this laid-back road trip in Italy. You'll stay here for 5 nights.

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 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.

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.

After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Il Vinile provides an excellent environment for a relaxed and enjoyable evening.

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

Oltrarno is a fantastic place you can explore today in Florence. 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 Florence-way-of-life and visit all the nearby sights.

Set out on a day brimming with fun adventures, photo-friendly spots, and historic treasures. Start at the notable Galleria Dell'accademia, an eye-catching art gallery in Florence. Next, go to Cathedral Of Santa Maria Del Fiore.

After visiting Galleria Dell'accademia and Cathedral Of Santa Maria Del Fiore, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Pitti Palace. This visually striking palace offers a unique experience. The Boboli Gardens is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Piazzale Michelangelo, one of the most awe-inspiring places to visit in Florence.

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.

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 delightful dinner at Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

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.

After your meal, keep the night alive at a bar like Bar 50 Rosso, known for its lively atmosphere. Bitter Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Archea Brewery offers an excellent atmosphere for those looking to amp up the evening.

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

On day 5 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.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Fortezza Medicea (siena). This locally appreciated monument provides an insightful glimpse into the city's identity. Next, discover Basilica Of San Domenico, a picture-perfect church, promising a delightful encounter.

Continue your sightseeing with a visit to Siena Cathedral, an interesting church. When you’re done, don’t forget to make a stop at the extraordinary Piazza Del Campo. Not far away from the public square, you will find the historic Pubblico Palace, perfect for a quick visit. Round off your day at Tower Of Mangia, another gem in Florence with breathtaking features to discover.

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

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.

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

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

Following your dinner, dive into the local bar culture at Gosh*. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Antico Caffè Del Moro - Art Bar Firenze, the perfect place for those looking to experience the best of the nightlife. Similarly, Quelo Bar provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Raise your glass in celebration of your freedom and relaxed road trip adventure in Italy!

On day 6 of your relaxed road trip, you’ll start your self-paced adventure in Florence and visit amazing attractions in San Gimignano destinations, just outside of the city. You still have 2 nights left in Florence. This means today is also another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

Prepare for a day full of fun adventures, picturesque spots, and history-rich sites. When you’re ready, kick off your sightseeing adventure at Chiesa Di Sant'agostino. This underrated church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Rocca Di Montestaffoli, one of the village’s best highlights.

Next, check out Piazza Del Duomo, one of the most up-and-coming places to see in Florence. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Palazzo Comunale, Pinacoteca, Torre Grossa. Wander around and soak in the picture-perfect atmosphere this museum offers. Then, head to Sangimignano1300, a top-rated museum that adds another dimension to your day. Finally, visit the often recommended Porta San Giovanni, the last of our attraction recommendations for today.

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

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.

Savor the flavors at Tijuana, a top pick for dinner tonight. Alternatively, Djària - American Bar beckons with its unique menu offerings. Also, consider The Florence Irish Pub. With its consistent customer satisfaction, it’s an excellent option for dining 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.

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

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 1 night left in Florence, you’ll have enough time to eat and unwind at popular restaurants and bars in the city.

Today’s route brings fun adventures, scenic views, and photo-friendly spots. The first attraction of today is Knights' Square. This increasingly popular public square is a culturally significant place to see in Florence. Continue your discovery at Leaning Tower Of Pisa, a historic monument with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Angelo Caduto. Next, make your way to Pisa Cathedral to add another highlight to your day. After that, visit Piazza Del Duomo, Pisa, a wondrous public square that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Battistero Di San Giovanni, an often recommended church in the city. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.

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.

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

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.

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

Day 8 of your relaxed road trip across the beautiful country of Italy will take you on a self-paced journey to more than one incredible place in one day. See some of the best attractions in Italy, taste the most delectable foods and exquisite drinks, and make incredible memories as you go!

Get ready to discover some of the most iconic wonders in Florence, including a historical landmark, a public square, a church, a monument and much more! Start your day at Mura Di Lucca. This history-steeped historical landmark is an increasingly popular place to see in Florence. Then, wander over to Piazza Napoleone. If history-steeped sites excite you, this public square will be right up your alley. Nearby, you’ll also find San Michele In Foro. This stunning 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, Piazza Dell'anfiteatro is a popular spot in the city that will captivate you with its unique charm. When you’re done at the public square, don’t forget to check out the majestic Guinigi Tower. Take a moment to appreciate the fascinating details of this worthwhile monument. Wrap up your self-guided tour of Florence's top attractions with a visit to St Martin Cathedral.

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

Exploring the food culture in Bologna 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 lovely meal at Va Mo Là, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria dal Biassanot is another top choice with a popular menu. You could also check for a table at Ristorante Enoteca da Lucia. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Bologna tonight.

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

If you’re not ready to end the night just yet, Aurum offers a perfect venue to relax and savor a drink. Similarly, Bar Senza Nome is well-suited for those looking to unwind in a social setting. Caffè Ristretto is another excellent spot to enjoy a nightcap after a delightful meal.

Free your mind of worries as you enjoy the taste of freedom on your laid-back, relaxed road trip adventure across Italy.