Relaxed 7-Day Italy Self-Drive Road Trip With Itinerary from Bologna to Florence

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Explore Italy and discover its unique charm on this 7-day relaxed road trip through Bologna, Ferrara, Florence, and Pisa. Delight in a stress-free journey that focuses on exploration through the country's most captivating landscapes.

This self-drive package allows you to travel through picture-perfect landscapes in Italy at a relaxed pace. Get a dose of comfort, fun, and recreation in Bologna, Ferrara, Florence, and Pisa. Make yourself at home at top-rated hotels and stay 3 nights in Bologna and 3 nights in Florence. Finally, taste the local food and enjoy a refreshing drink at the most popular restaurants and bars along your road trip route in Italy.

Freedom of choice is key to a relaxing road trip in Italy. For your self-drive vacation, we’ll offer you a selection of the best rental vehicles with CDW insurance. Upon arrival in Bologna, you’ll collect your rental car of choice. From there, you’ll begin your 7-day journey across Italy and discover its unique culture, history, and diverse scenery.

Experience the essence of leisurely self-drive exploration across Italy with our handpicked selection of accommodations. From relaxed stays at renowned 5-star hotels offering magnificent views to comfortable 3-star options that cater to budget-conscious travelers, we ensure your journey is optimized for relaxation and comfort. Discover the perfect place to stay and unwind as you embark on a laid-back adventure in Italy.

We’ll introduce you to some of the best travel destinations in Italy. This relaxed road trip features the stunning Ponte Vecchio. Another highlight of this self-drive tour is the captivating Leaning Tower Of Pisa.

Traveling leisurely through Italy means you could spend as much time as you want at the magnificent Piazza Del Duomo, Pisa. With this travel plan, you could also soak in the atmosphere of the memorable Piazzale Michelangelo. Get close to the spectacular Cathedral Of Santa Maria Del Fiore and the wonderful Piazza Della Signoria. You’ll have plenty of time to take in each attraction's unique features, learn its unique history, and appreciate it to the fullest.

Enjoy strolling through Italy's shopping hotspots near your accommodation. Visit shops, discover the locals’ way of life, or try various specialties. Don't forget to bring home a piece of the country that will remind you of your relaxing vacation in Italy.

Between sightseeing, you can make the most of your downtime and join a popular tour in Italy. This relaxed road trip also gives you plenty of time to stroll through Italy's shopping hotspots. Through these experiences, you'll have plenty of opportunities to discover the locals’ way of life and soak in the rich cultural heritage of the Italy.

This self-drive vacation package includes everything you need for a stress-free, easy road trip through Italy. You’ll have a cozy place to stay for 6 nights, with a selection of top-rated breakfast and restaurant options nearby. We'll also provide you with the best rental car you can use throughout the 7 days of your self-drive road trip in Italy. On top of all that, you also have the option to add flights to your travel plan and personalize each day of your itinerary by adding tours and tickets.

This self-drive package includes 24/7 travel support and a step-by-step guide. You can access the guide at any point of your journey through our mobile app, where you can also keep and organize your travel documents.

Spend an amazing 7-day vacation in Italy and get to know more about this fantastic destination. Choose your travel dates and plan a laid-back and relaxed road trip in Italy today!

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Driver’s age is 30 - 65
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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Piazza Maggiore
Two TowersInternational Museum and Library of MusicPiazza Santo Stefano
Cathedral of FerraraPiazza SavonarolaEste CastleDiamanti Palace
Cathedral of Santa Maria del FiorePiazza della Repubblicapiazza della SignoriaUffizi GalleryPonte Vecchio
Central MarketDavidGalleria dell'AccademiaBasilica of Santa Croce in Florencepiazzale Michelangelo
Palazzo PittiLeaning Tower of PisaPiazza del Duomo, Pisa
Tombs of the glossators of Bologna

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Day 1

Day 1

  • Bologna - Arrival day
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  • Piazza Maggiore
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Your relaxed road trip through Italy starts when you reach the incredible city of Bologna, where you'll stay for 2 nights. You'll pick up your rental car in Bologna and begin your adventure in Italy.

Bologna is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Piazza Maggiore, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Bologna. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Bologna, it's often a good idea to reserve a table in advance.

Make sure to reserve a table at Ristorante Ciacco, 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 Ristorante Ballarini, 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 Sfoglia Rina, 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 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.

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.

Raise a toast as you look back into the highlights of today’s laid-back and relaxed road trip adventure in Italy. Enjoy your first taste of Bologna as you soak in the city’s unique vibe.

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Day 2

Day 2

  • Bologna
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Drive 1 km, 20 min

  • Two Towers
  • International Museum and Library of Music
  • Piazza Santo Stefano
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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!

A blend of fun adventures, scenic views, and picturesque spots await you in Bologna on today’s itinerary. First up is the captivating monument, Two Towers. Afterward, continue to International Museum And Library Of Music, 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 Piazza Santo Stefano. This beloved public square is an essential stop.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Bologna. There are so many fun and eye-opening activities to try out in Bologna 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 Bologna to find the best options for you!

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 Bologna.

Enjoy an outstanding dining experience at Ahimè, a Bib Gourmand restaurant offering an exceptional country cooking menu. Alternatively, if you're in the mood for something different, consider the nearby 1-star Michelin-awardee, I Portici, known for its delicious creative and contemporary cuisine. Another highly-recommended place to eat in Bologna is Trattoria di Via Serra, a renowned Bib Gourmand restaurant and a delicious emilian menu.

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.

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

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

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Day 3

Day 3

  • Bologna
  • Florence
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Drive 214 km, 3 hours 7 min

  • Cathedral of Ferrara
  • Piazza Savonarola
  • Este Castle
  • Diamanti Palace
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Day 3 of your self-drive tour in Italy is your opportunity to see and experience the diversity of the country. You’ll stay in Florence for 3 nights. 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.

Today’s well-planned self-sightseeing route offers several fun adventures, scenic views, and picturesque spots. Whether you decide to explore Bologna on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Cathedral Of Ferrara is the first of them. Spend some time admiring this picture-perfect church before continuing your journey. Piazza Savonarola is your next stop. This underrated public square is one of the best-rated sights in Bologna.

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 Castello Estense. This UNESCO world heritage-designated castle is a sight to behold. To round off your sightseeing experience, visit Diamanti Palace.

After a day of exploration, relax at one of the top hotels or accommodations in Florence. 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.

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.

Start your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

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

To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Se·sto On Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Il Vinile also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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.

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Day 4

Day 4

  • Florence
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Drive 1 km, 25 min

  • Cathedral of Santa Maria del Fiore
  • Piazza della Repubblica
  • piazza della Signoria
  • Uffizi Gallery
  • Ponte Vecchio
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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!

Today’s well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and breathtaking views. Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Cathedral Of Santa Maria Del Fiore is the first of them. Spend some time admiring this enchanting church before continuing your journey. Piazza Della Repubblica is your next stop. This interesting public square is one of the best-rated sights in Florence.

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 Piazza Della Signoria. This history-steeped public square is a sight to behold. To round off your sightseeing experience, visit Uffizi Gallery and Ponte Vecchio.

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.

Dine in style at Ditta Artigianale, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria Da Burde boasts a menu that's sure to impress. Also, be sure to check out Casa 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.

To truly maximize your evening out, consider visiting Bar 50 Rosso after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bitter Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Grab yourself a drink and savor every moment of your relaxed road trip experience in Italy!

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Day 5

Day 5

  • Florence
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Drive 9 km, 1 hour 15 min

  • Central Market
  • David
  • Galleria dell'Accademia
  • Basilica of Santa Croce in Florence
  • piazzale Michelangelo
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Day 5 introduces you to many popular attractions and activities in Florence, further proving that leisurely self-drive tours in Italy are extraordinary.

Begin your adventure at Central Market. This is a notable food market you should not miss. Another must-see is David, an interesting statue in Florence.

When you’re ready for the next sight, head to Galleria Dell'accademia. From there, take a leisurely stroll to Basilica Of Santa Croce In Florence, another of the city’s notable attractions. We recommend continuing your self-guided tour at Piazzale Michelangelo, a romantic place of interest in the city.

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 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.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Florence.

Extend your evening after a delightful meal by visiting Gosh*, which offers the perfect atmosphere for a night out. Moreover, Antico Caffè Del Moro - Art Bar Firenze is another popular option for a drink or two. Likewise, Quelo Bar also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day 6

Day 6

  • Florence
  • Bologna
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Drive 261 km, 3 hours 33 min

  • Palazzo Pitti
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
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On day 6 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.

Florence is brimming with adventures. Today’s wonderful stops include a palace, a monument, and a public square. Begin your sightseeing adventure at the interesting Pitti Palace and allow yourself time to explore. Just a short distance away you'll find your next stop, Leaning Tower Of Pisa, a breathtaking monument that draws visitors from far and near.

Continue your journey to Piazza Del Duomo, Pisa, one of the city’s most timeless spots that you shouldn’t miss.

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.

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.

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

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

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

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Day 7

Day 7

  • Bologna - Departure day
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  • Tombs of the glossators of Bologna
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Day 7 of your relaxed road trip in Italy is your departure day. If you have a flight to catch, you’ll drop off your rental car well in advance before your departure. Choose a late flight to enjoy a stress-free last day in Bologna.

Maximize your last day in Italy and go on a shopping spree in Bologna’s shopping center, the lively Galleria Cavour. Browse for souvenirs to remind you of your wonderful journey in Italy. You can also explore high-end shops for luxury items.

If you're up for some more sightseeing, we recommend visiting Tombs Of The Glossators Of Bologna, an instagrammable monument before you head out.

Unwind and look back at the past 7 days of your relaxed road trip over a bite to eat. This is your chance to enjoy one last traditional meal in Bologna or just grab something light to keep you going.

If you're in the mood to try something new, consider Mister Coffee Bistrò, another top spot with a mouthwatering menu.

Give yourself enough time to wave goodbye to Bologna and begin your journey home. The unforgettable experiences you’ve collected along your 7-day relaxed road trip in Italy is a story you will tell for the rest of your life.

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