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

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Medieval and Renaissance buildings and structures feature in Bologna, Italy
Photo of panoramic view of Bologna,Italy.
Relaxed 7-Day Italy Self-Drive Road Trip With Itinerary from Bologna to Florence
Relaxed 7-Day Italy Self-Drive Road Trip With Itinerary from Bologna to Florence
Relaxed 7-Day Italy Self-Drive Road Trip With Itinerary from Bologna to Florence
Relaxed 7-Day Italy Self-Drive Road Trip With Itinerary from Bologna to Florence
Relaxed 7-Day Italy Self-Drive Road Trip With Itinerary from Bologna to Florence
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Sit back and enjoy a relaxed 7-day self-drive holiday in Italy. Along the way, Bologna, Ferrara, Florence, and Pisa invite you to discover their unique blend of culture, scenery, and memorable experiences.

Travel freely with this relaxed self-drive package in Italy, designed for comfort and exploration. Spend 3 nights in Bologna and 3 nights in Florence, staying at top-rated hotels near the heart of each city. Between drives, indulge in local cuisine, sip refreshing drinks, and enjoy the vibrant atmosphere at popular restaurants and bars along your road trip route in Italy.

Your journey starts in Bologna, where your rental car with CDW insurance will be ready for pickup. Choose a vehicle that suits your style, then set off on your 7-day relaxed road trip in Italy to explore its rich culture, fascinating history, and stunning landscapes.

Every stop on this leisurely self-drive holiday comes with handpicked accommodations that make relaxation effortless. Choose from elegant 5-star hotels with breathtaking views or comfortable 3-star stays that offer excellent value, all providing a welcoming retreat after a day on the road.

With your self-drive itinerary in Italy already planned, you’ll enjoy the country’s most celebrated sights without the rush. Marvel at the stunning Ponte Vecchio and soak in the atmosphere of the magnificent Leaning Tower Of Pisa.

Enjoy each stop as you explore the history, architecture, and character of each destination on this Italy road trip itinerary for 7 days.

As you travel between destinations, you’ll have plenty of time to explore local markets and boutique shops. These stops give you the chance to find unique souvenirs, taste regional specialties, and experience everyday life in Italy.

If you want to make your 7-day relaxed self-drive tour in Italy even more memorable, add optional tours or activities. Join a guided excursion, discover hidden neighborhoods, or spend an afternoon in your favorite market. Each choice deepens your connection to the places you visit.

Alongside these experiences, your laid-back self-drive package in Italy includes 6 nights in comfortable hotels, a rental car for 7 days, and convenient access to nearby dining options. You can also add flights and entry tickets to shape the trip exactly how you want it. With 24/7 travel support and a mobile app keeping your itinerary and documents organized, you can enjoy a relaxed drive and savor every mile of the road ahead.

Turn your travel plans into reality. Book your 7-day relaxed self-drive road trip in Italy today and enjoy a journey filled with discovery, freedom, and unforgettable moments!

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Driver’s age is 30 - 65
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Pick-up: 10:00
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Day1

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. Taking a stroll in the city center is a great alternative. 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.

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

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

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 on the highlights of today’s relaxed road trip in Italy. Enjoy your first taste of Bologna as you soak in the city’s unique vibe.

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Day2

Day 2

  • Bologna
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Drive 1 km, 20 min

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

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

Visiting Two Towers is always a good idea. This captivating monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the visually striking wonders of International Museum And Library Of Music, a must-see museum in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Piazza Santo Stefano. This beloved public square offers an enriching experience.

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.

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.

Discover the culinary delights of Bologna by securing a reservation at Ahimè. Esteemed for its a Bib Gourmand award, this restaurant offers a remarkable selection of country cooking cuisine. For an alternative dining experience, try I Portici, renowned for its delicious creative and contemporary dishes. This esteemed 1-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Trattoria di Via Serra, a highly recommended local eatery celebrated for its mouthwatering emilian menu. With its Bib Gourmand recognition, it offers an unforgettable dining adventure.

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

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Lime Bar, a well-loved spot among locals and tourists. Or, head to Macondo - Cocktail Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Onda Marina By Night, another top-rated place in the area.

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

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Day3

Day 3

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

  • Cathedral of Ferrara
  • Piazza Savonarola
  • Este Castle
  • Diamanti Palace
  • More

On day 3 of your laid-back road trip adventure in Italy, you can visit several remarkable places. With the freedom and flexibility of a self-drive tour, you decide how much time to spend in each, making the most of these memorable destinations.

Continue your road trip and head to your next destination, Ferrara. This car ride takes around 54 min.

Spend your afternoon discovering Cathedral Of Ferrara, an up-and-coming church known for its picture-perfect features. Next, continue your sightseeing at Piazza Savonarola, a frequently visited public square.

If you're starting to feel hungry, this is a great time for a break at a nearby restaurant or cafe. When you're ready for more, stop by Castello Estense and uncover the details of this visually striking castle. Make sure to also explore Diamanti Palace, an intriguing palace.

When you’re not exploring beautiful places, you can relax in Florence. Here, you can choose from the best hotels and other accommodations as you get to know more about the culture in the city.

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.

Experience a harmony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Known for its 3-star Michelin status, Enoteca Pinchiorri offers a delightful variety of dishes highlighting its delicious italian contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Santa Elisabetta, a highly recommended restaurant known for its enticing creative and mediterranean cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Gucci Osteria da Massimo Bottura, a highly acclaimed restaurant celebrated for its exceptional italian contemporary and international menu.

Hang out and unwind at some of the top bars 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.

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

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Day4

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
  • More

On day 4 of your leisurely self-drive tour across Italy, you’ll go deep into Florence, where you'll stay for 2 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!

Look forward to a unique sightseeing adventure at the impressive Cathedral Of Santa Maria Del Fiore and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza Della Repubblica, a history-steeped public square that draws visitors from far and near.

Continue your journey to Piazza Della Signoria, one of the city’s most widely recognized spots that you shouldn’t miss. Another great site to visit is the famous Uffizi Gallery. When you're finished at the art gallery, Ponte Vecchio awaits your visit. This historical landmark is an awe-inspiring highlight on today's itinerary.

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 Florence to find the best options for you!

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.

Make sure to reserve a table at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa 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.

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.

Following your dinner, dive into the local bar culture at Bar 50 Rosso. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bitter Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Archea Brewery provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

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Day5

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
  • More

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!

Start your day at Central Market. This instagrammable food market is an interesting place to see in Florence. Then, wander over to David. Nearby, you’ll also find Galleria Dell'accademia. This history-steeped art gallery 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, Basilica Of Santa Croce In Florence is a notable spot in the city that will captivate you with its unique charm. When you’re done at the church, don’t forget to check out the visually striking Piazzale Michelangelo. Take a moment to appreciate the fascinating details of this extraordinary observation deck.

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

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 Buca Mario, an excellent option for tonight's dining. Looking for something different? Agricola Toscana offers a tantalizing alternative with its diverse menu. And don’t miss Eataly Firenze. Known for great service, 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.

Round off your dining experience by visiting Gosh*, a prime location for a drink. Alternatively, explore the distinctive characteristics of Antico Caffè Del Moro - Art Bar Firenze, a bar catering to every mood and preference. Quelo Bar likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day6

Day 6

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

  • Palazzo Pitti
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • More

Day 6 of your easy, relaxed road trip through Italy lets you travel at your own pace and visit multiple places in a single day. Begin by exploring the best sights in Florence. By evening, drive toward the Bologna, where you’ll stay at a top-rated hotel of your choice for 1 night.

Whatever your travel style is, Pitti Palace is an essential stop in Florence. This notable palace provides an insightful glimpse into the city's identity.

Embrace the thrill of the open road as you wave goodbye to Florence and set your GPS to Pisa. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 15 min. Upon reaching Pisa, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Our first attraction recommendation in Pisa is Leaning Tower Of Pisa, an iconic monument that draws attention for its UNESCO world heritage-designated features. Spend some time soaking in the atmosphere before continuing to Piazza Del Duomo, Pisa, a historic public square that stands out in the city.

After a day of exploration, relax at one of the top hotels or accommodations in Bologna. Staying in the city gives you a comfortable, welcoming place to recharge during your laid-back road trip in Italy.

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 Bologna, explore the city like a local by trying out the best restaurants in the area.

Dine in style at Va Mo Là, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria dal Biassanot boasts a menu that's sure to impress. Also, be sure to check out Ristorante Enoteca da Lucia. Known as a local hotspot, it’s a great choice for tonight in Bologna.

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

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

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

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Day7

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’re flying home, return your rental car with time to spare. For a stress-free farewell, book a later flight and enjoy a final, relaxed day in Bologna.

Make the most of your final day in Italy by visiting Bologna’s iconic markets and shopping establishments in the buzzing Galleria Cavour. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing vacation. Elevate your style with pieces from high-end retail stores.

If you're up for some more sightseeing, begin at Tombs Of The Glossators Of Bologna. This underrated monument is a hotspot among locals.

Over a good meal, take a moment to unwind and reflect on the past 7 days of your relaxed road trip. Savor one last traditional dish in Bologna, or keep it light with a quick bite before you go.

Dine in style at Pappare' - Bologna, a top recommendation for dinner tonight. Or, for a change of pace, Mister Coffee Bistrò boasts a menu that's sure to impress.

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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Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
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Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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