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

1 / 53
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
Perfect travel plans
Everything included
Fully customizable

Description

Included

Flights
Select dates
Hotel
Select dates
Car rental
Select dates
Tours & tickets
Select dates
Travel plan
From A to Z
Travel agent
24/7 fast service

Description

Enjoy this 7-day relaxed road trip in Italy, with Bologna, Ferrara, Florence, and Pisa showing you the beauty, culture, and peaceful moments that make this journey special!

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!

Read more

Travel details

Set your travel details to find the best price

Flights

Round trip
Round trip
Travel dates

Travelers

Rooms

Flights

Compare and choose from the best flights to Bologna

Car

Choose from the best car rental deals or see all options

Driver’s age is 30 - 65
I live in
Pick-up: 10:00
Drop-off: 10:00

Personalize your itinerary

Customize tours under each day and destination

Day1

Day 1

  • Bologna - Arrival day
  • More
  • Piazza Maggiore
  • More

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.

When you're ready for some downtime, make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Bologna. Make yourself at home and unwind before heading out again.

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.

Treat yourself to a delicious dinner at Ristorante Ciacco, an excellent option for tonight's dining. Looking for something different? Ristorante Ballarini offers a tantalizing alternative with its diverse menu. And don’t miss Sfoglia Rina. Known for great service, it’s a fantastic choice 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.

To truly maximize your evening out, consider visiting Bar Al Bricco D'oro after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Freud E Squisito, another bar with an inviting ambiance. Similarly, Osteria Del Sole also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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.

Read more
Day2

Day 2

  • Bologna
  • More

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.

Bologna is brimming with adventures.

One of the most interesting attractions included on the itinerary is Two Towers. This picture-perfect monument will help you start your sightseeing on top. Then, take a leisurely stroll to International Museum And Library Of Music and learn what makes this history-steeped museum unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the underrated Piazza Santo Stefano.

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!

For an unforgettable shopping experience, visit Via d'Azeglio, the top shopping destination in Bologna. Browse local boutique shops and luxury stores, each offering delightful surprises. Find unique souvenirs or items to take home. After shopping, explore what Via d'Azeglio has to offer, including attractions, essential services, and vibrant community activities.

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.

Start your culinary exploration in Bologna by securing a reservation at Ahimè. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of country cooking cuisine. For another dining delight, visit I Portici, celebrated for its delectable creative and contemporary menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Trattoria di Via Serra, a top local spot known for its tantalizing emilian menu. With a Bib Gourmand recognition, it guarantees an exceptional dining adventure.

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

Round off your dining experience by visiting Lime Bar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Macondo - Cocktail Bar, a bar catering to every mood and preference. Bar Onda Marina By Night likewise offers a unique atmosphere, perfect for a memorable night out.

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

Read more
Day3

Day 3

  • Bologna
  • Ferrara
  • Florence
  • More

Drive 214 km, 3 hours 7 min

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

Day 3 of your relaxed road trip across Italy offers a day of exciting discoveries. You’ll start your day in Ferrara and drive in the direction of Florence for some laid-back sightseeing. You’ll end your day in Florence, where you’ll stay for 3 nights.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Ferrara. This drive usually takes around 54 min, without any stops or traffic disruptions.

When you're ready for some sights, head to Cathedral Of Ferrara, an often recommended church in Ferrara. Explore its historic features at your own pace before you continue your journey to your next attraction, Piazza Savonarola. This locally appreciated public square is a top recommendation in the area.

When you’re ready to explore more, Castello Estense is an excellent choice. Spend some time discovering what some claim to be the most romantic castle in the region. Next, continue your sightseeing at the locally appreciated Diamanti Palace and discover what makes this palace unique.

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.

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.

Set out on a gastronomic journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of italian contemporary cuisine. For a different taste, head over to Santa Elisabetta, renowned for its delectable creative and mediterranean dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Gucci Osteria da Massimo Bottura, a highly rated local gem known for its exquisite italian contemporary and international menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss.

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.

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.

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

Read more
Day4

Day 4

  • Florence
  • More

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!

Let Cathedral Of Santa Maria Del Fiore set the tone for the day. Spend some time admiring this history-steeped church before continuing your journey. Piazza Della Repubblica is your next stop. This popular 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 enchanting 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 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 Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. Known for great service, it’s a fantastic choice 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.

Cap off your dinner by heading to Bar 50 Rosso, ideal for a leisurely evening with a drink in hand. Bitter Bar is another bar that offers an enjoyable setting. Similarly, Archea Brewery is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Read more
Day5

Day 5

  • Florence
  • More

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!

Your adventure in Florence is only getting started when you visit Central Market, an interesting local hot spot. Another notable attraction to explore is David. This popular statue is known for its eye-catching appeal.

After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Galleria Dell'accademia. This heritage-rich art gallery offers a fascinating experience that many visitors find memorable. Basilica Of Santa Croce In Florence is also worth visiting, along with Piazzale Michelangelo. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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.

Savor the flavors at Ristorante Buca Mario, a top pick for dinner tonight. Alternatively, Agricola Toscana beckons with its unique menu offerings. Also, consider Eataly Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

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

Continue your lively evening at Gosh*, a perfect place for winding down or revving up the night, depending on which mood you’re in. Antico Caffè Del Moro - Art Bar Firenze is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Quelo Bar ensures a night out tailored to your taste.

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

Read more
Day6

Day 6

  • Florence
  • Pisa
  • Bologna
  • More

Drive 261 km, 3 hours 33 min

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

Day 6 of your self-drive tour in Italy offers a chance to experience the country’s diversity. You’ll start your day in Florence and end it in Bologna. You’ll stay in Bologna for 1 night. Along the way, you’ll glimpse local life and explore some of the most remarkable places in Italy.

Pitti Palace is must-visit palace and a great option for a daytime tour of the area.

Fasten your seatbelt and make your way to your next stop — Pisa, home to many well-known sights in the region. Keep in mind that your travel time from Florence to Pisa may take around 1 hour 15 min without traffic disruptions. Upon arrival in Pisa, we highly recommend checking out some of the top attractions.

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

In Bologna, you’ll find plenty of places to unwind after a day on the road. Our top recommendations go perfectly with your laid-back road trip in Italy.

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.

Make sure to reserve a table at Va Mo Là, 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 Trattoria dal Biassanot, 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 Ristorante Enoteca da Lucia, a hidden gem nestled in Bologna. 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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Aurum stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bar Senza Nome offers an ideal atmosphere to enjoy the pleasures of the night. Caffè Ristretto is also a great option that provides a perfect setting for a relaxing evening.

Raise your glass and relax after another big day of your leisurely paced road trip in Italy!

Read more
Day7

Day 7

  • Bologna - Departure day
  • More
  • Tombs of the glossators of Bologna
  • More

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 frequently visited 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.

Read more

How it works

Book your journey with Europe’s biggest travel platform—expert itineraries, instant confirmation, and full flexibility with 24/7 support.

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.
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.

We guarantee

Your trip is protected, personalized, and priced right. No surprises, no stress.

Similar travel packages

Discover other popular vacations in Italy

Link to appstore phone
Install Europe’s biggest travel app

Download Europe’s biggest travel marketplace to your phone to manage your entire trip in one place

Scan this QR code with your phone camera and press the link that appears to add Europe’s biggest travel marketplace into your pocket. Enter your phone number or email address to receive an SMS or email with the download link.