Relaxed 14-Day Italy Self-Drive Road Trip With Itinerary from Bologna to Milan, Verona, and Florence

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Enjoy this 14-day relaxed road trip in Italy, with Bologna, Milan, Monza, Valeggio sul Mincio, Verona, and Florence 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, 4 nights in Milan, 2 nights in Verona, and 4 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 14-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 Duomo Di Milano Museum and soak in the atmosphere of the magnificent Verona Arena.

Enjoy each stop as you explore the history, architecture, and character of each destination on this Italy road trip itinerary for 14 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 14-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 13 nights in comfortable hotels, a rental car for 14 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 14-day relaxed self-drive road trip in Italy today and enjoy a journey filled with discovery, freedom, and unforgettable moments!

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Day1

Day 1

  • Bologna - Arrival day
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  • Porta Galliera
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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 Porta Galliera. 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 dining experience at Ristorante Ciacco, a popular restaurant in Bologna. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Bologna at Ristorante Ballarini, 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 Sfoglia Rina. It’s yet another ideal choice to enhance your time 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.

Continue the enjoyment post-dinner at Bar Al Bricco D'oro, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bar Freud E Squisito offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Osteria Del Sole. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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
  • More

Drive 2 km, 31 min

  • Palazzo Grassi, Bologna
  • Bologna Cathedral
  • Fountain of Neptune, Bologna
  • Piazza Maggiore
  • Basilica of San Domenico
  • More

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

Make a stop at Palazzo Grassi, Bologna. This underrated palace is a must-visit for travelers looking for a unique holiday experience. Make your way to Bologna Cathedral located in Bologna for another exciting encounter.

Next, immerse yourself in the setting of Fountain Of Neptune, Bologna. Its photogenic features will captivate you. After the monument, continue your tour of the city with a visit to Piazza Maggiore. Visitors usually appreciate the grand features of this public square. Next up is Basilica Of San Domenico, a highly recommended church.

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.

Prepare for an extraordinary culinary adventure in Bologna by booking a table at Ahimè, a Bib Gourmand restaurant that boasts an exceptional country cooking menu. For a different flavor experience, head to I Portici, renowned for its delectable creative and contemporary dishes. This 1-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Trattoria di Via Serra, a local gem known for its delightful emilian cuisine in Bologna. Nestled in the city's heart, this Bib Gourmand-awardee is a perfect choice for discerning restaurant-goers seeking a new experience.

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

Following your dinner, dive into the local bar culture at Lime Bar. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Macondo - Cocktail Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Onda Marina By Night 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!

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Day3

Day 3

  • Bologna
  • Milan
  • More

Drive 215 km, 2 hours 52 min

  • Two Towers
  • Piazza Santo Stefano
  • International Museum and Library of Music
  • Porta Maggiore
  • arco del Meloncello
  • More

Day 3 of your relaxed road trip in 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!

Let Two Towers set the tone for the day. Spend some time admiring this culturally significant monument before continuing your journey. Piazza Santo Stefano is your next stop. This worthwhile 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 International Museum And Library Of Music. This heritage-rich museum is a sight to behold. To round off your sightseeing experience, visit Porta Maggiore and Arco Del Meloncello.

You'll be staying in Milan on this laid-back road trip through Italy. You'll stay here for 4 nights.

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

Get ready for an unforgettable culinary journey in Milan by reserving a table at Enrico Bartolini al Mudec. Renowned as a 3-star Michelin restaurant, it offers an exceptional creative menu. For a different taste experience, head to Seta by Antonio Guida, recognized for its delicious international and contemporary dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Il Luogo Aimo e Nadia, a local favorite known for its delightful italian contemporary and modern cuisine in Milan. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for italian contemporary and modern foodies seeking culinary excellence.

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

Continue your evening by exploring the vibrant nightlife scene at Nottingham Forest, a prime destination for a thrilling night out. Also, don’t forget to check out Armani/bamboo Bar, a bar that offers unique local touches. Likewise, Mag Cafe provides an excellent alternative for a fun evening.

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

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Day4

Day 4

  • Milan
  • More

Drive 1 km, 17 min

  • La Scala
  • Galleria Vittorio Emanuele II
  • Duomo di Milano
  • Royal Palace of Milan
  • Brera
  • More

On day 4 of your leisurely self-drive tour across Italy, you’ll go deep into Milan, where you'll stay for 3 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 Milan, and meet locals along the way!

Brera is one of the highlights of today. Take your time exploring this iconic neighborhood in Milan, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the city.

Awaiting your discovery is the popular La Scala, a picture-perfect opera house in Milan. Next, go to Galleria Vittorio Emanuele Ii.

After visiting La Scala and Galleria Vittorio Emanuele Ii, have a stroll along Milan's streets and take in the local charm. Continue your sightseeing by heading to Duomo Di Milano Museum. This symbolic church offers a unique experience. Royal Palace Of Milan is another noteworthy attraction worthwhile a visit.

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.

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.

Make sure to reserve a table at Dessert Bar Milano, an iconic dining spot in Milan. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Radisson Blu Hotel Milan, a popular restaurant in Milan. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Qui Si Mangia, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

If you feel like it, head out to a bar to celebrate another fantastic day in Milan and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

Explore the vibrant nightlife at Kilburn Cocktail Bar Milano after your meal, a hub for lively evenings and memorable moments. Or, head to Bar Frida for a great selection of flavorful drinks and a charming setting. Furthermore, The Friends Pub Milano is perfect for those looking to extend their night with a touch of local flavor.

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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Day5

Day 5

  • Milan
  • More

Drive 9 km, 1 hour 3 min

  • Leonardo da Vinci Museum of Science and Technology
  • Basilica di Sant'Ambrogio
  • Castello Sforzesco
  • Sempione Park
  • Arch of Peace
  • More

Day 5 of your relaxed road trip through Italy means 24 hours of making the best memories in Milan. You’ll go sightseeing at famous attractions in Milan. 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 Milan!

Milan is brimming with adventures.

Let Museo Della Scienza E Della Tecnologia "leonardo Da Vinci" set the tone for the day. Spend some time admiring this instagrammable museum before continuing your journey. Basilica Di Sant'ambrogio is your next stop. This locally renowned church is one of the best-rated sights in Milan.

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 Sforzesco Castle Art Library. This historic castle is a sight to behold. To round off your sightseeing experience, visit Parco Sempione and Arch Of Peace.

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 Milan to find the best options for you!

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

Enjoy a lovely dining experience at Bice Restaurant, a popular restaurant in Milan. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Milan at Alto Ristorante, 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 Nero 9. It’s yet another ideal choice to enhance your time in Milan tonight.

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.

Keep the excitement of the evening going by visiting a bar or two. Bhangrabar is an excellent place to start. You could also check out Rufus Cocktail Bar, offering a different kind of charm. A last recommendation for the day is Ostello Bello Grande. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

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Day6

Day 6

  • Milan
  • More

Drive 6 km, 49 min

  • Pinacoteca di Brera
  • Piazza Gae Aulenti
  • Corso Vittorio Emanuele II
  • Via Monte Napoleone
  • Navigli
  • More

Day 6 introduces you to many popular attractions and activities in Milan, further proving that leisurely self-drive tours in Italy are extraordinary.

A visit to Corso Vittorio Emanuele II is a must on the agenda today. This street is full of hidden gems and character, perfect for a leisurely stroll. Plus, you’ll be close to some of the city’s most famous sights. Don’t forget to check out Via Monte Napoleone as well, a street that adds another layer to your exploration.

Pinacoteca Di Brera is an ideal stop early in the day. This well-known art gallery is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Gae Aulenti, which may be one of the most breathtaking places you will experience today.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Milan offers a wide selection of experiences for every traveler.

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 Milan.

Treat yourself to a wonderful meal at Ristorante la Brisa, a top-rated dining spot in Milan. If you're in the mood for something new, try Pasticceria San Carlo, another premier location with a delectable menu. You might also want to book a table at UNAHOTELS Cusani Milano. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Milan.

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

After savoring a delicious meal, step into the vibrant nightlife at Qc Termemilano, where the evening is just getting started. In the same way, Yguana Cafè offers a unique charm perfect for experiencing the local bar scene in Milan.

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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Day7

Day 7

  • Milan
  • Monza
  • Valeggio sul Mincio
  • Verona
  • More

Drive 197 km, 3 hours 25 min

  • Parco di Monza
  • Gardaland Resort
  • Parco Giardino Sigurtà
  • More

Day 7 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 Monza. By evening, drive toward the Verona, where you’ll stay at a top-rated hotel of your choice for 2 nights.

When you’ve had your share of Milan, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Monza. Your travel time is around 39 min.

Savor the day by heading to Monza Park, a locally renowned park that draws visitors from near and far.

After soaking in Monza’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Ronchi. Expect your car journey to take a minimum of 1 hour 29 min. When you arrive in Ronchi, it's time to take a break from the road.

Savor the day by heading to Gardaland Resort, an astonishing amusement park that draws visitors from near and far.

After soaking in Ronchi’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Valeggio sul Mincio. Expect your car journey to take a minimum of 29 min. When you arrive in Valeggio sul Mincio, it's time to take a break from the road.

Savor the day by heading to Parco Giardino Sigurtà, a captivating botanical garden that draws visitors from near and far.

Continue your laid-back road trip in Italy as you make your way to Verona. Here, you’ll find top hotels and accommodations in the city, perfect for relaxing and recharging.

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 Verona.

Have a memorable dining experience in Verona by booking a table at Osteria Mondo d'Oro, a Bib Gourmand restaurant presenting an exceptional italian and seasonal menu. For a different culinary experience in Verona, Casa Perbellini 12 Apostoli shines as one of the top destinations, known for its delicious creative and contemporary cuisine. This 2-star Michelin-awardee consistently earns high praises, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Il Desco is known as a top local spot in Verona for its delicious italian contemporary cuisine. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

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.

Cap off your dinner by heading to Archivio, ideal for a leisurely evening with a drink in hand. La Segreteria Café is another bar that offers an enjoyable setting. Similarly, Grande Giove Cocktail 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!

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Day8

Day 8

  • Verona
  • More

Drive 3 km, 52 min

  • Basilica di San Zeno Maggiore
  • Castelvecchio Bridge
  • Castelvecchio Museum
  • Porta Borsari
  • Verona Arena
  • More

On day 8 of your leisurely self-drive tour across Italy, you’ll go deep into Verona, 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 Verona, and meet locals along the way!

Basilica Di San Zeno Maggiore is perfect for a self-paced visit during the day. This inviting church is sure to impress. Next on your list is Castelvecchio Bridge, another must-visit landmark and well-known monument renowned for its romantic features.

While exploring and sightseeing, take time to savor the culture of Verona by sampling some local delicacies. When you’re ready for more sightseeing, head to Castelvecchio Museum. This historic museum is an essential place to visit for anyone looking for the full Verona experience. We also recommend visiting Porta Borsari, a curiosity-inducing historical landmark. Nearby, you'll also find Verona Arena, ready to add charm to your journey.

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.

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 Verona, 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 Trattoria I Masenini, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Osteria da Ugo is another top choice with a popular menu. You could also check for a table at Locanda 4 Cuochi. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Verona tonight.

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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Duchi Café stands out as an excellent choice for a post-dinner cocktail. Alternatively, Cambridge Bar offers an ideal atmosphere to enjoy the pleasures of the night. Rubicone Caffe 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!

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Day9

Day 9

  • Verona
  • Florence
  • More

Drive 254 km, 3 hours 31 min

  • piazza delle Erbe
  • piazza dei Signori
  • Verona Cathedral
  • Ponte Pietra
  • Castel San Pietro
  • More

On day 9 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.

Piazza Delle Erbe is perfect for a self-paced visit during the day. This history-steeped public square is sure to impress. Next on your list is Piazza Dei Signori, another must-visit landmark and locally appreciated public square renowned for its romantic features.

While exploring and sightseeing, take time to savor the culture of Verona by sampling some local delicacies. When you’re ready for more sightseeing, head to Verona Cathedral. This culturally significant church is an essential place to visit for anyone looking for the full Verona experience. We also recommend visiting Ponte Pietra, a popular historical landmark. Nearby, you'll also find Castel San Pietro, ready to add charm to your journey.

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

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.

Experience a symphony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Renowned for its 3-star Michelin distinction, Enoteca Pinchiorri delights its guests with its exceptional variety of meals showcasing delicious italian contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Santa Elisabetta, acclaimed for its delectable creative and mediterranean specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Gucci Osteria da Massimo Bottura, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for italian contemporary and international cuisine in the city.

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 your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. Se·sto On Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Il Vinile offers an excellent atmosphere for those looking to amp up the evening.

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

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Day10

Day 10

  • Florence
  • More

Drive 2 km, 28 min

  • Cathedral of Santa Maria del Fiore
  • Brunelleschi's dome
  • Opera del Duomo Museum
  • Basilica of Santa Croce in Florence
  • More

Day 10 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!

Whatever your travel style is, Cathedral Of Santa Maria Del Fiore is an essential stop in Florence. This impressive church provides an insightful glimpse into the city's identity. Next, discover Brunelleschi's Dome, a grand monument, promising a delightful encounter.

Continue your sightseeing with a visit to Museo Dell'opera Del Duomo, an increasingly popular museum. When you’re done, don’t forget to make a stop at the captivating Basilica Of Santa Croce In Florence.

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.

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.

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.

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 enjoying a fulfilling meal, continue your evening at Bar 50 Rosso, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bitter Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Archea Brewery provides an excellent environment for a relaxed and enjoyable evening.

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

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Day11

Day 11

  • Florence
  • More

Drive 18 km, 1 hour 17 min

  • Parco delle Cascine
  • Strozzi Palace
  • Palazzo Pitti
  • The Boboli Gardens
  • Oltrarno
  • More

Day 11 introduces you to many popular attractions and activities in Florence, further proving that leisurely self-drive tours in Italy are extraordinary.

A top thing to do today is to explore Oltrarno, a must-see neighborhood in Florence. It's the perfect starting point for touring the top attractions in the area.

Make time for Parco Delle Cascine, a well-known park that is worthwhile a visit in the city. Nearby, you’ll find Strozzi Palace Mantua, enchanting visitors with its heritage-rich appeal. Continue your exploration at Pitti Palace. This palace is one of the city’s most popular 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 The Boboli Gardens.

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!

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 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.

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

To truly maximize your evening out, consider visiting Gosh* after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Antico Caffè Del Moro - Art Bar Firenze, another bar with an inviting ambiance. Similarly, Quelo Bar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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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Day12

Day 12

  • Florence
  • More

Drive 6 km, 45 min

  • piazza della Signoria
  • Palazzo Vecchio
  • Uffizi Gallery
  • Ponte Vecchio
  • piazzale Michelangelo
  • More

On day 12 of your leisurely self-drive tour across Italy, you’ll go deep into Florence, 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 Florence, and meet locals along the way!

Piazza Della Signoria leaves a lasting impression. This public square is one of the most impressive places to visit in Florence. Next, head to Palazzo Vecchio, an interesting palace, known for its respected features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Uffizi Gallery. This history-steeped art gallery is a highly recommended experience. Nearby, you'll also find Ponte Vecchio and Piazzale Michelangelo Visit these for an interesting touch to your journey.

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.

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.

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

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

Soak in the unique atmosphere of Florence as you commemorate this day of your relaxed road trip with a toast. Cheers to a memorable, leisurely self-drive holiday in Italy!

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Day13

Day 13

  • Florence
  • Bologna
  • More

Drive 110 km, 2 hours 20 min

  • Basilica of Santa Maria Novella
  • Central Market
  • Galleria dell'Accademia
  • David
  • Piazza della Libertà
  • More

Day 13 of your relaxed road trip across Italy offers a day of exciting discoveries. You’ll start your day in Florence and drive in the direction of Bologna for some laid-back sightseeing. You’ll end your day in Bologna, where you’ll stay for 1 night.

Awaiting your discovery is the interesting Basilica Di Santa Maria Novella, Firenze (fi), a culturally significant church in Florence. Next, go to Central Market.

After visiting Basilica Di Santa Maria Novella, Firenze (fi) and Central Market, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Galleria Dell'accademia. This heritage-rich art gallery offers a unique experience. David is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Piazza Della Libertà, one of the most symbolic places to visit in Florence.

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.

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 Bologna, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Savor the flavors at Va Mo Là, a top pick for dinner tonight. Alternatively, Trattoria dal Biassanot beckons with its unique menu offerings. Also, consider Ristorante Enoteca da Lucia. With its consistent customer satisfaction, it’s an excellent option for dining 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.

Keep the evening going at Aurum, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bar Senza Nome, which offers a similarly pleasant setting and great drinks. Another option is Caffè Ristretto, which provides an inviting environment for unwinding after a busy day out.

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

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Day14

Day 14

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

Day 14 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.

For a shopping spree in Bologna, we recommend the lively Quadrilatero. Here, you'll find a range of shops you can browse for some souvenir shopping. Discover boutiques with stylish fashion choices to upgrade your wardrobe.

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 14 days of your relaxed road trip. Savor one last traditional dish in Bologna, or keep it light with a quick bite before you go.

If you're eager to try something different, consider Mister Coffee Bistrò, another top spot with a tantalizing menu.

Give yourself enough time to wave goodbye to Bologna and begin your journey home. The unforgettable experiences you’ve collected along your 14-day relaxed road trip in Italy is a story you will tell for the rest of your life.

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

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