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

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Description

Explore Italy and discover its unique charm on this 14-day relaxed road trip through Florence, Bologna, Venice, Lido, and Milan. 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 Florence, Bologna, Venice, Lido, and Milan. Make yourself at home at top-rated hotels and stay 3 nights in Florence, 3 nights in Bologna, 4 nights in Venice, and 3 nights in Milan. 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 Florence, you’ll collect your rental car of choice. From there, you’ll begin your 14-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 Piazza San Marco. Another highlight of this self-drive tour is the captivating Rialto Bridge.

Traveling leisurely through Italy means you could spend as much time as you want at the magnificent Duomo Di Milano Museum. 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 13 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 14 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 14-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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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
piazza della SignoriaUffizi GalleryPonte VecchioPalazzo PittiThe Boboli Gardens
Basilica of Santa Croce in FlorenceGalleria dell'AccademiaCathedral of Santa Maria del FioreBasilica of Santa Maria NovellaPonte Vecchio
Palazzo Re EnzoFountain of Neptune, BolognaPiazza MaggioreBologna CathedralChurch of the Holy Savior
Two TowersPiazza Santo StefanoPorta Castiglionearco del MeloncelloDucati MuseumPiazza Maggiore
Basilica di San MartinoLa Piccola VeneziaPorta GallieraPiazza Maggiore

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Day 1

Day 1 – Florence - arrival day

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

Florence 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 Central Market or taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Florence. Make yourself at home and enjoy some downtime before heading out again.

When you're hungry and ready to take a break from your laid-back adventure, treat yourself to a delicious meal at one of the best restaurants in Florence.

Make sure to book a table at Ristorante Oliviero 1962, a popular restaurant in Florence. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Florence at Di Poneta Novoli, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is Caffe San Firenze. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Florence tonight.

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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, another top-rated place in the area.

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 Florence as you soak in the city’s unique vibe.

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Day 2

Day 2 – Florence

  • Florence
  • More

Drive 4 km, 59 min

  • piazza della Signoria
  • Uffizi Gallery
  • Ponte Vecchio
  • Palazzo Pitti
  • The Boboli Gardens
  • More

On day 2 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!

Get ready to discover some of the most iconic wonders in Florence, including a public square, an art gallery, a historical landmark, a palace, a botanical garden and much more! Start your day at Piazza Della Signoria. This visually striking public square is an extraordinary place to see in Florence. Then, wander over to Uffizi Gallery. If picture-perfect sites excite you, this art gallery will be right up your alley. Nearby, you’ll also find Ponte Vecchio. This enchanting historical landmark 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, Pitti Palace is an interesting spot in the city that will captivate you with its unique charm. When you’re done at the palace, don’t forget to check out the enchanting The Boboli Gardens. Take a moment to appreciate the fascinating details of this popular botanical garden in Florence.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Florence. There are so many fun and eye-opening activities to try out in Florence 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 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.

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.

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.

Extend your evening after a delightful meal by visiting Bar 50 Rosso, which offers the perfect atmosphere for a night out. Moreover, Bitter Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day 3

Day 3 – Florence and Bologna

  • Florence
  • Bologna
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Drive 106 km, 2 hours 7 min

  • Basilica of Santa Croce in Florence
  • Galleria dell'Accademia
  • Cathedral of Santa Maria del Fiore
  • Basilica of Santa Maria Novella
  • Ponte Vecchio
  • More

On day 3 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.

Prepare for a day full of an eye-catching, a historically significant, an inviting, a culturally significant, a masterful, a charming, an awe-inspiring, and an UNESCO world heritage-listed. When you’re ready, kick off your sightseeing adventure at Basilica Of Santa Croce In Florence. This popular church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Galleria Dell'accademia, one of the city’s most promising highlights.

Next, check out Cathedral Of Santa Maria Del Fiore, one of the most extraordinary places to see in Florence. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Basilica Di Santa Maria Novella, Firenze (fi). Wander around and soak in the inviting atmosphere this church offers.

You’ll be staying at the incredible city of Bologna in this laid-back road trip in Italy. You'll stay here for 3 nights.

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.

Treat yourself to an extraordinary dining experience at Ahimè, a Bib Gourmand restaurant offering an incredible country cooking menu. Alternatively, if your taste buds call for something different, I Portici is one of the best restaurants for creative and contemporary cuisine in Bologna. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Trattoria di Via Serra. As a top-rated establishment with a Bib Gourmand status, it is an ideal choice for emilian cuisine in the city.

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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Al Bricco D'oro, known for its inviting atmosphere. Bar Freud E Squisito is another great option if you’re looking for a place to get the night started. Similarly, Osteria Del Sole provides a great setting to enjoy the night away.

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

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Day 4

Day 4 – Bologna

  • Bologna
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Drive 1 km, 16 min

  • Palazzo Re Enzo
  • Fountain of Neptune, Bologna
  • Piazza Maggiore
  • Bologna Cathedral
  • Church of the Holy Savior
  • More

Day 4 introduces you to many popular attractions and activities in Bologna, further proving that leisurely self-drive tours in Italy are extraordinary.

Brace yourself for today’s incredible lineup of attractions in Bologna, featuring an awe-inspiring, an instagrammable, a historic, a culturally significant, a detailed, a charming, and a profound. Start at Palazzo Re Enzo, an often recommended palace in the city. Then, head to Fountain Of Neptune, Bologna and soak in the ambiance of this symbolic monument.

There are many interesting places to see in Bologna and when you are ready for more, go to Piazza Maggiore. This is one of the city’s most top-rated spots. After exploring the public square, visit the beloved Bologna Cathedral. Before wrapping up your self-guided sightseeing tour, head to the locally appreciated Chiesa Del Santissimo Salvatore, a locally appreciated church in the city.

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.

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.

Savor the flavors at Bononia Cafè, a top pick for dinner tonight. Alternatively, Via Con Me beckons with its unique menu offerings. Also, consider Trattoria Pizzeria La Mela. With its consistent customer satisfaction, it’s an excellent option for dining in Bologna tonight.

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.

Let the evening flow smoothly from dinner to drinks at Lime Bar, a top-rated bar in the area. For other recommendations, Macondo - Cocktail Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Onda Marina By Night offers a memorable night with diverse drink options and excellent service.

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

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Day 5

Day 5 – Bologna

  • Bologna
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Drive 17 km, 58 min

  • Two Towers
  • Piazza Santo Stefano
  • Porta Castiglione
  • arco del Meloncello
  • Ducati Museum
  • Piazza Maggiore
  • More

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

Get ready for a day filled with an awe-inspiring, an eye-catching, a standout, a majestic, a charming, and a monumental in the charming city of Bologna. Your adventure starts at Two Towers, a captivating local hot spot. Another notable attraction to explore is Piazza Santo Stefano. This up-and-coming public square is known for its stunning appeal.

After soaking in the highlights of these sights, take some time to wander Bologna's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Porta Castiglione. This history-steeped monument offers a fascinating experience that many visitors find memorable. Arco Del Meloncello is also worth visiting, along with Ducati Museum. These standout landmarks offer unique experiences that add to the day’s enjoyment.

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

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

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.

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

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

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Day 6

Day 6 – Bologna and Venice

  • Bologna
  • Venice
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Drive 156 km, 2 hours 13 min

  • Basilica di San Martino
  • La Piccola Venezia
  • Porta Galliera
  • Piazza Maggiore
  • More

Day 6 of your self-drive tour in Italy is your opportunity to see and experience the diversity of the country. You’ll stay in Venice for 4 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.

Enjoy the perfect balance of relaxation and exploration in Bologna today. One of the most up-and-coming attractions included on the itinerary is San Martino. This photogenic church will help you start your sightseeing on top. Then, take a leisurely stroll to La Piccola Venezia and learn what makes this stunning street unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the worthwhile Porta Galliera. After exploring the monument, head to Faizan-e-madina Bologna. This increasingly popular mosque is a highlight in Bologna.

When you’re not exploring beautiful places, you’ll have a relaxed time at Venice. Here, you can choose from the best selection of hotels and places to stay as you get to know more about this spectacular city.

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

Set out on a gastronomic journey in Venice by reserving a table at Local. Renowned for its 1-star Michelin recognition, this restaurant presents an outstanding menu of contemporary cuisine. For a different taste, head over to Wistèria, renowned for its delectable contemporary and venetian dishes. This distinguished 1-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Quadri, a highly rated local gem known for its exquisite modern menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Venice.

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

Explore the vibrant nightlife at Al Parlamento after your meal, a hub for lively evenings and memorable moments. Or, head to The Caffe Rosso for a great selection of flavorful drinks and a charming setting. Furthermore, Adagio 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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Day 7

Day 7 – Venice

  • Venice
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Drive 2 km, 32 min

  • Piazza San Marco
  • St Mark's Campanile
  • St Mark's Basilica
  • Doge's Palace
  • Bridge of Sighs
  • More

On day 7 of your leisurely self-drive tour across Italy, you’ll go deep into Venice, 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 Venice, and meet locals along the way!

Set out on a day brimming with a romantic, a stunning, an eye-catching, a respected, a grand, an UNESCO world heritage-designated, and a monumental. Start at the world-famous Piazza San Marco, a romantic public square in Venice. Next, go to St Mark's Campanile.

After visiting Piazza San Marco and St Mark's Campanile, take time to explore Venice's streets and absorb its charm. Continue your sightseeing by heading to St Mark's Basilica. This culturally significant church offers a unique experience. Doge's Palace is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Bridge Of Sighs, one of the most enchanting places to visit in Venice.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Venice 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 Venice, explore the city like a local by trying out the best restaurants in the area.

Have a fantastic dining experience at Generator Venice, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Nevodi offers an enticing alternative with its varied menu. Additionally, Ristorante La Piazza is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Venice.

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.

Explore the vibrant nightlife at Il Mercante after your meal, a hub for lively evenings and memorable moments. Or, head to The Irish Pub Venezia for a great selection of flavorful drinks and a charming setting. Furthermore, Ai Stagneri is perfect for those looking to extend their night with a touch of local flavor.

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

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Day 8

Day 8 – Venice and Lido

  • Venice
  • More

Drive 7 km, 1 hour 39 min

  • Venetian Arsenal
  • Teatro La Fenice
  • Palazzo Contarini del Bovolo
  • Grand Canal
  • Piazza San Marco
  • More

Day 8 introduces you to many popular attractions and activities in Lido, further proving that leisurely self-drive tours in Italy are extraordinary.

Venice is home to plenty of attractions that offer an enchanting, a visually striking, a respected, a grand, a charming, and an UNESCO world heritage-listed! Start at Venetian Arsenal, a frequently visited historical landmark that is worthwhile a visit in the town. Nearby, you’ll find Teatro La Fenice, enchanting visitors with its romantic appeal. Continue your exploration at Palazzo Contarini Del Bovolo. This palace is one of the town’s most well-known spots.

Enjoy the freedom of exploring Venice at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Grand Canal.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Lido. There are so many fun and eye-opening activities to try out in Lido 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 town of Lido 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 Venice, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Enjoy a delicious meal at Osteria Alla Staffa, a top-rated dining destination in Venice. If you're in the mood to try something new, consider Bistrot de Venise, another top spot with a mouthwatering menu. You might also want to secure a reservation at Corte Sconta. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Venice this evening.

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

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Dolce Vita Venezia stands out as an excellent choice for a post-dinner cocktail. Alternatively, Tarnowska's American Bar offers an ideal atmosphere to enjoy the pleasures of the night. Bar All'angolo is also a great option that provides a perfect setting for a relaxing evening.

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

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Day 9

Day 9 – Venice

  • Venice
  • More

Drive 4 km, 58 min

  • Punta della Dogana - Pinault Collection
  • Santa Maria della Salute
  • Peggy Guggenheim Collection
  • Gallerie dell'Accademia
  • Piazza San Marco
  • More

Day 9 of your relaxed road trip through Italy means 24 hours of making the best memories in Venice. You’ll go sightseeing at famous attractions in Venice. 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 Venice!

Punta Della Dogana - Pinault Collection is must-visit museum and a great starting point for the day. Next, continue your journey to Santa Maria Della Salute, a locally appreciated church, located just a leisurely stroll away. Next, head to Peggy Guggenheim Collection, a romantic art gallery, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Venice. If you’re looking for more, Gallerie Dell'accademia is also a beloved attraction that is worthwhile a visit.

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.

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 Venice.

Make sure to reserve a table at Cantina Do Spade, an iconic dining spot in Venice. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Trattoria Al Gazzettino, a popular restaurant in Venice. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Local, a hidden gem nestled in Venice. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

Unwind after your meal by stepping into Devils Forest Pub. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar Venetico offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook L'archivio, another top-rated bar in the area.

Toast to another unforgettable and relaxing road trip adventure in Italy!

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Day 10

Day 10 – Venice and Milan

  • Venice
  • Milan
  • More

Drive 271 km, 3 hours 43 min

  • Rialto Bridge
  • Ca' Pesaro International Gallery of Modern Art
  • Grassi Palace
  • Piazza San Marco
  • More

Day 10 of your relaxed road trip across Italy promises an exciting agenda full of discovery. You’ll start your day in the city of Venice and drive in the direction of the city of Milan for some laid-back sightseeing. You’ll end your day in the city of Milan, where you’ll stay for 3 nights.

Brace yourself for today’s incredible lineup of attractions in Venice, featuring a romantic, a breathtaking, an instagrammable, a respected, and a grand. Start at Rialto Bridge, a wondrous historical landmark in the city. Then, head to Ca' Pesaro International Gallery Of Modern Art and soak in the ambiance of this eye-catching art gallery.

There are many interesting places to see in Venice and when you are ready for more, go to Grassi Palace. This is one of the city’s most frequently visited spots.

In the city of Milan, 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.

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.

Prepare for an extraordinary culinary adventure in Milan by booking a table at Enrico Bartolini al Mudec, a 3-star Michelin restaurant that boasts an exceptional creative menu. For a different flavor experience, head to Seta by Antonio Guida, renowned for its delectable international and contemporary dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Il Luogo Aimo e Nadia, a local gem known for its delightful italian contemporary and modern cuisine in Milan. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

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

If you’re not ready to end the night just yet, Nottingham Forest offers a perfect venue to relax and savor a drink. Similarly, Armani/bamboo Bar is well-suited for those looking to unwind in a social setting. Mag Cafe is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day 11

Day 11 – Milan

  • Milan
  • More

Drive 1 km, 21 min

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

On day 11 of your leisurely self-drive tour across Italy, you’ll go deep into Milan, 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 Milan, and meet locals along the way!

Today’s route brings a romantic, an eye-catching, a history-steeped, a mesmerizing, a masterful, an inviting, and a grand. The first attraction of today is La Scala. This popular opera house is a picture-perfect place to see in Milan. Continue your discovery at Galleria Vittorio Emanuele Ii, a visually striking shopping mall with stories to tell.

As you stroll around Milan, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Duomo Di Milano Museum. This iconic church offers an inviting encounter with Milan. Cathedral Square is the last of our recommendations for today. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Milan.

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 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.

Treat yourself to a wonderful meal at Dessert Bar Milano, a top-rated dining spot in Milan. If you're in the mood for something new, try Radisson Blu Hotel Milan, another premier location with a delectable menu. You might also want to book a table at Ristorante Qui Si Mangia. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Milan.

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 Milan. The bars in Milan make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

Cap off your dinner by heading to Kilburn Cocktail Bar Milano, ideal for a leisurely evening with a drink in hand. Bar Frida is another bar that offers an enjoyable setting. Similarly, The Friends Pub Milano is also a popular place to go on a night out, perfect for relaxing and socializing.

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

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Day 12

Day 12 – Milan

  • Milan
  • More

Drive 9 km, 1 hour

  • Leonardo da Vinci Museum of Science and Technology
  • Santa Maria delle Grazie Church
  • Castello Sforzesco
  • Sempione Park
  • Arch of Peace
  • Duomo di Milano
  • More

Day 12 introduces you to many popular attractions and activities in Milan, further proving that leisurely self-drive tours in Italy are extraordinary.

Prepare for a day full of a picture-perfect, a respected, a stunning, an UNESCO world heritage-listed, a mesmerizing, a symbolic, a romantic, a beautiful, and a remarkable. When you’re ready, kick off your sightseeing adventure at Museo Della Scienza E Della Tecnologia "leonardo Da Vinci". This popular museum is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Santa Maria Delle Grazie Church, one of the city’s most promising highlights.

Next, check out Sforzesco Castle Art Library, one of the most astonishing places to see in Milan. This castle is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Parco Sempione. Wander around and soak in the mesmerizing atmosphere this park offers. Finally, take the path to the interesting Arch Of Peace, the last of our attraction recommendations for 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.

Exploring the food culture in Milan 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 delightful dinner at Bice Restaurant, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Alto Ristorante? It's another excellent option with a diverse menu. Consider reserving a table at Nero 9 as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Milan.

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

After savoring a delicious meal, step into the vibrant nightlife at Bhangrabar, where the evening is just getting started. In the same way, Rufus Cocktail Bar offers a unique charm perfect for experiencing the local bar scene in Milan. Ostello Bello Grande is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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Day 13

Day 13 – Milan and Florence

  • Milan
  • Florence
  • More

Drive 320 km, 4 hours 30 min

  • Pinacoteca di Brera
  • Garibaldi Gate
  • Piazza Gae Aulenti
  • Basilica di Sant'Ambrogio
  • Duomo di Milano
  • More

Day 13 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience more than one place in one day. You will start your day by exploring some of the best sights in the city of Milan. By the end of the day, you’ll drive in the direction of the city of Florence, where you’ll stay at a top-rated hotel of your choice for 1 night.

Today’s agenda in Milan includes an art gallery, a monument, a public square, a church and much more! Pinacoteca Di Brera is must-visit art gallery and a great starting point for the day. Next, continue your journey to Porta Garibaldi, a locally appreciated monument, located just a leisurely stroll away. Next, head to Piazza Gae Aulenti, a photogenic public square, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Milan. If you’re looking for more, Basilica Di Sant'ambrogio is also a captivating attraction that is worthwhile a visit.

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.

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.

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

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 Gosh*, known for its lively atmosphere. Antico Caffè Del Moro - Art Bar Firenze is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Quelo Bar offers an excellent atmosphere for those looking to amp up the evening.

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

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Day 14

Day 14 – Florence - departure day

  • Florence - Departure day
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  • piazzale Michelangelo
  • Ponte Vecchio
  • More

Day 14 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 Florence.

Maximize your last day in Italy and go on a shopping spree in Florence’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.

If you'd rather pass the time visiting some attractions, this is your chance to go to places you may not have had the chance to explore yet.

One fantastic attraction you could visit on your last day in Florence is the remarkable Piazzale Michelangelo. This observation deck and popular place of interest has an average rating of 4.8 out of 5 stars from 77,744 visitors.

Unwind and look back at the past 14 days of your relaxed road trip over a bite to eat. This is your chance to enjoy one last traditional meal in Florence or just grab something light to keep you going.

Savor the flavors at Tijuana, a top pick for dinner tonight. Alternatively, Djària - American Bar beckons with its unique menu offerings.

Give yourself enough time to wave goodbye to Florence 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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