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

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Description

Sit back and enjoy a relaxed 7-day road trip in Italy with this laid-back self-drive vacation.

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 Milan, Pisa, and Florence. Make yourself at home at top-rated hotels and stay 4 nights in Milan and 2 nights in Florence. Finally, taste the local food and enjoy a refreshing drink at the most popular restaurants and bars along your road trip route in Italy.

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

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

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

Traveling leisurely through Italy means you could spend as much time as you want at the magnificent Leaning Tower Of Pisa. You’ll have plenty of time to take in each attraction's unique features, learn its unique history, and appreciate it to the fullest.

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

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

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

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

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

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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Arch of Peace
Royal Palace of MilanCathedral SquareDuomo di MilanoGalleria Vittorio Emanuele IILa Scala
Leonardo da Vinci Museum of Science and TechnologySempione ParkCastello SforzescoPinacoteca di BreraPiazza Gae AulentiDuomo di Milano
Pisa CathedralPiazza del Duomo, PisaLeaning Tower of PisaDuomo di Milano
Ponte VecchioUffizi Gallerypiazza della SignoriaBasilica of Santa Croce in Florencepiazzale Michelangelo
Cathedral of Santa Maria del FioreGalleria dell'AccademiaCentral MarketThe Boboli GardensPonte Vecchio
Garibaldi GateDuomo di Milano

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Day 1

Day 1 – Milan - arrival day

  • Milan - Arrival day
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  • Arch of Peace
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Your relaxed road trip through Italy starts when you reach the incredible city of Milan, where you'll stay for 3 nights. You'll pick up your rental car in Milan and begin your adventure in Italy.

Milan 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 Arch Of Peace or taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Milan. 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.

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 Milan.

Savor the flavors at Hotel Morfeo Milano, a top pick for dinner tonight. Alternatively, Contraste beckons with its unique menu offerings. Also, consider UNAHOTELS Galles Milano. With its consistent customer satisfaction, it’s an excellent option for dining in Milan tonight.

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

Extend your evening after a delightful meal by visiting Nottingham Forest, which offers the perfect atmosphere for a night out. Moreover, Armani/bamboo Bar is another popular option for a drink or two. Likewise, Mag Cafe also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day 2

Day 2 – Milan

  • Milan
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Drive 1 km, 20 min

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

On day 2 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!

A blend of a visually striking, a historically significant, a romantic, a breathtaking, a culturally significant, a sacred, and a noteworthy await you in Milan on today’s itinerary. First up is the locally renowned palace, Royal Palace Of Milan. It's a standout spot that offers a memorable visit. Afterward, continue to Cathedral Square. A visit to this public square is an enriching experience for all.

As you explore Milan’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Duomo Di Milano Museum. This world-famous church is an essential stop that should not be missed. Following that, head to Galleria Vittorio Emanuele Ii, another must-visit site that will enhance your experience. Lastly, visit La Scala and learn why this opera house is renowned as one of the city's most captivating attractions.

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 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.

Experience a taste of local culinary excellence while in Milan by securing a table at Enrico Bartolini al Mudec. An esteemed 3-star Michelin restaurant, it features an exceptional creative menu. For an alternative taste experience, visit Seta by Antonio Guida, famous for its scrumptious international and contemporary dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Il Luogo Aimo e Nadia, a local favorite celebrated for its exquisite italian contemporary and modern cuisine in Milan. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and modern cuisine lovers seeking top-notch culinary experiences.

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.

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 3

Day 3 – Milan

  • Milan
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Drive 11 km, 1 hour 28 min

  • Leonardo da Vinci Museum of Science and Technology
  • Sempione Park
  • Castello Sforzesco
  • Pinacoteca di Brera
  • Piazza Gae Aulenti
  • Duomo di Milano
  • More

Day 3 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 historic, a charming, a beautiful, a stunning, and a majestic. When you’re ready, kick off your sightseeing adventure at Museo Della Scienza E Della Tecnologia "leonardo Da Vinci". This locally renowned museum is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Parco Sempione, one of the city’s most promising highlights.

Next, check out Sforzesco Castle Art Library, one of the most widely recognized 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, Pinacoteca Di Brera. Wander around and soak in the instagrammable atmosphere this art gallery offers. Finally, take the path to the interesting Piazza Gae Aulenti, the last of our attraction recommendations for today.

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

Have a fantastic dining experience at Bice Restaurant, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Alto Ristorante offers an enticing alternative with its varied menu. Additionally, Nero 9 is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight 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.

Continue the enjoyment post-dinner at Bhangrabar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Rufus Cocktail Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Ostello Bello Grande. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

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Day 4

Day 4 – Milan, Pisa, and Florence

  • Milan
  • Pisa
  • Florence
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Drive 380 km, 4 hours 51 min

  • Pisa Cathedral
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • Duomo di Milano
  • More

Day 4 of your relaxed road trip across the beautiful country of 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!

Pisa’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Milan behind. This drive usually takes around 3 hours 17 min. Pisa welcomes you with a multitude of unique vacation experiences.

Take your self-guided tour to Pisa Cathedral, an up-and-coming church that everyone visiting Pisa should see. Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Next, head to Piazza Del Duomo, Pisa. This historic public square is one of the most timeless attractions in the region. Don’t miss out on Leaning Tower Of Pisa, a remarkable monument, popular among locals as well as travelers.

You’ll be staying at the incredible city of Florence in this laid-back road trip in Italy. You'll stay here for 2 nights.

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.

Dive into a culinary adventure like no other in Florence by booking a table at Enoteca Pinchiorri. This popular restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another culinary dining option, venture to Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Gucci Osteria da Massimo Bottura, a top local restaurant known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

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

Let the evening flow smoothly from dinner to drinks at Manifattura, a top-rated bar in the area. For other recommendations, Se·sto On Arno Rooftop Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Il Vinile offers a memorable night with diverse drink options and excellent service.

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

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Day 5

Day 5 – Florence

  • Florence
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Drive 4 km, 1 hour 2 min

  • Ponte Vecchio
  • Uffizi Gallery
  • piazza della Signoria
  • 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!

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most iconic attractions included on the itinerary is Ponte Vecchio. This majestic historical landmark will help you start your sightseeing on top. Then, take a leisurely stroll to Uffizi Gallery and learn what makes this history-steeped art gallery unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the spectacular Piazza Della Signoria. After exploring the public square, head to Basilica Of Santa Croce In Florence. This captivating church is a highlight in Florence. Lastly, don’t forget to check out the top-rated Piazzale Michelangelo. Enjoy exploring this incredible observation deck at your own pace.

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 delicious meal at Ditta Artigianale, a highly-rated dining destination in Florence. If you're eager to try something different, consider Trattoria Da Burde, another top spot with a tantalizing menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

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

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

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Day 6

Day 6 – Florence and Milan

  • Florence
  • Milan
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Drive 312 km, 4 hours 5 min

  • Cathedral of Santa Maria del Fiore
  • Galleria dell'Accademia
  • Central Market
  • The Boboli Gardens
  • Ponte Vecchio
  • More

On day 6 of your laid-back and relaxed road trip adventure, you’ll have the chance to visit more than one remarkable area in Italy. Since this self-drive tour offers freedom and flexibility, you can decide how much time you want to spend in each place to enjoy the memorable travel destinations in Italy.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Cathedral Of Santa Maria Del Fiore. This romantic church is a highlight of any visit in the city. Then, enjoy Galleria Dell'accademia, another photogenic attraction that never fails to captivate visitors. Next, head over to Central Market, one of the city’s most well-known attractions, known for its photogenic features.

If you’re looking for more, spend time soaking in the atmosphere of The Boboli Gardens. This remarkable botanical garden is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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.

Make sure to reserve a table at Ristorante la Brisa, 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 Pasticceria San Carlo, 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 UNAHOTELS Cusani Milano, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

Round off your dining experience by visiting Qc Termemilano, a prime location for a drink. Alternatively, explore the distinctive characteristics of Yguana Cafè, a bar catering to every mood and preference.

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 – Milan - departure day

  • Milan - Departure day
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  • Garibaldi Gate
  • Duomo di Milano
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Day 7 of your relaxed road trip in Italy is your departure day. If you have a flight to catch, you’ll drop off your rental car well in advance before your departure. Choose a late flight to enjoy a stress-free last day in Milan.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

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 Milan is the remarkable Porta Garibaldi. This monument and popular place of interest has an average rating of 4.4 out of 5 stars from 3,436 visitors.

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

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

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