7-Day Italy Self-Drive Road Trip With Itinerary from Milan traveling south to Venice, Florence, and Pisa

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Explore the best of Italy on a 7-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Milan, Venice, Florence, Siena, Pisa, and Genoa. This road trip itinerary in Italy seamlessly combines exploration with relaxation.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 nights in Milan, 1 night in Venice, 2 nights in Florence, and 1 night in Pisa. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.

Upon arriving in Milan, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Piazza San Marco and Rialto Bridge are just a couple of the bucket-list attractions that await your discovery.

As you hit the open road and drive through Milan, Venice, Florence, Siena, Pisa, and Genoa, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.

Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!

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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Piazza Gae Aulenti
Duomo di MilanoGalleria Vittorio Emanuele IILa ScalaCastello SforzescoSempione Park
Rialto BridgeTeatro La FenicePiazza San MarcoDoge's PalaceBridge of Sighs
piazza del CampoSiena Cathedralpiazzale MichelangeloGalleria dell'AccademiaCentral MarketPonte Vecchio
Cathedral of Santa Maria del Fiorepiazza della SignoriaUffizi GalleryPonte VecchioThe Boboli Gardens
Leaning Tower of PisaPiazza del Duomo, PisaPisa CathedralPriaruggia
Arch of PeaceDuomo di Milano

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Day 1

Day 1

  • Milan - Arrival day
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  • Piazza Gae Aulenti
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Your road trip adventure in Italy begins as soon as you reach Milan and pick up your car. You’ll stay in Milan for 1 night and explore the best things to see and do, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

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 Piazza Gae Aulenti or taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

As afternoon approaches, head to your chosen hotel in Milan. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

As dinnertime approaches, it's time to head out for a bite to eat in Milan. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Treat yourself to a delightful dinner at Hotel Morfeo Milano, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Contraste? It's another excellent option with a diverse menu. Consider reserving a table at UNAHOTELS Galles Milano as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Milan.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Nottingham Forest, known for its inviting atmosphere. Armani/bamboo Bar is another great option if you’re looking for a place to get the night started. Similarly, Mag Cafe provides a great setting to enjoy the night away.

Raise a toast to the start of your 7-day road trip in Italy!

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Day 2

Day 2

  • Milan
  • Venice
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Drive 267 km, 3 hours 26 min

  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • La Scala
  • Castello Sforzesco
  • Sempione Park
  • More

On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Milan. When you’re not sightseeing, take time to relax at your selected hotel in Venice, where you’ll be staying for 1 night.

Get ready for a day filled with a romantic, a mesmerizing, an instagrammable, a respected, an inviting, a majestic, a remarkable, and an idyllic in the charming city of Milan. Your adventure starts at Duomo Di Milano Museum, an iconic local hot spot. Another notable attraction to explore is Galleria Vittorio Emanuele Ii. This extraordinary shopping mall is known for its inviting appeal.

After soaking in the highlights of these sights, take some time to wander Milan's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to La Scala. This historic opera house offers a fascinating experience that many visitors find memorable. Sforzesco Castle Art Library is also worth visiting, along with Parco Sempione. These standout landmarks offer unique experiences that add to the day’s enjoyment.

At the end of the day, you will drive to Venice, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

After a day of adventure, treat yourself to an exquisite dinner at one of Venice's best restaurants.

Start your culinary exploration in Venice by securing a reservation at Local. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of contemporary cuisine. For another dining delight, visit Wistèria, celebrated for its delectable contemporary and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Quadri, a top local spot known for its tantalizing modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

If you’re not ready to end the night just yet, Al Parlamento offers a perfect venue to relax and savor a drink. Similarly, The Caffe Rosso is well-suited for those looking to unwind in a social setting. Adagio is another excellent spot to enjoy a nightcap after a delightful meal.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

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Day 3

Day 3

  • Venice
  • Florence
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Drive 260 km, 3 hours 15 min

  • Rialto Bridge
  • Teatro La Fenice
  • Piazza San Marco
  • Doge's Palace
  • Bridge of Sighs
  • More

Dive into day 3 of your remarkable road trip in Italy. Today you will explore Venice, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Florence. You’ll stay here for 2 nights.

Get ready to discover some of the most iconic wonders in Venice, including a historical landmark, an opera house, a public square, a palace, a monument and much more! Start your day at Rialto Bridge. This romantic historical landmark is a world-famous place to see in Venice. Then, wander over to Teatro La Fenice. If respected sites excite you, this opera house will be right up your alley. Nearby, you’ll also find Piazza San Marco. This UNESCO world heritage-listed public square is a favorite among visitors.

Venice offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Doge's Palace is a popular 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 culturally significant Bridge Of Sighs. Take a moment to appreciate the fascinating details of this captivating monument in Venice.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and spend some time relaxing before you head out to tour the city.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Discover the culinary delights of Florence by securing a reservation at Enoteca Pinchiorri. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of italian contemporary cuisine. For an alternative dining experience, try Santa Elisabetta, renowned for its delicious creative and mediterranean dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Gucci Osteria da Massimo Bottura, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Unwind after your meal by stepping into Manifattura. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Se·sto On Arno Rooftop Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Il Vinile, another top-rated bar in the area.

Say good night to Florence and look forward to another great day of your road trip in Italy!

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Day 4

Day 4

  • Florence
  • Siena
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Drive 160 km, 2 hours 56 min

  • piazza del Campo
  • Siena Cathedral
  • piazzale Michelangelo
  • Galleria dell'Accademia
  • Central Market
  • Ponte Vecchio
  • More

Greet day 4 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Siena and Florence.

Start by visiting Piazzale Michelangelo, a prime spot to begin your journey. This enchanting observation deck is sure to impress. Next on your list is Galleria Dell'accademia, another must-visit landmark and interesting art gallery renowned for its photogenic features.

While exploring and sightseeing, take time to savor the ambiance of Florence by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to Central Market. This eye-catching food market is a remarkable attraction that offers a unique experience. Ponte Vecchio also adds charm to your journey.

Continue your road trip and head to your next destination, Siena. This car ride takes around 1 hour 16 min.

One of our top recommendations for your sightseeing is Piazza Del Campo. Spend some time admiring the history-steeped features of the public square before you continue to your next stop. Then, head to Siena Cathedral. This well-known church is a traveler-favorite in the city.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.

After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.

Dine in style at Ditta Artigianale, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria Da Burde boasts a menu that's sure to impress. Also, be sure to check out Casa Toscana. Known as a local hotspot, it’s a great choice for tonight in Florence.

Unwind after your meal by stepping into Bar 50 Rosso. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bitter Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Archea Brewery, another top-rated bar in the area.

Relax and recharge in preparation for another adventurous day in Italy!

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Day 5

Day 5

  • Florence
  • Pisa
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Drive 85 km, 1 hour 49 min

  • Cathedral of Santa Maria del Fiore
  • piazza della Signoria
  • Uffizi Gallery
  • Ponte Vecchio
  • The Boboli Gardens
  • More

Embark on another extraordinary experience on day 5 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Florence. At the end of the day, you will enjoy the comforts of a top-rated hotel in Pisa, which will be your home away from home for 1 night.

Florence is home to plenty of attractions that offer a charming, a breathtaking, an eye-catching, a historic, a monumental, a culturally significant, an UNESCO world heritage-designated, and a masterful! Start at Cathedral Of Santa Maria Del Fiore, an impressive church that is worthwhile a visit in the city. Nearby, you’ll find Piazza Della Signoria, enchanting visitors with its visually striking appeal. Continue your exploration at Uffizi Gallery. This art gallery is one of the city’s most top-rated 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.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Pisa. Pisa offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

Indulge in a memorable dining experience at one of Pisa's most popular restaurants, and connect with friendly locals for an authentic adventure.

Have a fantastic dining experience at Anima di Grano Pizzeria Napoletana Pisa Italy, a highly recommended choice for tonight's dinner. If you're looking to mix things up, il Mercante offers an enticing alternative with its varied menu. Additionally, La Ghiotteria is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Pisa.

Keep the excitement of the evening going by visiting a bar or two. Jeffer Cocktails & Friends is an excellent place to start. You could also check out Le Parisien Wine Bar, offering a different kind of charm. A last recommendation for the day is Las Volta Cocktailbar. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 6

Day 6

  • Pisa
  • Genoa
  • Milan
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Drive 302 km, 3 hours 59 min

  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Pisa Cathedral
  • Priaruggia
  • More

On day 6 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Pisa and Genoa. In the evening, you’ll end up in Milan, where you will stay for 1 night.

Today’s itinerary in Pisa covers several incredible sights, including a monument, a public square, and a church. Start your adventure at Leaning Tower Of Pisa. This world-famous monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the UNESCO world heritage-listed wonders of Piazza Del Duomo, Pisa, a must-see public square in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Pisa Cathedral. This curiosity-inducing church offers an enriching experience.

Fasten your seatbelt and make your way to your next stop. Genoa, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Pisa to Genoa may take around 1 hour 43 min without traffic disruptions. Upon arrival in Genoa, we highly recommend checking out some of the top attractions.

Head to Spiaggia Pubblica Di Priaruggia, a worthwhile beach in Genoa. Explore its romantic features at your own pace before you continue your journey.

At the end of the day, you will drive to Milan, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

As dinnertime approaches, it's time to head out for a bite to eat in Milan. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Dive into a culinary adventure like no other in Milan by booking a table at Enrico Bartolini al Mudec. This popular restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another culinary dining option, venture to Seta by Antonio Guida, celebrated for its delectable international and contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Il Luogo Aimo e Nadia, a top local restaurant known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

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

Relax and recharge in preparation for another adventurous day in Italy!

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Day 7

Day 7

  • Milan - Departure day
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  • Arch of Peace
  • Duomo di Milano
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Day 7 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Milan before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Milan's best shopping area. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.

Start your day with a visit to Arch Of Peace. This popular monument is a must-visit in the city.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Milan.

Enjoy a lovely meal at Bice Restaurant, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Alto Ristorante is another top choice with a popular menu.

You’ll then say farewell to Milan. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!

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