One-Week Italy Self-Drive Road Trip With Itinerary from Milan traveling east to Venice, Florence, and Rome

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Experience the freedom of the open road in Italy as you embark on an unforgettable 8-day road trip! This experience caters to every traveler, featuring destinations like Milan, Venice, Florence, Pisa, and Rome.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 3 nights in Milan, 1 night in Venice, 2 nights in Florence, and 1 night in Rome. 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. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Pantheon, learn more about the unique Piazza Navona, and immerse yourself in the vibrant atmosphere of Piazza San Marco.

As you hit the open road and drive through Milan, Venice, Florence, Pisa, and Rome, 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
Sempione ParkCastello SforzescoGalleria Vittorio Emanuele IIDuomo di MilanoBrera
Bridge of SighsDoge's PalaceSt Mark's BasilicaPiazza San MarcoRialto Bridge
Palazzo VecchioBasilica of Santa Croce in FlorenceBrunelleschi's domepiazza della Signoria
Piazza del Duomo, PisaPisa CathedralAngelo CadutoLeaning Tower of PisaKnights' Square
piazza del PopoloPiazza di SpagnaTrevi FountainPiazza NavonaPantheon
ColosseumRoman Forum
Corso Vittorio Emanuele II

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Day 1

Day 1

  • Milan - Arrival day
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Say hello to Milan! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Milan for 2 nights before you continue your adventure!

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 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 Milan. Make yourself at home and enjoy some downtime before heading out again.

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

Enjoy a delicious meal at Hotel Morfeo Milano, a highly-rated dining destination in Milan. If you're eager to try something different, consider Contraste, another top spot with a tantalizing menu. You might also want to secure a reservation at UNAHOTELS Galles Milano. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Milan this evening.

After savoring a delicious meal, step into the vibrant nightlife at Nottingham Forest, where the evening is just getting started. In the same way, Armani/bamboo Bar offers a unique charm perfect for experiencing the local bar scene in Milan. Mag Cafe is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Raise a toast to the start of your 8-day road trip in Italy!

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Day 2

Day 2

  • Milan
  • More

Drive 4 km, 38 min

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

Day 2 offers a multitude of experiences. You will stay in Milan for 1 night more, offering you enough time to explore at a relaxed pace.

Don’t miss Brera in Milan today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time exploring its best features, and enjoy the convenience of nearby top-rated landmarks.

Milan is brimming with adventures. Today’s wonderful stops include a park, a castle, a shopping mall, a church and much more! Begin your sightseeing adventure at the astonishing Parco Sempione. Just a short distance away is Sforzesco Castle Art Library, a historic castle that draws visitors from far and near.

Continue your journey to Galleria Vittorio Emanuele Ii, one of the city’s most famous spots that you shouldn’t miss. Another great site to visit is the iconic Duomo Di Milano Museum.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

Experience shopping bliss at Milan as you explore Quadrilatero della Moda. Take a leisurely stroll through unique boutiques and high-end shops, where local treasures are waiting to be found. Beyond shopping, Quadrilatero della Moda offers more options, including unique attractions, key services, and vibrant events.

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

Enjoy a delicious meal at Dessert Bar Milano, a highly-rated dining destination in Milan. If you're eager to try something different, consider Radisson Blu Hotel Milan, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante Qui Si Mangia. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Milan this evening.

Keep the evening going at Kilburn Cocktail Bar Milano, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bar Frida, which offers a similarly pleasant setting and great drinks. Another option is The Friends Pub Milano, which provides an inviting environment for unwinding after a busy day out.

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

  • Milan
  • Venice
  • More

Drive 276 km, 3 hours 43 min

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

On day 3 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 Venice. In the evening, you’ll end up in Venice, where you will stay for 1 night.

Today’s itinerary in Milan covers several incredible sights, including a monument, a palace, a church, a public square, a historical landmark and much more! Start your adventure at Bridge Of Sighs. This popular monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the history-steeped wonders of Doge's Palace, a must-see palace 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 St Mark's Basilica. This interesting church offers an enriching experience. For a change of pace, head to Piazza San Marco, where you can take in visually striking features. Conclude your self-guided sightseeing tour with a visit to Rialto Bridge. This visually striking historical landmark offers a fulfilling end to a perfect day.

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

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

Treat yourself to a wonderful meal at Bauer Hotel, a top-rated dining spot in Venice. If you're in the mood for something new, try L'Osteria Le Guglie, another premier location with a delectable menu. You might also want to book a table at Corner Pub. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Venice.

Let the evening flow smoothly from dinner to drinks at Al Parlamento, a top-rated bar in the area. For other recommendations, The Caffe Rosso provides a perfect setting for rounding out your night with style and great drinks. Likewise, Adagio offers a memorable night with diverse drink options and excellent service.

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

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Day 4

Day 4

  • Venice
  • Florence
  • More

Drive 263 km, 3 hours 26 min

  • Palazzo Vecchio
  • Basilica of Santa Croce in Florence
  • Brunelleschi's dome
  • piazza della Signoria
  • More

Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 2 nights here for some well-deserved relaxation.

Venice is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and scenic views! Start at Palazzo Vecchio, a notable palace that is worthwhile a visit in the city. Nearby, you’ll find Basilica Of Santa Croce In Florence, enchanting visitors with its culturally significant appeal. Continue your exploration at Brunelleschi's Dome. This monument is one of the city’s most frequently visited 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 Piazza Della Signoria.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Florence. Florence offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As you explore more of Florence, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

Continue your evening by exploring the vibrant nightlife scene at Manifattura, a prime destination for a thrilling night out. Also, don’t forget to check out Se·sto On Arno Rooftop Bar, a bar that offers unique local touches. Likewise, Il Vinile provides an excellent alternative for a fun evening.

Raise your glass to another unforgettable day in Italy!

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Day 5

Day 5

  • Florence
  • More

Drive 198 km, 2 hours 58 min

  • Piazza del Duomo, Pisa
  • Pisa Cathedral
  • Angelo Caduto
  • Leaning Tower of Pisa
  • Knights' Square
  • More

On day 5 of your road trip, you’ll start and end your day in Florence, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Pisa. You still have 1 night left in Florence.

Just a short distance away is Pisa Cathedral, a picture-perfect church that draws visitors from far and near.

Continue your journey to Angelo Caduto, one of the city’s most intriguing spots that you shouldn’t miss. Another great site to visit is the globally renowned Leaning Tower Of Pisa. Last up on today’s itinerary is a public square. Make your way to Knights' Square for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of Florence.

When you’re done exploring for the day, you’ll return to Florence and your accommodation.

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

Treat yourself to a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Continue the enjoyment post-dinner at Bar 50 Rosso, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bitter Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Archea Brewery. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

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Day 6

Day 6

  • Florence
  • Rome
  • More

Drive 278 km, 3 hours 51 min

  • piazza del Popolo
  • Piazza di Spagna
  • Trevi Fountain
  • Piazza Navona
  • Pantheon
  • More

Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Rome. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rome, which will be your home away from home for 1 night.

Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await. Piazza Del Popolo is the perfect place to start. This public square is one of the most widely recognized places to visit in Florence. Next, head to Piazza Di Spagna, a wondrous public square, known for its history-steeped 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 Trevi Fountain. This history-steeped monument offers a unique experience that is highly recommended. Meanwhile, Piazza Navona adds its own distinct charm to your journey. Finish your day with a visit to Pantheon, a culturally significant monument in Florence.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Treat yourself to a delightful dinner at La Bottega Roma, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Pasta In Corso? It's another excellent option with a diverse menu. Consider reserving a table at Trattoria Vecchia Roma as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

Round off your dining experience by visiting La Botticella Of Poggi Giovanni, a prime location for a drink. Alternatively, explore the distinctive characteristics of Almalu Trastevere, a bar catering to every mood and preference. Bar Viminale Di Pepi Maurilio likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 7

Day 7

  • Rome
  • Milan
  • More

Drive 585 km, 6 hours 22 min

  • Colosseum
  • Roman Forum
  • More

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Rome. When you’re not sightseeing, take time to relax at your selected hotel in Milan, where you’ll be staying for 1 night.

Start your day at Colosseum. This historic archeological site is a timeless place to see in Rome. Then, wander over to Roman Forum. If culturally significant sites excite you, this archeological site will be right up your alley.

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

Make sure to reserve a table at Bice Restaurant, 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 Alto Ristorante, 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 Nero 9, 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 your delicious meal, get a taste of the vibrant nightlife with a visit to Bhangrabar, known for its inviting atmosphere. Rufus Cocktail Bar is another great option if you’re looking for a place to get the night started. Similarly, Ostello Bello Grande provides a great setting to enjoy the night away.

Raise your glass and celebrate another amazing day of your road trip in Italy!

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Day 8

Day 8

  • Milan - Departure day
  • More
  • Corso Vittorio Emanuele II
  • More

Day 8 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.

At the top of the list of things to do today is to explore Corso Vittorio Emanuele II, a street that captures the true essence of Milan. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Milan's best shopping area, Quadrilatero della Moda. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy. Browse through boutiques to find unique and stylish fashion pieces to take home. Explore high-end stores offering an exquisite selection of luxury items.

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

If you're in the mood to try something new, consider Pasticceria San Carlo, another top spot with a mouthwatering 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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