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

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Photo of Arch of Peace, or Arco della Pace, city gate in the centre of the Old Town of Milan in the sunny day, Lombardia, Italy.
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Explore the best of Italy on a remarkable 11-day road trip! Combine exploration with relaxation on a self-drive tour featuring Milan, Valeggio sul Mincio, Verona, Venice, Arezzo, Rome, Florence, Pisa, and Genoa.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. You will spend 3 nights in Milan, 1 night in Venice, 1 night in Arezzo, 3 nights in Rome, 1 night 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 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.

As you hit the open road and drive through Milan, Valeggio sul Mincio, Verona, Venice, Arezzo, Rome, Florence, 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, accommodations, 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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Day1

Day 1

  • Milan - Arrival day
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  • Piazza Gae Aulenti
  • More

Your road trip adventure in Italy begins as soon as you reach Milan and pick up your car. You’ll stay here for 2 nights and explore what to see in Milan, 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. Taking a stroll in the city center is a great alternative. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in 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.

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 lovely dining experience at Hotel Morfeo Milano, a popular restaurant in Milan. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Milan at Contraste, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated UNAHOTELS Galles Milano. It’s yet another ideal choice to enhance your time in Milan tonight.

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 to the start of your 11-day road trip in Italy!

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Day2

Day 2

  • Milan
  • More

Drive 4 km, 39 min

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

On day 2 of your road trip, you will have an entire day to discover what to see in Milan. You’ll stay in Milan for 1 night.

Milan is brimming with adventures.

Make a stop at Duomo Di Milano Museum. This wondrous church is a must-visit for travelers looking for a unique holiday experience. Make your way to Galleria Vittorio Emanuele Ii located in Milan for another exciting encounter.

Next, immerse yourself in the setting of La Scala. Its picture-perfect features will captivate you. After the opera house, continue your tour of the city with a visit to Sforzesco Castle Art Library. Visitors usually appreciate the stunning features of this castle. Next up is Parco Sempione, a highly recommended park.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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

Discover the culinary delights of Milan by securing a reservation at Enrico Bartolini al Mudec. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of creative cuisine. For an alternative dining experience, try Seta by Antonio Guida, renowned for its delicious international and contemporary 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 Il Luogo Aimo e Nadia, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and modern menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Continue your evening by exploring the vibrant nightlife scene at Kilburn Cocktail Bar Milano, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Frida, a bar that offers unique local touches. Likewise, The Friends Pub Milano provides an excellent alternative for a fun evening.

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

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Day3

Day 3

  • Milan
  • Valeggio sul Mincio
  • Verona
  • Venice
  • More

Drive 293 km, 4 hours 28 min

  • Parco Giardino Sigurtà
  • Castelvecchio Bridge
  • Castelvecchio Museum
  • Verona Arena
  • More

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, including Valeggio sul Mincio and Verona. When you’re not sightseeing, take time to relax at your chosen hotel in Venice, where you’ll be staying for 1 night.

Continue your road trip and head to your next destination, Valeggio sul Mincio. This car ride takes around 2 hours 3 min.

For a more meaningful self-guided tour of the town's best attractions, visit Parco Giardino Sigurtà, an interesting botanical garden that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

When you’ve had your share of Valeggio sul Mincio, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Verona. Your travel time is around 48 min.

One of our top recommendations for your sightseeing is Castelvecchio Bridge. Spend some time admiring the visually striking features of the monument before you continue to your next stop. Then, head to Castelvecchio Museum. This locally renowned museum is a traveler-favorite in the town.

If you're keen to see more, continue to Verona Arena. Feed your curiosity by learning something new about the stadium.

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

Venice is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Venice.

Experience a harmony of flavors at Local in Venice by securing a reservation in advance. Known for its 1-star Michelin status, Local offers a delightful variety of dishes highlighting its delicious contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Wistèria, a highly recommended restaurant known for its enticing contemporary and venetian cuisine. This popular 1-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Quadri, a highly acclaimed restaurant celebrated for its exceptional modern menu.

Continue your evening by exploring the vibrant nightlife scene at Al Parlamento, a prime destination for a thrilling night out. Also, don’t forget to check out The Caffe Rosso, a bar that offers unique local touches. Likewise, Adagio provides an excellent alternative for a fun evening.

Relax and look forward to more memorable moments to come!

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Day4

Day 4

  • Venice
  • Arezzo
  • More

Drive 330 km, 3 hours 44 min

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

Your itinerary for day 4 of your road trip in Italy includes 1 stop and features some of the highlights of Venice. At the end of the day, enjoy the comforts of a top-rated hotel in Arezzo, where you'll spend 1 night.

Rialto Bridge makes a great addition to your morning plans. This globally renowned historical landmark is an enchanting place to see in Venice. Continue your discovery at Piazza San Marco, an UNESCO world heritage-listed public square with stories to tell.

As you stroll around Venice, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to St Mark's Basilica. This popular church offers an enchanting encounter with Venice. Next, make your way to Doge's Palace to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Venice.

When you’re done exploring for the day, you’ll drive to your hotel in Arezzo. Check in and relax before you head out to tour the city.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Arezzo. Enjoy a relaxing evening as you savor delicious local cuisine.

Experience a taste of local culinary excellence while in Arezzo by securing a table at Octavin. An esteemed 1-star Michelin restaurant, it features an exceptional creative menu. If you're in the mood for something new, try La Clandestina, another premier location with a delectable menu.

Keep the excitement of the evening going by visiting a bar or two. Liquid Bar is an excellent place to start.

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

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Day5

Day 5

  • Arezzo
  • Vatican City
  • Rome
  • More

Drive 227 km, 2 hours 52 min

  • Vatican Museums
  • Sistine Chapel
  • Saint Peter's Square
  • St Peter's Basilica
  • More

On day 5 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Vatican City are on today's agenda. In the evening, you’ll end up in Rome, where you will stay for 3 nights.

It’s time to gear up for the next part of your road trip adventure. Set course for Vatican City! Under favorable conditions, your drive to Vatican City may take around 2 hours 32 min. Upon your arrival in Vatican City, you’ll be greeted with the opportunity to do some sightseeing and exploring.

When you're ready for some sights, head to Vatican Museums, a wondrous art museum in Vatican City. This spectacular chapel is a top recommendation in the area.

When you’re ready to explore more, Saint Peter's Square is an excellent choice. Next, continue your sightseeing at the timeless St. Peter's Basilica and discover what makes this major basilica unique.

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.

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

Have a memorable dining experience in Rome by booking a table at La Pergola, a 3-star Michelin restaurant presenting an exceptional mediterranean and contemporary menu. For a different culinary experience in Rome, Il Pagliaccio shines as one of the top destinations, known for its delicious creative and innovative cuisine. This 2-star Michelin-awardee consistently earns high praises, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Enoteca La Torre is known as a top local spot in Rome for its delicious mediterranean and creative cuisine. This 2-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Explore the vibrant nightlife at La Botticella Of Poggi Giovanni after your meal, a hub for lively evenings and memorable moments. Or, head to Almalu Trastevere for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Viminale Di Pepi Maurilio is perfect for those looking to extend their night with a touch of local flavor.

Savor another day of unforgettable experiences in Italy!

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Day6

Day 6

  • Rome
  • More

Drive 9 km, 1 hour 5 min

  • Villa Borghese
  • Basilica di Santa Maria Maggiore
  • Colosseum
  • Roman Forum
  • Altare della Patria
  • More

Day 6 offers an itinerary packed with the best things to see in Milan. You’ll stay in Rome for 2 nights more, offering you enough time to explore at a relaxed pace.

Catch Villa Borghese before the crowds roll in. This standout park is sure to ignite your curiosity. Next, dive into the photogenic features of Basilica Di Santa Maria Maggiore, a must-visit church in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Colosseum, an iconic archeological site. For a change of scene, check out Roman Forum, known for its UNESCO world heritage-listed features. We also recommend visiting Altare Della Patria. This monument is a must for anyone looking to experience the city to the fullest.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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.

Enjoy a lovely meal at RomAntica, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Coso Ristorante is another top choice with a popular menu. You could also check for a table at DEROMA - Farine Romane. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Rome tonight.

Explore the vibrant nightlife at Sant' Eustachio Caffè after your meal, a hub for lively evenings and memorable moments. Or, head to Yellowsquare Rome for a great selection of flavorful drinks and a charming setting. Furthermore, Caffè Portofino is perfect for those looking to extend their night with a touch of local flavor.

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

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Day7

Day 7

  • Rome
  • More

Drive 9 km, 1 hour 13 min

  • Circus Maximus
  • largo di Torre Argentina
  • Campo de' Fiori
  • Piazza Navona
  • Castel Sant'Angelo
  • More

Day 7 of your road trip will take you to the best attractions Rome has to offer. Cherish the 1 night you have left in the city and use the provided itinerary to discover what to see in Rome.

Circus Maximus is must-visit archeological site and a great option for a daytime tour of the area. Continue your journey to Largo Di Torre Argentina, a captivating archeological site, located just a leisurely stroll away. Next, head to Campo De' Fiori, a romantic 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 Rome. When you're ready, let your sightseeing route take you to the globally renowned Piazza Navona. If you’re looking for more, Castel Sant'angelo is also a famous attraction that is worthwhile a visit.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

Indulge in a memorable dining experience at one of Rome's most popular restaurants, and connect with friendly locals for a true cultural experience.

Enjoy a lovely dining experience at Hotel de Russie, a popular restaurant in Rome. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rome at La Taverna Italiana, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated The Parrot Bar. It’s yet another ideal choice to enhance your time in Rome tonight.

After your delicious meal, get a taste of the vibrant nightlife with a visit to The Apartment Bar Roma, known for its inviting atmosphere. Hotel Hassler Roma is another great option if you’re looking for a place to get the night started.

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

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Day8

Day 8

  • Rome
  • Florence
  • More

Drive 278 km, 3 hours 40 min

  • Pantheon
  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • piazza del Popolo
  • More

Dive into day 8 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Rome. At the end of the day, you’ll unwind at one of the finest accommodations in Florence, where you'll spend 1 night.

Look forward to a unique sightseeing adventure at the iconic Pantheon and allow yourself time to explore. Just a short distance away you'll find your next stop, Trevi Fountain, a visually striking monument that draws visitors from far and near.

Continue your journey to Piazza Di Spagna, one of the city’s most timeless spots that you shouldn’t miss. Another great site to visit is the extraordinary Spanish Steps. When you're finished at the public square, Piazza Del Popolo awaits your visit. This public square is an enchanting highlight on today's itinerary.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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.

Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for a true cultural experience.

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 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.

To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Se·sto On Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Il Vinile also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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Day9

Day 9

  • Florence
  • Pisa
  • More

Drive 88 km, 1 hour 56 min

  • piazza della Signoria
  • Cathedral of Santa Maria del Fiore
  • Ponte Vecchio
  • Uffizi Gallery
  • piazzale Michelangelo
  • More

Experience an unparalleled adventure on day 9 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Florence. At the end of the day, you will retreat to the hotel of your choice in Pisa, where will spend 1 night.

Catch Piazza Della Signoria before the crowds roll in. This romantic public square is sure to ignite your curiosity. Next, dive into the visually striking features of Cathedral Of Santa Maria Del Fiore, a must-visit church in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Ponte Vecchio, a timeless historical landmark. For a change of scene, check out Uffizi Gallery, known for its picture-perfect features. We also recommend visiting Piazzale Michelangelo. This observation deck is a must for anyone looking to experience the city to the fullest.

When you’re done exploring for the day, you’ll drive to your hotel in Pisa. Check in and relax before you head out to tour the city.

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 Pisa, it's often a good idea to reserve a table in advance.

Make sure to reserve a table at Anima di Grano Pizzeria Napoletana Pisa Italy, an iconic dining spot in Pisa. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of il Mercante, a popular restaurant in Pisa. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of La Ghiotteria, a hidden gem nestled in Pisa. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Unwind after your meal by stepping into Jeffer Cocktails & Friends. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Le Parisien Wine Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Las Volta Cocktailbar, another top-rated bar in the area.

Raise your glass to another unforgettable day in Italy!

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Day10

Day 10

  • Pisa
  • Genoa
  • Milan
  • More

Drive 302 km, 3 hours 59 min

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

On day 10 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, including Pisa and Genoa. When you’re not sightseeing, take time to relax at your chosen hotel in Milan, where you’ll be staying for 1 night.

Start your day at Leaning Tower Of Pisa. This picture-perfect monument is a globally renowned place to see in Pisa. Then, wander over to Piazza Del Duomo, Pisa. If picture-perfect sites excite you, this public square will be right up your alley. Nearby, you’ll also find Pisa Cathedral. This symbolic church is a favorite among visitors.

Set your GPS to Genoa and hit the road. Expect a journey of approximately 1 hour 43 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Genoa beckons with new experiences!

Spend your afternoon discovering Spiaggia Pubblica Di Priaruggia, an increasingly popular beach known for its eye-catching features.

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.

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

Enjoy a delicious meal at Bice Restaurant, a top-rated dining destination in Milan. If you're in the mood to try something new, consider Alto Ristorante, another top spot with a mouthwatering menu. You might also want to secure a reservation at Nero 9. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Milan this evening.

If you’re not ready to end the night just yet, Bhangrabar offers a perfect venue to relax and savor a drink. Similarly, Rufus Cocktail Bar is well-suited for those looking to unwind in a social setting. Ostello Bello Grande is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day11

Day 11

  • Milan - Departure day
  • More
  • Arch of Peace
  • More

Day 11 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.

If you're up for some more sightseeing, we recommend visiting Arch Of Peace, a breathtaking monument before you head out.

Make the most of your final day in Italy by visiting Milan’s iconic markets and shopping establishments in the buzzing Quadrilatero della Moda. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing vacation. You can also browse through boutiques for stylish fashion choices. Elevate your style with pieces from high-end retail stores.

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

Treat yourself to a delicious dinner at Ristorante la Brisa, an excellent option for tonight's dining. Looking for something different? Pasticceria San Carlo offers a tantalizing alternative with its diverse 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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Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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