11-Day Italy Self-Drive Road Trip With Itinerary from Milan to Como, Verona, Venice, Florence, Siena, and Rome
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Experience the freedom of the open road in Italy as you embark on an unforgettable 11-day road trip! This experience caters to every traveler, featuring destinations like Milan, Lenno, Como, Verona, Venice, Florence, Siena, 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 Como, 1 night in Verona, 1 night in Venice, 2 nights in Florence, 1 night in Siena, 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, Lenno, Como, Verona, Venice, Florence, Siena, 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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Day 1
- Milan - Arrival day
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- La Scala
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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 2 nights 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 La Scala, or just 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.
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.
Don’t miss out on dining at Hotel Morfeo Milano, a top-rated dining destination in Milan. If you're in the mood to try something new, consider Contraste, another top spot with a mouthwatering menu. You might also want to secure a reservation at UNAHOTELS Galles Milano. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Milan this evening.
After your meal, keep the night alive at a bar like Nottingham Forest, known for its lively atmosphere. Armani/bamboo Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Mag Cafe offers an excellent atmosphere for those looking to amp up the evening.
Raise a toast to the start of your 11-day road trip in Italy!
Day 2
- Milan
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Drive 7 km, 1 hour
- Piazza Gae Aulenti
- Pinacoteca di Brera
- Piazza Castello Fountain
- Castello Sforzesco
- Sempione Park
- Navigli
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On day 2 of your road trip, you will have an entire day to explore Milan. You’ll stay in Milan for 1 night and discover all the best things to see and do in the area.
Set aside time today to explore Navigli, a standout neighborhood that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day.
Today's adventure in Milan promises more breathtaking discoveries and enriching experiences! Begin at Piazza Gae Aulenti. This picture-perfect public square is a highlight of any visit in the city. Then, enjoy Pinacoteca Di Brera, another visually striking attraction that never fails to captivate visitors. Next, head over to Piazza Castello Fountain, one of the city’s most frequently visited attractions, known for its enchanting features.
If you’re looking for more, spend time soaking in the atmosphere of Sforzesco Castle Art Library. This standout castle is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Parco Sempione, an extraordinary park, and take a stroll around the area.
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 Via della Moscova. Take a leisurely stroll through unique boutiques and shops, where local treasures are waiting to be found. Beyond shopping, Via della Moscova offers more options, including cafes, unique attractions, key services, and vibrant events.
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.
Savor the flavors at Dessert Bar Milano, a top pick for dinner tonight. Alternatively, Radisson Blu Hotel Milan beckons with its unique menu offerings. Also, consider Ristorante Qui Si Mangia. With its consistent customer satisfaction, it’s an excellent option for dining in Milan tonight.
Keep the excitement of the evening going by visiting a bar or two. Kilburn Cocktail Bar Milano is an excellent place to start. You could also check out Bar Frida, offering a different kind of charm. A last recommendation for the day is The Friends Pub Milano. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 3
- Milan
- Como
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Drive 112 km, 2 hours 20 min
- Villa del Balbianello
- Botanical Garden of Villa Carlotta
- Villa Carlotta
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Dive into day 3 of your remarkable road trip in Italy. Today you will explore Lenno and Rogaro, 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 Como. You’ll stay here for 1 night.
Just a short distance away you'll find your next stop, Botanical Garden Of Villa Carlotta, a romantic botanical garden that draws visitors from far and near.
Continue your journey to Villa Carlotta (lake Como), one of the village’s most intriguing spots that you shouldn’t miss.
At the end of the day, you will drive to Como, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
As you explore more of Como, 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.
Make sure to reserve a table at La Vita è Bella Ristorante - Insalateria, an iconic dining spot in Como. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world.
Continue your evening by exploring the vibrant nightlife scene at Fresco Cocktail Shop, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Il Cortiletto, a bar that offers unique local touches. Likewise, Bar Pinocchio provides an excellent alternative for a fun evening.
Head back to your accommodation in Como and get some rest in preparation for another magical day of your road trip in Italy!
Day 4
- Como
- Verona
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Drive 203 km, 3 hours
- Giusti Garden
- piazza delle Erbe
- Porta Borsari
- Arco dei Gavi
- Castelvecchio Museum
- Verona Arena
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On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Verona. When you’re not sightseeing, take time to relax at your selected hotel in Verona, where you’ll be staying for 1 night.
Get ready to discover some of the most iconic wonders in Como, including a botanical garden, a public square, a historical landmark, a monument, a museum, a stadium and much more! Start your day at Giusti Garden. This mesmerizing botanical garden is an often recommended place to see in Como. Then, wander over to Piazza Delle Erbe. If visually striking sites excite you, this public square will be right up your alley. Nearby, you’ll also find Porta Borsari. This respected historical landmark is a favorite among visitors.
Como offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Arco Dei Gavi is an intriguing spot in the city that will captivate you with its unique charm. When you’re done at the monument, don’t forget to check out the stunning Castelvecchio Museum. Take a moment to appreciate the fascinating details of this captivating museum. Wrap up your self-guided tour of Como's top attractions with a visit to Verona Arena.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Verona. Verona offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
As dinnertime approaches, it's time to head out for a bite to eat in Verona. 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.
Enjoy a lovely dining experience at La Griglia, a popular restaurant in Verona. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Verona at Vecio Macello, 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 Via Fama Cafè | Verona. It’s yet another ideal choice to enhance your time in Verona tonight.
After your delicious meal, get a taste of the vibrant nightlife with a visit to Archivio, known for its inviting atmosphere. La Segreteria Café is another great option if you’re looking for a place to get the night started. Similarly, Grande Giove Cocktail Bar provides a great setting to enjoy the night away.
Raise your glass to another unforgettable day in Italy!
Day 5
- Verona
- Venice
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Drive 129 km, 2 hours 24 min
- Santa Maria della Salute
- Grand Canal
- Rialto Bridge
- Doge's Palace
- St Mark's Basilica
- Piazza San Marco
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Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Venice. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Venice. You will spend 1 night here for some well-deserved relaxation.
Discover a day packed with family-friendly attractions, romantic experiences, and scenic views in Verona. Begin your sightseeing with Santa Maria Della Salute. This increasingly popular church is one of the top attractions in the city. Proceed to Grand Canal, another must-visit attraction.
As you wander through the inviting streets of Verona, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Rialto Bridge. This globally renowned historical landmark is a traveler-favorite. Not far away, you’ll find Doge's Palace, another key site on your sightseeing itinerary. St Mark's Basilica is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Piazza San Marco and uncover why it's recognized as one of the city's most timeless attractions.
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.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Venice. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Enjoy a delicious meal at Bauer Hotel, a top-rated dining destination in Venice. If you're in the mood to try something new, consider L'Osteria Le Guglie, another top spot with a mouthwatering menu. You might also want to secure a reservation at Corner Pub. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Venice this evening.
After enjoying a fulfilling meal, continue your evening at Al Parlamento, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, The Caffe Rosso offers a welcoming atmosphere for easing into the nightlife. Similarly, Adagio provides an excellent environment for a relaxed and enjoyable evening.
Relax and recharge in preparation for another adventurous day in Italy!
Day 6
- Venice
- Florence
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Drive 258 km, 3 hours 5 min
- Palazzo Pitti
- Ponte Vecchio
- Uffizi Gallery
- piazza della Signoria
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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 Florence. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 2 nights.
Enjoy the perfect balance of relaxation and exploration in Venice today. One of the most captivating attractions included on the itinerary is Pitti Palace. This romantic palace will help you start your sightseeing on top. Then, take a leisurely stroll to Ponte Vecchio and learn what makes this history-steeped historical landmark unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the extraordinary Uffizi Gallery. After exploring the art gallery, head to Piazza Della Signoria. This top-rated public square is a highlight in Venice.
At the end of the day, you will drive to Florence, 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 Florence's best restaurants.
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.
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.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 7
- Florence
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Drive 4 km, 53 min
- Basilica of Santa Croce in Florence
- Opera del Duomo Museum
- Cathedral of Santa Maria del Fiore
- Central Market
- Galleria dell'Accademia
- David
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Day 7 of your road trip will take you to the best attractions Florence has to offer. Cherish the 1 night you have left in Florence by discovering the best things there are to see and do in the city.
Today’s route brings family-friendly attractions, picturesque spots, and history-rich sites. The first attraction of today is Basilica Of Santa Croce In Florence. This locally renowned church is a culturally significant place to see in Florence. Continue your discovery at Museo Dell'opera Del Duomo, a monumental museum with stories to tell.
As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Cathedral Of Santa Maria Del Fiore. This extraordinary church offers a visually striking encounter with Florence. Next, make your way to Central Market to add another highlight to your day. After that, visit Galleria Dell'accademia, a locally renowned art gallery that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at David, a captivating statue in the city. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.
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.
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.
Don’t miss out on dining at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.
Continue your lively evening at Bar 50 Rosso, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bitter Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.
Celebrate another amazing day of your road trip adventure in Italy!
Day 8
- Florence
- Siena
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Drive 78 km, 1 hour 27 min
- Basilica of San Domenico
- Siena Cathedral
- Pubblico Palace
- piazza del Campo
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On day 8 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 Siena. In the evening, you’ll end up in Siena, where you will stay for 1 night.
Start by visiting Basilica Of San Domenico, a prime spot to begin your journey. This grand church is sure to impress. Next on your list is Siena Cathedral, another must-visit landmark and well-known church renowned for its romantic features.
While exploring and sightseeing, take time to savor the culture of Florence by sampling some local delicacies. When you’re ready for more sightseeing, head to Pubblico Palace. This respected palace is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Piazza Del Campo, a spectacular public square.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Siena. Siena offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Siena. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Treat yourself to a delightful dinner at Enoteca I Terzi, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante Tar-Tufo? It's another excellent option with a diverse menu. Consider reserving a table at Antica Trattoria Papei as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Siena.
Cap off your dinner by heading to Meet Life Cafè, ideal for a leisurely evening with a drink in hand. Maudit Pub is another bar that offers an enjoyable setting. Similarly, Bar Impero Siena is also a popular place to go on a night out, perfect for relaxing and socializing.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 9
- Siena
- Rome
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Drive 242 km, 3 hours 37 min
- Colosseum
- Roman Forum
- Trevi Fountain
- Pantheon
- Piazza Navona
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Dive into day 9 of your remarkable road trip in Italy. Today you will explore Rome, 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 Rome. You’ll stay here for 1 night.
Today’s route brings family-friendly attractions, scenic views, and photo-friendly spots. The first attraction of today is Colosseum. This iconic archeological site is an UNESCO world heritage-listed place to see in Siena. Continue your discovery at Roman Forum, a picture-perfect archeological site with stories to tell.
As you stroll around Siena, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Trevi Fountain. This wondrous monument offers a history-steeped encounter with Siena. Next, make your way to Pantheon to add another highlight to your day. After that, visit Piazza Navona, a timeless public square that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Siena.
When you’re done exploring for the day, you’ll drive to your hotel in Rome. Check in and spend some time relaxing before you head out to tour the city.
Indulge in a memorable dining experience at one of Rome's most popular restaurants, and connect with friendly locals for an authentic adventure.
Have a fantastic dining experience at La Bottega Roma, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Pasta In Corso offers an enticing alternative with its varied menu. Additionally, Trattoria Vecchia Roma is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.
Following your dinner, dive into the local bar culture at La Botticella Of Poggi Giovanni. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Almalu Trastevere, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Viminale Di Pepi Maurilio provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 10
- Rome
- Milan
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Drive 577 km, 6 hours 7 min
- St Peter's Basilica
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On day 10 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Vatican City. When you’re not sightseeing, take time to relax at your selected hotel in Milan, where you’ll be staying for 1 night.
Begin your adventure at St. Peter's Basilica. This is a timeless major basilica you should not miss.
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 you explore more of Milan, 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.
Treat yourself to a wonderful meal at Bice Restaurant, a top-rated dining spot in Milan. If you're in the mood for something new, try Alto Ristorante, another premier location with a delectable menu. You might also want to book a table at Nero 9. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Milan.
Let the evening flow smoothly from dinner to drinks at Bhangrabar, a top-rated bar in the area. For other recommendations, Rufus Cocktail Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Ostello Bello Grande offers a memorable night with diverse drink options and excellent service.
As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.
Day 11
- Milan - Departure day
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- Duomo di Milano
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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, begin at Duomo Di Milano Museum. This world-famous church is a popular place to see in the city.
Maximize your last day in Italy and go on a shopping spree in Milan’s shopping center, the lively Via della Moscova. Browse for souvenirs to remind you of your wonderful journey in Italy. Discover boutiques with stylish fashion choices to upgrade your wardrobe. Take one last moment to soak in Italy, and unwind with tea or coffee at a cozy cafe.
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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