9-Day Italy Self-Drive Road Trip With Itinerary from Milan to Venice and Florence

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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.
Photo of Milan, Italy. Bridge across the Naviglio Grande canal at the sunrise Milano, Lombardy.
Photo of Milano, Italy. Church Santa Maria delle Grazie in Milan, famous for hosting Leonardo da Vinci masterpiece "The Last Supper".
Photo of Sforza Castle or Castello Sforzesco aerial panoramic view. Sforza Castle is located in Milan city in northern Italy.
Photo of tourist girl holds hat in Sempione Square, Milan, Italy.
Photo of Milan Cathedral, Duomo di Milano, Italy, one of the largest churches in the world on sunrise.
Photo of Darsena artificial reservoir is located near Porta Ticinese in Milan in Lombardy region of northern Italy.
Photo of tourist woman with arms raised in Milan Cathedral Square, Italy.
Photo of the Basilica of San Lorenzo Maggiore is a roman catholic church in Milan city in Lombardy region of northern Italy.
Photo of town of Menaggio on lake Como, Milan, Italy.
Photo of Stazione Milano Centrale is the main railway station of the Milan city in Lombardy region of northern Italy.
photo of view of Duomo square and Milan Cathedral at sunrise, Italy.
photo of view of View of the Peace Arch with yellow tram in Milan, Italy
photo of  view of Milan Piazza Del Duomo at Sunrise, Italy.
Bridge Rialto on Grand canal famous landmark panoramic view Venice Italy.
Venetian gondolier punting gondola through green canal waters of Venice, Italy.
photo of view of Venice, Italy.
Couple of tourists on vacation in Venice, Italy.
Colorful carnival masks at a traditional festival in Venice, Italy.
Elegant woman with red sunhat enjoys the view to a canal with passing by gondola in Venice, Italy.
View of Basilica di San Marco and on piazza San Marco in Venice, Italy.
Colorful houses in Burano, Venice, Italy.
Street in Venice.
photo of  view of Colorful houses in Burano, Venice, Italy.
photo of view of View of Grand Canal with Rialto Bridge and gondoliers in Venice, Italy. Landscape with Rialto Bridge and gondola on the Grand Canal in Venice, Italy, Europe.
photo of view of A normal day in the beautiful city of Venice. View of the corridors, roads and bridges of the beautiful cities of Venice, Italy.
photo  of view of Venice,  Italy.
photo of view of Venice, Italy.
Aerial view of the Cattedrale di Santa Maria del Fiore in Florence, Italy, overlooking the city
Photo of Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, Italy.
Photo of Woman enjoys beautiful view on famous Duomo cathedral in Florence, standing on empty cathedral square during morning time.
Photo of Summer street cafe on Piazza della Repubblica in Florence, Toscana province, Italy.
Photo of Giotto's Campanile - An aerial dusk view of Giotto's Campanile and the historical Old Town of Florence, as seen from the top of Brunelleschi's Dome of the Florence Cathedral. Florence, Tuscany, Italy.
Photo of Ponte Vecchio, old bridge over Arno River, Florence, Tuscany, Italy.
Photo of The Colossus of the Apennines, majestic stone sculpture by Giambologna located in the park of Villa Demidoff in Florence, Italy.
Photo of Fountain of Neptune in Florence in early morning.
Photo of Sunset view of Florence, Ponte Vecchio, Palazzo Vecchio and Florence Duomo, Italy. Architecture and landmark of Florence. Cityscape of Florence.
Vintage carousel and tourists in Piazza della Repubblica (Republic Square) and the arch in honor of the first king of united Italy on background in Florence, Italy.
Photo of Arches of the Vasari Corridor (Corridoio Vasariano) in Florence, Tuscany, Italy. View of the Lungarno degli Archibusieri.
cheerful senior woman cycling with her electric mountain bike above downtown of Florence with stunning view over the old city, Tuscany, Italy
Facade of Palazzo Pitti palace with Gallery of Modern Art large building on Piazza dei Pitti square in historical centre of Florence city, blue sky white clouds, Tuscany, Italy
photo of view of Florence,Italy.
photo of view of Florence,Italy.
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Explore the best of Italy on a 9-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Milan, Lenno, Verona, Venice, Murano, Florence, Siena, San Gimignano, Pisa, and Lucca. 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 4 nights in Milan, 2 nights in Venice, and 2 nights in Florence. 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. Marvel at the remarkable Duomo Di Milano Museum, learn more about the unique Verona Arena, and immerse yourself in the vibrant atmosphere of Ponte Vecchio.

As you hit the open road and drive through Milan, Lenno, Verona, Venice, Murano, Florence, Siena, San Gimignano, Pisa, and Lucca, 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
Brera
Duomo di MilanoGalleria Vittorio Emanuele IILa ScalaCastello SforzescoSempione ParkArch of Peace
Villa del BalbianelloVilla CarlottaBotanical Garden of Villa Carlotta
Castelvecchio MuseumCastelvecchio BridgeVerona Arenapiazza delle ErbeFontana Madonna Veronapiazza dei Signori
Rialto BridgePiazza San MarcoSt Mark's BasilicaDoge's PalaceBridge of SighsMurano
Basilica of Santa Croce in FlorenceUffizi GalleryPonte VecchioPiazza della RepubblicaCathedral of Santa Maria del Fiorepiazza della Signoria

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Day 1

Day 1

  • Milan - Arrival day
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  • Brera
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Welcome to Milan, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 3 nights immersing yourself in Milan's charm before embarking on the next leg of your journey.

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 Brera, a must-see neighborhood, and 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. If you are looking to dine at a popular restaurant in Milan, it's often a good idea to reserve a table in advance.

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

Round off your dining experience by visiting Nottingham Forest, a prime location for a drink. Alternatively, explore the distinctive characteristics of Armani/bamboo Bar, a bar catering to every mood and preference. Mag Cafe likewise offers a unique atmosphere, perfect for a memorable night out.

Raise a toast to the start of your 9-day road trip in Italy!

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Day 2

Day 2

  • Milan
  • More

Drive 5 km, 50 min

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

On day 2 of your road trip, you will have an entire day to explore Milan. You’ll stay in Milan for 2 nights and discover all the best things to see and do in the area.

Brace yourself for today’s incredible lineup of attractions in Milan, featuring family-friendly attractions, romantic experiences, and breathtaking views. Start at Duomo Di Milano Museum, a timeless church in the city. Then, head to Galleria Vittorio Emanuele Ii and soak in the ambiance of this history-steeped shopping mall.

There are many interesting places to see in Milan, and when you are ready for more, go to La Scala. This is one of the city’s most popular picture-perfect spots of interest. After exploring the opera house, visit the extraordinary Sforzesco Castle Art Library. Not far away, you'll also find Parco Sempione. This park is an awe-inspiring highlight in Milan. Before wrapping up your self-guided sightseeing tour, head to Arch Of Peace, an interesting monument in the city.

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 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.

Dine in style at Dessert Bar Milano, a top recommendation for dinner tonight. Or, for a change of pace, Radisson Blu Hotel Milan boasts a menu that's sure to impress. Also, be sure to check out Ristorante Qui Si Mangia. Known as a local hotspot, it’s a great choice for tonight in Milan.

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.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

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Day 3

Day 3

  • Milan
  • More

Drive 160 km, 2 hours 59 min

  • Villa del Balbianello
  • Villa Carlotta
  • Botanical Garden of Villa Carlotta
  • More

At the end of the day, you'll drive back to Milan, where you'll stay for 1 night more.

Prepare for a day full of family-friendly attractions, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Villa Del Balbianello. This frequently visited villa is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Villa Carlotta (lake Como), one of the village’s best highlights.

Next, check out Botanical Garden Of Villa Carlotta, one of the most underrated places to see in Milan. This botanical garden is a favorite among locals and travelers alike.

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

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

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.

Continue your lively evening at Bhangrabar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Rufus Cocktail Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Ostello Bello Grande ensures a night out tailored to your taste.

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.

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Day 4

Day 4

  • Milan
  • Venice
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Drive 278 km, 3 hours 56 min

  • Castelvecchio Museum
  • Castelvecchio Bridge
  • Verona Arena
  • piazza delle Erbe
  • Fontana Madonna Verona
  • piazza dei Signori
  • More

Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Verona. At the end of the day, you will enjoy the comforts of a top-rated hotel in Venice, which will be your home away from home for 2 nights.

Immerse yourself in Milan’s rich culture with today's sightseeing itinerary. Start your journey at Castelvecchio Museum. This breathtaking museum is sure to ignite your curiosity. Next, dive into the history-steeped features of Castelvecchio Bridge, a must-visit monument 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 Verona Arena, a wondrous stadium. For a change of scene, check out Piazza Delle Erbe, known for its enchanting features. We also recommend visiting Fontana Madonna Verona. This monument is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Piazza Dei Signori, yet another underrated attraction in Milan.

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

As you explore more of Venice, 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.

Dine in style at Bauer Hotel, a top recommendation for dinner tonight. Or, for a change of pace, L'Osteria Le Guglie boasts a menu that's sure to impress. Also, be sure to check out Corner Pub. Known as a local hotspot, it’s a great choice for tonight in Venice.

Keep the excitement of the evening going by visiting a bar or two. Al Parlamento is an excellent place to start. You could also check out The Caffe Rosso, offering a different kind of charm. A last recommendation for the day is Adagio. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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.

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Day 5

Day 5

  • Venice
  • More

Drive 14 km, 31 min

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

On day 5 of your road trip, you’ll start and end your day in Venice, where you'll stay for 1 night more.

Today’s agenda in Venice includes a historical landmark, a public square, a church, a palace, a monument, a handicraft store and much more! Rialto Bridge is must-visit historical landmark and a great starting point for the day. Next, continue your journey to Piazza San Marco, a wondrous public square, located just a leisurely stroll away. Next, head to St Mark's Basilica, an UNESCO world heritage-designated church, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Venice. When you're ready, let your sightseeing route take you to the locally renowned Doge's Palace. If you’re looking for more, Bridge Of Sighs is also a popular attraction that is worthwhile a visit. Lastly, don’t miss Murano, a place of enchanting interest in the city.

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

As dinnertime approaches, it's time to head out for a bite to eat in Venice. 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 delicious dinner at Generator Venice, an excellent option for tonight's dining. Looking for something different? Nevodi offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante La Piazza. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Venice.

Continue the enjoyment post-dinner at Il Mercante, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, The Irish Pub Venezia offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Ai Stagneri. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

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Day 6

Day 6

  • Venice
  • Florence
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Drive 262 km, 3 hours 25 min

  • Basilica of Santa Croce in Florence
  • Uffizi Gallery
  • Ponte Vecchio
  • Piazza della Repubblica
  • Cathedral of Santa Maria del Fiore
  • piazza della Signoria
  • 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 Florence. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Venice allows for both. Start by heading to Basilica Of Santa Croce In Florence. This interesting church provides an insightful glimpse into the city's identity. Next, discover Uffizi Gallery, a respected art gallery, promising a delightful encounter.

Continue your sightseeing with a visit to Ponte Vecchio, a timeless historical landmark. When you’re done, don’t forget to make a stop at the locally renowned Piazza Della Repubblica. Not far away from the public square, you will find the grand Piazza Della Signoria, perfect for a quick visit. Round off your day at Cathedral Of Santa Maria Del Fiore, another gem in Venice with history-steeped features to discover.

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 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.

Don’t miss out on dining at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of Se·sto On Arno Rooftop Bar, a bar catering to every mood and preference. Il Vinile likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 7

Day 7

  • Florence
  • More

Drive 251 km, 4 hours 23 min

  • piazza del Campo
  • Siena Cathedral
  • Villa Calcinaia - Conti Capponi
  • SanGimignano1300
  • Piazza del Duomo, San Gimignano
  • More

On day 7 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you will return to Florence for 1 night more, there’s no need to rush. Experience Siena, Greti, and San Gimignano to the fullest today with this curated day itinerary!

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Piazza Del Campo. This spectacular public square provides an insightful glimpse into the city's identity. Next, discover Siena Cathedral, a visually striking church, promising a delightful encounter.

Continue your sightseeing with a visit to Villa Calcinaia - Conti Capponi, a locally appreciated winery. When you’re done, don’t forget to make a stop at the underrated Sangimignano1300. Round off your day at Piazza Del Duomo, another gem in Florence with inviting features to discover.

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

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.

Enjoy a lovely meal at Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

If you’re not ready to end the night just yet, Bar 50 Rosso offers a perfect venue to relax and savor a drink. Similarly, Bitter Bar is well-suited for those looking to unwind in a social setting. Archea Brewery 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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Day 8

Day 8

  • Florence
  • Milan
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Drive 383 km, 5 hours

  • Pisa Cathedral
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • Piazza dell'Anfiteatro
  • More

On day 8 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Pisa and Lucca. When you’re not sightseeing, take time to relax at your selected hotel in Milan, where you’ll be staying for 1 night.

Today, you'll explore some of the most beautiful places in Florence, including a church, a public square, and a monument. Start your day with a visit to Pisa Cathedral. This curiosity-inducing church is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Del Duomo, Pisa, which may be one of the most picture-perfect places you will experience today.

One of the best things about exploring Florence on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Leaning Tower Of Pisa, a timeless monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Dell'anfiteatro.

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.

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

Enjoy a lovely meal at Ristorante la Brisa, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Pasticceria San Carlo is another top choice with a popular menu. You could also check for a table at UNAHOTELS Cusani Milano. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Milan tonight.

Extend your evening after a delightful meal by visiting Qc Termemilano, which offers the perfect atmosphere for a night out. Moreover, Yguana Cafè is another popular option for a drink or two.

Get a good night's sleep and look forward to another great day on the road in Italy!

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Day 9

Day 9

  • Milan - Departure day
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  • Pinacoteca di Brera
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Day 9 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 Pinacoteca Di Brera. This interesting art gallery is a popular place to see in the city.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones. Discover boutiques offering an array of stylish fashion choices. Take a break with a cup of coffee or tea while savoring the local vibe in a coffee shop.

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 Vento di Sardegna, an excellent option for tonight's dining. Looking for something different? Palazzo Parigi Hotel & Grand Spa Milano offers a tantalizing alternative with its diverse menu. And don’t miss Galleria Restaurant.

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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