9-Day Italy Self-Drive Road Trip With Itinerary from Milan to Venice and Florence
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Escape the ordinary with this exciting 9-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!
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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Day 1
- Milan - Arrival day
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- Brera
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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 3 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 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.
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 delicious meal 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.
Continue your evening by exploring the vibrant nightlife scene at Nottingham Forest, a prime destination for a thrilling night out. Also, don’t forget to check out Armani/bamboo Bar, a bar that offers unique local touches. Likewise, Mag Cafe provides an excellent alternative for a fun evening.
Raise a toast to the start of your 9-day road trip in Italy!
Day 2
- Milan
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Drive 5 km, 50 min
- Duomo di Milano
- Galleria Vittorio Emanuele II
- La Scala
- Castello Sforzesco
- Sempione Park
- Arch of Peace
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Day 2 of your road trip will take you to the best attractions Milan has to offer. Cherish the 2 nights you have left in Milan by discovering the best things there are to see and do in the city.
Enjoy the perfect balance of relaxation and exploration in Milan today. One of the most iconic attractions included on the itinerary is Duomo Di Milano Museum. This inviting church will help you start your sightseeing on top. Then, take a leisurely stroll to Galleria Vittorio Emanuele Ii and learn what makes this enchanting shopping mall unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the popular La Scala. After exploring the opera house, head to Sforzesco Castle Art Library. This impressive castle is a highlight in Milan. As your day continues, stop by Parco Sempione, known for its romantic features. Lastly, don’t forget to check out the captivating Arch Of Peace. Enjoy exploring this incredible monument at your own pace.
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 are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Milan. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Treat yourself to a delicious dinner at Dessert Bar Milano, an excellent option for tonight's dining. Looking for something different? Radisson Blu Hotel Milan offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Qui Si Mangia. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Milan.
After savoring a delicious meal, step into the vibrant nightlife at Kilburn Cocktail Bar Milano, where the evening is just getting started. In the same way, Bar Frida offers a unique charm perfect for experiencing the local bar scene in Milan. The Friends Pub Milano is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 3
- Milan
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Drive 160 km, 2 hours 59 min
- Villa del Balbianello
- Villa Carlotta
- Botanical Garden of Villa Carlotta
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On day 3 of your road trip, you’ll start and end your day in Milan, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Lenno and Rogaro. You still have 1 night left in Milan.
Start your adventure at Villa Del Balbianello. This intriguing villa is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the visually striking wonders of Villa Carlotta (lake Como), a must-see museum in the village.
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 Botanical Garden Of Villa Carlotta. This worthwhile botanical garden offers an enriching experience. These sights offer a fulfilling end to a perfect day.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Milan.
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.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bhangrabar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Rufus Cocktail Bar offers an ideal atmosphere to enjoy the pleasures of the night. Ostello Bello Grande is also a great option that provides a perfect setting for a relaxing evening.
Raise your glass to another unforgettable day in Italy!
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
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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 - Verona. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Venice. You will spend 2 nights here for some well-deserved relaxation.
Today’s route brings family-friendly attractions, scenic views, and photo-friendly spots. The first attraction of today is Castelvecchio Museum. This locally renowned museum is a historic place to see in Milan. Continue your discovery at Castelvecchio Bridge, a romantic monument with stories to tell.
As you stroll around Milan, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Verona Arena. This world-famous stadium offers a romantic encounter with Milan. Next, make your way to Piazza Delle Erbe to add another highlight to your day. After that, visit Fontana Madonna Verona, a locally appreciated monument that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Piazza Dei Signori, an often recommended public square 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 Milan.
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.
Enjoy a delicious meal at Bauer Hotel, a highly-rated dining destination in Venice. If you're eager to try something different, consider L'Osteria Le Guglie, another top spot with a tantalizing menu. You might also want to secure a reservation at Corner Pub. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Venice this evening.
Explore the vibrant nightlife at Al Parlamento after your meal, a hub for lively evenings and memorable moments. Or, head to The Caffe Rosso for a great selection of flavorful drinks and a charming setting. Furthermore, Adagio is perfect for those looking to extend their night with a touch of local flavor.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 5
- Venice
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Drive 14 km, 31 min
- Rialto Bridge
- Piazza San Marco
- St Mark's Basilica
- Doge's Palace
- Bridge of Sighs
- Murano
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On day 5 of your road trip in Italy, you’ll start and end your day in Venice, but spend the day exploring what’s beyond the city. Since you will return to Venice for 1 night more, there’s no need to rush. Experience Venice and Murano to the fullest today with this curated day itinerary!
Venice is brimming with adventures. Today’s wonderful stops include a historical landmark, a public square, a church, a palace, a monument, a handicraft store and much more! Begin your sightseeing adventure at the timeless Rialto Bridge and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza San Marco, a culturally significant public square that draws visitors from far and near.
Continue your journey to St Mark's Basilica, one of the city’s most captivating spots that you shouldn’t miss. Another great site to visit is the locally renowned Doge's Palace. When you're finished at the palace, Bridge Of Sighs awaits your visit. This monument is a visually striking highlight on today's itinerary. Last up is a handicraft store - the worthwhile Murano.
When you’re done exploring for the day, you’ll return to Venice and your accommodation.
Indulge in a memorable dining experience at one of Venice's most popular restaurants, and connect with friendly locals for an authentic adventure.
Don’t miss out on dining at Generator Venice, a top-rated dining destination in Venice. If you're in the mood to try something new, consider Nevodi, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante La Piazza. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Venice this evening.
Explore the vibrant nightlife at Il Mercante after your meal, a hub for lively evenings and memorable moments. Or, head to The Irish Pub Venezia for a great selection of flavorful drinks and a charming setting. Furthermore, Ai Stagneri is perfect for those looking to extend their night with a touch of local flavor.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
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
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On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Florence. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 2 nights.
Get ready for a day filled with fun adventures, picturesque spots, and historic treasures in the charming city of Venice. Your adventure starts at Basilica Of Santa Croce In Florence, a well-known local hot spot. Another notable attraction to explore is Uffizi Gallery. This impressive art gallery is known for its photogenic appeal.
After soaking in the highlights of these sights, take some time to wander Venice's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Ponte Vecchio. This enchanting historical landmark offers a fascinating experience that many visitors find memorable. Piazza Della Repubblica is also worth visiting, along with Cathedral Of Santa Maria Del Fiore. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Piazza Della Signoria. This spectacular public square provides a fitting finale to your sightseeing.
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.
As dinnertime approaches, it's time to head out for a bite to eat in Florence. 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.
Dine in style at Ristorante Oliviero 1962, a top recommendation for dinner tonight. Or, for a change of pace, Di Poneta Novoli boasts a menu that's sure to impress. Also, be sure to check out Caffe San Firenze. Known as a local hotspot, it’s a great choice for tonight in Florence.
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.
Say good night to Florence and look forward to another great day of your road trip in Italy!
Day 7
- Florence
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Drive 251 km, 4 hours 23 min
- piazza del Campo
- Siena Cathedral
- Villa Calcinaia - Conti Capponi
- SanGimignano1300
- Piazza del Duomo, San Gimignano
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On day 7 of your road trip, you’ll start and end your day in Florence, where you'll stay for 1 night more.
Savor the day by visiting some of the best places to see in Florence, including a public square, a church, a winery, a museum and much more! Start your adventure at Piazza Del Campo. This top-rated public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Siena Cathedral located in Florence for another exciting encounter.
Next, immerse yourself in the setting of Villa Calcinaia - Conti Capponi. Its history-steeped features will captivate you. After the winery, continue your tour of the city with a visit to Sangimignano1300. Visitors usually appreciate the instagrammable features of this museum. Next up is Piazza Del Duomo, a highly recommended public square.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.
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.
Make sure to reserve a table at Ditta Artigianale, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Trattoria Da Burde, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Casa Toscana, a hidden gem nestled in Florence. 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 Bar 50 Rosso, known for its inviting atmosphere. Bitter Bar is another great option if you’re looking for a place to get the night started. Similarly, Archea Brewery provides a great setting to enjoy the night away.
Get a good night's sleep and look forward to another great day on the road in Italy!
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
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Dive into day 8 of your remarkable road trip in Italy. Today you will explore Pisa and Lucca, 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 Milan. You’ll stay here for 1 night.
Start by visiting Pisa Cathedral, a prime spot to begin your journey. This breathtaking church is sure to impress. Next on your list is Piazza Del Duomo, Pisa, another must-visit landmark and world-famous public square renowned for its breathtaking 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 Leaning Tower Of Pisa. This noteworthy monument is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Piazza Dell'anfiteatro, an interesting 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 Milan. Milan 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 Milan. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Make sure to reserve a table at Ristorante la Brisa, 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 Pasticceria San Carlo, 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 UNAHOTELS Cusani Milano, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
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.
Savor another day of unforgettable experiences in Italy!
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 popular art gallery 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 Galleria Vittorio Emanuele II. Browse for souvenirs to remind you of your wonderful journey in Italy. You can also explore high-end shops for 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.
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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