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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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.
Enjoy a lovely meal at Hotel Morfeo Milano, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Contraste is another top choice with a popular menu. You could also check for a table at UNAHOTELS Galles Milano. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Milan tonight.
Keep the excitement of the evening going by visiting a bar or two. Nottingham Forest is an excellent place to start. You could also check out Armani/bamboo Bar, offering a different kind of charm. A last recommendation for the day is Mag Cafe. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
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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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.
Today’s agenda in Milan includes a church, a shopping mall, an opera house, a castle, a park, a monument and much more! Duomo Di Milano Museum is must-visit church and a great starting point for the day. Next, continue your journey to Galleria Vittorio Emanuele Ii, an extraordinary shopping mall, located just a leisurely stroll away. Next, head to La Scala, a romantic opera house, also available for your discovery today.
Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Milan. When you're ready, let your sightseeing route take you to the impressive Sforzesco Castle Art Library. If you’re looking for more, Parco Sempione is also an impressive attraction that is worthwhile a visit. Lastly, don’t miss Arch Of Peace, a place of culturally significant interest 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.
Enjoy a lovely meal at Dessert Bar Milano, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Radisson Blu Hotel Milan is another top choice with a popular menu. You could also check for a table at Ristorante Qui Si Mangia. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Milan tonight.
After your meal, keep the night alive at a bar like Kilburn Cocktail Bar Milano, known for its lively atmosphere. Bar Frida is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, The Friends Pub Milano offers an excellent atmosphere for those looking to amp up the evening.
Relax and recharge in preparation for another adventurous day 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 in Italy, you’ll start and end your day in Milan, but spend the day exploring what’s beyond the city. Since you will return to Milan for 1 night more, there’s no need to rush. Experience Lenno and Rogaro to the fullest today with this curated day itinerary!
Start by visiting Villa Del Balbianello, a prime spot to begin your journey. Next on your list is Villa Carlotta (lake Como), another must-visit landmark and worthwhile museum renowned for its masterful features.
While exploring and sightseeing, take time to savor the culture of Milan by sampling some local delicacies. When you’re ready for more sightseeing, head to Botanical Garden Of Villa Carlotta. This mesmerizing botanical garden is an essential place to visit for anyone looking for the full Milan experience.
When you’re done exploring for the day, you’ll return to Milan and your accommodation.
Indulge in a memorable dining experience at one of Milan's most popular restaurants, and connect with friendly locals for an authentic adventure.
Enjoy a lovely dining experience at Bice Restaurant, 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 Alto Ristorante, 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 Nero 9. It’s yet another ideal choice to enhance your time in Milan tonight.
Continue your evening by exploring the vibrant nightlife scene at Bhangrabar, a prime destination for a thrilling night out. Also, don’t forget to check out Rufus Cocktail Bar, a bar that offers unique local touches. Likewise, Ostello Bello Grande provides an excellent alternative for a fun evening.
Celebrate another amazing day of your road trip adventure 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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On day 4 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 Verona. In the evening, you’ll end up in Venice, where you will stay for 2 nights.
Today’s route brings family-friendly attractions, breathtaking 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 respected 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 timeless stadium offers a visually striking encounter with Milan. Next, make your way to Piazza Delle Erbe to add another highlight to your day. After that, visit Fontana Madonna Verona, an underrated monument that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Piazza Dei Signori, a worthwhile 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.
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.
Treat yourself to a delicious dinner at Bauer Hotel, an excellent option for tonight's dining. Looking for something different? L'Osteria Le Guglie offers a tantalizing alternative with its diverse menu. And don’t miss Corner Pub. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Venice.
Let the evening flow smoothly from dinner to drinks at Al Parlamento, a top-rated bar in the area. For other recommendations, The Caffe Rosso provides a perfect setting for rounding out your night with style and great drinks. Likewise, Adagio offers a memorable night with diverse drink options and excellent service.
Raise your glass and celebrate another amazing day of your road trip in Italy!
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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Wake up to day 5 of your extraordinary road trip in Italy. With 1 night left in Venice, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!
Today's adventure in Venice promises more breathtaking discoveries and enriching experiences! Begin at Rialto Bridge. This visually striking historical landmark is a highlight of any visit in the city. Then, enjoy Piazza San Marco, another romantic attraction that never fails to captivate visitors. Next, head over to St Mark's Basilica, one of the city’s most locally renowned attractions, known for its visually striking features.
If you’re looking for more, spend time soaking in the atmosphere of Doge's Palace. This UNESCO world heritage-listed palace is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Bridge Of Sighs, an interesting monument, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Murano before you head back to your hotel.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Venice.
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.
Make sure to reserve a table at Generator Venice, an iconic dining spot in Venice. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Nevodi, a popular restaurant in Venice. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante La Piazza, a hidden gem nestled in Venice. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
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.
Get a good night's sleep and look forward to another great day on the road in Italy!
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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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.
Today’s itinerary in Venice covers several incredible sights, including a church, an art gallery, a historical landmark, a public square and much more! Start your adventure at Basilica Of Santa Croce In Florence. This captivating church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the historic wonders of Uffizi Gallery, a must-see art gallery in the city.
Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Ponte Vecchio. This iconic historical landmark offers an enriching experience. For a change of pace, head to Piazza Della Repubblica, where you can take in enchanting features. Conclude your self-guided sightseeing tour with a visit to Cathedral Of Santa Maria Del Fiore and Piazza Della Signoria. These sights offer a fulfilling end to a perfect day.
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.
Treat yourself to a wonderful meal at Ristorante Oliviero 1962, a top-rated dining spot in Florence. If you're in the mood for something new, try Di Poneta Novoli, another premier location with a delectable menu. You might also want to book a table at Caffe San Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.
After your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. Se·sto On Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Il Vinile offers an excellent atmosphere for those looking to amp up the evening.
Savor another day of unforgettable experiences 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, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Siena, Greti, and San Gimignano. You still have 1 night left in Florence.
Get ready for a day filled with fun adventures, romantic experiences, and scenic views in the charming city of Florence. Your adventure starts at Piazza Del Campo, a famous local hot spot. Another notable attraction to explore is Siena Cathedral. This popular church is known for its romantic appeal.
After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Villa Calcinaia - Conti Capponi. This history-steeped winery offers a fascinating experience that many visitors find memorable. Sangimignano1300 is also worth visiting, along with Piazza Del Duomo. These standout landmarks offer unique experiences that add to the day’s enjoyment.
When you’re done exploring for the day, you’ll return to Florence and your accommodation.
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 delicious meal 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.
Unwind after your meal by stepping into Bar 50 Rosso. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bitter Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Archea Brewery, another top-rated bar in the area.
Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip 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.
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 often recommended 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 majestic 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 world-famous monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Dell'anfiteatro.
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.
Indulge in a memorable dining experience at one of Milan's most popular restaurants, and connect with friendly locals for an authentic adventure.
Enjoy a lovely dining experience at Ristorante la Brisa, 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 Pasticceria San Carlo, 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 Cusani Milano. It’s yet another ideal choice to enhance your time in Milan tonight.
Continue the enjoyment post-dinner at Qc Termemilano, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Yguana Cafè offers a vibrant space for indulging in well-crafted drinks and engaging conversation.
Relax and recharge in preparation for another adventurous day 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, we recommend visiting Pinacoteca Di Brera, a history-steeped art gallery 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 experience in Italy. 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.
If you're eager to try something different, consider Palazzo Parigi Hotel & Grand Spa Milano, another top spot with a tantalizing 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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