9-Day Italy Self-Drive Road Trip With Itinerary from Milan to Venice and Florence
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Description
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!
Itinerary summary
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Day 1
- Milan - Arrival day
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- Brera
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Say hello to Milan! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Milan for 3 nights before you continue your adventure!
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.
Treat yourself to a delicious dinner at Hotel Morfeo Milano, an excellent option for tonight's dining. Looking for something different? Contraste offers a tantalizing alternative with its diverse menu. And don’t miss UNAHOTELS Galles Milano. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Milan.
Extend your evening after a delightful meal by visiting Nottingham Forest, which offers the perfect atmosphere for a night out. Moreover, Armani/bamboo Bar is another popular option for a drink or two. Likewise, Mag Cafe also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
Raise a toast to the start of your 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 offers a multitude of experiences. You will stay in Milan for 2 nights more, offering you enough time to explore at a relaxed pace.
Get ready to discover some of the most iconic wonders in Milan, including a church, a shopping mall, an opera house, a castle, a park, a monument and much more! Start your day at Duomo Di Milano Museum. This inviting church is an iconic place to see in Milan. Then, wander over to Galleria Vittorio Emanuele Ii. If romantic sites excite you, this shopping mall will be right up your alley. Nearby, you’ll also find La Scala. This eye-catching opera house is a favorite among visitors.
Milan offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Sforzesco Castle Art Library is an impressive spot in the city that will captivate you with its unique charm. When you’re done at the castle, don’t forget to check out the mesmerizing Parco Sempione. Take a moment to appreciate the fascinating details of this top-rated park. Wrap up your self-guided tour of Milan's top attractions with a visit to Arch Of Peace.
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.
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 delightful dinner at Dessert Bar Milano, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Radisson Blu Hotel Milan? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante Qui Si Mangia as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Milan.
To truly maximize your evening out, consider visiting Kilburn Cocktail Bar Milano after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Frida, another bar with an inviting ambiance. Similarly, The Friends Pub Milano also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
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, where you'll stay for 1 night more.
Bring your curiosity for today’s adventure around Milan. Some of the village’s most loved attractions await! Villa Del Balbianello is the perfect place to start. This villa is one of the most underrated places to visit in Milan. Next, head to Villa Carlotta (lake Como), a curiosity-inducing museum, known for its history-steeped features.
In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Botanical Garden Of Villa Carlotta. This eye-catching botanical garden is a highly recommended experience. Visit these for an interesting touch to your journey.
When you’re done exploring for the day, you’ll return to Milan and your accommodation.
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.
Enjoy a delicious meal at Bice Restaurant, a highly-rated dining destination in Milan. If you're eager to try something different, consider Alto Ristorante, another top spot with a tantalizing menu. You might also want to secure a reservation at Nero 9. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Milan this evening.
Explore the vibrant nightlife at Bhangrabar after your meal, a hub for lively evenings and memorable moments. Or, head to Rufus Cocktail Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Ostello Bello Grande 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 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.
Get ready for a day filled with family-friendly attractions, breathtaking views, and photo-friendly spots in the charming city of Milan. Your adventure starts at Castelvecchio Museum, an interesting local hot spot. Another notable attraction to explore is Castelvecchio Bridge. This well-known monument is known for its awe-inspiring appeal.
After soaking in the highlights of these sights, take some time to wander Milan's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Verona Arena. This romantic stadium offers a fascinating experience that many visitors find memorable. Piazza Delle Erbe is also worth visiting, along with Fontana Madonna Verona. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Piazza Dei Signori. This intriguing public square provides a fitting finale to your sightseeing.
At the end of the day, you will drive to Venice, 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 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 wonderful meal at Bauer Hotel, a top-rated dining spot in Venice. If you're in the mood for something new, try L'Osteria Le Guglie, another premier location with a delectable menu. You might also want to book a table at Corner Pub. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Venice.
Continue your lively evening at Al Parlamento, a perfect place for winding down or revving up the night, depending on which mood you’re in. The Caffe Rosso is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Adagio ensures a night out tailored to your taste.
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, you’ll start and end your day in Venice, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Venice and Murano. You still have 1 night left in Venice.
Today, you'll explore some of the most beautiful places in Venice, including a historical landmark, a public square, a church, a palace, a monument, a handicraft store and much more! Start your day with a visit to Rialto Bridge. This timeless historical landmark is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza San Marco, which may be one of the most romantic places you will experience today.
One of the best things about exploring Venice 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 St Mark's Basilica, a popular church in the city. If you’re up for more discoveries, don’t forget to reserve some time for Doge's Palace and Bridge Of Sighs. End your day with a visit to Murano, a curiosity-inducing handicraft store that’s sure to leave a lasting impression.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Venice.
After a day of adventure, treat yourself to an exquisite dinner at one of Venice's best restaurants.
Dine in style at Generator Venice, a top recommendation for dinner tonight. Or, for a change of pace, Nevodi boasts a menu that's sure to impress. Also, be sure to check out Ristorante La Piazza. Known as a local hotspot, it’s a great choice for tonight in Venice.
After your meal, keep the night alive at a bar like Il Mercante, known for its lively atmosphere. The Irish Pub Venezia is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Ai Stagneri offers an excellent atmosphere for those looking to amp up the evening.
Take some time to reflect on your day and savor another beautiful night 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 adventure in Venice promises more breathtaking discoveries and enriching experiences! Begin at Basilica Of Santa Croce In Florence. This heritage-rich church is a highlight of any visit in the city. Then, enjoy Uffizi Gallery, another picture-perfect attraction that never fails to captivate visitors. Next, head over to Ponte Vecchio, one of the city’s most timeless attractions, known for its visually striking features.
If you’re looking for more, spend time soaking in the atmosphere of Piazza Della Repubblica. This awe-inspiring public square is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Cathedral Of Santa Maria Del Fiore, an impressive church, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Piazza Della Signoria before you head back to your hotel.
When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and spend some time relaxing before you head out to tour the city.
Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.
Make sure to reserve a table at Ristorante Oliviero 1962, 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 Di Poneta Novoli, 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 Caffe San Firenze, 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 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.
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 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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Greet day 7 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Siena, Greti, and San Gimignano.
Prepare for a day full of family-friendly attractions, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Piazza Del Campo. This astonishing public square is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Siena Cathedral, one of the city’s best highlights.
Next, check out Villa Calcinaia - Conti Capponi, one of the most frequently visited places to see in Florence. This winery is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Sangimignano1300. Wander around and soak in the heritage-rich atmosphere this museum offers. Then, head to Piazza Del Duomo, a top-rated public square that adds another dimension to your day.
When you’re done exploring for the day, you’ll return to Florence and your accommodation.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Treat yourself to a delightful dinner at Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.
Extend your evening after a delightful meal by visiting Bar 50 Rosso, which offers the perfect atmosphere for a night out. Moreover, Bitter Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
As the sun sets on another day of adventure, rest up and recharge for the next leg 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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Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Pisa and Lucca. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Milan. You will spend 1 night here for some well-deserved relaxation.
Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await! Pisa Cathedral is the perfect place to start. This church is one of the most frequently visited places to visit in Florence. Next, head to Piazza Del Duomo, Pisa, a globally renowned public square, known for its UNESCO world heritage-designated features.
In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Leaning Tower Of Pisa. This breathtaking monument is a highly recommended experience. Nearby, you'll also find Piazza Dell'anfiteatro. Visit these for an interesting touch to your journey.
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 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.
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.
Following your dinner, dive into the local bar culture at Qc Termemilano. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Yguana Cafè, the perfect place for those looking to experience the best of the nightlife.
Celebrate another amazing day of your road trip adventure 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 standout 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 in the mood to try something new, consider Palazzo Parigi Hotel & Grand Spa Milano, 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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