9-Day Italy Self-Drive Road Trip With Itinerary from Milan traveling east to Como, 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 3 nights in Milan, 1 night in Como, 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, Ossuccio, Colonno, Como, Verona, Venice, Murano, Florence, Pisa, San Gimignano, Riomaggiore, and Manarola, 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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- Piazza Gae Aulenti
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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 2 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 Piazza Gae Aulenti, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.
Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Milan. Make yourself at home and enjoy some downtime before heading out again.
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 the enjoyment post-dinner at Nottingham Forest, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Armani/bamboo Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Mag Cafe. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.
Raise a toast to the start of your 9-day road trip in Italy!
Day 2
- Milan
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Drive 4 km, 38 min
- Sempione Park
- Castello Sforzesco
- Galleria Vittorio Emanuele II
- Duomo di Milano
- Brera
- Navigli
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Day 2 of your road trip across Italy promises a magnificent time exploring Milan. You have 1 night left in Milan. Take the opportunity to experience more of the best attractions and activities in the city.
A top thing to do today is to explore Brera, a must-see neighborhood in Milan. It's the perfect starting point for touring the top attractions in the area. You can also visit Navigli, an ideal neighborhood for continued sightseeing.
Milan is home to plenty of attractions that offer fun adventures, romantic experiences, and natural wonders! Start at Parco Sempione, a spectacular park that is worthwhile a visit in the city. Nearby, you’ll find Sforzesco Castle Art Library, enchanting visitors with its culturally significant appeal. Continue your exploration at Galleria Vittorio Emanuele Ii. This shopping mall is one of the city’s most extraordinary spots.
Enjoy the freedom of exploring Milan at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Duomo Di Milano Museum.
Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.
Experience shopping bliss at Milan as you explore Quadrilatero della Moda. Take a leisurely stroll through unique boutiques and high-end shops, where local treasures are waiting to be found. Beyond shopping, Quadrilatero della Moda offers more options, including unique attractions, key services, and vibrant events.
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 Dessert Bar Milano, 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 Radisson Blu Hotel Milan, 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 Ristorante Qui Si Mangia, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
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.
Say good night to Milan and look forward to another great day of your road trip in Italy!
Day 3
- Milan
- Como
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Drive 174 km, 3 hours 45 min
- Orrido di Bellano
- Villa del Balbianello
- Sacro Monte della Beata Vergine del Soccorso - Ossuccio (co)
- Greenway del Lago di Como
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On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 3 destinations, Lenno, Ossuccio, and Colonno. When you’re not sightseeing, take time to relax at your selected hotel in Como, where you’ll be staying for 1 night.
Prepare for a day full of family-friendly attractions, romantic experiences, and natural wonders. When you’re ready, kick off your sightseeing adventure at Orrido Di Bellano. This popular canyon is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Villa Del Balbianello, one of the village’s best highlights.
Next, check out Sacro Monte Della Beata Vergine Del Soccorso - Ossuccio (co), one of the most underrated places to see in Milan. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Greenway Del Lago Di Como. Wander around and soak in the romantic atmosphere this hiking area offers.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Como. Como offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Como. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Make sure to reserve a table at La Vita è Bella Ristorante - Insalateria, an iconic dining spot in Como. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world.
Round off your dining experience by visiting Fresco Cocktail Shop, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Il Cortiletto, a bar catering to every mood and preference. Bar Pinocchio likewise offers a unique atmosphere, perfect for a memorable night out.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 4
- Como
- Venice
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Drive 319 km, 4 hours 12 min
- Castelvecchio Museum
- Castelvecchio Bridge
- Verona Arena
- Porta Borsari
- piazza delle Erbe
- Scaliger Tombs
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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 an exciting day in Como. Today’s sightseeing agenda includes a museum, a monument, a stadium, a historical landmark, a public square and much more! Begin your adventure at Castelvecchio Museum. This is a captivating museum you should not miss. Another must-see is Castelvecchio Bridge, a well-known monument in Como.
When you’re ready for the next sight, head to Verona Arena. From there, take a leisurely stroll to Porta Borsari, another of the city’s curiosity-inducing attractions. We recommend continuing your self-guided tour at Piazza Delle Erbe, a history-steeped place of interest in the city. If time allows, add Scaliger Tombs to your itinerary. This intriguing monument offers the perfect finishing touch to your day in Como.
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 you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Venice. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Don’t miss out on dining at Bauer Hotel, a top-rated dining destination in Venice. If you're in the mood to try something new, consider L'Osteria Le Guglie, another top spot with a mouthwatering menu. You might also want to secure a reservation at Corner Pub. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Venice this evening.
Extend your evening after a delightful meal by visiting Al Parlamento, which offers the perfect atmosphere for a night out. Moreover, The Caffe Rosso is another popular option for a drink or two. Likewise, Adagio also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
Say good night to Venice and look forward to another great 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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Greet day 5 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Venice 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 Venice and Murano.
Get ready for an exciting day in Venice. Today’s sightseeing agenda includes a historical landmark, a public square, a church, a palace, a monument, a handicraft store and much more! Begin your adventure at Rialto Bridge. This is a timeless historical landmark you should not miss. Another must-see is Piazza San Marco, a wondrous public square in Venice.
When you’re ready for the next sight, head to St Mark's Basilica. From there, take a leisurely stroll to Doge's Palace, another of the city’s locally renowned attractions. We recommend continuing your self-guided tour at Bridge Of Sighs, a romantic place of interest in the city. If time allows, add Murano to your itinerary. This beloved handicraft store offers the perfect finishing touch to your day in Venice.
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.
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.
Round off your dining experience by visiting Il Mercante, a prime location for a drink. Alternatively, explore the distinctive characteristics of The Irish Pub Venezia, a bar catering to every mood and preference. Ai Stagneri likewise offers a unique atmosphere, perfect for a memorable night out.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 6
- Venice
- Florence
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Drive 263 km, 3 hours 39 min
- piazzale Michelangelo
- Basilica of Santa Croce in Florence
- Uffizi Gallery
- Ponte Vecchio
- Piazza della Repubblica
- piazza della Signoria
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Experience an unparalleled adventure on day 6 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 2 nights here for some well-deserved relaxation.
Today’s agenda in Venice includes an observation deck, a church, an art gallery, a historical landmark, a public square and much more! Piazzale Michelangelo is must-visit observation deck and a great starting point for the day. Next, continue your journey to Basilica Of Santa Croce In Florence, a locally renowned church, located just a leisurely stroll away. Next, head to Uffizi Gallery, a picture-perfect art gallery, 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 globally renowned Ponte Vecchio. If you’re looking for more, Piazza Della Repubblica is also a well-known attraction that is worthwhile a visit. Lastly, don’t miss Piazza Della Signoria, a place of history-steeped interest in the city.
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.
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.
Unwind after your meal by stepping into Manifattura. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Se·sto On Arno Rooftop Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Il Vinile, another top-rated bar in the area.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 7
- Florence
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Drive 223 km, 3 hours 51 min
- Leaning Tower of Pisa
- Piazza del Duomo, Pisa
- Pisa Cathedral
- Piazza del Duomo, San Gimignano
- SanGimignano1300
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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 Pisa and San Gimignano. You still have 1 night left in Florence.
Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await! Leaning Tower Of Pisa is the perfect place to start. This monument is one of the most globally renowned 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 Pisa Cathedral. This breathtaking church is a highly recommended experience. Nearby, you'll also find Piazza Del Duomo and Sangimignano1300. Visit these for an interesting touch to your journey.
When you’re done exploring for the day, you’ll return to Florence and your accommodation.
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.
Savor the flavors at Ditta Artigianale, a top pick for dinner tonight. Alternatively, Trattoria Da Burde beckons with its unique menu offerings. Also, consider Casa Toscana. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar 50 Rosso, a well-loved spot among locals and tourists. Or, head to Bitter Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Archea Brewery, another top-rated place in the area.
Relax and recharge in preparation for another adventurous day in Italy!
Day 8
- Florence
- Milan
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Drive 411 km, 6 hours 2 min
- Castle of Riomaggiore
- Riomaggiore
- Manarola Overlook Viewpoint
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Dive into day 8 of your remarkable road trip in Italy. Today you will explore Riomaggiore and Manarola, 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.
Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Castle Of Riomaggiore. This enchanting castle is sure to ignite your curiosity.
In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Manarola Overlook Viewpoint, a curiosity-inducing observation deck.
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.
After a day of adventure, treat yourself to an exquisite dinner at one of Milan's best restaurants.
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 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.
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 respected art gallery before you head out.
On your last day in Italy, take time to indulge in shopping at Milan’s popular marketplace, Quadrilatero della Moda. Look for keepsakes or souvenirs to remind you of your trip. Browse boutiques to find unique and stylish fashion pieces. If you’re in the mood for luxury shopping, high-end stores await you.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Milan.
Savor the flavors at Ristorante la Brisa, a top pick for dinner tonight. Alternatively, Pasticceria San Carlo beckons with its unique menu offerings.
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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