7-Day Italy Self-Drive Road Trip With Itinerary from Florence traveling west to Bologna, Milan, and Pisa
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Escape the ordinary with this exciting 7-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 2 nights in Florence, 1 night in Bologna, 2 nights in Milan, and 1 night in Pisa. 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 Florence, 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. Duomo Di Milano Museum and Verona Arena are just a couple of the bucket-list attractions that await your discovery.
As you hit the open road and drive through Florence, Bologna, Padua, Milan, Verona, Valeggio sul Mincio, Pisa, and Siena, 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 – Florence - arrival day
- Florence - Arrival day
- More
Say hello to Florence! 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 Florence for 1 night before you continue your adventure!
Florence 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 Central Market or 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 Florence. 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 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.
Have a fantastic dining experience at Ristorante Oliviero 1962, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Di Poneta Novoli offers an enticing alternative with its varied menu. Additionally, Caffe San Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option 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.
Raise a toast to the start of your 7-day road trip in Italy!
Day 2 – Florence and Bologna
- Florence
- Bologna
- More
Drive 106 km, 1 hour 51 min
- piazza della Signoria
- Uffizi Gallery
- Ponte Vecchio
- Cathedral of Santa Maria del Fiore
- Piazza della Repubblica
- More
Embark on another extraordinary experience on day 2 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 Bologna, which will be your home away from home for 1 night.
Today’s agenda in Florence includes a public square, an art gallery, a historical landmark, a church and much more! Piazza Della Signoria is must-visit public square and a great starting point for the day. Next, continue your journey to Uffizi Gallery, an extraordinary art gallery, located just a leisurely stroll away. Next, head to Ponte Vecchio, a historic historical landmark, also available for your discovery today.
Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Florence. If you’re looking for more, Cathedral Of Santa Maria Del Fiore is also a famous attraction that is worthwhile a visit. Lastly, don’t miss Piazza Della Repubblica, a notable gem to see in the city.
When you’re done exploring for the day, you’ll drive to your hotel in Bologna. Check in and spend some time relaxing before you head out to tour the city.
After a day of adventure, treat yourself to an exquisite dinner at one of Bologna's best restaurants.
Dive into a culinary adventure like no other in Bologna by booking a table at Ahimè. This popular restaurant holds a Bib Gourmand award and offers an exceptional menu of country cooking cuisine. For another culinary dining option, venture to I Portici, celebrated for its delectable creative and contemporary menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Trattoria di Via Serra, a top local restaurant known for its tantalizing emilian menu. With a Bib Gourmand recognition, it promises an exceptional dining experience not to be missed.
Extend your evening after a delightful meal by visiting Bar Al Bricco D'oro, which offers the perfect atmosphere for a night out. Moreover, Bar Freud E Squisito is another popular option for a drink or two. Likewise, Osteria Del Sole also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
Celebrate another amazing day of your road trip adventure in Italy!
Day 3 – Bologna, Padua, and Milan
- Bologna
- Padua
- Milan
- More
Drive 351 km, 4 hours 31 min
- Piazza Maggiore
- Two Towers
- The Basilica of St Anthony
- Prato della Valle
- More
Dive into day 3 of your remarkable road trip in Italy. Today you will explore Bologna and Padua, 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 2 nights.
Get ready for a day filled with a charming, a mesmerizing, an instagrammable, a heritage-rich, and a culturally significant in the charming city of Bologna. Your adventure starts at Piazza Maggiore, an extraordinary local hot spot. Another notable attraction to explore is Two Towers. This interesting monument is known for its visually striking appeal.
Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Padua. This drive usually takes around 1 hour 29 min, without any stops or traffic disruptions.
Spend your afternoon discovering The Basilica Of St. Anthony, a locally renowned church known for its culturally significant features. After taking in the atmosphere, continue to Prato Della Valle, a captivating public square that is a must-see for anyone visiting the region.
At the end of the day, you will drive to Milan, 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 Milan. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Prepare for an extraordinary culinary adventure in Milan by booking a table at Enrico Bartolini al Mudec, a 3-star Michelin restaurant that boasts an exceptional creative menu. For a different flavor experience, head to Seta by Antonio Guida, renowned for its delectable international and contemporary dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Il Luogo Aimo e Nadia, a local gem known for its delightful italian contemporary and modern cuisine in Milan. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.
After your meal, keep the night alive at a bar like Nottingham Forest, known for its lively atmosphere. Armani/bamboo Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Mag Cafe 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 4 – Milan, Verona, and Valeggio sul Mincio
- Milan
- Verona
- Valeggio sul Mincio
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Drive 336 km, 5 hours 10 min
- Castelvecchio Bridge
- Castelvecchio Museum
- Verona Arena
- Parco Giardino Sigurtà
- Duomo di Milano
- More
On day 4 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 city’s most loved attractions await. Duomo Di Milano Museum is the perfect place to start. This church is one of the most timeless places to visit in Milan.
When you’ve had your share of Milan, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Verona. Your travel time is around 2 hours 7 min.
Savor the rest of your day by heading to Castelvecchio Bridge, a locally renowned monument that draws visitors from near and far. When you're done, continue on to Castelvecchio Museum, where you can soak in the respected surroundings. Next, explore Verona Arena, yet another wondrous place to see in the area.
Fasten your seatbelt and make your way to your next stop. Valeggio sul Mincio, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Verona to Valeggio sul Mincio may take around 50 min without traffic disruptions. Upon arrival in Valeggio sul Mincio, we highly recommend checking out some of the top attractions.
One of our top recommendations for your sightseeing is Parco Giardino Sigurtà. Spend some time admiring the mesmerizing features of the botanical garden before you continue to your next stop.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Milan.
After a day of adventure, treat yourself to an exquisite dinner at one of Milan's best restaurants.
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.
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 5 – Milan and Pisa
- Milan
- Pisa
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Drive 292 km, 3 hours 51 min
- Duomo di Milano
- Galleria Vittorio Emanuele II
- Castello Sforzesco
- Sempione Park
- More
On day 5 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 Milan. In the evening, you’ll end up in Pisa, where you will stay for 1 night.
A blend of a charming, an enchanting, an eye-catching, a heritage-rich, a masterful, a grand, and a beautiful await you in Milan on today’s itinerary. First up is the impressive shopping mall, Galleria Vittorio Emanuele Ii. It's a standout spot that offers a memorable visit. Afterward, continue to Sforzesco Castle Art Library. A visit to this castle is an enriching experience for all.
As you explore Milan’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Parco Sempione. This famous park is an essential stop that should not be missed.
After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Pisa. Pisa offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.
As you explore more of Pisa, 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 Anima di Grano Pizzeria Napoletana Pisa Italy, a top pick for dinner tonight. Alternatively, il Mercante beckons with its unique menu offerings. Also, consider La Ghiotteria. With its consistent customer satisfaction, it’s an excellent option for dining in Pisa tonight.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Jeffer Cocktails & Friends stands out as an excellent choice for a post-dinner cocktail. Alternatively, Le Parisien Wine Bar offers an ideal atmosphere to enjoy the pleasures of the night. Las Volta Cocktailbar is also a great option that provides a perfect setting for a relaxing evening.
Savor another day of unforgettable experiences in Italy!
Day 6 – Pisa, Siena, and Florence
- Pisa
- Siena
- Florence
- More
Drive 207 km, 3 hours 29 min
- Knights' Square
- Leaning Tower of Pisa
- Piazza del Duomo, Pisa
- piazza del Campo
- Siena Cathedral
- More
On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Pisa and Siena. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 1 night.
Pisa is brimming with adventures. Today’s wonderful stops include a public square and a monument. Begin your sightseeing adventure at the beloved Knights' Square. Just a short distance away is Leaning Tower Of Pisa, a breathtaking monument that draws visitors from far and near.
Continue your journey to Piazza Del Duomo, Pisa, one of the city’s most globally renowned spots that you shouldn’t miss.
Fasten your seatbelt and make your way to your next stop. Siena, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Pisa to Siena may take around 1 hour 54 min without traffic disruptions. Upon arrival in Siena, we highly recommend checking out some of the top attractions.
Make your way to Piazza Del Campo, an astonishing public square that draws attention for its history-steeped features. Spend some time soaking in the atmosphere before continuing to Siena Cathedral, a visually striking church that stands out 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.
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.
Enjoy an outstanding dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an exceptional italian contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 2-star Michelin-awardee, Santa Elisabetta, known for its delicious creative and mediterranean cuisine. Another highly-recommended restaurant in Florence is Gucci Osteria da Massimo Bottura, a renowned restaurant with a 1-star Guide Michelin recognition, known for its delicious italian contemporary and international menu.
Continue your lively evening at Bar 50 Rosso, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bitter Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.
Relax and recharge in preparation for another adventurous day in Italy!
Day 7 – Florence - departure day
- Florence - Departure day
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- piazzale Michelangelo
- Ponte Vecchio
- More
Day 7 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Florence before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.
Make the most of your final day in Italy by visiting Florence’s iconic markets and shopping establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Piazzale Michelangelo. This widely recognized observation deck provides an insightful glimpse into the city's identity.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Florence.
Dine in style at Ristorante Buca Mario, a top recommendation for dinner tonight. Or, for a change of pace, Agricola Toscana boasts a menu that's sure to impress.
You’ll then say farewell to Florence. 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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