6-Day Italy Self-Drive Road Trip With Itinerary from Milan to Venice and Florence

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Photo of Arch of Peace, or Arco della Pace, city gate in the centre of the Old Town of Milan in the sunny day, Lombardia, Italy.
Photo of Milan, Italy. Bridge across the Naviglio Grande canal at the sunrise Milano, Lombardy.
Photo of Milano, Italy. Church Santa Maria delle Grazie in Milan, famous for hosting Leonardo da Vinci masterpiece "The Last Supper".
Photo of Sforza Castle or Castello Sforzesco aerial panoramic view. Sforza Castle is located in Milan city in northern Italy.
Photo of tourist girl holds hat in Sempione Square, Milan, Italy.
Photo of Milan Cathedral, Duomo di Milano, Italy, one of the largest churches in the world on sunrise.
Photo of Darsena artificial reservoir is located near Porta Ticinese in Milan in Lombardy region of northern Italy.
Photo of tourist woman with arms raised in Milan Cathedral Square, Italy.
Photo of the Basilica of San Lorenzo Maggiore is a roman catholic church in Milan city in Lombardy region of northern Italy.
Photo of town of Menaggio on lake Como, Milan, Italy.
Photo of Stazione Milano Centrale is the main railway station of the Milan city in Lombardy region of northern Italy.
photo of view of Duomo square and Milan Cathedral at sunrise, Italy.
photo of view of View of the Peace Arch with yellow tram in Milan, Italy
photo of  view of Milan Piazza Del Duomo at Sunrise, Italy.
Bridge Rialto on Grand canal famous landmark panoramic view Venice Italy.
Venetian gondolier punting gondola through green canal waters of Venice, Italy.
photo of view of Venice, Italy.
Couple of tourists on vacation in Venice, Italy.
Colorful carnival masks at a traditional festival in Venice, Italy.
Elegant woman with red sunhat enjoys the view to a canal with passing by gondola in Venice, Italy.
View of Basilica di San Marco and on piazza San Marco in Venice, Italy.
Colorful houses in Burano, Venice, Italy.
Street in Venice.
photo of  view of Colorful houses in Burano, Venice, Italy.
photo of view of View of Grand Canal with Rialto Bridge and gondoliers in Venice, Italy. Landscape with Rialto Bridge and gondola on the Grand Canal in Venice, Italy, Europe.
photo of view of A normal day in the beautiful city of Venice. View of the corridors, roads and bridges of the beautiful cities of Venice, Italy.
photo  of view of Venice,  Italy.
photo of view of Venice, Italy.
Aerial view of the Cattedrale di Santa Maria del Fiore in Florence, Italy, overlooking the city
Photo of Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, Italy.
Photo of Woman enjoys beautiful view on famous Duomo cathedral in Florence, standing on empty cathedral square during morning time.
Photo of Summer street cafe on Piazza della Repubblica in Florence, Toscana province, Italy.
Photo of Giotto's Campanile - An aerial dusk view of Giotto's Campanile and the historical Old Town of Florence, as seen from the top of Brunelleschi's Dome of the Florence Cathedral. Florence, Tuscany, Italy.
Photo of Ponte Vecchio, old bridge over Arno River, Florence, Tuscany, Italy.
Photo of The Colossus of the Apennines, majestic stone sculpture by Giambologna located in the park of Villa Demidoff in Florence, Italy.
Photo of Fountain of Neptune in Florence in early morning.
Photo of Sunset view of Florence, Ponte Vecchio, Palazzo Vecchio and Florence Duomo, Italy. Architecture and landmark of Florence. Cityscape of Florence.
Vintage carousel and tourists in Piazza della Repubblica (Republic Square) and the arch in honor of the first king of united Italy on background in Florence, Italy.
Photo of Arches of the Vasari Corridor (Corridoio Vasariano) in Florence, Tuscany, Italy. View of the Lungarno degli Archibusieri.
cheerful senior woman cycling with her electric mountain bike above downtown of Florence with stunning view over the old city, Tuscany, Italy
Facade of Palazzo Pitti palace with Gallery of Modern Art large building on Piazza dei Pitti square in historical centre of Florence city, blue sky white clouds, Tuscany, Italy
photo of view of Florence,Italy.
photo of view of Florence,Italy.
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Escape the ordinary with this exciting 6-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 Milan, 1 night 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, Verona, Venice, Florence, San Gimignano, Pisa, and Monterosso al Mare, 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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Driver’s age is 30 - 65
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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Brera
Castelvecchio MuseumCastelvecchio BridgeVerona Arenapiazza delle ErbePonte PietraRialto Bridge
Palazzo Contarini del BovoloPiazza San MarcoSt Mark's BasilicaDoge's PalaceBridge of Sighs
Cathedral of Santa Maria del Fiorepiazza della SignoriaPonte VecchioUffizi GalleryBasilica of Santa Croce in FlorenceSanGimignano1300
Leaning Tower of PisaPiazza del Duomo, PisaPisa CathedralParrocchia di S. Giovanni Battista
Duomo di Milano

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Day 1

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 1 night 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.

Dine in style at Hotel Morfeo Milano, a top recommendation for dinner tonight. Or, for a change of pace, Contraste boasts a menu that's sure to impress. Also, be sure to check out UNAHOTELS Galles Milano. Known as a local hotspot, it’s a great choice for tonight in Milan.

To truly maximize your evening out, consider visiting Nottingham Forest after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Armani/bamboo Bar, another bar with an inviting ambiance. Similarly, Mag Cafe also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Raise a toast to the start of your 6-day road trip in Italy!

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Day 2

Day 2

  • Milan
  • Venice
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Drive 279 km, 4 hours 1 min

  • Castelvecchio Museum
  • Castelvecchio Bridge
  • Verona Arena
  • piazza delle Erbe
  • Ponte Pietra
  • Rialto Bridge
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Dive into day 2 of your remarkable road trip in Italy. Today you will explore Verona and Venice, 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 Venice. You’ll stay here for 1 night.

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 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 iconic stadium offers a grand encounter with Milan. Next, make your way to Piazza Delle Erbe to add another highlight to your day. After that, visit Ponte Pietra, a popular historical landmark that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Rialto Bridge, a wondrous historical landmark 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.

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.

After a day of adventure, treat yourself to an exquisite dinner at one of Venice's best restaurants.

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.

After your meal, keep the night alive at a bar like Al Parlamento, known for its lively atmosphere. The Caffe Rosso is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Adagio offers an excellent atmosphere for those looking to amp up the evening.

Say good night to Venice and look forward to another great day of your road trip in Italy!

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Day 3

Day 3

  • Venice
  • Florence
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Drive 260 km, 3 hours 15 min

  • Palazzo Contarini del Bovolo
  • Piazza San Marco
  • St Mark's Basilica
  • Doge's Palace
  • Bridge of Sighs
  • More

Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Venice. 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 Palazzo Contarini Del Bovolo. This awe-inspiring palace is a highlight of any visit in the city. Then, enjoy Piazza San Marco, another visually striking attraction that never fails to captivate visitors. Next, head over to St Mark's Basilica, one of the city’s most well-known attractions, known for its romantic features.

If you’re looking for more, spend time soaking in the atmosphere of Doge's Palace. This culturally significant palace is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Bridge Of Sighs, a popular monument, and take a stroll around the area.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Florence. Florence 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 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 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.

Keep the evening going at Manifattura, a great choice for enjoying the after-dinner hours with a drink. You could also go to Se·sto On Arno Rooftop Bar, which offers a similarly pleasant setting and great drinks. Another option is Il Vinile, which provides an inviting environment for unwinding after a busy day out.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 4

Day 4

  • Florence
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Drive 119 km, 2 hours 34 min

  • Cathedral of Santa Maria del Fiore
  • piazza della Signoria
  • Ponte Vecchio
  • Uffizi Gallery
  • Basilica of Santa Croce in Florence
  • SanGimignano1300
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Greet day 4 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 Florence and San Gimignano.

Florence is home to plenty of attractions that offer fun adventures, romantic experiences, and scenic views! Start at Cathedral Of Santa Maria Del Fiore, a top-rated church that is worthwhile a visit in the city. Nearby, you’ll find Piazza Della Signoria, enchanting visitors with its noteworthy appeal. Continue your exploration at Ponte Vecchio. This historical landmark is one of the city’s most wondrous spots.

Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Uffizi Gallery. After exploring the art gallery, head to the notable Basilica Of Santa Croce In Florence. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Sangimignano1300, a place of eye-catching interest in Florence.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.

After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.

Dine in style at Ditta Artigianale, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria Da Burde boasts a menu that's sure to impress. Also, be sure to check out Casa Toscana. Known as a local hotspot, it’s a great choice for tonight in Florence.

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.

Say good night to Florence and look forward to another great day of your road trip in Italy!

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Day 5

Day 5

  • Florence
  • Milan
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Drive 459 km, 6 hours 8 min

  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Pisa Cathedral
  • Parrocchia di S. Giovanni Battista
  • More

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Pisa and Monterosso al Mare. When you’re not sightseeing, take time to relax at your selected hotel in Milan, where you’ll be staying for 1 night.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Leaning Tower Of Pisa. This timeless monument provides an insightful glimpse into the city's identity. Next, discover Piazza Del Duomo, Pisa, a historic public square, promising a delightful encounter.

Continue your sightseeing with a visit to Pisa Cathedral, a locally appreciated church. When you’re done, don’t forget to make a stop at the often recommended Parrocchia Di S. Giovanni Battista.

When you’re done exploring for the day, you’ll drive to your hotel in Milan. Check in and spend some time relaxing before you head out to tour the city.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Milan. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Have a fantastic dining experience at Dessert Bar Milano, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Radisson Blu Hotel Milan offers an enticing alternative with its varied menu. Additionally, Ristorante Qui Si Mangia is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Milan.

Following your dinner, dive into the local bar culture at Kilburn Cocktail Bar Milano. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bar Frida, the perfect place for those looking to experience the best of the nightlife. Similarly, The Friends Pub Milano provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Take some time to reflect on your day and savor another beautiful night in Italy.

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Day 6

Day 6

  • Milan - Departure day
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  • Duomo di Milano
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Day 6 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 Duomo Di Milano Museum. This world-famous church is a popular place to see in the city.

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.

Enjoy a lovely meal at Bice Restaurant, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Alto Ristorante is another top choice with a popular 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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