7-Day Italy Self-Drive Road Trip With Itinerary from Milan traveling east 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.
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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
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photo of view of Florence,Italy.
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Experience the freedom of the open road in Italy as you embark on an unforgettable 7-day road trip! This experience caters to every traveler, featuring destinations like Milan, Venice, Florence, Siena, Colle di Val d'Elsa, and Parma.

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, 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 Ponte Vecchio, and immerse yourself in the vibrant atmosphere of Cathedral Of Santa Maria Del Fiore.

As you hit the open road and drive through Milan, Venice, Florence, Siena, Colle di Val d'Elsa, and Parma, 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
Sempione Park
Bridge of SighsDoge's PalaceSt Mark's BasilicaPiazza San MarcoRialto Bridge
Santa Maria della SalutePeggy Guggenheim CollectionTeatro La FenicePalazzo Contarini del BovoloBasilica S.Maria Gloriosa dei FrariSanta Croce
Galleria dell'AccademiaCathedral of Santa Maria del FiorePiazza della RepubblicaPonte VecchioUffizi Gallerypiazza della Signoria
Porta Pispinipiazza del CampoSiena CathedralBasilica of San DomenicoFortezza MediceaThe Diborrato Waterfall
Galleria nazionale di ParmaPalazzo della PilottaTeatro RegioParma Cathedral
Duomo di Milano

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Day 1

Day 1

  • Milan - Arrival day
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  • Sempione Park
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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 Parco Sempione, 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 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.

Let the evening flow smoothly from dinner to drinks at Nottingham Forest, a top-rated bar in the area. For other recommendations, Armani/bamboo Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Mag Cafe offers a memorable night with diverse drink options and excellent service.

Raise a toast to the start of your 7-day road trip in Italy!

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Day 2

Day 2

  • Milan
  • Venice
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Drive 276 km, 3 hours 43 min

  • Bridge of Sighs
  • Doge's Palace
  • St Mark's Basilica
  • Piazza San Marco
  • Rialto Bridge
  • More

Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Venice. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Venice. You will spend 2 nights here for some well-deserved relaxation.

Milan is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and scenic views! Start at Bridge Of Sighs, a locally renowned monument that is worthwhile a visit in the city. Nearby, you’ll find Doge's Palace, enchanting visitors with its visually striking appeal. Continue your exploration at St Mark's Basilica. This church is one of the city’s most captivating 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 Piazza San Marco. After exploring the public square, head to the world-famous Rialto Bridge.

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.

Enjoy a delicious meal at Bauer Hotel, a highly-rated dining destination in Venice. If you're eager to try something different, consider L'Osteria Le Guglie, another top spot with a tantalizing menu. You might also want to secure a reservation at Corner Pub. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Venice this evening.

After savoring a delicious meal, step into the vibrant nightlife at Al Parlamento, where the evening is just getting started. In the same way, The Caffe Rosso offers a unique charm perfect for experiencing the local bar scene in Venice. Adagio is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Relax and recharge in preparation for another adventurous day in Italy!

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Day 3

Day 3

  • Venice
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Drive 4 km, 1 hour 4 min

  • Santa Maria della Salute
  • Peggy Guggenheim Collection
  • Teatro La Fenice
  • Palazzo Contarini del Bovolo
  • Basilica S.Maria Gloriosa dei Frari
  • Santa Croce
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Day 3 of your road trip across Italy promises a magnificent time exploring Venice. You have 1 night left in Venice. Take the opportunity to experience more of the best attractions and activities in the city.

At the top of the list of things to do today is to explore Santa Croce, a neighborhood that captures the true essence of Venice. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

Today’s route brings fun adventures, romantic experiences, and breathtaking views. The first attraction of today is Santa Maria Della Salute. This up-and-coming church is a history-steeped place to see in Venice. Continue your discovery at Peggy Guggenheim Collection, a detailed art gallery with stories to tell.

As you stroll around Venice, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Teatro La Fenice. This captivating opera house offers a standout encounter with Venice. Next, make your way to Palazzo Contarini Del Bovolo to add another highlight to your day. After that, visit Santa Maria Gloriosa Dei Frari, a worthwhile church that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Venice.

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 Venice's most popular restaurants, and connect with friendly locals for an authentic adventure.

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.

Unwind after your meal by stepping into Il Mercante. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, The Irish Pub Venezia offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Ai Stagneri, another top-rated bar in the area.

Raise your glass and celebrate another amazing day of your road trip in Italy!

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Day 4

Day 4

  • Venice
  • Florence
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Drive 259 km, 3 hours 18 min

  • Galleria dell'Accademia
  • Cathedral of Santa Maria del Fiore
  • Piazza della Repubblica
  • Ponte Vecchio
  • Uffizi Gallery
  • piazza della Signoria
  • More

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Florence. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 2 nights.

Brace yourself for today’s incredible lineup of attractions in Venice, featuring family-friendly attractions, photo-friendly spots, and history-rich sites. Start at Galleria Dell'accademia, a popular art gallery in the city. Then, head to Cathedral Of Santa Maria Del Fiore and soak in the ambiance of this UNESCO world heritage-listed church.

There are many interesting places to see in Venice, and when you are ready for more, go to Piazza Della Repubblica. This is one of the city’s most captivating stunning spots of interest. After exploring the public square, visit the iconic Ponte Vecchio. Not far away, you'll also find Uffizi Gallery. This art gallery is a romantic highlight in Venice. Before wrapping up your self-guided sightseeing tour, head to Piazza Della Signoria, an astonishing public square 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 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.

Enjoy a lovely meal at Ristorante Oliviero 1962, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Di Poneta Novoli is another top choice with a popular menu. You could also check for a table at Caffe San Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

If you’re not ready to end the night just yet, Manifattura offers a perfect venue to relax and savor a drink. Similarly, Se·sto On Arno Rooftop Bar is well-suited for those looking to unwind in a social setting. Il Vinile is another excellent spot to enjoy a nightcap after a delightful meal.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

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Day 5

Day 5

  • Florence
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Drive 160 km, 3 hours 10 min

  • Porta Pispini
  • piazza del Campo
  • Siena Cathedral
  • Basilica of San Domenico
  • Fortezza Medicea
  • The Diborrato Waterfall
  • More

Greet day 5 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 and Colle di Val d'Elsa.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Porta Pispini. This worthwhile historical landmark provides an insightful glimpse into the city's identity. Next, discover Piazza Del Campo, a romantic public square, promising a delightful encounter.

Continue your sightseeing with a visit to Siena Cathedral, a captivating church. When you’re done, don’t forget to make a stop at the often recommended Basilica Of San Domenico. Not far away from the church, you will find the serene The Diborrato Waterfall, perfect for a quick visit. Round off your day at Fortezza Medicea (siena), another gem in Florence with breathtaking features to discover.

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

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.

Treat yourself to a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

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.

Relax and recharge in preparation for another adventurous day in Italy!

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Day 6

Day 6

  • Florence
  • Milan
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Drive 315 km, 3 hours 56 min

  • Galleria nazionale di Parma
  • Palazzo della Pilotta
  • Teatro Regio
  • Parma Cathedral
  • More

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 Parma. At the end of the day, you will enjoy the comforts of a top-rated hotel in Milan, which will be your home away from home for 1 night.

Today’s agenda in Florence includes an art gallery, a palace, an opera house, a church and much more! Galleria Nazionale Di Parma is must-visit art gallery and a great starting point for the day. Next, continue your journey to Palazzo Della Pilotta, a curiosity-inducing palace, located just a leisurely stroll away. Next, head to Teatro Regio, a picture-perfect opera house, also available for your discovery today.

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 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.

Enjoy a lovely dining experience at Dessert Bar Milano, 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 Radisson Blu Hotel Milan, 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 Ristorante Qui Si Mangia. It’s yet another ideal choice to enhance your time in Milan tonight.

Continue your lively evening at Kilburn Cocktail Bar Milano, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bar Frida is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, The Friends Pub Milano ensures a night out tailored to your taste.

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

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Day 7

Day 7

  • Milan - Departure day
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  • Duomo di Milano
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Day 7 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 Duomo Di Milano Museum, an enchanting church before you head out.

Maximize your last day in Italy and go on a shopping spree in Milan’s shopping center, the lively Galleria Vittorio Emanuele II. Browse for souvenirs to remind you of your wonderful journey in Italy. You can also explore high-end shops for luxury items.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Milan.

Have a fantastic dining experience at Bice Restaurant, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Alto Ristorante offers an enticing alternative with its varied 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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