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.
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Experience the freedom of the open road on an unforgettable 7-day road trip in Italy! Embark on a self-drive tour that caters to every traveler, featuring destinations like Milan, Venice, Florence, Siena, Colle di Val d'Elsa, and Parma.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. 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 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.

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, accommodations, 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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Pick-up: 10:00
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Day1

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 discovering what to see in Milan 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. Taking a stroll in the city center is a great alternative. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Milan. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

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. Known for great service, it’s a fantastic choice for tonight in Milan.

Continue your evening by exploring the vibrant nightlife scene at Nottingham Forest, a prime destination for a thrilling night out. Also, don’t forget to check out Armani/bamboo Bar, a bar that offers unique local touches. Likewise, Mag Cafe provides an excellent alternative for a fun evening.

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

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Day2

Day 2

  • Milan
  • Venice
  • More

Drive 276 km, 3 hours 43 min

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

Your itinerary for day 2 of your road trip in Italy includes 1 stop and features some of the highlights of Venice. At the end of the day, enjoy the comforts of a top-rated hotel in Venice, where you'll spend 2 nights.

After soaking in Milan’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Venice. Expect your car journey to take a minimum of 3 hours 1 min. When you arrive in Venice, it's time to take a break from the road.

Spend your afternoon discovering Bridge Of Sighs, a notable monument known for its history-steeped features. Next, continue your sightseeing at Doge's Palace, a well-known palace.

If you're starting to feel hungry, this is a great time for a break at a nearby restaurant or cafe. When you're ready for more, stop by St Mark's Basilica and uncover the details of this enchanting church. Make sure to also explore Piazza San Marco, a globally renowned public square. For your last stop, consider Rialto Bridge, a romantic historical landmark that many travelers find worth the detour.

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

Enjoy a delicious meal 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.

Following your dinner, dive into the local bar culture at Al Parlamento. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to The Caffe Rosso, the perfect place for those looking to experience the best of the nightlife. Similarly, Adagio 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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Day3

Day 3

  • Venice
  • More

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
  • More

Day 3 of your road trip across Italy promises a magnificent time exploring what to see in Venice. You have 1 night left in Venice. Take the opportunity to experience more of the best attractions and activities in the city.

Set aside time today to explore Santa Croce, a standout neighborhood that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day.

Look forward to a unique sightseeing adventure at the underrated Santa Maria Della Salute and allow yourself time to explore. Just a short distance away you'll find your next stop, Peggy Guggenheim Collection, a romantic art gallery that draws visitors from far and near.

Continue your journey to Teatro La Fenice, one of the city’s most popular spots that you shouldn’t miss. Another great site to visit is the notable Palazzo Contarini Del Bovolo. When you're finished at the palace, Santa Maria Gloriosa Dei Frari awaits your visit. This church is a breathtaking highlight on today's itinerary.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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

Savor the flavors at Generator Venice, a top pick for dinner tonight. Alternatively, Nevodi beckons with its unique menu offerings. Also, consider Ristorante La Piazza. With its consistent customer satisfaction, it’s an excellent option for dining in Venice tonight.

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.

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

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Day4

Day 4

  • Venice
  • Florence
  • More

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

Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Florence. At the end of the day, you will retreat to the hotel of your choice in Florence, where will spend 2 nights.

When you’re ready to jump back into the car and say goodbye to Venice, you’ll hit the road in the direction of Florence. This drive usually takes around 2 hours 52 min.

One of our top recommendations for your sightseeing is Galleria Dell'accademia. Spend some time admiring the history-steeped features of the art gallery before you continue to your next stop. Then, head to Cathedral Of Santa Maria Del Fiore. This spectacular church is a traveler-favorite in the city.

If you're keen to see more, continue to Piazza Della Repubblica. Feed your curiosity by learning something new about the public square. Next, take your journey to Ponte Vecchio, a wondrous historical landmark. Conclude your sightseeing at Uffizi Gallery, known for its standout features.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and relax before you head out to tour the city.

Florence is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Florence.

Treat yourself to a wonderful meal at Ristorante Oliviero 1962, a top-rated dining spot in Florence. If you're in the mood for something new, try Di Poneta Novoli, another premier location with a delectable menu. You might also want to book a table at Caffe San Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening 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.

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

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Day5

Day 5

  • Florence
  • Siena
  • Colle di Val d'Elsa
  • More

Drive 160 km, 3 hours 10 min

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

On day 5 of your road trip, you’ll start and end your day in Florence, where you still have 1 night left. You'll spend part of the day exploring places of interest outside the immediate city, including Siena and Colle di Val d'Elsa.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Siena may take around 1 hour 9 min. Upon your arrival in Siena, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Porta Pispini is a curiosity-inducing historical landmark we recommend visiting today. Discover its culturally significant features before continuing your self-guided tour to Piazza Del Campo, an UNESCO world heritage-designated public square that’s well-regarded in the area.

Next, stop by Siena Cathedral, an enchanting church. While you’re nearby, don’t forget to visit Basilica Of San Domenico, a grand and truly unique church. End your sightseeing at Fortezza Medicea (siena), a frequently visited monument that’s highly recommended by travelers passing through the city.

When you’ve had your share of Siena, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Colle di Val d'Elsa. Your travel time is around 23 min.

Our first attraction recommendation in Colle di Val d'Elsa is The Diborrato Waterfall, a frequently visited waterfall that draws attention for its serene features.

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.

Enjoy a lovely meal at Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Florence tonight.

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.

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

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Day6

Day 6

  • Florence
  • Parma
  • Milan
  • More

Drive 315 km, 3 hours 56 min

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

Dive into day 6 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Parma. At the end of the day, you’ll unwind at one of the finest accommodations in Milan, where you'll spend 1 night.

When you’ve had your share of Florence, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Parma. Your travel time is around 2 hours 9 min.

For a more meaningful self-guided tour of the city's best attractions, visit Galleria Nazionale Di Parma, an underrated art gallery that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Palazzo Della Pilotta and admire its visually striking features.

When you’re ready, continue to Teatro Regio, an intriguing opera house beloved by locals and tourists alike. Don't miss out on Parma Cathedral, another highlight of the area that promises a memorable visit.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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 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.

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 the enjoyment post-dinner at Kilburn Cocktail Bar Milano, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bar Frida offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out The Friends Pub Milano. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

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Day7

Day 7

  • Milan - Departure day
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  • Duomo di Milano
  • More

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, begin at Duomo Di Milano Museum. This world-famous church is a hotspot among locals.

Make the most of your final day in Italy by visiting Milan’s iconic markets and shopping establishments in the buzzing Galleria Vittorio Emanuele II. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing vacation. 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 eager to try something different, consider Alto Ristorante, another top spot with a tantalizing 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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Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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Your trip is protected, personalized, and priced right. No surprises, no stress.

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