7-Day Italy Self-Drive Road Trip With Itinerary from Milan traveling south to Venice, Florence, and Pisa

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

Start your day at Duomo Di Milano Museum. This visually striking church is a timeless place to see in Milan. Then, wander over to Galleria Vittorio Emanuele Ii. If enchanting sites excite you, this shopping mall will be right up your alley. Nearby, you’ll also find La Scala. This romantic opera house is a favorite among visitors.

Milan offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Sforzesco Castle Art Library is a widely recognized spot in the city that will captivate you with its unique charm. When you’re done at the castle, don’t forget to check out the serene Parco Sempione. Take a moment to appreciate the fascinating details of this widely recognized park.

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

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.

Enjoy an outstanding dining experience at Local, a 1-star Michelin restaurant offering an exceptional contemporary menu. Alternatively, if you're in the mood for something different, consider the nearby 1-star Michelin-awardee, Wistèria, known for its delicious contemporary and venetian cuisine. Another highly-recommended place to eat in Venice is Quadri, a renowned restaurant with a 1-star Guide Michelin recognition and a delicious modern menu.

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.

Get a good night's sleep and look forward to another great day on the road in Italy!

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Venice. When you’re not sightseeing, take time to relax at your chosen hotel in Florence, where you’ll be staying for 2 nights.

Let Rialto Bridge set the tone for the day. Spend some time admiring this symbolic historical landmark before continuing your journey. Teatro La Fenice is your next stop. This notable opera house is one of the best-rated sights in Venice.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Piazza San Marco. This symbolic public square is a sight to behold. To round off your sightseeing experience, visit Doge's Palace and Bridge Of Sighs.

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

Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for a true cultural experience.

Have a memorable dining experience in Florence by booking a table at Enoteca Pinchiorri, a 3-star Michelin restaurant presenting an exceptional italian contemporary menu. For a different culinary experience in Florence, Santa Elisabetta shines as one of the top destinations, known for its delicious creative and mediterranean cuisine. This 2-star Michelin-awardee consistently earns high praises, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Gucci Osteria da Massimo Bottura is known as a top local spot in Florence for its delicious italian contemporary and international cuisine. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Il Vinile provides an excellent environment for a relaxed and enjoyable evening.

Raise your glass to another unforgettable day in Italy!

On day 4 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 Florence.

Whatever your travel style is, Piazzale Michelangelo is an essential stop in Florence. This widely recognized observation deck provides an insightful glimpse into the city's identity. Next, discover Galleria Dell'accademia, an eye-catching art gallery, promising a delightful encounter.

Continue your sightseeing with a visit to Central Market, an interesting food market.

Embrace the thrill of the open road as you wave goodbye to Florence and set your GPS to Siena. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 16 min. Upon reaching Siena, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

For a more meaningful self-guided tour of the city's best attractions, visit Piazza Del Campo, a top-rated public square 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 Siena Cathedral and admire its enchanting features.

When you’re done exploring for the day, you’ll return to Florence and your accommodation.

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.

Make sure to reserve a table at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

Head back to your accommodation in Florence and get some rest to prepare for another magical day of your road trip in Italy.

Dive into day 5 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Florence. At the end of the day, you’ll unwind at one of the finest accommodations in Pisa, where you'll spend 1 night.

Visiting Cathedral Of Santa Maria Del Fiore is always a good idea. This extraordinary church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the remarkable wonders of Piazza Della Signoria, a must-see public square in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Uffizi Gallery. This spectacular art gallery offers an enriching experience. For a change of pace, head to Ponte Vecchio, where you can take in majestic features. Conclude your self-guided sightseeing tour with a visit to The Boboli Gardens These sights offer a fulfilling end to a perfect day.

At the end of the day, you will drive to Pisa, 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. If you are looking to dine at a popular restaurant in Pisa, it's often a good idea to reserve a table in advance.

Dine in style at Anima di Grano Pizzeria Napoletana Pisa Italy, a top recommendation for dinner tonight. Or, for a change of pace, il Mercante boasts a menu that's sure to impress. Also, be sure to check out La Ghiotteria. Known as a local hotspot, it’s a great choice for tonight in Pisa.

Continue the enjoyment post-dinner at Jeffer Cocktails & Friends, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Le Parisien Wine Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Las Volta Cocktailbar. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Savor another day of unforgettable experiences in Italy!

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 2 places, which are Pisa and Genoa. At the end of the day, you will retreat to the hotel of your choice in Milan, where will spend 1 night.

Leaning Tower Of Pisa leaves a lasting impression. This monument is one of the most globally renowned places to visit in Pisa. Next, head to Piazza Del Duomo, Pisa, a world-famous public square, known for its breathtaking 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 UNESCO world heritage-designated church is a highly recommended experience.

Genoa’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Pisa behind. This drive usually takes around 1 hour 43 min. Genoa welcomes you with a multitude of unique vacation experiences.

Savor the day by heading to Spiaggia Pubblica Di Priaruggia, a locally appreciated beach that draws visitors from near and far.

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

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

Get ready for an unforgettable culinary journey in Milan by reserving a table at Enrico Bartolini al Mudec. Renowned as a 3-star Michelin restaurant, it offers an exceptional creative menu. For a different taste experience, head to Seta by Antonio Guida, recognized for its delicious international and contemporary dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Il Luogo Aimo e Nadia, a local favorite known for its delightful italian contemporary and modern cuisine in Milan. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for italian contemporary and modern foodies seeking culinary excellence.

Unwind after your meal by stepping into Kilburn Cocktail Bar Milano. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar Frida offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook The Friends Pub Milano, another top-rated bar in the area.

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