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

On day 2 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Milan are on today's agenda. In the evening, you’ll end up in Venice, where you will stay for 1 night.

Experience Duomo Di Milano Museum, a globally renowned church in the city. Then, head to Galleria Vittorio Emanuele Ii and soak in the ambiance of this visually striking shopping mall.

There are many interesting places to see in Milan, and when you are ready for more, go to La Scala. This is one of the city’s most notable history-steeped spots of interest. After exploring the opera house, visit the widely recognized Sforzesco Castle Art Library. Not far away, you'll also find Parco Sempione. This park is a romantic highlight in Milan.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Venice. Venice 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 Venice. Enjoy a relaxing evening as you savor delicious local cuisine.

Dive into a culinary adventure like no other in Venice by booking a table at Local. This popular restaurant holds 1 Michelin star and offers an exceptional menu of contemporary cuisine. For another dining option, venture to Wistèria, celebrated for its delectable contemporary and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Quadri, a top local restaurant known for its tantalizing modern menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

After enjoying a fulfilling meal, continue your evening at Al Parlamento, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, The Caffe Rosso offers a welcoming atmosphere for easing into the nightlife. Similarly, Adagio provides an excellent environment for a relaxed and enjoyable evening.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in Italy.

Your itinerary for day 3 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 Florence, where you'll spend 2 nights.

To truly experience Venice, make sure to drop by Rialto Bridge. This world-famous historical landmark is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Teatro La Fenice, one of the city’s best highlights.

Next, check out Piazza San Marco, one of the most iconic places to see in Venice. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Doge's Palace. Wander around and soak in the romantic atmosphere this palace offers. Then, head to Bridge Of Sighs, a top-rated monument that adds another dimension to your day.

At the end of the day, you will drive to Florence, 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 Florence, it's often a good idea to reserve a table in advance.

Treat yourself to an extraordinary dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an incredible italian contemporary menu. Alternatively, if your taste buds call for something different, Santa Elisabetta is one of the best restaurants for creative and mediterranean cuisine in Florence. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Gucci Osteria da Massimo Bottura. As a top-rated establishment with 1 Michelin star, it is an ideal choice for italian contemporary and international cuisine in the city.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, Se·sto On Arno Rooftop Bar is another popular option for a drink or two. Likewise, Il Vinile also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

On day 4 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you still have 1 night to spend in Florence, there’s no need to rush. Experience Siena and Florence to the fullest today with this curated day itinerary.

Piazzale Michelangelo leaves a lasting impression. This observation deck is one of the most spectacular places to visit in Florence. Next, head to Galleria Dell'accademia, an interesting art gallery, known for its respected 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 Central Market. This photogenic food market is a highly recommended experience.

Fasten your seatbelt and make your way to your next stop — Siena, home to many well-known sights in the region. Keep in mind that your travel time from Florence to Siena may take around 1 hour 16 min without traffic disruptions. Upon arrival in Siena, we highly recommend checking out some of the top attractions.

Set out on a self-guided sightseeing tour at Piazza Del Campo and explore the romantic features. Next, make your way to Siena Cathedral, another highlight in Siena.

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

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.

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.

Keep the evening going at Bar 50 Rosso, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bitter Bar, which offers a similarly pleasant setting and great drinks. Another option is Archea Brewery, which provides an inviting environment for unwinding after a busy day out.

Relax and look forward to more memorable moments to come!

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Florence. When you’re not sightseeing, take time to relax at your chosen hotel in Pisa, where you’ll be staying for 1 night.

No visit to Florence is complete without Cathedral Of Santa Maria Del Fiore. This widely recognized church is one of the top attractions in the city. Proceed to Piazza Della Signoria, another must-visit attraction.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Uffizi Gallery. This top-rated art gallery is a traveler-favorite. Not far away, you’ll find Ponte Vecchio, another key site on your sightseeing itinerary. The Boboli Gardens is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

When you’re done exploring for the day, you’ll drive to your hotel in Pisa. Check in and relax 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 Pisa. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Make sure to reserve a table at Anima di Grano Pizzeria Napoletana Pisa Italy, an iconic dining spot in Pisa. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of il Mercante, a popular restaurant in Pisa. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of La Ghiotteria, a hidden gem nestled in Pisa. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Continue your lively evening at Jeffer Cocktails & Friends, a perfect place for winding down or revving up the night, depending on which mood you’re in. Le Parisien Wine Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Las Volta Cocktailbar ensures a night out tailored to your taste.

Relax and look forward to more memorable moments to come!

Dive into day 6 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Pisa and Genoa. At the end of the day, you’ll unwind at one of the finest accommodations in Milan, where you'll spend 1 night.

Start your day at Leaning Tower Of Pisa. This picture-perfect monument is a globally renowned place to see in Pisa. Then, wander over to Piazza Del Duomo, Pisa. If historic sites excite you, this public square will be right up your alley. Nearby, you’ll also find Pisa Cathedral. This grand church is a favorite among visitors.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Genoa may take around 1 hour 43 min. Upon your arrival in Genoa, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Our first attraction recommendation in Genoa is Spiaggia Pubblica Di Priaruggia, a curiosity-inducing beach that draws attention for its romantic features.

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.

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

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.

Let the evening flow smoothly from dinner to drinks at Kilburn Cocktail Bar Milano, a top-rated bar in the area. For other recommendations, Bar Frida provides a perfect setting for rounding out your night with style and great drinks. Likewise, The Friends Pub Milano offers a memorable night with diverse drink options and excellent service.

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