14-Day Italy Self-Drive Road Trip With Itinerary from Milan traveling south to Venice, Padua, Siena, Rome, Florence, and Pisa

Day 2 of your road trip will take you to the best attractions Milan has to offer. Cherish the 2 nights you have left in the city and use the provided itinerary to discover what to see in Milan.

Whether you decide to explore Milan on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Make time for Parco Sempione, a widely recognized park that is worthwhile a visit in the city. Nearby, you’ll find Sforzesco Castle Art Library, enchanting visitors with its breathtaking appeal. Continue your exploration at La Scala. This opera house is one of the city’s most locally renowned 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 Galleria Vittorio Emanuele Ii. After exploring the shopping mall, head to the wondrous Duomo Di Milano Museum.

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 Milan. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Have a memorable dining experience in Milan by booking a table at Enrico Bartolini al Mudec, a 3-star Michelin restaurant presenting an exceptional creative menu. For a different culinary experience in Milan, Seta by Antonio Guida shines as one of the top destinations, known for its delicious international and contemporary 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, Il Luogo Aimo e Nadia is known as a top local spot in Milan for its delicious italian contemporary and modern cuisine. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Kilburn Cocktail Bar Milano, known for its inviting atmosphere. Bar Frida is another great option if you’re looking for a place to get the night started. Similarly, The Friends Pub Milano provides a great setting to enjoy the night away.

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

Greet day 3 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 1 night to stay in Milan, so get ready to make the most of your time in the region. On the agenda for this day, you’ll find only the best things to see and do in Milan and Sirmione.

Whether you decide to explore Milan on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Start your day at Museo Della Scienza E Della Tecnologia "leonardo Da Vinci". This standout museum is a captivating place to see in Milan. Then, wander over to Beach Brema Sirmione. If mesmerizing sites excite you, this beach will be right up your alley. Nearby, you’ll also find Scaliger Castle. This enchanting castle 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, Archaeological Site Of Grotte Di Catullo is an interesting spot in the city that will captivate you with its unique charm.

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

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.

Treat yourself to a delicious dinner at Bice Restaurant, an excellent option for tonight's dining. Looking for something different? Alto Ristorante offers a tantalizing alternative with its diverse menu. And don’t miss Nero 9. Known for great service, it’s a fantastic choice for tonight in Milan.

To truly maximize your evening out, consider visiting Bhangrabar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Rufus Cocktail Bar, another bar with an inviting ambiance. Similarly, Ostello Bello Grande also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Your itinerary for day 4 of your road trip in Italy includes 1 stop and features some of the highlights of Verona. At the end of the day, enjoy the comforts of a top-rated hotel in Venice, where you'll spend 1 night.

Let Castelvecchio Museum set the tone for the day. Spend some time admiring this picture-perfect museum before continuing your journey. Verona Arena is your next stop. This wondrous stadium is one of the best-rated sights in Milan.

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 Delle Erbe. This romantic public square is a sight to behold. To round off your sightseeing experience, visit Museo Archeologico Al Teatro Romano.

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.

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

Begin your culinary exploration in Venice by securing a reservation at Local. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of contemporary cuisine. For another dining delight, visit Wistèria, celebrated for its delectable contemporary and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Quadri, a top local spot known for its tantalizing modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Round off your dining experience by visiting Al Parlamento, a prime location for a drink. Alternatively, explore the distinctive characteristics of The Caffe Rosso, a bar catering to every mood and preference. Adagio likewise offers a unique atmosphere, perfect for a memorable night out.

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

Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Venice. At the end of the day, you will retreat to the hotel of your choice in Padua, where will spend 1 night.

Look forward to a unique sightseeing adventure at the wondrous Rialto Bridge and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza San Marco, a romantic public square that draws visitors from far and near.

Continue your journey to St Mark's Basilica, one of the city’s most popular spots that you shouldn’t miss. Another great site to visit is the popular Doge's Palace. When you're finished at the palace, Bridge Of Sighs awaits your visit. This monument is an enchanting highlight on today's itinerary.

When you’re done exploring for the day, you’ll drive to your hotel in Padua. Check in and relax before you head out to tour 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 Padua, it's often a good idea to reserve a table in advance.

Have a fantastic dining experience at Veganda, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Osteria Ai Scarponi offers an enticing alternative with its varied menu. Additionally, Bamboo Cafe (Mma Silvestrin Snc Di Matteo & C) is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Padua.

Cap off your dinner by heading to Il Gottino - Wine Bar, ideal for a leisurely evening with a drink in hand. Brutal is another bar that offers an enjoyable setting. Similarly, Al Buscaglione is also a popular place to go on a night out, perfect for relaxing and socializing.

Relax and look forward to more memorable moments to come!

On day 6 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Padua and Bologna are on today's agenda. In the evening, you’ll end up in Siena, where you will stay for 1 night.

No visit to Padua is complete without Ragione Palace. This worthwhile palace is one of the top attractions in the city. Proceed to The Basilica Of St. Anthony, another must-visit attraction.

As you wander through the inviting streets of Padua, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Two Towers. This locally renowned monument is a traveler-favorite. Not far away, you’ll find Piazza Maggiore, another key site on your sightseeing itinerary.

At the end of the day, you will drive to Siena, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Siena. Enjoy a relaxing evening as you savor delicious local cuisine.

Enjoy a lovely meal at Enoteca I Terzi, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante Tar-Tufo is another top choice with a popular menu. You could also check for a table at Antica Trattoria Papei. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Siena tonight.

Extend your evening after a delightful meal by visiting Meet Life Cafè, which offers the perfect atmosphere for a night out. Moreover, Maudit Pub is another popular option for a drink or two. Likewise, Bar Impero Siena also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Vatican City. When you’re not sightseeing, take time to relax at your chosen hotel in Rome, where you’ll be staying for 3 nights.

Enjoy all that Sistine Chapel has to offer. This is an impressive chapel you should not miss. Another must-see is St. Peter's Basilica, an iconic major basilica in Siena.

When you’re ready for the next sight, head to Saint Peter's Square. From there, take a leisurely stroll to Vatican Museums, another of the city’s iconic attractions.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Rome. Rome 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 Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Prepare for an extraordinary culinary adventure in Rome by booking a table at La Pergola, a 3-star Michelin restaurant that boasts an exceptional mediterranean and contemporary menu. For a different flavor experience, head to Il Pagliaccio, renowned for its delectable creative and innovative dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Enoteca La Torre, a local gem known for its delightful mediterranean and creative cuisine in Rome. Nestled in the city's heart, this 2-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

After your delicious meal, get a taste of the vibrant nightlife with a visit to La Botticella Of Poggi Giovanni, known for its inviting atmosphere. Almalu Trastevere is another great option if you’re looking for a place to get the night started. Similarly, Bar Viminale Di Pepi Maurilio provides a great setting to enjoy the night away.

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

Day 8 of your road trip across Italy promises a magnificent time exploring what to see in Rome. You have 2 nights left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

Catch Altare Della Patria before the crowds roll in. This noteworthy monument is sure to ignite your curiosity. Next, dive into the visually striking features of Trevi Fountain, a must-visit monument in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Piazza Di Spagna, a world-famous public square. For a change of scene, check out Spanish Steps, known for its history-steeped features. We also recommend visiting Piazza Del Popolo. This public square is a must for anyone looking to experience the city to the fullest.

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.

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

Savor the flavors at RomAntica, a top pick for dinner tonight. Alternatively, Coso Ristorante beckons with its unique menu offerings. Also, consider DEROMA - Farine Romane. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

Keep the excitement of the evening going by visiting a bar or two. Sant' Eustachio Caffè is an excellent place to start. You could also check out Yellowsquare Rome, offering a different kind of charm. A last recommendation for the day is Caffè Portofino. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

Day 9 offers an itinerary packed with the best things to see in Milan. You’ll stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

Circus Maximus is perfect for a self-paced visit during the day. This instagrammable archeological site is sure to impress. Next on your list is Largo Di Torre Argentina, another must-visit landmark and locally renowned archeological site renowned for its visually striking features.

While exploring and sightseeing, take time to savor the culture of Rome by sampling some local delicacies. When you’re ready for more sightseeing, head to Pantheon. This instagrammable monument is an essential place to visit for anyone looking for the full Rome experience. We also recommend visiting Campo De' Fiori, a spectacular public square. Nearby, you'll also find Castel Sant'angelo, ready to add charm to your journey.

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.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Rome. Enjoy a relaxing evening as you savor delicious local cuisine.

Make sure to reserve a table at Hotel de Russie, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Taverna Italiana, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of The Parrot Bar, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After enjoying a fulfilling meal, continue your evening at The Apartment Bar Roma, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Hotel Hassler Roma offers a welcoming atmosphere for easing into the nightlife.

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

Dive into day 10 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Rome. At the end of the day, you’ll unwind at one of the finest accommodations in Florence, where you'll spend 2 nights.

Roman Forum is perfect for a self-paced visit during the day. This breathtaking archeological site is sure to impress. Next on your list is Colosseum, another must-visit landmark and globally renowned archeological site renowned for its picture-perfect features.

While exploring and sightseeing, take time to savor the culture of Rome by sampling some local delicacies. When you’re ready for more sightseeing, head to Piazza Navona. This noteworthy public square is an essential place to visit for anyone looking for the full Rome experience. We also recommend visiting Villa Borghese, a spectacular park. Nearby, you'll also find Auditorium Parco Della Musica, ready to add charm to your journey.

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.

Experience a symphony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Renowned for its 3-star Michelin distinction, Enoteca Pinchiorri delights its guests with its exceptional variety of meals showcasing delicious italian contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Santa Elisabetta, acclaimed for its delectable creative and mediterranean specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Gucci Osteria da Massimo Bottura, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for italian contemporary and international cuisine in the city.

Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to Se·sto On Arno Rooftop Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Il Vinile is perfect for those looking to extend their night with a touch of local flavor.

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

On day 11 of your road trip, you will have an entire day to discover what to see in Florence. You’ll stay in Florence for 1 night.

No visit to Florence is complete without Piazza Della Signoria. This astonishing public square is one of the top attractions in the city. Proceed to Palazzo Vecchio, 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 impressive art gallery is a traveler-favorite. Not far away, you’ll find Ponte Vecchio, another key site on your sightseeing itinerary. Piazzale Michelangelo is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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

Treat yourself to a wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

Let the evening flow smoothly from dinner to drinks at Bar 50 Rosso, a top-rated bar in the area. For other recommendations, Bitter Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Archea Brewery offers a memorable night with diverse drink options and excellent service.

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

Your itinerary for day 12 of your road trip in Italy includes 1 stop and features some of the highlights of Florence. At the end of the day, enjoy the comforts of a top-rated hotel in Pisa, where you'll spend 1 night.

Check out the well-known church, Basilica Of Santa Croce In Florence. Afterward, continue to Cathedral Of Santa Maria Del Fiore, a church every traveler should visit. As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city.

Next, make your way to Galleria Dell'accademia. This captivating art gallery is an essential stop. Following that, head to Central Market, another must-visit site that will enhance your experience.

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.

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

Savor the flavors at Anima di Grano Pizzeria Napoletana Pisa Italy, a top pick for dinner tonight. Alternatively, il Mercante beckons with its unique menu offerings. Also, consider La Ghiotteria. With its consistent customer satisfaction, it’s an excellent option for dining in Pisa tonight.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Jeffer Cocktails & Friends stands out as an excellent choice for a post-dinner cocktail. Alternatively, Le Parisien Wine Bar offers an ideal atmosphere to enjoy the pleasures of the night. Las Volta Cocktailbar is also a great option that provides a perfect setting for a relaxing evening.

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

Experience an unparalleled adventure on day 13 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 brings Pisa's character to life. This picture-perfect monument is a highlight of any visit in the city. Then, enjoy Piazza Del Duomo, Pisa, another historic attraction that never fails to captivate visitors. Next, head over to Pisa Cathedral, one of the city’s most underrated attractions, known for its UNESCO world heritage-listed features.

If you’re looking for more, spend time soaking in the atmosphere of Spiaggia Pubblica Di Priaruggia. This serene beach is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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.

Enjoy a lovely dining experience at Ristorante la Brisa, 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 Pasticceria San Carlo, 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 UNAHOTELS Cusani Milano. It’s yet another ideal choice to enhance your time in Milan tonight.

Continue your lively evening at Qc Termemilano, a perfect place for winding down or revving up the night, depending on which mood you’re in. Yguana Cafè is another excellent bar that offers a great selection of drinks to suit any mood.

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