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

Check out the astonishing park, Parco Sempione. Afterward, continue to Sforzesco Castle Art Library, a castle every traveler should visit. As you explore Milan’s charming streets, take in the lively atmosphere and get to know the character of the city.

Next, make your way to La Scala. This captivating opera house is an essential stop. Following that, head to Galleria Vittorio Emanuele Ii, another must-visit site that will enhance your experience. Don’t forget to stop by Duomo Di Milano Museum, a timeless church in the city.

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 Milan's best restaurants.

Start your culinary exploration in Milan by securing a reservation at Enrico Bartolini al Mudec. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another dining delight, visit Seta by Antonio Guida, celebrated for its delectable international and contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Il Luogo Aimo e Nadia, a top local spot known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

After enjoying a fulfilling meal, continue your evening at Kilburn Cocktail Bar Milano, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Frida offers a welcoming atmosphere for easing into the nightlife. Similarly, The Friends Pub Milano provides an excellent environment for a relaxed and enjoyable evening.

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

Wake up to day 3 of your road trip in Italy. On this day, you’ll embark on an exciting expedition discovering the enchanting sights and activities of Milan and Sirmione. With 1 night to stay in Milan, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Museo Della Scienza E Della Tecnologia "leonardo Da Vinci" is must-visit museum and a great option for a daytime tour of the area.

When you’ve had your share of Milan, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Sirmione. Your travel time is around 1 hour 40 min.

Beach Brema Sirmione is a beloved beach we recommend visiting today. Discover its eye-catching features before continuing your self-guided tour to Scaliger Castle, a romantic castle that’s well-regarded in the area.

Next, stop by Archaeological Site Of Grotte Di Catullo, a history-steeped archeological site.

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 delightful dinner at Bice Restaurant, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Alto Ristorante? It's another excellent option with a diverse menu. Consider reserving a table at Nero 9 as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Milan.

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

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

Continue your road trip and head to your next destination, Verona. This car ride takes around 2 hours 4 min.

Savor the day by heading to Castelvecchio Museum, a captivating museum that draws visitors from near and far. When you're done, continue to Verona Arena, where you can soak in the romantic surroundings.

Next, explore Piazza Delle Erbe, yet another captivating place to see in the area. After the public square, make time to go to Museo Archeologico Al Teatro Romano. This respected museum is well worth the visit.

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.

Venice 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 Venice.

Start 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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Al Parlamento, a well-loved spot among locals and tourists. Or, head to The Caffe Rosso. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Adagio, another top-rated place in the area.

Savor another day of unforgettable experiences in Italy!

On day 5 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 Padua, where you’ll be staying for 1 night.

Whatever your travel style is, Rialto Bridge is an essential stop in Venice. This world-famous historical landmark provides an insightful glimpse into the city's identity. Next, discover Piazza San Marco, an UNESCO world heritage-designated public square, promising a delightful encounter.

Continue your sightseeing with a visit to St Mark's Basilica, an interesting church. When you’re done, don’t forget to make a stop at the captivating Doge's Palace. Round off your day at Bridge Of Sighs, another gem in Venice with culturally significant features to discover.

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.

Savor the flavors at Veganda, a top pick for dinner tonight. Alternatively, Osteria Ai Scarponi beckons with its unique menu offerings. Also, consider Bamboo Cafe (Mma Silvestrin Snc Di Matteo & C). With its consistent customer satisfaction, it’s an excellent option for dining in Padua tonight.

If you’re not ready to end the night just yet, Il Gottino - Wine Bar offers a perfect venue to relax and savor a drink. Similarly, Brutal is well-suited for those looking to unwind in a social setting. Al Buscaglione is another excellent spot to enjoy a nightcap after a delightful meal.

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

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

Ragione Palace makes a great addition to your morning plans. This frequently visited palace is a picture-perfect place to see in Padua. Continue your discovery at The Basilica Of St. Anthony, a culturally significant church with stories to tell.

Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Padua.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Bologna may take around 1 hour 34 min. Upon your arrival in Bologna, you’ll be greeted with the opportunity to do some sightseeing and exploring.

For a more meaningful self-guided tour of the city's best attractions, visit Two Towers, a well-known monument 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 Piazza Maggiore and admire its respected features.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Siena. Siena 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 Siena's best restaurants.

Don’t miss out on dining at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

Cap off your dinner by heading to Meet Life Cafè, ideal for a leisurely evening with a drink in hand. Maudit Pub is another bar that offers an enjoyable setting. Similarly, Bar Impero Siena is also a popular place to go on a night out, perfect for relaxing and socializing.

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.

Experience an unparalleled adventure on day 7 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Vatican City. At the end of the day, you will retreat to the hotel of your choice in Rome, where will spend 3 nights.

It’s time to gear up for the next part of your road trip adventure. Set course for Vatican City! Under favorable conditions, your drive to Vatican City may take around 2 hours 40 min. Upon your arrival in Vatican City, you’ll be greeted with the opportunity to do some sightseeing and exploring.

When you're ready for some sights, head to Sistine Chapel, an impressive chapel in Vatican City. This timeless major basilica is a top recommendation in the area.

When you’re ready to explore more, Saint Peter's Square is an excellent choice. Next, continue your sightseeing at the iconic Vatican Museums and discover what makes this art museum unique.

At the end of the day, you will drive to Rome, 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 Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Experience a taste of local culinary excellence while in Rome by securing a table at La Pergola. An esteemed 3-star Michelin restaurant, it features an exceptional mediterranean and contemporary menu. For an alternative taste experience, visit Il Pagliaccio, famous for its scrumptious creative and innovative dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Enoteca La Torre, a local favorite celebrated for its exquisite mediterranean and creative cuisine in Rome. Located in the heart of the city, this 2-star Michelin restaurant is an ideal pick for mediterranean and creative cuisine lovers seeking top-notch culinary experiences.

Round off your dining experience by visiting La Botticella Of Poggi Giovanni, a prime location for a drink. Alternatively, explore the distinctive characteristics of Almalu Trastevere, a bar catering to every mood and preference. Bar Viminale Di Pepi Maurilio likewise offers a unique atmosphere, perfect for a memorable night out.

Raise your glass to another unforgettable day in Italy!

Day 8 of your road trip will take you to the best attractions Rome has to offer. Cherish the 2 nights you have left in the city and use the provided itinerary to discover what to see in Rome.

Altare Della Patria is must-visit monument and a great option for a daytime tour of the area. Continue your journey to Trevi Fountain, an iconic monument, located just a leisurely stroll away. Next, head to Piazza Di Spagna, a history-steeped public square, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Rome. When you're ready, let your sightseeing route take you to the widely recognized Spanish Steps. If you’re looking for more, Piazza Del Popolo is also an astonishing attraction that is worthwhile a visit.

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.

Enjoy a delicious meal at RomAntica, a highly-rated dining destination in Rome. If you're eager to try something different, consider Coso Ristorante, another top spot with a tantalizing menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Sant' Eustachio Caffè stands out as an excellent choice for a post-dinner cocktail. Alternatively, Yellowsquare Rome offers an ideal atmosphere to enjoy the pleasures of the night. Caffè Portofino is also a great option that provides a perfect setting for a relaxing evening.

Relax and recharge in preparation for another adventurous day 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 leaves a lasting impression. This archeological site is one of the most locally renowned places to visit in Rome. Next, head to Largo Di Torre Argentina, an interesting archeological site, 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 Pantheon. This photogenic monument is a highly recommended experience. Nearby, you'll also find Campo De' Fiori and Castel Sant'angelo Visit these for an interesting touch 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 dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Rome, it's often a good idea to reserve a table in advance.

Enjoy a lovely dining experience at Hotel de Russie, a popular restaurant in Rome. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rome at La Taverna Italiana, 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 The Parrot Bar. It’s yet another ideal choice to enhance your time in Rome tonight.

Round off your dining experience by visiting The Apartment Bar Roma, a prime location for a drink. Alternatively, explore the distinctive characteristics of Hotel Hassler Roma, a bar catering to every mood and preference.

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

On day 10 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Rome are on today's agenda. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

Start your day at Roman Forum. This UNESCO world heritage-listed archeological site is an iconic place to see in Rome. Then, wander over to Colosseum. If picture-perfect sites excite you, this archeological site will be right up your alley. Nearby, you’ll also find Piazza Navona. This visually striking public square is a favorite among visitors.

Rome offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Villa Borghese is a widely recognized spot in the city that will captivate you with its unique charm. When you’re done at the park, don’t forget to check out the instagrammable Auditorium Parco Della Musica. Take a moment to appreciate the fascinating details of this captivating concert hall.

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.

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

Prepare for an extraordinary culinary adventure in Florence by booking a table at Enoteca Pinchiorri, a 3-star Michelin restaurant that boasts an exceptional italian contemporary menu. For a different flavor experience, head to Santa Elisabetta, renowned for its delectable creative and mediterranean dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Gucci Osteria da Massimo Bottura, a local gem known for its delightful italian contemporary and international cuisine in Florence. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

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.

Say good night to Florence and look forward to another great 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.

Florence is brimming with adventures.

Make time for Piazza Della Signoria, a spectacular public square that is worthwhile a visit in the city. Nearby, you’ll find Palazzo Vecchio, enchanting visitors with its awe-inspiring appeal. Continue your exploration at Uffizi Gallery. This art gallery is one of the city’s most top-rated spots.

Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Ponte Vecchio. After exploring the historical landmark, head to the astonishing Piazzale Michelangelo.

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.

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.

Enjoy a delicious meal at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Explore the vibrant nightlife at Bar 50 Rosso after your meal, a hub for lively evenings and memorable moments. Or, head to Bitter Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery is perfect for those looking to extend their night with a touch of local flavor.

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

Basilica Of Santa Croce In Florence is an ideal stop early in the day. This popular church is a must-visit in the city. When you’re ready for your next discovery, continue to Cathedral Of Santa Maria Del Fiore, which may be one of the most symbolic places you will experience today.

One of the best things about exploring Florence on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Galleria Dell'accademia, a locally renowned art gallery in the city. If you’re up for more discoveries, don’t forget to reserve some time for Central Market.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Pisa. Pisa 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 Pisa's most popular restaurants, and connect with friendly locals for a true cultural experience.

Have a fantastic dining experience at Anima di Grano Pizzeria Napoletana Pisa Italy, a highly recommended choice for tonight's dinner. If you're looking to mix things up, il Mercante offers an enticing alternative with its varied menu. Additionally, La Ghiotteria is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Pisa.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Jeffer Cocktails & Friends, known for its inviting atmosphere. Le Parisien Wine Bar is another great option if you’re looking for a place to get the night started. Similarly, Las Volta Cocktailbar provides a great setting to enjoy the night away.

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

On day 13 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, including Pisa and Genoa. When you’re not sightseeing, take time to relax at your chosen hotel in Milan, where you’ll be staying for 1 night.

Make time for Leaning Tower Of Pisa, a wondrous monument that is worthwhile a visit in the city. Nearby, you’ll find Piazza Del Duomo, Pisa, enchanting visitors with its breathtaking appeal. Continue your exploration at Pisa Cathedral. This church is one of the city’s most up-and-coming spots.

Continue your road trip and head to your next destination, Genoa. This car ride takes around 1 hour 43 min.

Spiaggia Pubblica Di Priaruggia is a beloved beach we recommend visiting today. Discover its romantic features before continuing your self-guided tour.

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

Milan 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 Milan.

Dine in style at Ristorante la Brisa, a top recommendation for dinner tonight. Or, for a change of pace, Pasticceria San Carlo boasts a menu that's sure to impress. Also, be sure to check out UNAHOTELS Cusani Milano. Known as a local hotspot, it’s a great choice for tonight in Milan.

Unwind after your meal by stepping into Qc Termemilano. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Yguana Cafè offers a dynamic and energetic atmosphere for a glass or two.

Relax and look forward to more memorable moments to come!