5-Day Italy Self-Drive Road Trip With Itinerary from Bologna traveling west to Milan and Florence

Dive into day 2 of your remarkable road trip in Italy. Today you will explore Bologna, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Milan. You’ll stay here for 1 night.

A blend of family-friendly attractions, scenic views, and photo-friendly spots await you in Bologna on today’s itinerary. First up is the curiosity-inducing church, Bologna Cathedral. It's a standout spot that offers a memorable visit. Afterward, continue to Fountain Of Neptune, Bologna. A visit to this monument is an enriching experience for all.

As you explore Bologna’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Piazza Maggiore. This extraordinary public square is an essential stop that should not be missed. Following that, head to Two Towers, another must-visit site that will enhance your experience. Lastly, visit Piazza Santo Stefano and learn why this public square is renowned as one of the city's most locally appreciated attractions.

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.

Indulge in a memorable dining experience at one of Milan's most popular restaurants, and connect with friendly locals for an authentic adventure.

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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Nottingham Forest, known for its inviting atmosphere. Armani/bamboo Bar is another great option if you’re looking for a place to get the night started. Similarly, Mag Cafe provides a great setting to enjoy the night away.

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

Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Milan and Pisa. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 1 night.

Get ready to discover some of the most iconic wonders in Milan, including a shopping mall and a park. Start your day at Galleria Vittorio Emanuele Ii. This remarkable shopping mall is an impressive place to see in Milan. Then, wander over to Parco Sempione. If romantic sites excite you, this park will be right up your alley.

After soaking in Milan’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Pisa. Expect your car journey to take a minimum of 3 hours 20 min. When you arrive in Pisa, it's time to take a break from the road.

Spend your afternoon discovering Piazza Del Duomo, Pisa, a globally renowned public square known for its UNESCO world heritage-designated features. After taking in the atmosphere, continue to Leaning Tower Of Pisa, a timeless monument that is a must-see for anyone visiting the region.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Florence. Florence offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

As dinnertime approaches, it's time to head out for a bite to eat in Florence. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Dive into a culinary adventure like no other in Florence by booking a table at Enoteca Pinchiorri. This popular restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another culinary dining option, venture to Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Gucci Osteria da Massimo Bottura, a top local restaurant known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

If you’re not ready to end the night just yet, Manifattura offers a perfect venue to relax and savor a drink. Similarly, Se·sto On Arno Rooftop Bar is well-suited for those looking to unwind in a social setting. Il Vinile is another excellent spot to enjoy a nightcap after a delightful meal.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

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 vibrant destinations - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Bologna. You will spend 1 night here for some well-deserved relaxation.

Florence is brimming with adventures. Today’s wonderful stops include a public square, a church, a historical landmark, an art gallery, an observation deck and much more! Begin your sightseeing adventure at the widely recognized Piazza Della Signoria. Just a short distance away is Cathedral Of Santa Maria Del Fiore, a history-steeped church that draws visitors from far and near.

Continue your journey to Ponte Vecchio, one of the city’s most timeless spots that you shouldn’t miss. Another great site to visit is the top-rated Uffizi Gallery. Last up on today’s itinerary is an observation deck. Make your way to Piazzale Michelangelo for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of Florence.

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

Enjoy an outstanding dining experience at Ahimè, a Bib Gourmand restaurant offering an exceptional country cooking menu. Alternatively, if you're in the mood for something different, consider the nearby 1-star Michelin-awardee, I Portici, known for its delicious creative and contemporary cuisine. Another highly-recommended place to eat in Bologna is Trattoria di Via Serra, a renowned Bib Gourmand restaurant and a delicious emilian menu.

Continue your evening by exploring the vibrant nightlife scene at Lime Bar, a prime destination for a thrilling night out. Also, don’t forget to check out Macondo - Cocktail Bar, a bar that offers unique local touches. Likewise, Bar Onda Marina By Night provides an excellent alternative for a fun evening.

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