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

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. Bologna are on today's agenda. In the evening, you’ll end up in Milan, where you will stay for 1 night.

To truly experience Bologna, make sure to drop by Basilica Of San Domenico. This underrated church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Santo Stefano, one of the city’s best highlights.

Next, check out Two Towers, one of the most captivating places to see in Bologna. This monument is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Ducati Museum. Wander around and soak in the respected atmosphere this museum offers.

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 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.

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.

Cap off your dinner by heading to Nottingham Forest, ideal for a leisurely evening with a drink in hand. Armani/bamboo Bar is another bar that offers an enjoyable setting. Similarly, Mag Cafe is also a popular place to go on a night out, perfect for relaxing and socializing.

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

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

One of the most iconic attractions included on the itinerary is Duomo Di Milano Museum. This inviting church will help you start your sightseeing on top. Then, take a leisurely stroll to Galleria Vittorio Emanuele Ii and learn what makes this history-steeped shopping mall unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the increasingly popular Parma Cathedral.

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 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.

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.

Let the evening flow smoothly from dinner to drinks at Manifattura, a top-rated bar in the area. For other recommendations, Se·sto On Arno Rooftop Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Il Vinile offers a memorable night with diverse drink options and excellent service.

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

Dive into day 4 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 Bologna, where you'll spend 1 night.

Visiting Piazza Della Signoria is always a good idea. This famous public square is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the enchanting wonders of Cathedral Of Santa Maria Del Fiore, a must-see church 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 Ponte Vecchio. This iconic historical landmark offers an enriching experience. For a change of pace, head to Uffizi Gallery, where you can take in historic features. Conclude your self-guided sightseeing tour with a visit to Piazzale Michelangelo. These sights offer a fulfilling end to a perfect day.

At the end of the day, you will drive to Bologna, 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 Bologna. Enjoy a relaxing evening as you savor delicious local cuisine.

Begin your culinary exploration in Bologna by securing a reservation at Ahimè. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of country cooking cuisine. For another dining delight, visit I Portici, celebrated for its delectable creative and contemporary 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 Trattoria di Via Serra, a top local spot known for its tantalizing emilian menu. With a Bib Gourmand recognition, it guarantees an exceptional dining adventure.

If you’re not ready to end the night just yet, Lime Bar offers a perfect venue to relax and savor a drink. Similarly, Macondo - Cocktail Bar is well-suited for those looking to unwind in a social setting. Bar Onda Marina By Night is another excellent spot to enjoy a nightcap after a delightful meal.

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