Luxury 5-Day Italy Road Trip from Bologna traveling west to Milan, and Florence

Wake up to day 2 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Bologna. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Start your sightseeing with a visit to Bologna Cathedral. This catholic cathedral is rated an average of 4.6 out of 5 stars from 3,852 visitors.

Fountain Of Neptune, Bologna is another popular attraction you could visit today. This fountain has a rating of 4.7 out of 5 stars from 3,952 visitors.

Piazza Maggiore is also highly recommended by travelers. This square has a rating of 4.7 out of 5 stars from 64,523 visitors.

Two Towers is an attraction you won’t want to miss. This tower is rated an average of 4.7 out of 5 stars in 25,975 reviews.

Another attraction you have the opportunity to visit today is Piazza Santo Stefano. This square has received an average rating of 4.8 out of 5 stars from 7,617 travelers.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Milan. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

After a long day of discovering the unique quirks of Italy, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Milan so you can check out the menus and make advance reservations.

Discover the culinary delights of Milan by securing a reservation at Enrico Bartolini al Mudec. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of creative cuisine. For an alternative dining experience, try Seta by Antonio Guida, renowned for its delicious international, and contemporary dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Il Luogo Aimo e Nadia, a highly recommended local eatery celebrated for its mouthwatering italian contemporary, and modern menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Explore the vibrant nightlife at Nottingham Forest after your meal, a hub for lively evenings and memorable moments. Or, head to Armani/bamboo Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Mag Cafe is perfect for those looking to extend their night with a touch of local flavor.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Italy has plenty more in store for you.

On day 3 of your luxury holiday in Italy, your road trip route will take you exploring the best of Milan, and Parma. The day's journey will conclude in Florence, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Make Duomo Di Milano Museum one of your first sightseeing stops in Milan. Rated an average of 4.8 out of 5 stars by 138,554 travelers, a visit to this local attraction makes for a great introduction to the area. This art museum attracts 341,609 visitors every year.

Galleria Vittorio Emanuele Ii is a worthwhile attraction you can visit next. This commercial gallery is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 91,394 reviews.

Today is also the perfect opportunity to drop by Sforzesco Castle Art Library. This library has been rated an average of 4.6 out of 5 stars by 68,714 visitors.

As you’ve unraveled the marvels of Milan, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Parma may take around 1 hour 39 min. Upon your arrival in Parma, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Take the opportunity to see Parma Cathedral. This attraction has an average rating of 4.7 out of 5 stars from 8,525 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Florence. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

After exploring the unique sights of Italy, savor a delicious meal or get refreshed with a drink. We’ve gathered the most recommended restaurants and bars in the city of Florence for you so you can browse their menus in advance and make a reservation.

Begin your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative, and mediterranean 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 Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary, and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

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. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.

Raise a toast to another amazing day of your luxury holiday in Milan, Italy and seize the opportunity to celebrate.

Wake up to day 4 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Bologna, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Florence.

When you're ready to see some sights, Piazza Della Signoria is a great place to start. This square is rated an average of 4.8 out of 5 stars by 66,956 visitors.

Another popular attraction you can visit today is Cathedral Of Santa Maria Del Fiore. This church has an average rating of 4.8 out of 5 stars from 76,359 travelers.

We also recommend a stop at Ponte Vecchio. The deck arch bridge has been rated an average of 4.7 out of 5 stars by 118,099 visitors.

If you're keen to explore more, consider visiting Uffizi Gallery. This national museum is a popular attraction with an average rating of 4.7 out of 5 stars from 61,794 reviews. As a top-rated attraction, it's no surprise that 2,011,219 people visit Uffizi Gallery every year.

Piazzale Michelangelo is another easily accessible place to visit on this day of your trip. Stop by this square, rated 4.8 out of 5 stars in 77,744 reviews, to discover more of what makes it unique.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Bologna. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

After a day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Bologna. Savor the local cuisine and relax as you recount the day's experiences.

Get ready for an unforgettable culinary journey in Bologna by reserving a table at I Portici. Renowned as a 1-star Michelin restaurant, it offers an exceptional creative, and contemporary menu. For a different taste experience, head to Ahimè, recognized for its delicious country cooking dishes. This Bib Gourmand restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Trattoria di Via Serra, a local favorite known for its delightful emilian cuisine in Bologna. Nestled in the heart of the city, this Bib Gourmand awardee is an ideal choice for discerning emilian foodies seeking culinary excellence.

Following your dinner, dive into the local bar culture at Bar Senza Nome. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bar Maurizio, the perfect place for those looking to experience the best of the nightlife. Similarly, Brewdog Bar Bologna provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.