Luxury 6-Day Italy Road Trip from Milan traveling south to Genoa and Florence

Your luxury holiday in Italy begins as soon as you reach the city of Milan. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Make Rotonda della Besana one of your first sightseeing stops in Milan. Rated an average of 4.4 out of 5 stars by 2,614 travelers, a visit to this local attraction makes for a great introduction to the area.

Tonight, you will be treated to a stay at one of the best luxury hotels in Milan. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Milan.

Start your culinary exploration in Milan by securing a reservation at Enrico Bartolini al Mudec. This renowned restaurant holds , 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.

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.

Raise a toast to the start of your 6-day luxury vacation in Italy and look forward to more fantastic days to come!

Wake up to day 2 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 Genoa, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Milan.

When you’re ready for some sightseeing, make your way to Duomo di Milano Museum. This much-appreciated art museum is rated 4.8 out of 5 stars in 138,554 reviews. Each year, 341,609 people visit this site to admire its unique features.

Next up is Galleria Vittorio Emanuele II. This commercial gallery has an average rating of 4.7 out of 5 stars from 91,394 visitors.

Another top sightseeing recommendation is La Scala. This opera house has been rated 4.7 out of 5 stars in 26,219 reviews.

Sforzesco Castle Art Library is another attraction you have the opportunity to visit today. This library has an average rating of 4.6 out of 5 stars from 68,714 reviews.

To continue your sightseeing, head over to Parco Sempione. This park is rated an average of 4.6 out of 5 stars in 72,914 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Genoa.

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Genoa.

Experience a harmony of flavors at The Cook in Genoa by securing a reservation in advance. Known for its 1-star Michelin status, The Cook offers a delightful variety of dishes highlighting its delicious modern menu. If you're seeking an alternative culinary experience, be sure to explore San Giorgio, a highly recommended restaurant known for its enticing modern and ligurian cuisine. This popular 1-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Il Marin, a highly acclaimed restaurant celebrated for its exceptional seafood and contemporary menu.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Scurreria Beer & Bagel stands out as an excellent choice for a post-dinner cocktail. Alternatively, La Lepre offers an ideal atmosphere to enjoy the pleasures of the night.

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 Genoa and Pisa. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Kick off the day at piazza De Ferrari, a top pick for today’s sightseeing. This square is rated an average of 4.6 out of 5 stars in 34,312 reviews.

Today is also your chance to visit Aquarium of Genoa. Aquarium of Genoa is a public aquarium with an average rating of 4.5 out of 5 stars from 62,259 reviews. Attracting more than 1,200,000 yearly visitors, this place of interest is an attraction you don’t want to miss out on.

Continue your road trip and head to your next destination, Pisa. This car ride takes around 2 hours 3 min.

When you're ready to see some sights, Piazza del Duomo, Pisa is a great place to start. This square is rated an average of 4.7 out of 5 stars by 104,550 visitors.

Another popular attraction you can visit today is Leaning Tower of Pisa. This bell tower has an average rating of 4.7 out of 5 stars from 116,882 travelers. Every year, 3,200,000 travelers come to experience this site to make the most of their time in Pisa.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Florence.

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 Florence so you can check out the menus and make advance reservations.

Dive into a culinary adventure like no other in Florence by booking a table at Enoteca Pinchiorri. This popular restaurant holds , 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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to SE·STO on Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Archea Brewery, another top-rated place in the area.

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

Day 4 of your luxury road trip in Italy begins and concludes in the city of Florence. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Florence, where you still have 1 night nights remaining.

Your sightseeing of the day begins at piazzale Michelangelo, a remarkable square where it’s easy to get lost in exploration. This top attraction is rated an average of 4.8 out of 5 stars in 77,744 reviews.

Next, satisfy your wanderlust at Uffizi Gallery. This national museum has an average rating of 4.7 out of 5 stars from 61,794 travelers. Given the site's popularity, it’s easy to understand why more than 2,011,219 people visit it every year.

Ponte Vecchio is another must-visit attraction. This renowned deck arch bridge offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.7 out of 5 stars by 118,099 travelers, it's one of the more popular places to see in the area.

Beyond the above-mentioned sites, you also have the opportunity to visit piazza della Signoria. This well-loved square boasts a 4.8 out of 5-star rating from 66,956 reviews.

When there’s still energy left for exploring, Galleria dell'Accademia awaits. If you’ve been interested in experiencing a national museum, this is a top pick rated 4.6 out of 5 stars by 34,429 previous visitors. Each year, approximately 1,719,645 people travel to Florence to experience it.

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Florence.

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.

Wake up to day 5 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Florence and Bologna. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Drop by the renowned Cathedral of Santa Maria del Fiore. This popular church has been rated an average of 4.8 out of 5 stars by 76,359 visitors.

Another unforgettable place to experience is Central Market. Rated 4.4 out of 5 stars by 43,100 visitors, this point of interest deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Basilica di Santa Maria Novella, Firenze (FI). This archives has been rated an average of 4.7 out of 5 stars in 23,075 reviews.

When you’ve had your share of Florence, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Bologna. Your travel time is around 1 hour 24 min.

Begin your sightseeing with a visit to Piazza Maggiore. This extraordinary square is rated an average of 4.7 out of 5 stars by 64,523 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Milan.

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 Milan for you so you can browse their menus in advance and make a reservation.

Continue your lively evening at Kilburn Cocktail Bar Milano, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bar Frida is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, The Friends Pub Milano ensures a night out tailored to your taste.

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.

Today is the last day of your 6-day luxury holiday in Italy and it’s soon time to start your journey home. This is your chance to get one last glimpse of Milan before saying goodbye.

As you approach the end of your journey in Italy, take a moment for some retail therapy in Milan’s celebrated shopping district. Thanks to your stay’s premier location, you can easily visit the city’s commercial hubs and wander through its diverse range of local shops without rushing.

Whether you’re on a hunt for an ideal present to give to your friends or family or looking for a personal memento to remind you of Italy, a variety of items are waiting for you. Hold onto the magic of Italy with these wonderful souvenirs, ensuring your memories never fade.

Make the most of what's left of your luxury vacation and head out to the stunning Palazzo Borromeo. This extraordinary palazzo and attraction is rated an average of 4.3 out of 5 stars in 130 reviews, and is an excellent choice for your last sightseeing in Milan.

Treat yourself to a final feast. Savor the unique flavors of Milan one last time before you head to the airport.

If you're eager to try something different, consider Palazzo Parigi Hotel & Grand Spa Milano, another top spot with a tantalizing menu.

You will then say farewell to Milan and begin your journey home. We wish you safe travels and a warm welcome home, with unforgettable memories and incredible photos from your luxury holiday in Italy in your luggage!