Luxury 11-Day Italy Road Trip from Ancona traveling west to Ravenna, Venice, Milan, Verona, and Florence

Your luxury holiday in Italy begins as soon as you reach the city of Ancona, where you'll be staying for 1 night. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

When you're ready to see some sights, piazza del Plebiscito is a great place to start. This square is rated an average of 4.4 out of 5 stars by 2,631 visitors.

Tonight, you will be treated to a stay at one of the best luxury hotels in Ancona. 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 Ancona.

Experience a harmony of flavors at Sot'Ajarchi in Ancona by securing a reservation in advance. Known for its Bib Gourmand status, Sot'Ajarchi offers a delightful variety of dishes highlighting its delicious seafood and from the marches menu.

Continue your lively evening at Posa bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bar four roses is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Amarillo Beer Bar Ancona ensures a night out tailored to your taste.

Raise a toast to the start of your 11-day luxury vacation in Italy and look forward to more fantastic days to come!

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 San Germano, Loreto, and San Vittore. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Fasten your seatbelt and make your way to your next stop. San Germano, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Ancona to San Germano may take around 18 min without traffic disruptions. Upon arrival in San Germano, we highly recommend checking out some of the top attractions.

Take the opportunity to see Grotte nel sottosuolo di Camerano - Biglietteria. This attraction has an average rating of 4.6 out of 5 stars from 1,983 visitors.

As you’ve unraveled the marvels of San Germano, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Loreto may take around 19 min. Upon your arrival in Loreto, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Make Sanctuary of the Holy House of Loreto your first stop of the day. Previous visitors have rated this church an average of 4.8 out of 5 stars in 19,100 reviews.

San Vittore’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Loreto behind. This drive usually takes around 55 min. San Vittore welcomes you with a multitude of unique vacation experiences.

Begin your sightseeing with a visit to Frasassi Caves. This show cave is rated an average of 4.8 out of 5 stars in 20,728 reviews.

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

Discover a world of culinary delights in Ravenna, where top-notch dining experiences await at every corner. Consider whether you need to make a reservation in advance to secure a table at your preferred restaurant.

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

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

Wake up to day 3 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 Venice, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Ravenna and Padua.

Your sightseeing of the day begins at Dante's Tomb, a remarkable museum where it’s easy to get lost in exploration. This top attraction is rated an average of 4.5 out of 5 stars in 9,491 reviews.

Next, satisfy your wanderlust at Fontanella Piazza del Popolo. This point of interest has an average rating of 4.4 out of 5 stars from 9,982 travelers.

Porta Adriana is another must-visit attraction. This renowned city gate offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.3 out of 5 stars by 1,191 travelers, it's one of the more popular places to see in the area.

When you’re ready to jump back into the car and say goodbye to Ravenna, you’ll hit the road in the direction of Padua. This drive usually takes around 2 hours. When you arrive, enjoy some sightseeing.

Start your sightseeing with a visit to prato della Valle. This square is a popular stop on travelers’ itineraries in Padua, with an average rating of 4.6 out of 5 stars by 47,576 visitors.

The Basilica of St. Anthony is another popular place of interest you can visit today. The average rating of 4.8 out of 5 stars from 38,852 reviews gives you an idea of other visitors’ experience at this attraction.

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

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Venice for you, so you can check out the menus and make your reservation in advance.

Dive into a culinary adventure like no other in Venice by booking a table at Local. This popular restaurant holds , and offers an exceptional menu of contemporary cuisine. For another culinary dining option, venture to Wistèria, celebrated for its delectable contemporary and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Quadri, a top local restaurant known for its tantalizing modern menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

After savoring a delicious meal, step into the vibrant nightlife at Al Parlamento, where the evening is just getting started. In the same way, Adagio offers a unique charm perfect for experiencing the local bar scene in Venice. Il Mercante is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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 4 of your luxury holiday in Italy, your road trip route will take you exploring the best of Venice. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Start your sightseeing with a visit to Rialto Bridge. This stone bridge is rated an average of 4.7 out of 5 stars from 141,666 visitors.

Palazzo Contarini del Bovolo is another popular attraction you could visit today. This sightseeing destination has a rating of 4.5 out of 5 stars from 11,745 visitors.

Piazza San Marco is also highly recommended by travelers. This square has a rating of 4.7 out of 5 stars from 152,982 visitors.

Doge's Palace is an attraction you won’t want to miss. Around 318,104 people visit this place every year. This palace is rated an average of 4.7 out of 5 stars in 24,775 reviews.

Another attraction you have the opportunity to visit today is Bridge of Sighs. This footbridge has received an average rating of 4.6 out of 5 stars from 18,223 travelers.

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

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.

Following your dinner, dive into the local bar culture at Nottingham Forest. Alternatively, go to Armani/Bamboo Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Mag Cafe provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

A top pick for your self-guided sightseeing tour today is Museo della Scienza e della Tecnologia "Leonardo da Vinci". Over 532,084 travelers visit this attraction every year. Previous visitors have rated this technology museum an average of 4.5 out of 5 stars in 22,235 reviews.

Sforzesco Castle Art Library is a local recommendation that you also can pay a visit today. This library is rated an average of 4.6 out of 5 stars in 68,714 reviews.

Another attraction you won't want to miss is Parco Sempione. This park is rated an average of 4.6 out of 5 stars in 72,914 reviews.

Arch of Peace is another outstanding experience in Milan. Around 27,502 travelers have rated this monument an average of 4.6 out of 5 stars.

If you long for more, Piazza Gae Aulenti is not far away. This square is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.6 out of 5 stars in 30,398 reviews.

Discover a world of culinary delights in Milan, where top-notch dining experiences await at every corner. Consider whether you need to make a reservation in advance to secure a table at your preferred restaurant.

Unwind after your meal by stepping into Kilburn Cocktail Bar Milano. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar Frida offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook The Friends Pub Milano, another top-rated bar in the area.

Raise your glass and relax after another big day of your luxury holiday in Italy!

Wake up to day 6 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Milan and Sirmione. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

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.

Pinacoteca di Brera is another attraction you have the opportunity to visit today. This art museum has an average rating of 4.7 out of 5 stars from 26,077 reviews. This popular attraction gets 417 visits every year.

Set your GPS to Sirmione and hit the road. Expect a journey of approximately 1 hour 47 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Sirmione beckons with new experiences!

Begin your sightseeing with a visit to Scaliger Castle. This point of interest is rated an average of 4.6 out of 5 stars in 54,592 reviews.

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

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

Set out on a gastronomic journey in Verona by reserving a table at Casa Perbellini 12 Apostoli. Renowned for its , this restaurant presents an outstanding menu of creative and contemporary cuisine. For a different taste, head over to Il Desco, renowned for its delectable italian contemporary dishes. This distinguished 1-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Osteria Mondo d'Oro, a highly rated local gem known for its exquisite italian and seasonal menu. With a Bib Gourmand acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Verona.

Keep the evening going at Archivio, a great choice for enjoying the after-dinner hours with a drink. You could also go to La Segreteria Café, which offers a similarly pleasant setting and great drinks. Another option is Duchi Café, which provides an inviting environment for unwinding after a busy day out.

Raise your glass and relax after another big day of your luxury holiday in Italy!

Wake up to day 7 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 Florence, where you'll be staying for 3 nights. The day's itinerary unfolds with a diverse array of experiences in Verona and Valeggio sul Mincio.

Make Verona Arena your first stop of the day. Previous visitors have rated this opera house an average of 4.7 out of 5 stars in 123,818 reviews. More than 195,540 people visit this place of interest every year.

Next up, make a stop at Castelvecchio Museum. With an average rating of 4.6 out of 5 stars by 13,854 visitors, it's easy to understand why so many people visit this art museum every year. In fact, this attraction welcomes 35,031 annual visitors.

Castelvecchio Bridge is another attraction you can visit on this day of your vacation. This arch bridge has an average rating of 4.7 out of 5 stars by 12,156 visitors.

After soaking in Verona’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Valeggio sul Mincio. Expect your car journey to take a minimum of 46 min. When you arrive in Valeggio sul Mincio, it's time to take a break from the road.

Drop by the renowned Parco Giardino Sigurtà. This popular park has been rated an average of 4.6 out of 5 stars by 27,387 visitors.

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

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 Florence. Savor the local cuisine and relax as you recount the day's experiences.

Get ready for an unforgettable culinary journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned as a 3-star Michelin restaurant, it offers an exceptional italian contemporary menu. For a different taste experience, head to Santa Elisabetta, recognized for its delicious creative and mediterranean dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Gucci Osteria da Massimo Bottura, a local favorite known for its delightful italian contemporary and international cuisine in Florence. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning italian contemporary and international foodies seeking culinary excellence.

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.

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.

Day 8 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 2 nights nights remaining.

Journey into the unknown at Ponte Vecchio, a unique attraction awaiting your visit. This remarkable deck arch bridge has an average rating of 4.7 out of 5 stars from 118,099 reviews.

When you’re ready to continue your sightseeing, Uffizi Gallery is a recommended place to visit. This national museum is rated an average of 4.7 out of 5 stars in 61,794 reviews. Based on recent data, the attraction hosts 2,011,219 visitors per year.

Another must-see attraction in Florence is piazza della Signoria. Rated an average of 4.8 out of 5 stars by 66,956 travelers, this popular tourist destination in Florence offers an experience you will remember.

Piazza della Repubblica is another popular stop on travelers' itineraries in Florence. This square promises memorable moments of exploring. Other travelers have rated this attraction 4.6 out of 5 stars in 22,356 reviews.

Lastly, don't miss out on Cathedral of Santa Maria del Fiore. Rated 4.8 out of 5 stars by 76,359 local and international travelers, it's a popular place to visit.

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Florence.

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 9 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.

Kick off the day at Central Market, a top pick for today’s sightseeing. This point of interest is rated an average of 4.4 out of 5 stars in 43,100 reviews.

Today is also your chance to visit Galleria dell'Accademia. Galleria dell'Accademia is a national museum with an average rating of 4.6 out of 5 stars from 34,429 reviews. Attracting more than 1,719,645 yearly visitors, this place of interest is an attraction you don’t want to miss out on.

Basilica of Santa Croce in Florence is another top attraction we highly recommend you visit today. This church is rated an average of 4.7 out of 5 stars by 28,544 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit piazzale Michelangelo. This square is rated an average of 4.8 out of 5 stars by 77,744 visitors.

Lastly, don’t miss out on The Boboli Gardens, a famous park in Florence. This attraction is rated an average of 4.2 out of 5 stars by 25,341 travelers.

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 Florence. Savor the local cuisine and relax as you recount the day's experiences.

Esteemed as a restaurant, it features an exceptional menu.

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.

On day 10 of your luxury holiday in Italy, your road trip route will take you exploring the best of Florence and Bologna. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Journey into the unknown at Basilica di Santa Maria Novella, Firenze (FI), a unique attraction awaiting your visit. This remarkable archives has an average rating of 4.7 out of 5 stars from 23,075 reviews.

Bologna’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Florence behind. This drive usually takes around 1 hour 22 min. Bologna welcomes you with a multitude of unique vacation experiences.

When you’re ready for some sightseeing, make your way to Fountain of Neptune, Bologna. This much-appreciated fountain is rated 4.7 out of 5 stars in 3,952 reviews.

Next up is Piazza Maggiore. This square has an average rating of 4.7 out of 5 stars from 64,523 visitors.

Another top sightseeing recommendation is Two Towers. This tower has been rated 4.7 out of 5 stars in 25,975 reviews.

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

In Ancona, delicious dining experiences are never far from reach. Take your pick and consider whether you need to book a table in advance.

Let the evening flow smoothly from dinner to drinks at Alla Tazza D'Oro, a top-rated bar in the area.

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

Today is the last day of your 11-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 Ancona before saying goodbye.

On your last day in Italy, take time to indulge in shopping at Ancona’s popular marketplace. Thanks to your accommodation’s strategic location, the city’s bustling commercial district is only a stone’s throw away, giving you ample time to leisurely explore the area, filled with local shops.

Take time to find the perfect present, reminding you of the charms of Italy. Each store here is brimming with unique finds. These souvenirs will help you treasure your memories of Italy forever.

Make the most of what's left of your luxury vacation and head out to the stunning Parco Della Cittadella di Ancona. This extraordinary park and attraction is rated an average of 4.4 out of 5 stars in 843 reviews, and is an excellent choice for your last sightseeing in Ancona.

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

Treat yourself to a delicious dinner at Vino E Cucina Miscia, an excellent option for tonight's dining. Looking for something different? Mixer Bar offers a tantalizing alternative with its diverse menu. And don’t miss La Cantineta.

You will then say farewell to Ancona 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!