Luxury 12-Day Italy Road Trip from Rimini to Bologna, Trieste, Venice, Verona, Milan, Genoa, and Florence

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

Kick off the day at Arch of Augustus, a top pick for today’s sightseeing. This triumphal arch is rated an average of 4.6 out of 5 stars in 12,375 reviews.

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

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

Experience a symphony of flavors at Guido in Rimini by securing a reservation in advance. Renowned for its 1-star Michelin distinction, Guido delights its guests with its exceptional variety of meals showcasing delicious seafood and modern cuisine. For a palate-pleasing alternative, make sure to dine at Abocar Due Cucine, acclaimed for its delectable creative and international specialties. This local 1-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Osteria de Börg, a top-rated restaurant known for its outstanding menu. Known as a top-rated Bib Gourmand-establishment, it's a top choice for from romagna and traditional cuisine in the city.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Caffè Il Borgo, known for its inviting atmosphere. Primo Bacio città Lounge Bar is another great option if you’re looking for a place to get the night started. Similarly, Hobo's provides a great setting to enjoy the night away.

Raise a toast to the start of your 12-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 Bologna, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Rimini and Viserbella.

A top pick for your self-guided sightseeing tour today is Piazza Cavour. Previous visitors have rated this point of interest an average of 4.5 out of 5 stars in 11,447 reviews.

Castel Sismondo is a local recommendation that you also can pay a visit today. This castle is rated an average of 4.5 out of 5 stars in 3,286 reviews.

Upon your arrival in Viserbella, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Start your sightseeing with a visit to Italia in miniatura. This miniature park is a popular stop on travelers’ itineraries in Viserbella, with an average rating of 4.4 out of 5 stars by 20,510 visitors.

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

Discover a world of culinary delights in Bologna, 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.

Treat yourself to an extraordinary dining experience at I Portici, a 1-star Michelin restaurant offering an incredible creative and contemporary menu. Alternatively, if your taste buds call for something different, Ahimè is one of the best restaurants for country cooking cuisine in Bologna. This Bib Gourmand-awardee earns consistently high praises from guests. We also recommend checking out the menu at Trattoria di Via Serra. As a top-rated Bib Gourmand-establishment, it is an ideal choice for emilian cuisine in the city.

Round off your dining experience by visiting Bar Freud e Squisito, a prime location for a drink. Alternatively, explore the distinctive characteristics of Osteria del Sole, a bar catering to every mood and preference. Macondo - Cocktail Bar likewise offers a unique atmosphere, perfect for 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.

Wake up to day 3 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Bologna and Padua. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Be one of the day’s first visitors at Piazza Maggiore. This square is rated an average of 4.7 out of 5 stars by 64,523 visitors.

When you’re finished at Piazza Maggiore, head to Two Towers. This one-of-a-kind tower is rated an average of 4.7 out of 5 stars in 25,975 reviews.

Continue your road trip and head to your next destination, Padua. This car ride takes around 1 hour 28 min.

Your sightseeing of the day begins at prato della Valle, a remarkable square where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 47,576 reviews.

Next, satisfy your wanderlust at The Basilica of St. Anthony. This church has an average rating of 4.8 out of 5 stars from 38,852 travelers.

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

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

Prepare for an extraordinary culinary adventure in Trieste by booking a table at Harry's Piccolo, a 2-star Michelin restaurant that boasts an exceptional creative menu.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar X, a well-loved spot among locals and tourists. Or, head to Antico Caffè Torinese. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Urbanis, 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.

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

When you’re ready for some sightseeing, make your way to James Joyce statue. This much-appreciated point of interest is rated 4.5 out of 5 stars in 396 reviews.

Next up is Piazza della Borsa. This square has an average rating of 4.5 out of 5 stars from 4,409 visitors.

Another top sightseeing recommendation is piazza Unità d'Italia. This square has been rated 4.8 out of 5 stars in 46,036 reviews.

Revoltella Museum is another attraction you have the opportunity to visit today. This art museum has an average rating of 4.6 out of 5 stars from 2,536 reviews. This popular attraction gets 23,457 visits every year.

Make Miramare Castle one of your first sightseeing stops in Miramare / Miramar. Rated an average of 4.7 out of 5 stars by 21,372 travelers, a visit to this local attraction makes for a great introduction to the area. This giardino all'italiana attracts 79,218 visitors every year.

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

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

Get ready for an unforgettable culinary journey in Venice by reserving a table at Local. Renowned as a 1-star Michelin restaurant, it offers an exceptional contemporary menu. For a different taste experience, head to Wistèria, recognized for its delicious contemporary and venetian dishes. This 1-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Quadri, a local favorite known for its delightful modern cuisine in Venice. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning modern foodies seeking culinary excellence.

Let the evening flow smoothly from dinner to drinks at Al Parlamento, a top-rated bar in the area. For other recommendations, Adagio provides a perfect setting for rounding out your night with style and great drinks. Likewise, Il Mercante offers a memorable night with diverse drink options and excellent service.

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

Wake up to day 5 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 Verona, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Venice.

Seize the day by visiting some of the best attractions in the area, like Rialto Bridge. This extraordinary stone bridge has an average rating of 4.7 out of 5 stars from 141,666 visitors.

Next, make your way to Piazza San Marco. This square is rated an average of 4.7 out of 5 stars in 152,982 reviews.

While in Venice, we also recommend a visit to St Mark's Basilica. This cathedral has been rated an average of 4.7 out of 5 stars in 18,439 reviews.

If you’re keen to explore even more, then consider a visit to Doge's Palace. This attraction gets around 318,104 yearly visitors. With an average rating of 4.7 out of 5 stars by 24,775 travelers, this palace is a highly recommended stop on your sightseeing around Venice.

Make your way to Bridge of Sighs, perhaps the most famous footbridge in Venice. This attraction is rated an average of 4.6 out of 5 stars in 18,223 reviews.

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

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

Have a memorable dining experience in Verona by booking a table at Casa Perbellini 12 Apostoli, renowned as a 2-star Michelin restaurant presenting an exceptional creative and contemporary menu. For a different culinary experience, Il Desco shines as one of the top destinations known for its delicious italian contemporary cuisine in Verona. This 1-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Osteria Mondo d'Oro is known as a top local spot for its delicious italian and seasonal cuisine in Verona. This Bib Gourmand awardee is a highly recommended choice for an unforgettable meal.

If you’re not ready to end the night just yet, Archivio offers a perfect venue to relax and savor a drink. Similarly, La Segreteria Café is well-suited for those looking to unwind in a social setting. Duchi Café is another excellent spot to enjoy a nightcap after a delightful meal.

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 Verona and Sirmione. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Take the opportunity to see Verona Arena. This attraction has an average rating of 4.7 out of 5 stars from 123,818 visitors and gets around 195,540 visits every year.

Castelvecchio Museum is another sightseeing hotspot in the area. This art museum has been rated an average of 4.6 out of 5 stars by 13,854 travelers. Up to 35,031 people visit Castelvecchio Museum every year.

Verona is also the home of Castelvecchio Bridge. Around 12,156 people have rated this arch bridge an average of 4.7 out of 5 stars.

Another place you’ll want to visit is Ponte Pietra. With an average rating of 4.7 out of 5 stars from a total of 12,284 reviews, a visit to this deck arch bridge is a great idea.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Sirmione. This drive usually takes around 48 min, without any stops or traffic disruptions.

A top pick for your self-guided sightseeing tour today is Scaliger Castle. Previous visitors have rated this sightseeing destination 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 Milan.

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

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

Keep the excitement of the evening going by going to a bar or two. Nottingham Forest is an excellent place to start. You could also check out Armani/Bamboo Bar, offering a different kind of charm. A last recommendation for the day is Mag Cafe. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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.

Day 7 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.

Begin your sightseeing with a visit to Museo della Scienza e della Tecnologia "Leonardo da Vinci". This technology museum gets 532,084 visitors each year and is rated an average of 4.5 out of 5 stars in 22,235 reviews.

Next up, make your way to Arch of Peace. This monument has an average rating of 4.6 out of 5 stars from 27,502 reviews.

When you’re ready for your next sight of the day, continue to Parco Sempione. This park has an average rating of 4.6 out of 5 stars from 72,914 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Sforzesco Castle Art Library. This library is rated an average of 4.6 out of 5 stars by 68,714 visitors.

If you’re keen to explore even more, then consider a visit to Pinacoteca di Brera. This art museum is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 26,077 visitors. Approximately 417 travelers visit Pinacoteca di Brera every year.

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

To truly maximize your evening out, consider visiting Kilburn Cocktail Bar Milano after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Frida, another bar with an inviting ambiance. Similarly, The Friends Pub Milano also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

On day 8 of your luxury holiday in Italy, your road trip route will take you exploring the best of Milan and Monza. 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 Duomo di Milano Museum. This art museum is a popular stop on travelers’ itineraries in Milan, with an average rating of 4.8 out of 5 stars by 138,554 visitors. Around 341,609 people visit this attraction every year.

Galleria Vittorio Emanuele II is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 91,394 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to La Scala. Visitors have rated this opera house an average of 4.7 out of 5 stars in 26,219 reviews.

Piazza Gae Aulenti is another unique site you can experience today. This attraction is a square rated an average of 4.6 out of 5 stars in 30,398 reviews.

Set your GPS to Monza and hit the road. Expect a journey of approximately 29 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Monza beckons with new experiences!

Take the opportunity to see Monza Park. This attraction has an average rating of 4.7 out of 5 stars from 34,629 visitors.

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

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 Genoa for you, so you can check out the menus and make your reservation in advance.

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.

After your meal, keep the night alive at a bar like Scurreria Beer & Bagel, known for its lively atmosphere. La Lepre is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance.

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 9 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 2 nights. The day's itinerary unfolds with a diverse array of experiences in Genoa and Pisa.

Your sightseeing of the day begins at piazza De Ferrari, a remarkable square where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 34,312 reviews.

Next, satisfy your wanderlust at Aquarium of Genoa. This public aquarium has an average rating of 4.5 out of 5 stars from 62,259 travelers. Given the site's popularity, it’s easy to understand why more than 1,200,000 people visit it every year.

Pisa’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Genoa behind. This drive usually takes around 2 hours 3 min. Pisa welcomes you with a multitude of unique vacation experiences.

Start your sightseeing with a visit to Piazza del Duomo, Pisa. This square is rated an average of 4.7 out of 5 stars from 104,550 visitors.

Leaning Tower of Pisa is another popular attraction you could visit today. This bell tower has a rating of 4.7 out of 5 stars from 116,882 visitors. Leaning Tower of Pisa attracts up to 3,200,000 visitors every year.

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

After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Florence. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.

Experience a symphony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Renowned for its 3-star Michelin distinction, Enoteca Pinchiorri delights its guests with its exceptional variety of meals showcasing delicious italian contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Santa Elisabetta, acclaimed for its delectable creative and mediterranean specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Gucci Osteria da Massimo Bottura, a top-rated restaurant known for its outstanding menu. Known as a top-rated , it's a top choice for italian contemporary and international cuisine in the city.

Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to SE·STO on Arno Rooftop Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery 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 luxury holiday in Italy has plenty more in store for you.

Day 10 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.

Start your sightseeing with a visit to piazzale Michelangelo. This square is rated an average of 4.8 out of 5 stars from 77,744 visitors.

Uffizi Gallery is another popular attraction you could visit today. This national museum has a rating of 4.7 out of 5 stars from 61,794 visitors. Uffizi Gallery attracts up to 2,011,219 visitors every year.

Ponte Vecchio is also highly recommended by travelers. This deck arch bridge has a rating of 4.7 out of 5 stars from 118,099 visitors.

Piazza della Signoria is an attraction you won’t want to miss. This square is rated an average of 4.8 out of 5 stars in 66,956 reviews.

Another attraction you have the opportunity to visit today is Basilica of Santa Croce in Florence. This church has received an average rating of 4.7 out of 5 stars from 28,544 travelers.

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.

With its reputation for pleasing customers, it’s a fantastic choice for tonight 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.

Wake up to day 11 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Florence. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Make Cathedral of Santa Maria del Fiore one of your first sightseeing stops in Florence. Rated an average of 4.8 out of 5 stars by 76,359 travelers, a visit to this local attraction makes for a great introduction to the area.

Galleria dell'Accademia is a worthwhile attraction you can visit next. This national museum is a valued place of interest in the area, with an average rating of 4.6 out of 5 stars from 34,429 reviews. Up to 1,719,645 travelers visit this site every year to make their time in Florence special.

Today is also the perfect opportunity to drop by Central Market. This sightseeing destination has been rated an average of 4.4 out of 5 stars by 43,100 visitors.

If you’re keen to explore more, head to Basilica di Santa Maria Novella, Firenze (FI). A trip to this popular archives is also your opportunity to see if it lives up to the reputable 4.7 out of 5-star rating as given by 23,075 previous visitors.

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

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

With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rimini.

Following your dinner, dive into the local bar culture at Bar Capogiro. Alternatively, go to Caffè Cavour, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Ilde - Il Baretto della Buona Piadina provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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 12-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 Rimini before saying goodbye.

Make the most of your final day in Italy by visiting Rimini’s iconic markets and shopping establishments. Your stay’s proximity to the city’s retail haven invites an unhurried and unforgettable exploration of its variety of stores and establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy. Take home a piece of Italy with these souvenirs, keeping your adventures close.

Make the most of what's left of your luxury vacation and head out to the stunning Parco Federico Fellini. This extraordinary park and attraction is rated an average of 4.5 out of 5 stars in 11,076 reviews, and is an excellent choice for your last sightseeing in Rimini.

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

If you're in the mood to try something new, consider In The Courtyard Center Gourmet Pizza, another top spot with a mouthwatering menu.

You will then say farewell to Rimini 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!