Luxury One-Week Italy Road Trip from Bologna traveling east to Venice, Florence, Rome, and Perugia

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Escape for the holiday of a lifetime with this 8-day luxury road trip in Italy!

Italy offers the ultimate luxury holiday experience for anyone up for an unforgettable adventure, including couples, families, solo travelers, and friends.

Your exclusive luxury holiday package will bring you to the country's most popular attractions and restaurants in the best destinations in Italy. With this perfectly planned vacation itinerary, you will stay 2 nights in Bologna, 1 night in Venice, 1 night in Florence, 2 nights in Rome, and 1 night in Perugia, experiencing the ultimate luxury vacation in Italy.

Finding the perfect luxury lodging is going to make your vacation in Italy feel truly special. The home for your 8-day luxury holiday will be only the most exclusive 5-star hotels in Italy. You will choose from the best selection of luxury hotels and places to stay, all conveniently located along your carefully planned self-drive route.

Upon arriving in Italy, you will collect the luxury rental vehicle of your choice. We will provide you with the best car rental for the entirety of your 8-day luxury self-drive holiday, including CDW insurance. From there, you will drive off at a relaxed pace to discover some of the best travel destinations in Italy.

Throughout your exclusive vacation in Italy, you will get to experience some of the best attractions and activities offered in the country. Each moment promises to be filled with unforgettable memories and unique experiences.

Between attractions and activities, you will have plenty of time to stroll along the best shopping streets and markets in Italy. Here you can find unique souvenirs to preserve the memory of your luxury holiday in Italy.

This exclusive travel plan is designed to include everything you need to have the best vacation in Italy. By booking this luxury holiday package, you can avoid spending hours researching and planning your 8-day road trip in Italy. Let the experts figure out the details, so you can focus on enjoying.

To deliver the best experience possible, we make it easy for you to customize each day of your luxury holiday in Italy before and after booking. Our flexible trip planning means you will be able to explore Bologna, Venice, Florence, Rome, Perugia, and Ravenna at your own pace.

Book with us to get access to 24/7 personal travel support throughout your entire journey. Enjoy a step-by-step guide in our easy-to-use mobile app, including all travel documents for your exclusive getaway to Italy.

The best flights, activities, tours, and hotels in Italy fill up quickly, so book your luxury vacation package in advance. Select a date and start planning your luxury holiday in Italy today!

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Day 1

Day 1 – Bologna - arrival day

  • Bologna - Arrival day
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  • Tombe dei Glossatori
  • More

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

Begin your sightseeing with a visit to Tombs Of The Glossators Of Bologna. This extraordinary tomb is rated an average of 4.5 out of 5 stars by 330 visitors.

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

Make sure to reserve a table at Sfoglia Rina, an iconic dining spot in Bologna. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Va Mo Là, a popular restaurant in Bologna. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Trattoria dal Biassanot, a hidden gem nestled in Bologna. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

To truly maximize your evening out, consider visiting Bar Freud E Squisito after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Osteria Del Sole, another bar with an inviting ambiance. Similarly, Macondo - Cocktail Bar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Raise a toast to the start of your 8-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Bologna, and Venice

  • Venice
  • Bologna
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Drive 156 km, 2 hours 2 min

  • Cattedrale Metropolitana di San Pietro
  • Two Towers
  • Piazza Maggiore
  • Fontana del Nettuno
  • Palazzo Re Enzo
  • More

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

Journey into the unknown at Bologna Cathedral, a unique attraction awaiting your visit. This remarkable catholic cathedral has an average rating of 4.6 out of 5 stars from 3,852 reviews.

When you’re ready to continue your sightseeing, Two Towers is a recommended place to visit. This tower is rated an average of 4.7 out of 5 stars in 25,975 reviews.

Another must-see attraction in Bologna is Piazza Maggiore. Rated an average of 4.7 out of 5 stars by 64,523 travelers, this popular tourist destination in Bologna offers an experience you will remember.

Fountain Of Neptune, Bologna is another popular stop on travelers' itineraries in Bologna. This fountain promises memorable moments of exploring. Other travelers have rated this attraction 4.7 out of 5 stars in 3,952 reviews.

Lastly, don't miss out on Palazzo Re Enzo. Rated 4.6 out of 5 stars by 2,072 local and international travelers, it's a popular place to visit.

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

Discover a world of culinary delights in Venice, 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.

Experience a harmony of flavors at Local in Venice by securing a reservation in advance. Known for its 1-star Michelin status, Local offers a delightful variety of dishes highlighting its delicious contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Wistèria, a highly recommended restaurant known for its enticing contemporary, and venetian 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 Quadri, a highly acclaimed restaurant celebrated for its exceptional modern menu.

Continue the enjoyment post-dinner at Al Parlamento, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Adagio offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Il Mercante. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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.

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Day 3

Day 3 – Venice, and Florence

  • Florence
  • Venice
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Drive 260 km, 3 hours 15 min

  • Rialto Bridge
  • Teatro La Fenice
  • St. Mark's Square
  • Doge's Palace
  • Bridge of Sighs
  • More

On day 3 of your luxury holiday in Italy, your road trip route will take you exploring the best of Venice. 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.

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.

Teatro La Fenice is another popular attraction you could visit today. This opera house has a rating of 4.7 out of 5 stars from 10,677 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 Florence. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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

Start 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.

Following your dinner, dive into the local bar culture at Manifattura. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Se·sto On Arno Rooftop Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Archea Brewery 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.

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Day 4

Day 4 – Florence, and Rome

  • Rome
  • Florence
  • More

Drive 289 km, 3 hours 40 min

  • Piazza della Signoria
  • Ponte Vecchio
  • Cathedral of Santa Maria del Fiore
  • Piazzale Michelangelo
  • Porta San Niccolò
  • More

Wake up to day 4 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 Piazza Della Signoria one of your first sightseeing stops in Florence. Rated an average of 4.8 out of 5 stars by 66,956 travelers, a visit to this local attraction makes for a great introduction to the area.

Ponte Vecchio is a worthwhile attraction you can visit next. This deck arch bridge is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 118,099 reviews.

Today is also the perfect opportunity to drop by Cathedral Of Santa Maria Del Fiore. This church has been rated an average of 4.8 out of 5 stars by 76,359 visitors.

If you’re keen to explore more, head to Piazzale Michelangelo. A trip to this popular square is also your opportunity to see if it lives up to the reputable 4.8 out of 5-star rating as given by 77,744 previous visitors.

Another top place to visit is Tower Of San Niccolò. This city gate enjoys an average rating of 4.6 out of 5 stars from 712 local and international travelers.

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

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

Dive into a culinary adventure like no other in Rome by booking a table at La Pergola. This popular restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean, and contemporary cuisine. For another culinary dining option, venture to Il Pagliaccio, celebrated for its delectable creative, and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Enoteca La Torre, a top local restaurant known for its tantalizing mediterranean, and creative menu. With a 2-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Continue your lively evening at La Botticella Of Poggi Giovanni, a perfect place for winding down or revving up the night, depending on which mood you’re in. Sant' Eustachio Caffè is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffè Portofino ensures a night out tailored to your taste.

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

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Day 5

Day 5 – Rome

  • Rome
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Drive 9 km, 1 hour 11 min

  • Colosseum
  • Roman Forum
  • Pantheon
  • Piazza Navona
  • Castel Sant'Angelo
  • More

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

Be one of the day’s first visitors at Colosseum. This roman amphitheatre is rated an average of 4.7 out of 5 stars by 328,821 visitors. Attracting more than 7,400,000 yearly visitors, it’s a top sight you don’t want to miss.

When you’re finished at Colosseum, head to Roman Forum. This one-of-a-kind square is rated an average of 4.7 out of 5 stars in 114,450 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Pantheon. This roman temple is rated an average of 4.8 out of 5 stars by 189,682 visitors. Visiting Pantheon means you'll be one of 30,000,000 people who do so every year.

If you’re keen to explore more, then consider a visit to Piazza Navona. This square is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 158,771 visitors.

To round off your sightseeing experience, make your way to Castel Sant'angelo. This famous museum welcomes around 918,591 visitors annually and is rated an average of 4.7 out of 5 stars by 72,431 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 Rome. Savor the local cuisine and relax as you recount the day's experiences.

Treat yourself to a delightful dinner at DEROMA - Farine Romane, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try La Taverna Italiana? It's another excellent option with a diverse menu. Consider reserving a table at Centro as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

Continue your lively evening at The Apartment Bar Roma, a perfect place for winding down or revving up the night, depending on which mood you’re in. Hotel Hassler Roma is another excellent bar that offers a great selection of drinks to suit any mood.

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

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Day 6

Day 6 – Rome, Vatican City, and Perugia

  • Perugia
  • Rome
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Drive 182 km, 3 hours 7 min

  • Trevi Fountain
  • Piazza di Spagna
  • Piazza del Popolo
  • Saint Peter's Square
  • St Peter's Basilica
  • More

Wake up to day 6 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 Perugia, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Rome, and Vatican City.

When you’re ready for some sightseeing, make your way to Trevi Fountain. This much-appreciated sculpture is rated 4.8 out of 5 stars in 343,494 reviews.

Next up is Piazza Di Spagna. This square has an average rating of 4.7 out of 5 stars from 113,658 visitors.

Another top sightseeing recommendation is Piazza Del Popolo. This square has been rated 4.6 out of 5 stars in 89,807 reviews.

Fasten your seatbelt and make your way to your next stop. Vatican City, 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 Rome to Vatican City may take around 10 min without traffic disruptions. Upon arrival in Vatican City, we highly recommend checking out some of the top attractions.

Begin your sightseeing with a visit to Saint Peter's Square. This extraordinary square is rated an average of 4.8 out of 5 stars by 38,954 visitors.

Next, make your way to St. Peter's Basilica. This top attraction is a major basilica with an average rating of 4.8 out of 5 stars by 131,043 visitors. St. Peter's Basilica welcomes 11,000,000 yearly visitors.

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

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

Savor the flavors at Ristorante Settimo Sigillo, a top pick for dinner tonight. Alternatively, Bar Pellas beckons with its unique menu offerings. Also, consider La Taverna. With its consistent customer satisfaction, it’s an excellent option for dining in Perugia tonight.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Tommi Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Valentina offers an ideal atmosphere to enjoy the pleasures of the night. Caffe Dal Perugino is also a great option that provides a perfect setting for a relaxing evening.

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

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Day 7

Day 7 – Perugia, Ravenna, and Bologna

  • Bologna
  • Ravenna
  • More

Drive 266 km, 3 hours 47 min

  • Fontanella Piazza del Popolo
  • Basilica di San Vitale
  • Mausoleo di Galla Placidia
  • National Museum of Ravenna
  • More

On day 7 of your luxury holiday in Italy, your road trip route will take you exploring the best of Ravenna. The day's journey will conclude in Bologna, 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.

Continue your road trip and head to your next destination, Ravenna. This car ride takes around 2 hours 27 min.

Start your sightseeing with a visit to Fontanella Piazza Del Popolo. This point of interest is rated an average of 4.4 out of 5 stars from 9,982 visitors.

Basilica Of San Vitale is another popular attraction you could visit today. This minor basilica has a rating of 4.8 out of 5 stars from 6,802 visitors.

Mausoleum Of Galla Placidia is also highly recommended by travelers. This roman mausoleum has a rating of 4.8 out of 5 stars from 6,031 visitors.

National Museum Of Ravenna is an attraction you won’t want to miss. This museum is rated an average of 4.3 out of 5 stars in 324 reviews.

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.

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

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 establishment with a Bib Gourmand status, it is an ideal choice for emilian cuisine in the city.

If you’re not ready to end the night just yet, Bar Senza Nome offers a perfect venue to relax and savor a drink. Similarly, Bar Maurizio is well-suited for those looking to unwind in a social setting. Brewdog Bar Bologna is another excellent spot to enjoy a nightcap after a delightful meal.

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.

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Day 8

Day 8 – Bologna - departure day

  • Bologna - Departure day
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Today is the last day of your 8-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 Bologna before saying goodbye.

Maximize your last day in Italy and go on a shopping spree in Bologna’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.

Make the most of what's left of your luxury vacation and head out to the stunning Portici Di Bologna. This extraordinary point of interest and attraction is rated an average of 4.8 out of 5 stars in 101 reviews, and is an excellent choice for your last sightseeing in Bologna.

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

You will then say farewell to Bologna 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!

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