Luxury 9-Day Italy Road Trip from Bologna to Venice, and Florence and surrounding area

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Escape for the holiday of a lifetime with this 9-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 3 nights in Bologna, 2 nights in Venice, and 3 nights in Florence, 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 9-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 9-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 9-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, Ferrara, Padua, Venice, and Florence 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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  • Piazza Maggiore
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Your luxury holiday in Italy begins as soon as you reach the city of Bologna, where you'll be staying for 2 nights. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

When you’re ready for some sightseeing, make your way to Piazza Maggiore. This much-appreciated square is rated 4.7 out of 5 stars in 64,523 reviews.

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.

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

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.

Continue your evening by exploring the vibrant nightlife scene at Bar Freud E Squisito, a prime destination for a thrilling night out. Also, don’t forget to check out Osteria Del Sole, a bar that offers unique local touches. Likewise, Macondo - Cocktail Bar provides an excellent alternative for a fun evening.

Raise a toast to the start of your 9-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Bologna

  • Bologna
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Drive 20 km, 1 hour 4 min

  • Museo Ducati
  • Arco Del Meloncello
  • Piazza Santo Stefano
  • Two Towers
  • More

Day 2 of your luxury road trip in Italy begins and concludes in the city of Bologna. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Bologna, where you still have 1 night nights remaining.

A top pick for your self-guided sightseeing tour today is Ducati Museum. Over 7,600 travelers visit this attraction every year. Previous visitors have rated this industry museum an average of 4.5 out of 5 stars in 4,028 reviews.

Arco Del Meloncello is a local recommendation that you also can pay a visit today. This arch is rated an average of 4.6 out of 5 stars in 3,755 reviews.

Another attraction you won't want to miss is Piazza Santo Stefano. This square is rated an average of 4.8 out of 5 stars in 7,617 reviews.

Two Towers is another outstanding experience in Bologna. Around 25,975 travelers have rated this tower an average of 4.7 out of 5 stars.

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

Dive into a culinary adventure like no other in Bologna by booking a table at I Portici. This popular restaurant holds 1 Michelin star and offers an exceptional menu of creative, and contemporary cuisine. For another culinary dining option, venture to Ahimè, celebrated for its delectable country cooking menu. This acclaimed Bib Gourmand-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Trattoria di Via Serra, a top local restaurant known for its tantalizing emilian menu. With a Bib Gourmand recognition, it promises an exceptional dining experience not to be missed.

Keep the excitement of the evening going by visiting a bar or two. Bar Senza Nome is an excellent place to start. You could also check out Bar Maurizio, offering a different kind of charm. A last recommendation for the day is Brewdog Bar Bologna. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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 3

Day 3 – Bologna, Ferrara, Padua, and Venice

  • Venice
  • Ferrara
  • Padua
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Drive 172 km, 3 hours 5 min

  • Este Castle
  • Prato della Valle
  • The Basilica of St Anthony
  • Piazza della frutta
  • Piazza dei Signori
  • More

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 2 nights. The day's itinerary unfolds with a diverse array of experiences in Ferrara, and Padua.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Ferrara. This drive usually takes around 52 min, without any stops or traffic disruptions.

A top pick for your self-guided sightseeing tour today is Castello Estense. Over 51,526 travelers visit this attraction every year. Previous visitors have rated this castle an average of 4.6 out of 5 stars in 25,340 reviews.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Padua. This drive usually takes around 1 hour 1 min, without any stops or traffic disruptions.

Seize the day by visiting some of the best attractions in the area, like Prato Della Valle. This extraordinary square has an average rating of 4.6 out of 5 stars from 47,576 visitors.

Next, make your way to The Basilica Of St. Anthony. This church is rated an average of 4.8 out of 5 stars in 38,852 reviews.

While in Padua, we also recommend a visit to Piazza Della Frutta. This square has been rated an average of 4.6 out of 5 stars in 5,397 reviews.

If you’re keen to explore even more, then consider a visit to Piazza Dei Signori, Padua. With an average rating of 4.7 out of 5 stars by 12,510 travelers, this square is a highly recommended stop on your sightseeing around Padua.

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.

Begin your culinary exploration in Venice by securing a reservation at Local. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of contemporary cuisine. For another dining delight, visit Wistèria, celebrated for its delectable contemporary, and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Quadri, a top local spot known for its tantalizing modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Keep the evening going at Al Parlamento, a great choice for enjoying the after-dinner hours with a drink. You could also go to Adagio, which offers a similarly pleasant setting and great drinks. Another option is Il Mercante, which provides an inviting environment for unwinding after a busy day 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.

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Day 4

Day 4 – Venice

  • Venice
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Drive 2 km, 29 min

  • Rialto Bridge
  • St. Mark's Square
  • Saint Mark's Basilica
  • Doge's Palace
  • Bridge of Sighs
  • More

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

Start your sightseeing with a visit to Rialto Bridge. This stone bridge is a popular stop on travelers’ itineraries in Venice, with an average rating of 4.7 out of 5 stars by 141,666 visitors.

Piazza San Marco is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 152,982 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to St Mark's Basilica. Visitors have rated this cathedral an average of 4.7 out of 5 stars in 18,439 reviews.

Doge's Palace, boasting an annual visitor count of up to 318,104 people, is another unique site you can experience today. This attraction is a palace rated an average of 4.7 out of 5 stars in 24,775 reviews.

Make your way to the fantastic Bridge Of Sighs, perhaps the most famous footbridge in Venice. This attraction is rated 4.6 out of 5 stars by 18,223 travelers.

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

Treat yourself to a wonderful meal at Cantina Do Spade, a top-rated dining spot in Venice. If you're in the mood for something new, try Trattoria Al Gazzettino, another premier location with a delectable menu. You might also want to book a table at Trattoria Bar Pontini. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Venice.

After enjoying a fulfilling meal, continue your evening at The Irish Pub Venezia, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Dolce Vita Venezia offers a welcoming atmosphere for easing into the nightlife. Similarly, Devils Forest Pub provides an excellent environment for a relaxed and enjoyable evening.

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 5

Day 5 – Venice, and Florence

  • Florence
  • Venice
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Drive 275 km, 3 hours 37 min

  • Palazzo Contarini del Bovolo
  • Teatro La Fenice
  • Peggy Guggenheim Collection
  • Basilica di Santa Maria della Salute
  • More

On day 5 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 3 nights. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Begin your sightseeing with a visit to Palazzo Contarini Del Bovolo. This extraordinary point of interest is rated an average of 4.5 out of 5 stars by 11,745 visitors.

Next, make your way to Teatro La Fenice. This top attraction is an opera house with an average rating of 4.7 out of 5 stars by 10,677 visitors.

We also recommend a visit to Peggy Guggenheim Collection. Hosting 92,922 visitors every year, Peggy Guggenheim Collection is one of the most popular places to visit in Venice. This art museum is rated 4.6 out of 5 stars by 10,128 travelers.

If you’re keen to keep exploring, visit Santa Maria Della Salute. This highly recommended sightseeing destination has received an average rating of 4.7 out of 5 stars from 8,681 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.

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

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 Il Palagio, a top local spot known for its tantalizing italian contemporary menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, Se·sto On Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Archea Brewery 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 Venice, Italy and seize the opportunity to celebrate.

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Day 6

Day 6 – Florence

  • Florence
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Drive 6 km, 45 min

  • Piazza della Signoria
  • Palazzo Vecchio
  • Uffizi Gallery
  • Ponte Vecchio
  • Piazzale Michelangelo
  • More

Day 6 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.

Take the opportunity to see Piazza Della Signoria. This attraction has an average rating of 4.8 out of 5 stars from 66,956 visitors.

Palazzo Vecchio is another sightseeing hotspot in the area. This palazzo has been rated an average of 4.7 out of 5 stars by 19,049 travelers.

Florence is also the home of Uffizi Gallery. This national museum gets more than 2,011,219 visitors on an annual basis. Around 61,794 people have rated this national museum an average of 4.7 out of 5 stars.

Another place you’ll want to visit is Ponte Vecchio. With an average rating of 4.7 out of 5 stars from a total of 118,099 reviews, a visit to this deck arch bridge is a great idea.

This day of your vacation in Florence is also your chance to admire Piazzale Michelangelo. This must-visit square enjoys an average rating of 4.8 out of 5 stars from 77,744 reviews.

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.

Make sure to reserve a table at Trattoria Da Burde, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante Buca Mario, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Eataly Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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 7

Day 7 – Florence

  • Florence
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Drive 15 km, 1 hour 10 min

  • Parco delle Cascine
  • David of Michelangelo
  • Accademia Gallery
  • Basilica of Santa Maria Novella
  • More

Day 7 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.

An excellent attraction to start your day with is Parco Delle Cascine. This park is rated an average of 4.3 out of 5 stars in 14,875 reviews.

Continue your journey at David. This statue is rated 4.8 out of 5 stars by 10,476 travelers from near and far.

Florence is also the home of Galleria Dell'accademia. This national museum has an average rating of 4.6 out of 5 stars from 34,429 visitors. Each year, around 1,719,645 travelers visit this top sight, and today is your chance to do the same.

You can continue your self-guided sightseeing tour at Central Market. Rated 4.4 out of 5 stars by 43,100 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on Basilica Di Santa Maria Novella, Firenze (fi). With an average rating of 4.7 out of 5 stars from 23,075 reviews, it’s hard to refuse the opportunity to see this archives.

Discover a world of culinary delights in Florence, 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.

Make sure to reserve a table at Tijuana, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Djària - American Bar, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Buca Niccolini, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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Day 8

Day 8 – Florence, and Bologna

  • Bologna
  • Florence
  • More

Drive 108 km, 2 hours 21 min

  • Basilica of Santa Croce in Florence
  • Cathedral of Santa Maria del Fiore
  • Pitti Palace
  • The Boboli Gardens
  • More

Wake up to day 8 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.

Journey into the unknown at Basilica Of Santa Croce In Florence, a unique attraction awaiting your visit. This remarkable church has an average rating of 4.7 out of 5 stars from 28,544 reviews.

When you’re ready to continue your sightseeing, Cathedral Of Santa Maria Del Fiore is a recommended place to visit. This church is rated an average of 4.8 out of 5 stars in 76,359 reviews.

Another must-see attraction in Florence is Pitti Palace. This spectacular art museum gets over 198,270 visitors every year. Rated an average of 4.6 out of 5 stars by 23,445 travelers, this popular tourist destination in Florence offers an experience you will remember.

The Boboli Gardens is another popular stop on travelers' itineraries in Florence. This park promises memorable moments of exploring. Other travelers have rated this attraction 4.2 out of 5 stars in 25,341 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.

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

Make sure to book a table at Trattoria del Tempo Buono, a popular restaurant in Bologna. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Bologna at Cantina Bentivoglio, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is Ristorante San Pietro. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Bologna tonight.

Extend your evening after a delightful meal by visiting Kinotto Bar, which offers the perfect atmosphere for a night out. Moreover, Mio Bar is another popular option for a drink or two.

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

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Day 9

Day 9 – Bologna - departure day

  • Bologna - Departure day
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  • La Piccola Venezia
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Today is the last day of your 9-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 La Piccola Venezia. This extraordinary sightseeing destination and attraction is rated an average of 4.2 out of 5 stars in 1,491 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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