Luxury One-Week Italy Road Trip from Bologna to Venice, Arezzo, Rome, and Florence

Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
8 days & 7 nights
Available
Jan. - Dec.
Hotel
7 nights included
Car rental
8 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Set off on the ultimate travel extravagance with this 8-day luxury road trip across Italy. Every aspect of your journey is crafted to provide a sophisticated and comfortable experience. Enjoy a holiday where luxury unfolds at every turn in each stop of your adventure 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 Arezzo, 2 nights in Rome, and 1 night 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 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, Arezzo, Rome, 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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Included

Hotel, 7 nights
Rental car, 8 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Arezzo - city in ItalyArezzo / 1 night
Aerial panoramic cityscape of Rome, Italy, Europe. Roma is the capital of Italy. Cityscape of Rome in summer. Rome roofs view with ancient architecture in Italy. Rome / 2 nights
Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 1 night
Photo of Italy Piazza Maggiore in Bologna old town tower of town hall with big clock and blue sky on background, antique buildings terracotta galleries.Bologna / 2 nights
Famous buildings, gondolas and monuments by the Rialto Bridge of Venice on the Grand Canal, Italy.Venice / 1 night

Map

Attractions

photo of trevi fountain at sunrise beautiful full view, Rome, Italy.Trevi Fountain
photo of Colosseum in Rome at sunrise, Italy, Europe.Colosseum
photo of view of Pantheon in the morning. Rome. Italy.Pantheon
photo of piazza navona in Rome, Italy. Rome navona square. Ancient stadium of Rome for athletic contests. Italy architecture and landmark. Piazza navona is one of the main attractions of Rome and Italy.Piazza navona
photo of sunrise in san marco square with campanile and san marco's basilica. Panorama of the main square of the old town. Venice, Italy.Piazza San Marco
photo of beautiful view from the canal grande to the famous rialto bridge in Venice, Italy, without people and clear, emerald water.Rialto Bridge
St. Peter's Basilica, Vatican CitySt Peter's Basilica
Vatican Museums, Vatican CityVatican Museums
photo of golden sunset over ponte vecchio bridge with traditional boat on the arno river, Florence, Italy.Ponte Vecchio
photo of panoramic view of ancient ruins of a roman forum or foro romano at sunrise in rome, Italy. view from capitoline hill.Roman Forum
photo of piazza di spagna in rome, italy. Spanish steps in rome, Italy in the morning. One of the most famous squares in Rome, Italy. Rome architecture and landmark.Piazza di Spagna
photo of piazza del popolo (People's square) named after the church of santa maria del popolo in Rome, Italy.Piazza del Popolo
photo of View of statue of david on Piazzale Michelangelo at morning  in Florence, Italy.Piazzale Michelangelo
Cathedral of Santa Maria del Fiore, Quartiere 1, Florence, Metropolitan City of Florence, Tuscany, ItalyCathedral of Santa Maria del Fiore
photo of square of signoria in florence at sunrise, Italy.Piazza della Signoria
photo of Visit Italy, park Villa Borghese with boat and ducks.Villa Borghese
photo of holy angel castle, also known as hadrian mausoleum in the morning, Rome, Italy.Castel Sant'Angelo
photo of bologna, Italy. Piazza maggiore with torre dell'orologio and torre dell’arengo, landmark in emilia-romagna historical province.Piazza Maggiore
photo of uffizi gallery in piazzale degli uffizi at night in florence Italy.Uffizi Gallery
Sistine ChapelSistine Chapel
photo of altare della patria, national monument to victor emmanuel II the first king of a unified Italy, located in Rome.Altare della Patria
Saint Peter's Square, R-36989Saint Peter's Square
photo of Bologna, Italy - Two Towers (Due Torri), Asinelli and Garisenda, symbols of medieval Bologna towers.Two Towers
photo of Night view of piazza San Marco and Doge's Palace (Palazzo Ducale) in Venice, Italy. Architecture and landmark of Venice. Night cityscape of Venice .Doge's Palace
Photo of sunrise in San Marco square with Campanile and San Marco's Basilica, the main square of the old town, Venice, Veneto Italy.Saint Mark's Basilica
photo of Piazza Santo Stefano .Piazza Santo Stefano
photo of Bologna, Italy. Piazza del Nettuno and Piazza Maggiore in Bologna, Italy landmark in Emilia-Romagna historical province.Fountain of Neptune, Bologna
photo of view ofDucati Museum, casteldebole, Italy.Ducati Museum
photo of view of Arco del Meloncello, Bologna, Italy.Arco del Meloncello
Tomb of glossator Egidio Foscherari at Piazza San Domenico in Bologna, Italy. Glossators were scholars of the 11th and 12th century legal schools in Italy.Tombs of the glossators of Bologna

Flights
Yes
No

Round trip
Economy
Round trip
Economy

Travel details

Flights

Round trip
Economy
Round trip
Economy
Travel dates

Include flights?

Yes
No

Travelers

Rooms

Flights

Car
Yes
No

Car

Small car

Small car

Category
small car
Transmission
People
Large bags
Medium car

Medium car

Category
Medium
Transmission
People
Large bags
Premium car

Premium car

Category
premium car
Transmission
People
Large bags

Hotels

Personalize your itinerary

Day 1

Day 1 – Bologna - arrival day

  • Bologna - Arrival day
  • More
  • Arco del Meloncello
  • More

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

Be one of the day’s first visitors at Arco del Meloncello. This arch is rated an average of 4.6 out of 5 stars by 3,755 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.

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.

Enjoy an outstanding dining experience at I Portici, a 1-star Michelin restaurant offering an exceptional creative and contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby Bib Gourmand-awardee, Ahimè, known for its delicious country cooking cuisine. Another highly-recommended restaurant in Bologna is Trattoria di Via Serra, a renowned Bib Gourmand restaurant , known for its delicious emilian menu.

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
  • More

Drive 172 km, 2 hours 16 min

  • Fountain of Neptune, Bologna
  • Piazza Maggiore
  • Two Towers
  • Piazza Santo Stefano
  • Ducati Museum
  • More

On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of 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.

When you're ready to see some sights, Fountain of Neptune, Bologna is a great place to start. This fountain is rated an average of 4.7 out of 5 stars by 3,952 visitors.

Another popular attraction you can visit today is Piazza Maggiore. This square has an average rating of 4.7 out of 5 stars from 64,523 travelers.

We also recommend a stop at Two Towers. The tower has been rated an average of 4.7 out of 5 stars by 25,975 visitors.

If you're keen to explore more, consider visiting Piazza Santo Stefano. This square is a popular attraction with an average rating of 4.8 out of 5 stars from 7,617 reviews.

Ducati Museum is another easily accessible place to visit on this day of your trip. Stop by this industry museum, rated 4.5 out of 5 stars in 4,028 reviews, to discover more of what makes it unique. This attraction gets 7,600 visitors every year.

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

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

Experience a taste of local culinary excellence while in Venice by securing a table at Local. Esteemed as a 1-star Michelin restaurant, it features an exceptional contemporary menu. For an alternative taste experience, visit Wistèria, famous for its scrumptious contemporary and venetian dishes. This 1-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Quadri, a local favorite celebrated for its exquisite modern cuisine in Venice. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for modern cuisine lovers seeking top-notch culinary experiences.

Explore the vibrant nightlife at Al Parlamento after your meal, a hub for lively evenings and memorable moments. Or, head to Adagio for a great selection of flavorful drinks and a charming setting. Furthermore, Il Mercante 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 stress-free luxury holiday in Italy has plenty more in store for you.

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Day 3

Day 3 – Venice and Arezzo

  • Arezzo
  • Venice
  • More

Drive 330 km, 3 hours 44 min

  • Rialto Bridge
  • Piazza San Marco
  • Saint Mark's Basilica
  • Doge's Palace
  • 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 Arezzo, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Venice.

Be one of the day’s first visitors at Rialto Bridge. This stone bridge is rated an average of 4.7 out of 5 stars by 141,666 visitors.

When you’re finished at Rialto Bridge, head to Piazza San Marco. This one-of-a-kind square is rated an average of 4.7 out of 5 stars in 152,982 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit St Mark's Basilica. This cathedral is rated an average of 4.7 out of 5 stars by 18,439 visitors.

If you’re keen to explore more, then consider a visit to Doge's Palace. This palace is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 24,775 visitors. Around 318,104 travelers visit Doge's Palace every year.

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

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

Enjoy an outstanding dining experience at Octavin, a 1-star Michelin restaurant offering an exceptional creative menu.

Extend your evening after a delightful meal by visiting Liquid Bar, which offers the perfect atmosphere for a 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 – Arezzo, Vatican City, and Rome

  • Rome
  • More

Drive 227 km, 2 hours 52 min

  • Vatican Museums
  • Sistine Chapel
  • Saint Peter's Square
  • St Peter's Basilica
  • 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 Vatican City. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Journey into the unknown at Vatican Museums, a unique attraction awaiting your visit. This remarkable art museum has an average rating of 4.6 out of 5 stars from 133,310 reviews. Every year, Vatican Museums welcomes more than 1,612,530 curious visitors.

When you’re ready to continue your sightseeing, Sistine Chapel is a recommended place to visit. This chapel is rated an average of 4.7 out of 5 stars in 52,083 reviews.

Another must-see attraction in Vatican City is Saint Peter's Square. Rated an average of 4.8 out of 5 stars by 38,954 travelers, this popular tourist destination in Vatican City offers an experience you will remember.

St. Peter's Basilica is another popular stop on travelers' itineraries in Vatican City. This major basilica promises memorable moments of exploring. Other travelers have rated this attraction 4.8 out of 5 stars in 131,043 reviews. Each year, approximately 11,000,000 people travel to visit St. Peter's Basilica.

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

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

Discover the culinary delights of Rome by securing a reservation at La Pergola. Esteemed for its , this restaurant offers a remarkable selection of mediterranean and contemporary cuisine. For an alternative dining experience, try Il Pagliaccio, renowned for its delicious creative and innovative dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Enoteca La Torre, a highly recommended local eatery celebrated for its mouthwatering mediterranean and creative menu. With its 2-star Michelin recognition, it offers an unforgettable dining adventure.

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

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Day 5

Day 5 – Rome

  • Rome
  • More

Drive 7 km, 1 hour 10 min

  • Castel Sant'Angelo
  • Piazza navona
  • Pantheon
  • Roman Forum
  • Colosseum
  • 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.

Drop by the renowned Castel Sant'Angelo. This popular museum has been rated an average of 4.7 out of 5 stars by 72,431 visitors. Based on recent data, this attraction is visited by more than 918,591 travelers every year.

Another unforgettable place to experience is Piazza Navona. Rated 4.7 out of 5 stars by 158,771 visitors, this square deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Pantheon. Hosting around 30,000,000 visitors every year, the fascinating Pantheon is one of the best places to visit in Rome. This roman temple has been rated an average of 4.8 out of 5 stars in 189,682 reviews.

Another favorite attraction in the area is Roman Forum. This square and popular place of interest enjoys a rating of 4.7 out of 5 stars from 114,450 local and international travelers.

If you’re keen to explore even more, then consider a visit to Colosseum. This roman amphitheatre gets around 7,400,000 annual visitors. With an average rating of 4.7 out of 5 stars from 328,821 travelers, this roman amphitheatre is an attraction many avid travelers highly recommend visiting while in Rome.

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

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at The Apartment Bar Roma, a well-loved spot among locals and tourists. Or, head to Hotel Hassler Roma. This bar boasts a welcoming environment that is perfect for winding down.

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 6

Day 6 – Rome and Florence

  • Florence
  • Rome
  • More

Drive 280 km, 3 hours 54 min

  • Altare della Patria
  • Trevi Fountain
  • Piazza di Spagna
  • Piazza del Popolo
  • Villa Borghese
  • More

On day 6 of your luxury holiday in Italy, your road trip route will take you exploring the best of Rome. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Make Altare della Patria one of your first sightseeing stops in Rome. Rated an average of 4.8 out of 5 stars by 49,843 travelers, a visit to this local attraction makes for a great introduction to the area. This architectural structure attracts 1,683,070 visitors every year.

Trevi Fountain is a worthwhile attraction you can visit next. This sculpture is a valued place of interest in the area, with an average rating of 4.8 out of 5 stars from 343,494 reviews.

Today is also the perfect opportunity to drop by Piazza di Spagna. This square has been rated an average of 4.7 out of 5 stars by 113,658 visitors.

If you’re keen to explore more, head to piazza del Popolo. A trip to this popular square is also your opportunity to see if it lives up to the reputable 4.6 out of 5-star rating as given by 89,807 previous visitors.

Another top place to visit is Villa Borghese. This urban zone of rome enjoys an average rating of 4.6 out of 5 stars from 69,749 local and international travelers.

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

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 , 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.

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.

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 7

Day 7 – Florence and Bologna

  • Bologna
  • Florence
  • More

Drive 110 km, 2 hours 12 min

  • Piazza della Signoria
  • Cathedral of Santa Maria del Fiore
  • Ponte Vecchio
  • Uffizi Gallery
  • Piazzale Michelangelo
  • More

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

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.

Cathedral of Santa Maria del Fiore is another sightseeing hotspot in the area. This church has been rated an average of 4.8 out of 5 stars by 76,359 travelers.

Florence is also the home of Ponte Vecchio. Around 118,099 people have rated this deck arch bridge an average of 4.7 out of 5 stars.

Another place you’ll want to visit is Uffizi Gallery, which hosts up to 2,011,219 visitors every year. With an average rating of 4.7 out of 5 stars from a total of 61,794 reviews, a visit to this national museum 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.

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

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

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

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

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Day 8

Day 8 – Bologna - departure day

  • Bologna - Departure day
  • More
  • Tombs of the glossators of Bologna
  • More

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.

As your final day in Italy unfolds, don’t miss the chance for a last-minute shopping spree in Bologna’s best shopping location. Your accommodation’s convenient location near the city’s shopping area offers the luxury of time, so you don’t have to limit yourself from leisurely strolling its streets amidst a collection of establishments.

Look for the perfect gift for your loved ones back home, or buy yourself a little keepsake to remind you of Italy. Keep the spirit of your trip to Italy alive with these special souvenirs.

Make the most of what's left of your luxury vacation and head out to the stunning Tombs of the glossators of Bologna. This extraordinary tomb and attraction is rated an average of 4.5 out of 5 stars in 330 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.

Treat yourself to a delightful dinner at Trattoria del Tempo Buono, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Cantina Bentivoglio? It's another excellent option with a diverse menu.

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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