Luxury 7-Day Italy Road Trip from Pisa traveling north to Florence and Bologna

Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
7 days & 6 nights
Available
Jan. - Dec.
Hotel
6 nights included
Car rental
7 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Set off on the ultimate travel extravagance with this 7-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 Pisa, 1 night in Florence, and 3 nights in Bologna, 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 7-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 7-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 7-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 Pisa, Florence, Bologna, Colorno, and Sarzana 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, 6 nights
Rental car, 7 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Sarzana
Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 1 night
Pisa - city in ItalyPisa / 2 nights
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 / 3 nights
Colorno

Map

Attractions

photo of golden sunset over ponte vecchio bridge with traditional boat on the arno river, Florence, Italy.Ponte Vecchio
photo of medieval leaning tower of pisa (Torre di pisa) at piazza dei miracoli (Piazza del duomo), Tuscany, Italy.Leaning Tower of Pisa
photo of panorama of piazza dei miracoli with leaning tower of pisa, Italy.Piazza del Duomo, Pisa
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 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
photo of Bologna, Italy - Two Towers (Due Torri), Asinelli and Garisenda, symbols of medieval Bologna towers.Two Towers
Parco Regionale Migliarino, San Rossore, Massaciuccoli, Pisa, Tuscany, ItalyParco Regionale Migliarino, San Rossore, Massaciuccoli
phopto of Church of Santo Stefano dei Cavalieri in Knights Square (Piazza dei Cavalieri), Pisa, Tuscany, ItalyKnights' Square
photo of Tower and cathedral, famous landmarks of Pisa, Italy .Cattedrale di Pisa
photo of Piazza Santo Stefano .Piazza Santo Stefano
Ducal Palace
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 Bologna aerial cityscape view with cathedral and old medieval city center with Altabella and Uguzzoni Towers, Bologna, Italy.Bologna Cathedral
Basilica of San Domenico
photo of view he Santa Maria della Spina, a gothic church in Pisa, Italy.Santa Maria della Spina
PHOTO OF Bologna, Italy. Fontana del Nettuno, Palazzo Re Enzo in Piazza Maggiore, Italy landmark in Emilia-Romagna historical province.Palazzo Re Enzo
Fortezza Firmafede - SarzanaFortezza Firmafede
Logge dei Banchi, Pisa, Tuscany, ItalyLogge dei Banchi
photo of Colorful spring sunset on the main square of City of Bologna with Palazzo d'Accursio and facade of Basilica di San Petronio. Great cityscape of Bologna, Italy, Europe. Traveling concept background.Palazzo d'Accursio
photo of view of International Museum and Library of Music, Bologna, Italy.International Museum and Library of Music
Sarzana Cathedral Santa Maria Assunta

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 – Pisa - arrival day

  • Pisa - Arrival day
  • More
  • Logge dei Banchi
  • More

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

Make Logge dei Banchi your first stop of the day. Previous visitors have rated this point of interest an average of 4.2 out of 5 stars in 1,128 reviews.

Tonight, you will be treated to a stay at one of the best luxury hotels in Pisa. 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 Pisa for you, so you can check out the menus and make your reservation in advance.

After enjoying a fulfilling meal, continue your evening at JEFFER cocktails & friends, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Le Parisien Wine Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Las Volta cocktailbar provides an excellent environment for a relaxed and enjoyable evening.

Raise a toast to the start of your 7-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Pisa, Cascine Vecchie, and Florence

  • Florence
  • Pisa
  • More

Drive 120 km, 2 hours 3 min

  • Santa Maria della Spina
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Cattedrale di Pisa
  • Parco Regionale Migliarino, San Rossore, Massaciuccoli
  • More

On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Pisa and Cascine Vecchie. 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 Santa Maria della Spina. This church building is a popular stop on travelers’ itineraries in Pisa, with an average rating of 4.5 out of 5 stars by 3,092 visitors.

Leaning Tower of Pisa is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 116,882 reviews gives you an idea of other visitors’ experience at this attraction. It’s estimated that around 3,200,000 people visit this bell tower every year.

If it’s still bright and early, make your way to Piazza del Duomo, Pisa. Visitors have rated this square an average of 4.7 out of 5 stars in 104,550 reviews.

Pisa Cathedral is another unique site you can experience today. This attraction is a cathedral rated an average of 4.8 out of 5 stars in 8,361 reviews.

Fasten your seatbelt and make your way to your next stop. Cascine Vecchie, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Upon arrival in Cascine Vecchie, we highly recommend checking out some of the top attractions.

An excellent attraction to start your day with is Parco Regionale Migliarino, San Rossore, Massaciuccoli. This park is rated an average of 4.4 out of 5 stars in 9,632 reviews.

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.

Enjoy an outstanding dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an exceptional italian contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 2-star Michelin-awardee, Santa Elisabetta, known for its delicious creative and mediterranean cuisine. Another highly-recommended restaurant in Florence is Gucci Osteria da Massimo Bottura, a renowned restaurant , known for its delicious italian contemporary and international menu.

Keep the evening going at Manifattura, a great choice for enjoying the after-dinner hours with a drink. You could also go to SE·STO on Arno Rooftop Bar, which offers a similarly pleasant setting and great drinks. Another option is Archea Brewery, 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 3

Day 3 – 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 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 Bologna, where you'll be staying for 3 nights. 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.

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

Have a memorable dining experience in Bologna by booking a table at I Portici, renowned as a 1-star Michelin restaurant presenting an exceptional creative and contemporary menu. For a different culinary experience, Ahimè shines as one of the top destinations known for its delicious country cooking cuisine in Bologna. This Bib Gourmand-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, Trattoria di Via Serra is known as a top local spot for its delicious emilian cuisine in Bologna. This Bib Gourmand awardee is a highly recommended choice for an unforgettable meal.

Continue your lively evening at Bar Freud e Squisito, a perfect place for winding down or revving up the night, depending on which mood you’re in. Osteria del Sole is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Macondo - Cocktail Bar ensures a night out tailored to your taste.

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 – Bologna

  • Bologna
  • More

Drive 0.6 km, 8 min

  • Palazzo d'Accursio
  • Piazza Maggiore
  • Bologna Cathedral
  • Fountain of Neptune, Bologna
  • Palazzo Re Enzo
  • More

Day 4 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 2 nights nights remaining.

Make Palazzo d'Accursio your first stop of the day. Previous visitors have rated this palazzo an average of 4.6 out of 5 stars in 969 reviews.

Next up, make a stop at Piazza Maggiore. With an average rating of 4.7 out of 5 stars by 64,523 visitors, it's easy to understand why so many people visit this square every year.

Bologna Cathedral is another attraction you can visit on this day of your vacation. This catholic cathedral has an average rating of 4.6 out of 5 stars by 3,852 visitors.

When you’re finished at Bologna Cathedral, the perfect next stop is Fountain of Neptune, Bologna. This fountain is rated an average of 4.7 out of 5 stars in 3,952 reviews.

If you’re keen to explore even more, then consider a visit to Palazzo Re Enzo. This palazzo is a top place to visit, with a rating of 4.6 out of 5 stars from 2,072 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 Bologna. Savor the local cuisine and relax as you recount the day's experiences.

Extend your evening after a delightful meal by visiting Bar Senza Nome, which offers the perfect atmosphere for a night out. Moreover, Bar Maurizio is another popular option for a drink or two. Likewise, BrewDog Bar Bologna also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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 5

Day 5 – Bologna

  • Bologna
  • More

Drive 2 km, 28 min

  • Two Towers
  • International Museum and Library of Music
  • Piazza Santo Stefano
  • Basilica of San Domenico
  • More

Day 5 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.

Seize the day by visiting some of the best attractions in the area, like Two Towers. This extraordinary tower has an average rating of 4.7 out of 5 stars from 25,975 visitors.

Next, make your way to International Museum and Library of Music. This music museum welcomes around 13,413 visitors yearly and is rated an average of 4.5 out of 5 stars in 742 reviews.

While in Bologna, we also recommend a visit to Piazza Santo Stefano. This square has been rated an average of 4.8 out of 5 stars in 7,617 reviews.

If you’re keen to explore even more, then consider a visit to Basilica of San Domenico. With an average rating of 4.7 out of 5 stars by 3,380 travelers, this church is a highly recommended stop on your sightseeing around Bologna.

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

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

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 6

Day 6 – Bologna, Colorno, Sarzana, and Pisa

  • Pisa
  • Colorno
  • Sarzana
  • More

Drive 310 km, 4 hours 2 min

  • Ducal Palace
  • Sarzana Cathedral Santa Maria Assunta
  • Fortezza Firmafede
  • More

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

Colorno’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Bologna behind. This drive usually takes around 1 hour 24 min. Colorno welcomes you with a multitude of unique vacation experiences.

Begin your sightseeing with a visit to Ducal Palace. This extraordinary park is rated an average of 4.4 out of 5 stars by 5,822 visitors.

Continue your road trip and head to your next destination, Sarzana. This car ride takes around 1 hour 41 min.

Begin your sightseeing with a visit to Sarzana Cathedral Santa Maria Assunta. This extraordinary church is rated an average of 4.5 out of 5 stars by 584 visitors.

Next, make your way to Fortezza di Firmafede. This top attraction is a citadel with an average rating of 4.4 out of 5 stars by 1,796 visitors. Fortezza di Firmafede welcomes 3,765 yearly visitors.

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

Discover a world of culinary delights in Pisa, 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.

After your meal, keep the night alive at a bar like Bar Mocambo, known for its lively atmosphere. Tree is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Chupiteria offers an excellent atmosphere for those looking to amp up the 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 7

Day 7 – Pisa - departure day

  • Pisa - Departure day
  • More
  • Knights' Square
  • More

Today is the last day of your 7-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 Pisa before saying goodbye.

As you approach the end of your journey in Italy, take a moment for some retail therapy in Pisa’s celebrated shopping district. Thanks to your stay’s premier location, you can easily visit the city’s commercial hubs and wander through its diverse range of local shops without rushing.

Whether you’re on a hunt for an ideal present to give to your friends or family or looking for a personal memento to remind you of Italy, a variety of items are waiting for you. Hold onto the magic of Italy with these wonderful souvenirs, ensuring your memories never fade.

Make the most of what's left of your luxury vacation and head out to the stunning Knights' Square. This extraordinary square and attraction is rated an average of 4.5 out of 5 stars in 9,051 reviews, and is an excellent choice for your last sightseeing in Pisa.

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

Treat yourself to a delightful dinner at Sud, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. ? It's another excellent option with a diverse menu.

You will then say farewell to Pisa 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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