Luxury 6-Day Italy Road Trip from Pisa traveling north to Bologna

Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
6 days & 5 nights
Available
Jan. - Dec.
Hotel
5 nights included
Car rental
6 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Escape for the holiday of a lifetime with this 6-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 Pisa 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 6-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 6-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 6-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, Bologna, and Lucca 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, 5 nights
Rental car, 6 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

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
Lucca - city in ItalyLucca

Map

Attractions

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 bologna, Italy. Piazza maggiore with torre dell'orologio and torre dell’arengo, landmark in emilia-romagna historical province.Piazza Maggiore
photo of Bologna, Italy - Two Towers (Due Torri), Asinelli and Garisenda, symbols of medieval Bologna towers.Two Towers
photo of Piazza dell'Anfiteatro .Piazza dell'Anfiteatro
photo of view of Piazza Napoleone in Lucca, Tuscany, Italy.Piazza Napoleone
Parco Regionale Migliarino, San Rossore, Massaciuccoli, Pisa, Tuscany, ItalyParco Regionale Migliarino, San Rossore, Massaciuccoli
St Martin Cathedral, Lucca, Tuscany, ItalySt Martin Cathedral
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 Lucca, Italy - medieval town of Tuscany. Aerial view with Guinigi Tower.Guinigi Tower
photo of Piazza Santo Stefano .Piazza Santo Stefano
Walls of Lucca, Lucca, Tuscany, ItalyWalls of Lucca
photo of Palazzo Blu Pisa Italy.Palazzo Blu
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 Bologna aerial cityscape view with cathedral and old medieval city center with Altabella and Uguzzoni Towers, Bologna, Italy.Bologna Cathedral
photo of view of Arco del Meloncello, Bologna, Italy.Arco del Meloncello
Basilica of San Domenico
PHOTO OF Bologna, Italy. Fontana del Nettuno, Palazzo Re Enzo in Piazza Maggiore, Italy landmark in Emilia-Romagna historical province.Palazzo Re Enzo
“Tuttomondo” (Keith Haring)

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

Stays

Personalize your itinerary

Day 1

Day 1 – Pisa - arrival day

  • Pisa - Arrival day
  • More
  • Knights' Square
  • 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!

Drop by the renowned Knights' Square. This popular square has been rated an average of 4.5 out of 5 stars by 9,051 visitors.

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

Continue your lively evening at JEFFER cocktails & friends, a perfect place for winding down or revving up the night, depending on which mood you’re in. Le Parisien Wine Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Las Volta cocktailbar ensures a night out tailored to your taste.

Raise a toast to the start of your 6-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 Bologna

  • Bologna
  • Pisa
  • More

Drive 184 km, 2 hours 41 min

  • Palazzo Blu
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Cattedrale di Pisa
  • Parco Regionale Migliarino, San Rossore, Massaciuccoli
  • More

Wake up to day 2 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Pisa and Cascine Vecchie. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Begin your sightseeing with a visit to Palazzo Blu. This art museum gets 37,457 visitors each year and is rated an average of 4.5 out of 5 stars in 4,244 reviews.

Next up, make your way to Leaning Tower of Pisa. This bell tower has an average rating of 4.7 out of 5 stars from 116,882 reviews. Usually, around 3,200,000 people visit Leaning Tower of Pisa every year.

When you’re ready for your next sight of the day, continue to Piazza del Duomo, Pisa. This square has an average rating of 4.7 out of 5 stars from 104,550 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Pisa Cathedral. This cathedral is rated an average of 4.8 out of 5 stars by 8,361 visitors.

Begin your sightseeing with a visit to 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 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.

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.

Extend your evening after a delightful meal by visiting Bar Freud e Squisito, which offers the perfect atmosphere for a night out. Moreover, Osteria del Sole is another popular option for a drink or two. Likewise, Macondo - Cocktail Bar 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 3

Day 3 – Bologna

  • Bologna
  • More

Drive 1 km, 22 min

  • Basilica of San Domenico
  • Piazza Maggiore
  • Bologna Cathedral
  • Fountain of Neptune, Bologna
  • Palazzo Re Enzo
  • More

Day 3 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.

Your sightseeing of the day begins at Basilica of San Domenico, a remarkable church where it’s easy to get lost in exploration. This top attraction is rated an average of 4.7 out of 5 stars in 3,380 reviews.

Next, satisfy your wanderlust at Piazza Maggiore. This square has an average rating of 4.7 out of 5 stars from 64,523 travelers.

Bologna Cathedral is another must-visit attraction. This renowned catholic cathedral offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.6 out of 5 stars by 3,852 travelers, it's one of the more popular places to see in the area.

Beyond the above-mentioned sites, you also have the opportunity to visit Fountain of Neptune, Bologna. This well-loved fountain boasts a 4.7 out of 5-star rating from 3,952 reviews.

When there’s still energy left for exploring, Palazzo Re Enzo awaits. If you’ve been interested in experiencing a palazzo, this is a top pick rated 4.6 out of 5 stars by 2,072 previous visitors.

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

Esteemed as a restaurant, it features an exceptional menu.

Let the evening flow smoothly from dinner to drinks at Bar Senza Nome, a top-rated bar in the area. For other recommendations, Bar Maurizio provides a perfect setting for rounding out your night with style and great drinks. Likewise, BrewDog Bar Bologna offers a memorable night with diverse drink options and excellent service.

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

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Day 4

Day 4 – Bologna

  • Bologna
  • More

Drive 18 km, 58 min

  • Ducati Museum
  • Arco del Meloncello
  • Two Towers
  • Piazza Santo Stefano
  • 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 1 night nights remaining.

Journey into the unknown at Ducati Museum, a unique attraction awaiting your visit. This remarkable industry museum has an average rating of 4.5 out of 5 stars from 4,028 reviews. Every year, Ducati Museum welcomes more than 7,600 curious visitors.

When you’re ready to continue your sightseeing, Arco del Meloncello is a recommended place to visit. This arch is rated an average of 4.6 out of 5 stars in 3,755 reviews.

Another must-see attraction in Bologna is Two Towers. Rated an average of 4.7 out of 5 stars by 25,975 travelers, this popular tourist destination in Bologna offers an experience you will remember.

Piazza Santo Stefano is another popular stop on travelers' itineraries in Bologna. This square promises memorable moments of exploring. Other travelers have rated this attraction 4.8 out of 5 stars in 7,617 reviews.

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.

This renowned restaurant holds , and offers an exceptional menu of cuisine.

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 luxury holiday in Italy has plenty more in store for you.

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Day 5

Day 5 – Bologna, Lucca, and Pisa

  • Pisa
  • Lucca
  • More

Drive 180 km, 2 hours 48 min

  • Walls of Lucca
  • Piazza Napoleone
  • St Martin Cathedral
  • Guinigi Tower
  • Piazza dell'Anfiteatro
  • More

On day 5 of your luxury holiday in Italy, your road trip route will take you exploring the best of Lucca. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

After soaking in Bologna’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Lucca. Expect your car journey to take a minimum of 1 hour 53 min. When you arrive in Lucca, it's time to take a break from the road.

Begin your sightseeing with a visit to Mura di Lucca. This park is rated an average of 4.8 out of 5 stars in 4,324 reviews.

Next up, make your way to Piazza Napoleone. This square has an average rating of 4.4 out of 5 stars from 10,756 reviews.

When you’re ready for your next sight of the day, continue to St Martin Cathedral. This church has an average rating of 4.6 out of 5 stars from 9,163 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Guinigi Tower. This tour is rated an average of 4.6 out of 5 stars by 8,656 visitors.

If you’re keen to explore even more, then consider a visit to Piazza dell'Anfiteatro. This square is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 24,190 visitors.

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

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

As a top-rated it is an ideal choice in the city.

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

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

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Day 6

Day 6 – Pisa - departure day

  • Pisa - Departure day
  • More
  • “Tuttomondo” (Keith Haring)
  • More

Today is the last day of your 6-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.

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

Make the most of what's left of your luxury vacation and head out to the stunning “Tuttomondo” (Keith Haring). This extraordinary sightseeing destination and attraction is rated an average of 4.6 out of 5 stars in 1,937 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.

This renowned restaurant holds , and offers an exceptional menu of cuisine.

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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