Luxury 4-Day Italy Road Trip from Pisa traveling east to Bologna

Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
4 days & 3 nights
Available
Jan. - Dec.
Hotel
3 nights included
Car rental
4 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Experience travel that redefines comfort and elegance with this 4-day luxury road trip in Italy. Witness Italy's awe-inspiring scenery, delight in the finest culinary offerings, and enjoy the ultimate comfort in top-tier accommodations.

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 1 night 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 4-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 4-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 4-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 Ferrara 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, 3 nights
Rental car, 4 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Ferrara - city in ItalyFerrara
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 / 1 night

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
Aerial view of Castello Estense in the Italian town Ferrara.Castello Estense
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
photo of Palazzo Blu Pisa Italy.Palazzo Blu
“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

Hotels

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. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Start your sightseeing with a visit to Knights' Square. This square is rated an average of 4.5 out of 5 stars from 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 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.

This -awardee earns consistently high praises from guests. As a top-rated it is an ideal choice in the city.

Extend your evening after a delightful meal by visiting JEFFER cocktails & friends, which offers the perfect atmosphere for a night out. Moreover, Le Parisien Wine Bar is another popular option for a drink or two. Likewise, Las Volta cocktailbar also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Raise a toast to the start of your 4-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.

Embrace the thrill of the open road as you wave goodbye to Pisa and set your GPS to Bologna. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 2 hours 5 min. Upon reaching Bologna, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

An excellent attraction to start your day with is Palazzo Blu. This art museum typically receives around 37,457 visitors every year and is rated an average of 4.5 out of 5 stars in 4,244 reviews.

Continue your journey at Leaning Tower of Pisa. This bell tower is rated 4.7 out of 5 stars by 116,882 travelers from near and far. Approximately 3,200,000 people come to this place of interest every year to enjoy a unique experience in Pisa.

Pisa is also the home of Piazza del Duomo, Pisa. This square has an average rating of 4.7 out of 5 stars from 104,550 visitors.

You can continue your self-guided sightseeing tour at Pisa Cathedral. Rated 4.8 out of 5 stars by 8,361 visitors, a visit to this top sight is time well spent.

Upon your arrival in Cascine Vecchie, you’ll be greeted with the opportunity to do some sightseeing and exploring.

When you're ready to see some sights, Parco Regionale Migliarino, San Rossore, Massaciuccoli is a great place to start. This park is rated an average of 4.4 out of 5 stars by 9,632 visitors.

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

This popular restaurant holds , and offers an exceptional menu of cuisine. This acclaimed -recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. With a recognition, it promises an exceptional dining experience not to be missed.

Following your dinner, dive into the local bar culture at Bar Freud e Squisito. Alternatively, go to Osteria del Sole, the perfect place for those looking to experience the best of the nightlife. Similarly, Macondo - Cocktail Bar 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 3

Day 3 – Bologna, Ferrara, and Pisa

  • Pisa
  • Bologna
  • Ferrara
  • More

Drive 266 km, 3 hours 28 min

  • Piazza Maggiore
  • Two Towers
  • Piazza Santo Stefano
  • Castello Estense
  • 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 Pisa, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Bologna and Ferrara.

When you’re ready to jump back into the car and say goodbye to Bologna, you’ll hit the road in the direction of Ferrara. This drive usually takes around 49 min. When you arrive, enjoy some sightseeing.

Begin your sightseeing with a visit to Piazza Maggiore. This extraordinary square is rated an average of 4.7 out of 5 stars by 64,523 visitors.

Next, make your way to Two Towers. This top attraction is a tower with an average rating of 4.7 out of 5 stars by 25,975 visitors.

We also recommend a visit to Piazza Santo Stefano. This square is rated 4.8 out of 5 stars by 7,617 travelers.

When you’ve had your share of Bologna, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Ferrara. Your travel time is around 49 min.

Begin your sightseeing with a visit to Castello Estense. This extraordinary castle is rated an average of 4.6 out of 5 stars by 25,340 visitors. Each year, around 51,526 people visit this site to learn more about it.

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.

Esteemed as a restaurant, it features an exceptional menu. This venue consistently impresses guests, making it a standout addition to your holiday plans. Located in the heart of the city, is an ideal pick for cuisine lovers seeking top-notch culinary experiences.

After savoring a delicious meal, step into the vibrant nightlife at Bar Mocambo, where the evening is just getting started. In the same way, Tree offers a unique charm perfect for experiencing the local bar scene in Pisa. Chupiteria is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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 – Pisa - departure day

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

Today is the last day of your 4-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.

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

This popular -awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Have a fantastic dining experience at Sud, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. Offers an enticing alternative with its varied 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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