Luxury One-Week Relaxed Italy Road Trip Vacation from Pisa to Bologna

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Set off on a luxurious, relaxed road trip across Italy for 8 days. Italy invites you to an unmatched holiday experience in Pisa, Lucca, Scarperia, Bologna, and La Spezia, where a unique mix of relaxation and luxury is yours to enjoy.

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 itinerary, you will stay 3 nights in Pisa, and 4 nights in Bologna, experiencing a stress-free 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. We recommend you take the opportunity to explore the shopping experiences available to you in Pisa. Here you can find unique souvenirs to preserve the memory of your relaxed 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 Pisa, Lucca, Scarperia, Bologna, and La Spezia 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 services in Italy fill up quickly, so book your luxury vacation package in advance. Select a date and start planning your relaxing luxury holiday in Italy today!

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Day 1

Day 1 – Pisa - arrival day

  • Pisa - Arrival day
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  • Piazza dei Cavalieri
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Your relaxed luxury holiday in Italy begins as soon as you reach the city of Pisa, your home for 2 nights. There, you’ll pick up the luxury rental vehicle of your choice and set off on a relaxed drive to discover Italy.

Kick off the day at Knights' Square, a top pick for today’s sightseeing. This square is rated an average of 4.5 out of 5 stars in 9,051 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.

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

Treat yourself to a delightful dinner at Ristorante Capodimonte Pisa, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Baribaldi Pisa? It's another excellent option with a diverse menu. Consider reserving a table at Restaurant -Pizzeria Il Mio Capriccio as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Pisa.

Keep the evening going at Jeffer Cocktails & Friends, a great choice for enjoying the after-dinner hours with a drink. You could also go to Le Parisien Wine Bar, which offers a similarly pleasant setting and great drinks. Another option is Las Volta Cocktailbar, which provides an inviting environment for unwinding after a busy day out.

Raise a toast to the start of your relaxed 8-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Pisa, and Cascine Vecchie

  • Pisa
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Drive 14 km, 49 min

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

On day 2 of your luxury road trip in Italy, you’ll start and end your day in the city of Pisa, but jump in the car to visit amazing attractions in the nearby area. After a day of sightseeing, you'll drive back to Pisa, where you still have 1 night left.

Seize the day by visiting some of the best attractions in the area, like Palazzo Blu. This extraordinary art museum has an average rating of 4.5 out of 5 stars from 4,244 visitors. Each year, around 37,457 people visit this remarkable site to admire its features and learn more about it.

Next, make your way to Leaning Tower Of Pisa. This bell tower welcomes around 3,200,000 visitors yearly and is rated an average of 4.7 out of 5 stars in 116,882 reviews.

While in Pisa, we also recommend a visit to Piazza Del Duomo, Pisa. This square has been rated an average of 4.7 out of 5 stars in 104,550 reviews.

If you’re keen to explore even more, then consider a visit to Pisa Cathedral. With an average rating of 4.8 out of 5 stars by 8,361 travelers, this cathedral is a highly recommended stop on your sightseeing around Pisa.

Set your GPS to Cascine Vecchie and hit the road. Expect a journey of approximately 9 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Cascine Vecchie beckons with new experiences!

Take the opportunity to see Parco Regionale Migliarino, San Rossore, Massaciuccoli. This attraction has an average rating of 4.4 out of 5 stars from 9,632 visitors.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation 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.

Enjoy a lovely meal at Ristorante alle Bandierine, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Barrique Cocktail And Bistrot is another top choice with a popular menu. You could also check for a table at Filter Coffee Lab. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Pisa tonight.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar Mocambo stands out as an excellent choice for a post-dinner cocktail. Alternatively, Tree offers an ideal atmosphere to enjoy the pleasures of the night. Chupiteria is also a great option that provides a perfect setting for a relaxing evening.

Raise your glass and toast to another relaxing day of your luxury holiday in Italy!

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Day 3

Day 3 – Pisa, Lucca, Scarperia, and Bologna

  • Bologna
  • Lucca
  • Scarperia
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Drive 225 km, 3 hours 32 min

  • St Martin Cathedral
  • Piazza Napoleone
  • Guinigi Tower
  • Piazza dell'Anfiteatro
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On day 3 of your relaxed luxury holiday in Italy, wonderful attractions await. Today you have the opportunity to discover 2 remarkable destinations — Lucca, and Scarperia.

When you’re ready to jump back into the car and say goodbye to Pisa, you’ll hit the road in the direction of Lucca. This drive usually takes around 37 min. When you arrive, enjoy some sightseeing.

Begin your sightseeing with a visit to St Martin Cathedral. This church is rated an average of 4.6 out of 5 stars in 9,163 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 Guinigi Tower. This tour has an average rating of 4.6 out of 5 stars from 8,656 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Piazza Dell'anfiteatro. This square is rated an average of 4.6 out of 5 stars by 24,190 visitors.

As you’ve unraveled the marvels of Lucca, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Scarperia may take around 1 hour 22 min. Upon your arrival in Scarperia, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Start your sightseeing with a visit to Mugello Circuit. This motorsport racing track is rated an average of 4.8 out of 5 stars from 9,393 visitors.

Tonight, you will stay at one of the best luxury hotels in Bologna. We have selected the perfect options for you to have the loveliest experience in Bologna.

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.

Experience a symphony of flavors at I Portici in Bologna by securing a reservation in advance. Renowned for its 1-star Michelin distinction, I Portici delights its guests with its exceptional variety of meals showcasing delicious creative, and contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Ahimè, acclaimed for its delectable country cooking specialties. This local Bib Gourmand establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Trattoria di Via Serra, a top-rated restaurant known for its outstanding menu. Known as a top-rated Bib Gourmand-establishment, it's a top choice for emilian cuisine in the city.

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.

Reminisce about your day, look through photos, and prepare for another great day to come! Your relaxing luxury vacation in Italy still has more in store for you.

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Day 4

Day 4 – Bologna

  • Bologna
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Drive 6 km, 1 hour 6 min

  • Piazza Santo Stefano
  • Two Towers
  • La Piccola Venezia
  • Pinacoteca Nazionale
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On day 4 of your relaxed luxury holiday across Italy, you'll continue your adventures in the city of Bologna. You'll explore Bologna, taking breaks from the road for some sightseeing. At the end of day, you'll dine at some of Bologna's best restaurants and bars conveniently located close to your accommodation, making the most of your remaining 3 nights in the area.

Seize the day by visiting some of the best attractions in the area, like Porta Maggiore. This extraordinary landmark has an average rating of 4.4 out of 5 stars from 1,462 visitors.

Next, make your way to Piazza Santo Stefano. This square is rated an average of 4.8 out of 5 stars in 7,617 reviews.

While in Bologna, we also recommend a visit to Two Towers. This tower has been rated an average of 4.7 out of 5 stars in 25,975 reviews.

If you’re keen to explore even more, then consider a visit to La Piccola Venezia. With an average rating of 4.2 out of 5 stars by 1,491 travelers, this sightseeing destination is a highly recommended stop on your sightseeing around Bologna.

Make your way to Pinacoteca Nazionale Di Bologna, perhaps the most famous art museum in Bologna. This attraction welcomes around 15,573 visitors annually and is rated an average of 4.5 out of 5 stars in 2,400 reviews.

If you have an appetite for more adventure, check out the fantastic selection of tours and tickets offered in Bologna on this day of your trip. You'll find the most recommended ones below.

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

Make sure to reserve a table at Ristorante Enoteca da Lucia, 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 Victoria Station, 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 da Me, a hidden gem nestled in Bologna. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After your meal, keep the night alive at a bar like Bar Senza Nome, known for its lively atmosphere. Bar Maurizio is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Brewdog Bar Bologna 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 relaxing luxury vacation in Italy still has more in store for you.

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Day 5

Day 5 – Bologna

  • Bologna
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Drive 22 km, 1 hour 7 min

  • Porta Castiglione
  • Arco Del Meloncello
  • Museo Ducati
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Day 5 of your luxury road trip in Italy grants you another day to experience Bologna. You will continue your laid-back luxury holiday in the best possible way - by discovering the best sights and most exciting activities. You'll then conclude your adventure at one of finest restaurants in Bologna, fully indulging in the 2 nights you have in the city.

Take the opportunity to see Villa Ghigi. This attraction has an average rating of 4.7 out of 5 stars from 2,035 visitors.

Basilica Of San Domenico is another sightseeing hotspot in the area. This church has been rated an average of 4.7 out of 5 stars by 3,380 travelers.

Bologna is also the home of Porta Castiglione. Around 1,086 people have rated this city gate an average of 4.4 out of 5 stars.

Another place you’ll want to visit is Arco Del Meloncello. With an average rating of 4.6 out of 5 stars from a total of 3,755 reviews, a visit to this arch is a great idea.

This day of your vacation in Bologna is also your chance to admire Ducati Museum. This must-visit industry museum enjoys an average rating of 4.5 out of 5 stars from 4,028 reviews. Approximately 7,600 people travel to Bologna every year to see this attraction with their own eyes.

Don’t forget to check out all the popular tours and activities you can add to your travel plan. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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

Have a fantastic dining experience at Trattoria del Tempo Buono, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Cantina Bentivoglio offers an enticing alternative with its varied menu. Additionally, Ristorante San Pietro is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Bologna.

Keep the excitement of the evening going by visiting a bar or two. Kinotto Bar is an excellent place to start. You could also check out Mio Bar, offering a different kind of charm.

Enjoy an amazing evening in Bologna, and get ready for more fantastic days to come on your relaxed luxury vacation in Italy!

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Day 6

Day 6 – Bologna

  • Bologna
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Drive 1 km, 26 min

  • Palazzo Pallavicini
  • Cattedrale Metropolitana di San Pietro
  • Piazza Maggiore
  • Fontana del Nettuno
  • Palazzo Re Enzo
  • More

Day 6 of your luxury road trip means another day to soak in the splendor of Italy. At the city of Bologna, you will continue your laid-back luxury holiday in the best possible way. Enjoy the best sights, the most exciting activities, and the finest restaurants in the city. You have ample opportunities to make your 1 night in the city more special.

When you're ready to see some sights, Palazzo Pallavicini is a great place to start. This museum is rated an average of 4.5 out of 5 stars by 2,173 visitors.

Another popular attraction you can visit today is Bologna Cathedral. This catholic cathedral has an average rating of 4.6 out of 5 stars from 3,852 travelers.

We also recommend a stop at Piazza Maggiore. The square has been rated an average of 4.7 out of 5 stars by 64,523 visitors.

If you're keen to explore more, consider visiting Fountain Of Neptune, Bologna. This fountain is a popular attraction with an average rating of 4.7 out of 5 stars from 3,952 reviews.

Palazzo Re Enzo is another easily accessible place to visit on this day of your trip. Stop by this palazzo, rated 4.6 out of 5 stars in 2,072 reviews, to discover more of what makes it unique.

There are plenty of experiences you can choose from in Italy that will add excitement to your vacation. When you’re keen to discover what else Bologna has in store for you, use this day to go on a tour. Scroll down and select tours and activities to include on your itinerary for the day.

Discover a world of culinary delights in Bologna, 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.

Enjoy a delicious meal at Donatello, a top-rated dining destination in Bologna. If you're in the mood to try something new, consider Naama Cafè, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria di Via Serra. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Bologna this evening.

Go over your photos from the day, raise a toast, and rest your tired legs. A new adventurous day of your relaxed luxury road trip in Italy awaits!

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Day 7

Day 7 – Bologna, La Spezia, and Pisa

  • Pisa
  • La Spezia
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Drive 302 km, 3 hours 55 min

  • Parco XXV Aprile
  • Castello San Giorgio
  • Giardini Pubblici
  • More

On day 7 of your relaxed luxury road trip holiday in Italy, you will have the opportunity to experience La Spezia; 1 of the most vibrant destinations in the country.

After soaking in Bologna’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: La Spezia. Expect your car journey to take a minimum of 2 hours 29 min. When you arrive in La Spezia, it's time to take a break from the road.

Drop by the renowned Parco Xxv Aprile. This popular park has been rated an average of 4.1 out of 5 stars by 1,394 visitors.

Another unforgettable place to experience is Castello San Giorgio. Rated 4.4 out of 5 stars by 2,452 visitors, this castle deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Giardini Pubblici. This park has been rated an average of 4.1 out of 5 stars in 2,364 reviews.

Another favorite attraction in the area is Technical Naval Museum Of Spezia. This museum and popular place of interest enjoys a rating of 4.5 out of 5 stars from 1,561 local and international travelers.

For the night, you’ll have the choice of the best luxury hotels and places to stay in the city of Pisa. Whether you prefer the grandeur of a luxury hotel or the charm of a boutique stay, you'll find an array of exquisite options to suit your tastes and preferences. Indulge in world-class amenities, impeccable service, and unforgettable experiences as you unwind and create memories in Pisa.

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

Don’t miss out on dining at Sud, a top-rated dining destination in Pisa. If you're in the mood to try something new, consider Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. , another top spot with a mouthwatering menu. You might also want to secure a reservation at Osteria dei Cavalieri. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Pisa this evening.

Continue your evening by exploring the vibrant nightlife scene at Bar Livorno, a prime destination for a thrilling night out.

Go over your photos from the day, raise a toast, and rest your tired legs. A new adventurous day of your relaxed luxury road trip in Italy awaits!

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Day 8

Day 8 – Pisa - departure day

  • Pisa - Departure day
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Today is the last day of your 8-day relaxed 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 your final day in Italy unfolds, enjoy a last-minute shopping spree in Pisa's best shopping area. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.

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.

Unwind and look back at the past 8 days of your relaxed road trip over a bite to eat. This is your chance to enjoy one last traditional meal in Pisa or just grab something light to keep you going.

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 relaxed luxury holiday in Italy in your luggage!

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