Luxury 7-Day Relaxed Italy Road Trip Vacation from Pisa to Bologna

Your slow-paced and relaxed road trip through Italy begins when you reach Pisa, where you’ll stay for a total of 2 nights.

Pisa is an outstanding hub for culture, comfort, and exploration. The city offers travelers plenty of experiences to look forward to, including the magnificent Knights' Square. Around 9,051 visitors have rated this fascinating square and travel destination an average of 4.5 out of 5 stars.

When you're done sightseeing for the day, you'll check in at one of the best hotels or places to stay in the city. Take your pick and make it your home during your leisurely tour of the city.

Exploring the food culture in Pisa offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

An excellent example is Osteria I Santi. This restaurant offers a menu of comforting meals and is rated an average of 4.4 out of 5 stars by 3,094 customers.

Filter Coffee Lab serves great food and is a favorite among hungry travelers and locals. This popular restaurant in Pisa has a rating of 4.6 out of 5 stars from 2,414 reviews.

Ristorante alle Bandierine is another one of the city’s best restaurants. With an average rating of 4.5 out of 5 stars from 1,163 customers, Ristorante alle Bandierine is sure to provide you with an unforgettable dining experience.

If you’re curious about what Pisa looks like at night, a trip to some of the best bars near your accommodation is what you need next. Experience the local nightlife at Bar Mocambo, our top recommendation in the city. Customers have rated this bar an average of 4.7 out of 5 stars in 359 reviews.

Skyline American Bar offers a variety of refreshing drinks and is one of the best places to relax in Pisa. This well-known city bar is rated an average of 4.3 out of 5 stars by 510 customers.

Locals like unwinding at Sud. This bar has an average rating of 4.6 out of 5 stars by 784 customers and is a perfect place for socializing.

Free your mind of worries and enjoy your first taste of relaxation in Italy! Expect more to come as you continue this laid-back and relaxed road trip in Italy!

Day 2 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience two places in one day. You will start your day by exploring some of the best sights in the city of Pisa. By the end of the day, you’ll drive in the direction of the city of Bologna, where you’ll stay at a top-rated hotel of your choice for 4 nights.

When you’re ready to head to your first attraction of the day, the wonderful Palazzo Blu is waiting for you. This art museum has been rated an average of 4.5 out of 5 stars by 4,244 visitors. It’s estimated that around 37,457 people visit this attraction every year.

The next stop on your road trip vacation is Leaning Tower of Pisa. This unique bell tower is a highly recommended place to visit, rated an average of 4.7 out of 5 stars by 116,882 visitors. Approximately 3,200,000 travelers come to experience this attraction each year.

Don’t forget to make a stop at the incredible Piazza del Duomo, Pisa. With an average rating of 4.7 out of 5 stars from 104,550 visitors, this square is one of the top sights to visit in the area.

Another unforgettable travel destination is the outstanding Pisa Cathedral. This popular cathedral and attraction has an average rating of 4.8 out of 5 stars by 8,361 people.

If you’re keen to continue your discovery, make your way to Parco Regionale Migliarino, San Rossore, Massaciuccoli. This attraction is a valued park in the area that has an average rating of 4.4 out of 5 stars from 9,632 visitors.

Make the most of your relaxed road trip vacation by joining activities and tours that let you discover what else Pisa has in store for you. There are many top-rated experiences you can include in your travel plan to add flavor to your relaxed road trip in Italy. Browse all of your options and reserve your slot before our favorites get fully booked.

Turn on some soothing tunes in the car because it’s now time to drive to the city of Bologna. In Bologna, you can choose among the best hotels and places to rest and recharge to complement your relaxed road trip experience in Italy.

After a long day of driving and exploring along your relaxed road trip route, sitting down for a well-cooked restaurant meal in Cascine Vecchie is an excellent idea.

A popular restaurant we recommend you try is Sfoglia Rina, one of the best restaurants in Cascine Vecchie. With a lovely menu and an average rating of 4.5 out of 5 stars from 6,531 customers, you can’t go wrong with choosing Sfoglia Rina.

Locals also recommend Celtic Druid Irish Pub as one of the top restaurants in the area. So if you’re feeling hungry, don’t forget to check out the menu at Celtic Druid Irish Pub as well. This local-favorite restaurant is rated an average of 4.5 out of 5 stars by 2,968 customers.

If you feel like having something else, you could also book a table at Trattoria da Me. Trattoria da Me is another of the most popular places to eat in Cascine Vecchie. This restaurant has an average rating of 4.5 out of 5 stars from 2,763 customers.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the hamlet.

If you would like to celebrate your vacation with a drink, we recommend going to a place like Va Mo Là. Va Mo Là is rated an average of 4.3 out of 5 stars by 2,876 customers and is one of the best bars you can visit tonight.

Another lively bar worth checking out tonight is Ca' Pelletti - Altabella. This is the perfect place to enjoy a couple of drinks if you want to continue your celebrations. The average rating of 4.3 out of 5 stars by 2,464 customers gives you an idea of what to expect from this bar.

Alternatively, head to Cantina Bentivoglio. This popular bar will bring up your mood and give you a good ending to your night. Cantina Bentivoglio is rated an average of 4.4 out of 5 stars by 2,094 customers.

Raise your glass in celebration and anticipation of your memorable and relaxing road trip adventure through Italy!

Day 3 of your unhurried and relaxed road trip through Italy serves as your introduction to Bologna. This is your chance to experience the very best of the city and appreciate Italy and its distinct culture and people.

Upon arriving in Bologna, you can check in at the accommodation of your choice for a quick break. This 4-star hotel has an average rating of 4.2 out of 5 stars from 3,413 former guests.

You’ll enjoy restful days and nights at the 4-star The Sydney Hotel. With an average rating of 4.1 out of 5 stars from 7,927 guests, The Sydney Hotel is the best luxury hotel option we recommend while in the city.

The 3-star Hotel Liberty 1904 offers comfort at an affordable price, perfect for practical travelers. Hotel Liberty 1904 is a top-rated budget hotel in Bologna with an average rating of 4 out of 5 stars from 3,455 guests.

These recommendations are among the most popular places to stay in Bologna. If any of these options are not available during your stay in the city, we’ll provide you with the best alternatives. Our flexible booking system will automatically offer you a selection of accommodations that fit your budget and needs.

You'll enjoy easy access to the most remarkable sights in Bologna, allowing you to explore the city at a relaxed pace. For example, you can take in the unique atmosphere of the city from the outstanding Palazzo Re Enzo. This palazzo and attraction is one of the top travel destinations in Bologna. The fascinating Palazzo Re Enzo has an average rating of 4.6 out of 5 stars from 2,072 travelers.

Bologna is also home to the captivating Fountain of Neptune, Bologna, a local fountain and another popular attraction in the city. About 3,952 visitors have rated this incredible site with 4.7 out of 5 stars.

The extraordinary Piazza Maggiore is another unforgettable place you can visit on your easy and relaxed road trip across Italy. Rated an average of 4.7 out of 5 stars by 64,523 travelers, Piazza Maggiore proves to be one of the top sights in the area.

You’ll enjoy the time you’ll spend at the incredible Bologna Cathedral. A trip to this wonderful site will inspire you. Visitors have rated their experience at this amazing catholic cathedral and attraction an average of 4.6 out of 5 stars in 3,852 reviews.

When you’re in the mood to experience something amazing, we recommend you visit the fantastic Palazzo Pallavicini. Every year, travelers gather around this fascinating museum and sightseeing spot to appreciate its unique features. Around 2,173 visitors have rated the famous Palazzo Pallavicini an average of 4.5 out of 5 stars.

Tours often allow you to see beyond what books and social media feature about Bologna, its culture, and people. So for a more meaningful travel experience in the city, we recommend you join one of the most popular tours available on this day of your relaxed road trip across Italy.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. After a day of appreciating the best places to visit in Bologna, explore the city like a local by trying out the best restaurants in the area.

Ranking high on our list of the best restaurants in Bologna is Donatello. With an average rating of 4.5 out of 5 stars from 2,700 customers, you really have to try the savory dishes of this excellent restaurant.

Locals love Trattoria dal Biassanot for its delicious meals, and we recommend you visit the restaurant at least once during your stay in Bologna. This restaurant is rated an average of 4.4 out of 5 stars by 2,616 customers.

Another alternative is Trattoria di Via Serra. This restaurant serves a variety of comforting food and drinks and has an average rating of 4.6 out of 5 stars from 1,547 customers.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Bologna. At BrewDog Bar Bologna, you can enjoy a mix of fun and relaxation. This bar is rated an average of 4.5 out of 5 stars by 1,504 customers.

Alternatively, unwind and relive your best memories of this day of your relaxed road trip at Corner Bar, another popular bar in the city. Customers have rated this fantastic bar an average of 4.5 out of 5 stars in 934 reviews.

Macondo - Cocktail Bar is also one of the best places in Bologna where you can let loose and enjoy some celebratory drinks. This bar has an average rating of 4.3 out of 5 stars from 808 customers.

Sleep comfortably and prepare for another day of your laid-back adventure in Italy!

On day 4 of your relaxed road trip across Italy, you'll explore the best attractions in Bologna at your own pace and immerse in the city's unique local culture. Today's laid-back tour features some of the best restaurants and bars in Bologna, where you can sample some delicious local food.

The accommodation you’ll be staying at for another 2 nights will be conveniently located close to several attractions, like the famous Porta Castiglione. This incredible city gate has an average rating of 4.4 out of 5 stars from 1,086 travelers.

Make the most of your slow-paced travel adventure in Italy by seeing another popular site in Bologna, the wonderful Basilica of San Domenico. This church is rated an average of 4.4 out of 5 stars by 1,086 travelers.

You can then move on to the incredible Two Towers. This tower has received an average rating of 4.7 out of 5 stars by 25,975 visitors.

Another stop you might want to add to your self-drive itinerary is the remarkable Piazza Santo Stefano. This square is sought after by many travelers from around the world. The popular attraction has received 4.8 out of 5 stars from 7,617 visitors.

If you want to discover more, consider stopping by the famous Porta Maggiore. This amazing site is a wonderful landmark with more than 1,462 wanderlust-filled travelers rating it an average of 4.4 out of 5 stars.

Get a dose of thrill, excitement, and inspiration on day 4 of your unhurried and relaxed road trip in Italy. Check out the tours and tickets you can add to your Bologna itinerary and feel all the emotions in this wonderful city. Add a highly recommended tour to your vacation package now and make this refreshing new day of your self-drive through Italy extra special!

After a long day exploring the popular attractions in the city, it’s time to sample the different kinds of mouthwatering foods served at the best restaurants in Bologna. One of our top recommendations includes a selection of delicious meals on its menu, Trattoria del Tempo Buono. This place is a local favorite and has an average rating of 4.6 out of 5 stars by 1,531 customers.

You may also try the variety of dishes served at Naama Cafè, which is an excellent choice if you want a nice place to eat near your accommodation. Naama Cafè is rated 4.5 stars out of 5 by 1,538 customers.

You can also eat at the highly recommended Ristorante da Nello al Montegrappa. This amazing restaurant has an average rating of 4.4 out of 5 stars by 1,633 food lovers.

After finishing your meal, it’s time to experience the amazing nightlife in Bologna and unwind at the coolest bars in the city. Drink the night away and celebrate this day of your relaxed road trip at the popular Ristorante Enoteca da Lucia. This vibrant bar is rated 4.5 out of 5 stars by 582 customers.

If you want to try a different bar, check out the popular Osteria del Sole. Rated 4.6 out of 5 stars by 1,643 customers, this bar is a great place to try some excellent liquor.

Another recommendation you shouldn’t miss is Bar Senza Nome. Drink up and relax in this amazing bar that serves different kinds of alcoholic beverages and cocktail drinks. Bar Senza Nome has an average rating of 4.5 out of 5 stars by 1,552 bar goers.

Enjoy the rest of day 4 of your relaxed road trip across Italy, and prepare for another day of unhurried adventure!

Day 5 of your comfortable self-drive tour across Italy gives you another chance to explore the magnificent city of Bologna and visit more of its attractions.

Bologna has plenty of activities and sights, so you won’t be short of things to do during your laid-back and relaxed road trip in Italy. Fortunately, your accommodation, where you’ll be staying for 1 night more is conveniently located near several of the city’s best attractions.

One of the best stops on your hassle-free journey is the popular La Piccola Venezia, one of the top attractions in the city. In fact, the incredible La Piccola Venezia has a rating of 4.2 out of 5 stars from 1,491 visitors.

You could also spend some time relaxing at the amazing Pinacoteca Nazionale di Bologna. This city feature got an average score of 4.5 out of 5 stars from its 2,400 guests. Every year, around 15,573 visitors spend time marveling at this amazing art museum.

Another place of interest in the city of Bologna is the notable Villa Ghigi. The popular Villa Ghigi is a highlight of many travel packages in Bologna. As a matter of fact, this remarkable park has a rating of 4.7 out of 5 stars from around 2,035 travelers.

Aside from the above-mentioned attractions in Bologna, you also have the opportunity to stop by the marvelous Arco del Meloncello. Take your time exploring this wonderful arch and one of the city’s most notable places. This magnificent site has a rating of 4.6 stars out of 5 from 3,755 visitors.

If you’re keen to explore more, head to the outstanding Ducati Museum. It’s one of the most visited places in Bologna as around 7,600 people visit this spot every year. With a rating of 4.5 out of 5 stars from 4,028 travelers, a trip to the spectacular Ducati Museum is something to look forward to in Bologna.

Get a more in-depth understanding of Bologna by checking out the amazing selection of tours and excursions you can add to your relaxed road trip itinerary. Explore more of the city’s wonders, create memorable experiences, and join laid-back to challenging activities. You’ll be happy to learn that there are plenty of top-rated tours and activities in Bologna.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Bologna, while looking for a place to eat. Or, check out our top recommendations below and treat yourself to a nice meal.

Ristorante I Portici is one of the top restaurants in the city. This Bologna-based food place has an average rating of 4.3 out of 5 stars from 1,677 guests.

If you’re looking for another option near your accommodation, L'Arcimboldo is also one of the best restaurants you can try in the city. L'Arcimboldo proved an excellent choice for around 1,070 visitors, who gave the restaurant an average rating of 4.6 out of 5 stars.

Another local favorite in Bologna is Ristorante San Pietro, which has an average score of 4.5 out of 5 stars based on 1,152 individuals’ reviews.

After your meal, consider getting a drink at one of the top bars in Bologna, Bar Freud e Squisito. This bar enjoys an average rating of 4.1 over 5 stars given by 1,703 customers.

Another drinking place in the city we recommend you try out is Kinotto Bar. Check out its selection of liquors, and learn why it has been rated 4.4 over 5 stars by 960 customers.

If you prefer another place to unwind, Bar Maurizio may be a more excellent choice for you. This bar offers a variety of drinks you can choose from. Around 581 customers have rated it an average of 4.4 out of 5 stars.

Toast to an amazing time in Bologna and end day 5 of your slow-paced and relaxed road trip in Italy on a great note!

Day 6 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience two places in one day. You will start your day by exploring some of the best sights in the city of Lucca. By the end of the day, you’ll drive in the direction of the city of Pisa, where you’ll stay at a top-rated hotel of your choice for 1 night.

When you’re ready to head to your first attraction of the day, the wonderful Piazza dell'Anfiteatro is waiting for you. This square has been rated an average of 4.6 out of 5 stars by 24,190 visitors.

The next stop on your road trip vacation is Guinigi Tower. This unique tour is a highly recommended place to visit, rated an average of 4.6 out of 5 stars by 8,656 visitors.

Don’t forget to make a stop at the incredible Piazza Napoleone. With an average rating of 4.4 out of 5 stars from 10,756 visitors, this square is one of the top sights to visit in the area.

Another unforgettable travel destination is the outstanding St Martin Cathedral. This popular church and attraction has an average rating of 4.6 out of 5 stars by 9,163 people.

Make the most of your relaxed road trip vacation by joining activities and tours that let you discover what else Lucca has in store for you. There are many top-rated experiences you can include in your travel plan to add flavor to your relaxed road trip in Italy. Browse all of your options and reserve your slot before our favorites get fully booked.

Turn on some soothing tunes in the car because it’s now time to drive to the city of Pisa. In Pisa, you can choose among the best hotels and places to rest and recharge to complement your relaxed road trip experience in Italy.

After a long day of driving and exploring along your relaxed road trip route, sitting down for a well-cooked restaurant meal in Scarperia is an excellent idea.

A popular restaurant we recommend you try is Ristorante Capodimonte Pisa, one of the best restaurants in Scarperia. With a lovely menu and an average rating of 4.4 out of 5 stars from 1,236 customers, you can’t go wrong with choosing Ristorante Capodimonte Pisa.

Locals also recommend Restaurant -Pizzeria Il Mio Capriccio as one of the top restaurants in the area. So if you’re feeling hungry, don’t forget to check out the menu at Restaurant -Pizzeria Il Mio Capriccio as well. This local-favorite restaurant is rated an average of 4.4 out of 5 stars by 1,225 customers.

If you feel like having something else, you could also book a table at Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. Is another of the most popular places to eat in Scarperia. This restaurant has an average rating of 4.4 out of 5 stars from 1,204 customers.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

If you would like to celebrate your vacation with a drink, we recommend going to a place like Gusto Giusto Pisa. Gusto Giusto Pisa is rated an average of 4.6 out of 5 stars by 660 customers and is one of the best bars you can visit tonight.

Another lively bar worth checking out tonight is Ristorante Enoteca Il Toscano. This is the perfect place to enjoy a couple of drinks if you want to continue your celebrations. The average rating of 4 out of 5 stars by 1,121 customers gives you an idea of what to expect from this bar.

Alternatively, head to Barrique Cocktail And Bistrot. This popular bar will bring up your mood and give you a good ending to your night. Barrique Cocktail And Bistrot is rated an average of 4.5 out of 5 stars by 305 customers.

Raise your glass in celebration and anticipation of your memorable and relaxing road trip adventure through Italy!

Day 7 of your relaxed road trip in Italy is your departure day. If you have a flight to catch, you’ll drop off your rental car well in advance before your departure. Choose a late flight to enjoy a stress-free last day in Pisa.

Depending on when you need to leave, you might be able to fit in some sightseeing or shopping. Embrace the beauty of Pisa once more and find some souvenirs to help you remember your time in the city. To end your relaxing road trip in Italy on top, we recommend visiting some of the following attractions.

“Tuttomondo” (Keith Haring) is an extraordinary attraction that is perfect for your last day in Pisa. This top sight is a popular must-see tourist destination, rated an average of 4.6 out of 5 stars by 1,937 visitors.

Unwind and look back at the past 7 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.

Check out the menu at Osteria In Domo. Dining at Osteria In Domo is one of the best food experiences you can have in Pisa. This popular restaurant is rated an average of 4.3 out of 5 stars by 1,272 customers.

Another top recommendation in Pisa is Il Peperoncino. If you go to Il Peperoncino, you can expect delicious food, a nice ambiance, and great service. This restaurant has an average rating of 4.6 out of 5 stars by 961 customers.

Alternatively, you could also go to a place like Osteria dei Cavalieri. If you haven’t yet, a trip to Osteria dei Cavalieri is your opportunity to have a lovely meal before leaving the city. This restaurant is rated an average of 4.5 out of 5 stars by 1,007 customers.

Give yourself enough time to wave goodbye to Pisa and begin your journey home. The unforgettable experiences you’ve collected along your 7-day relaxed road trip in Italy is a story you will tell for the rest of your life.