11-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling south to Siena, Rome, and Florence

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Escape the ordinary with this exciting 11-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 nights in Pisa, 1 night in Siena, 5 nights in Rome, and 2 nights in Florence. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.

Upon arriving in Pisa, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Pantheon, learn more about the unique Piazza Navona, and immerse yourself in the vibrant atmosphere of St. Peter's Basilica.

As you hit the open road and drive through Pisa, Siena, Rome, Orvieto, and Florence, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.

Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!

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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Knights' Square
Leaning Tower of PisaAngelo CadutoPisa CathedralPiazza del Duomo, PisaBattistero di San Giovanni
piazza del CampoSiena CathedralBasilica of San DomenicoFortezza Medicea
Vatican MuseumsSaint Peter's SquareSistine ChapelSt Peter's Basilica
Piazza NavonaPantheonTrevi FountainPiazza di SpagnaSpanish Steps
Roman ForumColosseumBasilica di Santa Maria Maggiorepiazza del PopoloVilla Borghese

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Day 1

Day 1

  • Pisa - Arrival day
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  • Knights' Square
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Say hello to Pisa! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Pisa for 1 night before you continue your adventure!

Pisa is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Knights' Square or taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Pisa. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Pisa, it's often a good idea to reserve a table in advance.

Treat yourself to a delicious dinner at Anima di Grano Pizzeria Napoletana Pisa Italy, an excellent option for tonight's dining. Looking for something different? il Mercante offers a tantalizing alternative with its diverse menu. And don’t miss La Ghiotteria. With its reputation for pleasing customers, it’s a fantastic choice 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 11-day road trip in Italy!

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Day 2

Day 2

  • Pisa
  • Siena
  • More

Drive 125 km, 2 hours 8 min

  • Leaning Tower of Pisa
  • Angelo Caduto
  • Pisa Cathedral
  • Piazza del Duomo, Pisa
  • Battistero di San Giovanni
  • More

Dive into day 2 of your remarkable road trip in Italy. Today you will explore Pisa, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Siena. You’ll stay here for 1 night.

Get ready for a day filled with family-friendly attractions, breathtaking views, and picturesque spots in the charming city of Pisa. Your adventure starts at Leaning Tower Of Pisa, an iconic local hot spot. Another notable attraction to explore is Angelo Caduto. This up-and-coming point of interest is known for its masterful appeal.

After soaking in the highlights of these sights, take some time to wander Pisa's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Pisa Cathedral. This UNESCO world heritage-listed church offers a fascinating experience that many visitors find memorable. Piazza Del Duomo, Pisa is also worth visiting, along with Battistero Di San Giovanni. These standout landmarks offer unique experiences that add to the day’s enjoyment.

At the end of the day, you will drive to Siena, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

As dinnertime approaches, it's time to head out for a bite to eat in Siena. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Treat yourself to a delicious dinner at Enoteca I Terzi, an excellent option for tonight's dining. Looking for something different? Ristorante Tar-Tufo offers a tantalizing alternative with its diverse menu. And don’t miss Antica Trattoria Papei. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.

Unwind after your meal by stepping into Meet Life Cafè. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Maudit Pub offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Impero Siena, another top-rated bar in the area.

Raise your glass and celebrate another amazing day of your road trip in Italy!

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Day 3

Day 3

  • Siena
  • Rome
  • More

Drive 244 km, 3 hours 19 min

  • piazza del Campo
  • Siena Cathedral
  • Basilica of San Domenico
  • Fortezza Medicea
  • More

Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Siena. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rome, which will be your home away from home for 5 nights.

Today’s itinerary in Siena covers several incredible sights, including a public square, a church, and a monument. Start your adventure at Piazza Del Campo. This astonishing public square is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the visually striking wonders of Siena Cathedral, a must-see church in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Basilica Of San Domenico. This often recommended church offers an enriching experience. For a change of pace, head to Fortezza Medicea (siena), where you can take in its picture-perfect features.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Rome. Rome offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

As you explore more of Rome, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Prepare for an extraordinary culinary adventure in Rome by booking a table at La Pergola, a 3-star Michelin restaurant that boasts an exceptional mediterranean and contemporary menu. For a different flavor experience, head to Il Pagliaccio, renowned for its delectable creative and innovative dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Enoteca La Torre, a local gem known for its delightful mediterranean and creative cuisine in Rome. Nestled in the city's heart, this 2-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

After enjoying a fulfilling meal, continue your evening at La Botticella Of Poggi Giovanni, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Almalu Trastevere offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Viminale Di Pepi Maurilio provides an excellent environment for a relaxed and enjoyable evening.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.

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Day 4

Day 4

  • Rome
  • More

Drive 10 km, 55 min

  • Vatican Museums
  • Saint Peter's Square
  • Sistine Chapel
  • St Peter's Basilica
  • More

On day 4 of your road trip, you’ll start and end your day in Rome, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Vatican City. You still have 4 nights left in Rome.

Enjoy the perfect balance of relaxation and exploration in Vatican City today.

Throughout the day, make sure to take breaks to appreciate the surroundings.

As you’ve unraveled the marvels of Rome, it’s time to gear up for the next part of your road trip adventure. Set course for Vatican City! Under favorable conditions, your drive to Vatican City may take around 12 min. Upon your arrival in Vatican City, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Your self-guided tour starts at Vatican Museums, a wondrous art museum that is sure to impress. Take in the surroundings and enjoy the freedom of exploring before you continue your journey. When you’re ready, continue to Sistine Chapel, an astonishing chapel beloved by locals and tourists alike. Don't miss out on St. Peter's Basilica, another highlight of the area that promises a memorable visit.

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

As dinnertime approaches, it's time to head out for a bite to eat in Rome. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Enjoy a delicious meal at RomAntica, a highly-rated dining destination in Rome. If you're eager to try something different, consider Coso Ristorante, another top spot with a tantalizing menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.

Continue your lively evening at Sant' Eustachio Caffè, a perfect place for winding down or revving up the night, depending on which mood you’re in. Yellowsquare Rome is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffè Portofino ensures a night out tailored to your taste.

Get a good night's sleep and look forward to another great day on the road in Italy!

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Day 5

Day 5

  • Rome
  • More

Drive 11 km, 58 min

  • Piazza Navona
  • Pantheon
  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • More

Day 5 offers a multitude of experiences. You will stay in Rome for 3 nights more, offering you enough time to explore at a relaxed pace.

A blend of fun adventures, romantic experiences, and breathtaking views await you in Rome on today’s itinerary. First up is the timeless public square, Piazza Navona. It's a standout spot that offers a memorable visit. Afterward, continue to Pantheon. A visit to this monument is an enriching experience for all.

As you explore Rome’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Trevi Fountain. This wondrous monument is an essential stop that should not be missed. Following that, head to Piazza Di Spagna, another must-visit site that will enhance your experience. Lastly, visit Spanish Steps and learn why this public square is renowned as one of the city's most top-rated attractions.

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

As you explore more of Rome, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Make sure to reserve a table at Hotel de Russie, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Taverna Italiana, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of The Parrot Bar, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After your delicious meal, get a taste of the vibrant nightlife with a visit to The Apartment Bar Roma, known for its inviting atmosphere. Hotel Hassler Roma is another great option if you’re looking for a place to get the night started.

Savor another day of unforgettable experiences in Italy!

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Day 6

Day 6

  • Rome
  • More

Drive 13 km, 1 hour 23 min

  • Roman Forum
  • Colosseum
  • Basilica di Santa Maria Maggiore
  • piazza del Popolo
  • Villa Borghese
  • More

Day 6 of your road trip will take you to the best attractions Rome has to offer. Cherish the 2 nights you have left in Rome by discovering the best things there are to see and do in the city.

Today’s route brings family-friendly attractions, scenic views, and photo-friendly spots. The first attraction of today is Roman Forum. This timeless archeological site is a historic place to see in Rome. Continue your discovery at Colosseum, a breathtaking archeological site with stories to tell.

As you stroll around Rome, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Basilica Di Santa Maria Maggiore. This captivating church offers an UNESCO world heritage-listed encounter with Rome. Piazza Del Popolo is the last of our recommendations for today. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Rome.

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

As dinnertime approaches, it's time to head out for a bite to eat in Rome. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Treat yourself to a delightful dinner at Sofitel Roma Villa Borghese, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Centro? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante Tema as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

Say good night to Rome and look forward to another great day of your road trip in Italy!

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Day 7

Day 7

  • Rome
  • More

Drive 9 km, 1 hour 5 min

  • Circus Maximus
  • Altare della Patria
  • largo di Torre Argentina
  • Campo de' Fiori
  • Castel Sant'Angelo
  • More

On day 7 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 1 night and discover all the best things to see and do in the area.

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most captivating attractions included on the itinerary is Circus Maximus. This instagrammable archeological site will help you start your sightseeing on top. Then, take a leisurely stroll to Altare Della Patria and learn what makes this picture-perfect monument unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the popular Largo Di Torre Argentina. After exploring the archeological site, head to Campo De' Fiori. This famous public square is a highlight in Rome. Lastly, don’t forget to check out the spectacular Castel Sant'angelo. Enjoy exploring this incredible castle at your own pace.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Make sure to reserve a table at Ristorante Va. Do. , an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Giulia Restaurant, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of L'Archeologia, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 8

Day 8

  • Rome
  • Orvieto
  • Florence
  • More

Drive 290 km, 3 hours 58 min

  • Well of St Patrick
  • Orvieto subterranea
  • Orvieto Cathedral
  • Pozzo della Cava
  • More

On day 8 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Orvieto. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

Continue your road trip and head to your next destination, Orvieto. This car ride takes around 1 hour 35 min.

Savor the rest of your day by heading to Well Of St. Patrick, an interesting monument that draws visitors from near and far.

When you’re ready to jump back into the car and say goodbye to Rome, you’ll hit the road in the direction of Orvieto. This drive usually takes around 1 hour 35 min. When you arrive, enjoy some sightseeing.

Savor the rest of your day by heading to Orvieto Underground, a curiosity-inducing cave system that draws visitors from near and far. When you're done, continue on to Orvieto Cathedral, where you can soak in the romantic surroundings. Next, explore Pozzo Della Cava, yet another curiosity-inducing place to see in the area.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and spend some time relaxing before you head out to tour the city.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Experience a harmony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Known for its 3-star Michelin status, Enoteca Pinchiorri offers a delightful variety of dishes highlighting its delicious italian contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Santa Elisabetta, a highly recommended restaurant known for its enticing creative and mediterranean cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Gucci Osteria da Massimo Bottura, a highly acclaimed restaurant celebrated for its exceptional italian contemporary and international menu.

If you’re not ready to end the night just yet, Manifattura offers a perfect venue to relax and savor a drink. Similarly, Se·sto On Arno Rooftop Bar is well-suited for those looking to unwind in a social setting. Il Vinile is another excellent spot to enjoy a nightcap after a delightful meal.

Savor another day of unforgettable experiences in Italy!

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Day 9

Day 9

  • Florence
  • More

Drive 7 km, 52 min

  • Ponte Vecchio
  • Uffizi Gallery
  • piazza della Signoria
  • Basilica of Santa Croce in Florence
  • piazzale Michelangelo
  • More

Day 9 of your road trip across Italy promises a magnificent time exploring Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and breathtaking views. Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Ponte Vecchio is the first of them. Spend some time admiring this respected historical landmark before continuing your journey. Uffizi Gallery is your next stop. This astonishing art gallery is one of the best-rated sights in Florence.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Piazza Della Signoria. This visually striking public square is a sight to behold. To round off your sightseeing experience, visit Basilica Of Santa Croce In Florence and Piazzale Michelangelo.

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

Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.

Enjoy a lovely dining experience at Ditta Artigianale, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Trattoria Da Burde, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Casa Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.

Let the evening flow smoothly from dinner to drinks at Bar 50 Rosso, a top-rated bar in the area. For other recommendations, Bitter Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Archea Brewery offers a memorable night with diverse drink options and excellent service.

Raise your glass to another unforgettable day in Italy!

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Day 10

Day 10

  • Florence
  • Pisa
  • More

Drive 83 km, 1 hour 38 min

  • Cathedral of Santa Maria del Fiore
  • Galleria dell'Accademia
  • Central Market
  • Basilica of Santa Maria Novella
  • More

On day 10 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Florence. When you’re not sightseeing, take time to relax at your selected hotel in Pisa, where you’ll be staying for 1 night.

Start by visiting Cathedral Of Santa Maria Del Fiore, a prime spot to begin your journey. This symbolic church is sure to impress. Next on your list is Galleria Dell'accademia, another must-visit landmark and popular art gallery renowned for its heritage-rich features.

While exploring and sightseeing, take time to savor the ambiance of Florence by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to Central Market. This photogenic food market is a remarkable attraction that offers a unique experience. Basilica Di Santa Maria Novella, Firenze (fi) also adds charm to your journey.

At the end of the day, you will drive to Pisa, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

Indulge in a memorable dining experience at one of Pisa's most popular restaurants, and connect with friendly locals for an authentic adventure.

Enjoy a lovely dining experience at Ristorante Capodimonte Pisa, a popular restaurant in Pisa. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Pisa at La Locanda Dei Pisani Doc Pisa, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Baribaldi Pisa. It’s yet another ideal choice to enhance your time in Pisa tonight.

Round off your dining experience by visiting Bar Mocambo, a prime location for a drink. Alternatively, explore the distinctive characteristics of Tree, a bar catering to every mood and preference. Chupiteria likewise offers a unique atmosphere, perfect for a memorable night out.

Say good night to Pisa and look forward to another great day of your road trip in Italy!

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Day 11

Day 11

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

Day 11 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Pisa before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

On your last day in Italy, take time to indulge in shopping at Pisa’s popular marketplace. Look for keepsakes or souvenirs to remind you of your trip.

Bring your curiosity for today’s adventure around Pisa. Some of the city’s most loved attractions await. Logge Dei Banchi is the perfect place to start. This public square is one of the most curiosity-inducing places to visit in Pisa.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Pisa.

If you're in the mood to try something new, consider Ristorante alle Bandierine, another top spot with a mouthwatering menu.

You’ll then say farewell to Pisa. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!

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