10-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 10-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, 4 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, 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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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 just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.
As afternoon approaches, head to your chosen hotel in Pisa. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.
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.
Make sure to reserve a table at Anima di Grano Pizzeria Napoletana Pisa Italy, an iconic dining spot in Pisa. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of il Mercante, a popular restaurant in Pisa. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of La Ghiotteria, a hidden gem nestled in Pisa. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Keep the excitement of the evening going by visiting a bar or two. Jeffer Cocktails & Friends is an excellent place to start. You could also check out Le Parisien Wine Bar, offering a different kind of charm. A last recommendation for the day is Las Volta Cocktailbar. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
Raise a toast to the start of your 10-day road trip in Italy!
Day 2
- Pisa
- Siena
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Drive 129 km, 2 hours 9 min
- Leaning Tower of Pisa
- Angelo Caduto
- Pisa Cathedral
- Piazza del Duomo, Pisa
- Campo santo
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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.
Set out on a day brimming with family-friendly attractions, breathtaking views, and picturesque spots. Start at the world-famous Leaning Tower Of Pisa, an UNESCO world heritage-listed monument in Pisa. Next, go to Angelo Caduto.
After visiting Leaning Tower Of Pisa and Angelo Caduto, have a stroll along Pisa's streets and take in the local charm. Continue your sightseeing by heading to Pisa Cathedral. This stunning church offers a unique experience. Piazza Del Duomo, Pisa is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Campo Santo, one of the most noteworthy places to visit in Pisa.
When you’re done exploring for the day, you’ll drive to your hotel in Siena. Check in and spend some time relaxing before you head out to tour the city.
Indulge in a memorable dining experience at one of Siena's most popular restaurants, and connect with friendly locals for an authentic adventure.
Treat yourself to a wonderful meal at Enoteca I Terzi, a top-rated dining spot in Siena. If you're in the mood for something new, try Ristorante Tar-Tufo, another premier location with a delectable menu. You might also want to book a table at Antica Trattoria Papei. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Siena.
After your meal, keep the night alive at a bar like Meet Life Cafè, known for its lively atmosphere. Maudit Pub is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Impero Siena offers an excellent atmosphere for those looking to amp up the evening.
Relax and recharge in preparation for another adventurous day in Italy!
Day 3
- Siena
- Rome
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Drive 241 km, 3 hours 23 min
- Sistine Chapel
- St Peter's Basilica
- Saint Peter's Square
- Vatican Museums
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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 Vatican City. 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 4 nights.
When you’re ready, kick off your sightseeing adventure at Sistine Chapel. This widely recognized chapel is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is St. Peter's Basilica, one of the city’s best highlights.
Next, check out Saint Peter's Square, one of the most popular places to see in Siena. This square is a favorite among locals and travelers alike.
At the end of the day, you will drive to Rome, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
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.
Dive into a culinary adventure like no other in Rome by booking a table at La Pergola. This popular restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean and contemporary cuisine. For another culinary dining option, venture to Il Pagliaccio, celebrated for its delectable creative and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Enoteca La Torre, a top local restaurant known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it promises an exceptional dining experience not to be missed.
If you’re not ready to end the night just yet, La Botticella Of Poggi Giovanni offers a perfect venue to relax and savor a drink. Similarly, Almalu Trastevere is well-suited for those looking to unwind in a social setting. Bar Viminale Di Pepi Maurilio is another excellent spot to enjoy a nightcap after a delightful meal.
Celebrate another amazing day of your road trip adventure in Italy!
Day 4
- Rome
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Drive 7 km, 58 min
- Altare della Patria
- Roman Forum
- Colosseum
- Basilica di Santa Maria Maggiore
- Monti
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Day 4 of your road trip across Italy promises a magnificent time exploring Rome. You have 3 nights left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.
One of the most iconic places you can visit today in Rome is Monti. Allow yourself some time to explore this neighborhood and discover its unique quirks. You'll also find many of the best sightseeing spots nearby.
Discover a day packed with fun adventures, breathtaking views, and picturesque spots in Rome. Begin your sightseeing with Altare Della Patria. This well-known monument is one of the top attractions in the city. Proceed to Roman Forum, another must-visit attraction.
As you wander through the inviting streets of Rome, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Colosseum. This globally renowned archeological site is a traveler-favorite. Not far away, you’ll find Basilica Di Santa Maria Maggiore, another key site on your sightseeing itinerary.
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.
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.
Unwind after your meal by stepping into Sant' Eustachio Caffè. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Yellowsquare Rome offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Caffè Portofino, another top-rated bar in the area.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 5
- Rome
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Drive 9 km, 53 min
- Circus Maximus
- Campo de' Fiori
- Piazza Navona
- Castel Sant'Angelo
- Trastevere
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Day 5 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.
Trastevere is a neighborhood that stands out as one of the must-see places in Rome. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away.
Bring your curiosity for today’s adventure around Rome. Some of the city’s most loved attractions await! Circus Maximus is the perfect place to start. This archeological site is one of the most well-known places to visit in Rome. Next, head to Campo De' Fiori, a widely recognized public square, known for its picture-perfect features.
In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Piazza Navona. This visually striking public square is a highly recommended experience. Nearby, you'll also find Castel Sant'angelo. Visit these for an interesting touch to your journey.
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.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Enjoy a delicious meal at Hotel de Russie, a top-rated dining destination in Rome. If you're in the mood to try something new, consider La Taverna Italiana, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.
Cap off your dinner by heading to The Apartment Bar Roma, ideal for a leisurely evening with a drink in hand. Hotel Hassler Roma is another bar that offers an enjoyable setting.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 6
- Rome
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Drive 8 km, 55 min
- Piazza di Spagna
- Spanish Steps
- Passeggiata del Pincio
- Villa Borghese
- Via dei Condotti
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Day 6 offers a multitude of experiences. You will stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.
A top thing to do today is to explore Via dei Condotti, a must-see street in Rome. It's the perfect starting point for touring the top attractions in the area.
Brace yourself for today’s incredible lineup of attractions in Rome, featuring family-friendly attractions, romantic experiences, and breathtaking views. Start at Piazza Di Spagna, a timeless public square in the city. Then, head to Spanish Steps and soak in the ambiance of this grand public square.
There are many interesting places to see in Rome, and when you are ready for more, go to Passeggiata Del Pincio. This is one of the city’s most well-known romantic spots of interest. After exploring the park, visit the impressive Villa Borghese.
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.
Have a fantastic dining experience at Sofitel Roma Villa Borghese, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Centro offers an enticing alternative with its varied menu. Additionally, Ristorante Tema is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.
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.
Day 7
- Rome
- Florence
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Drive 278 km, 3 hours 41 min
- largo di Torre Argentina
- Pantheon
- Trevi Fountain
- piazza del Popolo
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On day 7 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 Rome. In the evening, you’ll end up in Florence, where you will stay for 2 nights.
Today’s route brings fun adventures, picturesque spots, and history-rich sites. The first attraction of today is Largo Di Torre Argentina. This interesting archeological site is a photogenic place to see in Rome. Continue your discovery at Pantheon, a culturally significant monument 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 Trevi Fountain. This iconic monument offers a grand encounter with Rome. Next, make your way to Piazza Del Popolo to add another highlight to your day. 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.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Florence. Florence offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Set out on a gastronomic journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of italian contemporary cuisine. For a different taste, head over to Santa Elisabetta, renowned for its delectable creative and mediterranean dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Gucci Osteria da Massimo Bottura, a highly rated local gem known for its exquisite italian contemporary and international menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.
Continue the enjoyment post-dinner at Manifattura, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Se·sto On Arno Rooftop Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Il Vinile. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.
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.
Day 8
- Florence
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Drive 1 km, 25 min
- Basilica of Santa Croce in Florence
- piazza della Signoria
- Uffizi Gallery
- Ponte Vecchio
- Oltrarno
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On day 8 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 1 night and discover all the best things to see and do in the area.
At the top of the list of things to do today is to explore Oltrarno, a neighborhood that captures the true essence of Florence. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.
Florence is home to plenty of attractions that offer family-friendly attractions, picturesque spots, and history-rich sites! Start at Basilica Of Santa Croce In Florence, a popular church that is worthwhile a visit in the city. Nearby, you’ll find Piazza Della Signoria, enchanting visitors with its noteworthy appeal. Continue your exploration at Uffizi Gallery. This art gallery is one of the city’s most famous spots.
Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Ponte Vecchio.
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 Florence. 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.
Don’t miss out on dining at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.
If you’re not ready to end the night just yet, Bar 50 Rosso offers a perfect venue to relax and savor a drink. Similarly, Bitter Bar is well-suited for those looking to unwind in a social setting. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.
Savor another day of unforgettable experiences in Italy!
Day 9
- Florence
- Pisa
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Drive 91 km, 1 hour 50 min
- Cathedral of Santa Maria del Fiore
- Central Market
- Galleria dell'Accademia
- David
- piazzale Michelangelo
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Experience an unparalleled adventure on day 9 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Pisa. You will spend 1 night here for some well-deserved relaxation.
Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await! Cathedral Of Santa Maria Del Fiore is the perfect place to start. This church is one of the most astonishing places to visit in Florence. Next, head to Central Market, an interesting food market, known for its photogenic features.
In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Galleria Dell'accademia. This standout art gallery is a highly recommended experience. Nearby, you'll also find David and Piazzale Michelangelo. Visit these for an interesting touch to your journey.
When you’re done exploring for the day, you’ll drive to your hotel in Pisa. Check in and spend some time relaxing before you head out to tour the city.
After a day of adventure, treat yourself to an exquisite dinner at one of Pisa's best restaurants.
Enjoy a delicious meal at Ristorante Capodimonte Pisa, a highly-rated dining destination in Pisa. If you're eager to try something different, consider La Locanda Dei Pisani Doc Pisa, another top spot with a tantalizing menu. You might also want to secure a reservation at Baribaldi Pisa. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Pisa this evening.
Continue your evening by exploring the vibrant nightlife scene at Bar Mocambo, a prime destination for a thrilling night out. Also, don’t forget to check out Tree, a bar that offers unique local touches. Likewise, Chupiteria provides an excellent alternative for a fun evening.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 10
- Pisa - Departure day
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- Logge dei Banchi
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Day 10 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.
If you're up for some more sightseeing, we recommend visiting Logge Dei Banchi, a standout public square before you head out.
Maximize your last day in Italy and go on a shopping spree in Pisa’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Pisa.
Dine in style at Restaurant -Pizzeria Il Mio Capriccio, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante alle Bandierine boasts a menu that's sure to impress.
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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