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

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Aerial view at tower of Pisa in Italy on a sunny day.
Tourist female in Pisa, Arno river, lamp and buildings reflection. Lungarno view.santa maria della spina
10-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling south to Siena, Rome, and Florence
10-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling south to Siena, Rome, and Florence
10-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling south to Siena, Rome, and Florence
10-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling south to Siena, Rome, and Florence
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 diverse landscapes, discover lively cities, and prepare for an unforgettable journey!

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. 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 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.

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, accommodations, 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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Driver’s age is 30 - 65
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Pick-up: 10:00
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Day1

Day 1

  • Pisa - Arrival day
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  • Knights' Square
  • More

Welcome to Pisa, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 1 night discovering what to see in Pisa before embarking on the next leg of your journey.

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. Taking a stroll in the city center is a great alternative. 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.

Dine in style at Anima di Grano Pizzeria Napoletana Pisa Italy, a top recommendation for dinner tonight. Or, for a change of pace, il Mercante boasts a menu that's sure to impress. Also, be sure to check out La Ghiotteria. Known as a local hotspot, it’s a great choice for tonight in Pisa.

Continue your lively evening at Jeffer Cocktails & Friends, a perfect place for winding down or revving up the night, depending on which mood you’re in. Le Parisien Wine Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Las Volta Cocktailbar ensures a night out tailored to your taste.

Raise a toast to the start of your 10-day road trip in Italy!

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Day2

Day 2

  • Pisa
  • Siena
  • More

Drive 129 km, 2 hours 9 min

  • Leaning Tower of Pisa
  • Angelo Caduto
  • Pisa Cathedral
  • Piazza del Duomo, Pisa
  • Campo santo
  • More

On day 2 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Pisa are on today's agenda. In the evening, you’ll end up in Siena, where you will stay for 1 night.

Check out the wondrous monument, Leaning Tower Of Pisa. Afterward, continue to Angelo Caduto, a sightseeing destination every traveler should visit. As you explore Pisa’s charming streets, take in the lively atmosphere and get to know the character of the city.

Next, make your way to Pisa Cathedral. This often recommended church is an essential stop. Following that, head to Piazza Del Duomo, Pisa, another must-visit site that will enhance your experience. Don’t forget to stop by Campo Santo, an increasingly popular cemetery in the city.

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.

After a day of adventure, treat yourself to an exquisite dinner at one of Siena's best restaurants.

Enjoy a delicious meal at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

Keep the excitement of the evening going by visiting a bar or two. Meet Life Cafè is an excellent place to start. You could also check out Maudit Pub, offering a different kind of charm. A last recommendation for the day is Bar Impero Siena. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Relax and recharge in preparation for another adventurous day in Italy!

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Day3

Day 3

  • Siena
  • Vatican City
  • Rome
  • More

Drive 241 km, 3 hours 23 min

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

Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Vatican City. At the end of the day, you will retreat to the hotel of your choice in Rome, where will spend 4 nights.

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 2 hours 40 min. Upon your arrival in Vatican City, you’ll be greeted with the opportunity to do some sightseeing and exploring.

For a more meaningful self-guided tour of the city's best attractions, visit Sistine Chapel, a top-rated chapel that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

When you’re ready, continue to Saint Peter's Square, an interesting square beloved by locals and tourists alike. Don't miss out on Vatican Museums, another highlight of the area that promises a memorable visit.

When you’re done exploring for the day, you’ll drive to your hotel in Rome. Check in and relax before you head out to tour 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 Rome, it's often a good idea to reserve a table in advance.

Experience a taste of local culinary excellence while in Rome by securing a table at La Pergola. An esteemed 3-star Michelin restaurant, it features an exceptional mediterranean and contemporary menu. For an alternative taste experience, visit Il Pagliaccio, famous for its scrumptious creative and innovative dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Enoteca La Torre, a local favorite celebrated for its exquisite mediterranean and creative cuisine in Rome. Located in the heart of the city, this 2-star Michelin restaurant is an ideal pick for mediterranean and creative cuisine lovers seeking top-notch culinary experiences.

Continue the enjoyment post-dinner at La Botticella Of Poggi Giovanni, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Almalu Trastevere offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Viminale Di Pepi Maurilio. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

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Day4

Day 4

  • Rome
  • More

Drive 7 km, 58 min

  • Altare della Patria
  • Roman Forum
  • Colosseum
  • Basilica di Santa Maria Maggiore
  • Monti
  • More

Day 4 offers an itinerary packed with the best things to see in Pisa. You’ll stay in Rome for 3 nights more, offering you enough time to explore at a relaxed pace.

Don’t miss Monti today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time to explore its best features, and enjoy the convenience of nearby top-rated landmarks.

Visiting Altare Della Patria is always a good idea. This notable monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the culturally significant wonders of Roman Forum, a must-see archeological site 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 Colosseum. This timeless archeological site offers an enriching experience. For a change of pace, head to Basilica Di Santa Maria Maggiore, where you can take in UNESCO world heritage-designated features.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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 Rome, it's often a good idea to reserve a table in advance.

Make sure to reserve a table at RomAntica, 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 Coso Ristorante, 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 DEROMA - Farine Romane, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Round off your dining experience by visiting Sant' Eustachio Caffè, a prime location for a drink. Alternatively, explore the distinctive characteristics of Yellowsquare Rome, a bar catering to every mood and preference. Caffè Portofino likewise offers a unique atmosphere, perfect for a memorable night out.

Take some time to reflect on your day and savor another beautiful night in Italy.

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Day5

Day 5

  • Rome
  • More

Drive 9 km, 53 min

  • Circus Maximus
  • Campo de' Fiori
  • Piazza Navona
  • Castel Sant'Angelo
  • Trastevere
  • More

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 the city and use the provided itinerary to discover what to see in Rome.

At the top of the list of things to do today is to explore Trastevere, a neighborhood that captures the true essence of Rome. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

Circus Maximus is perfect for a self-paced visit during the day. This culturally significant archeological site is sure to impress. Next on your list is Campo De' Fiori, another must-visit landmark and astonishing public square renowned for its eye-catching features.

While exploring and sightseeing, take time to savor the culture of Rome by sampling some local delicacies. When you’re ready for more sightseeing, head to Piazza Navona. This enchanting public square is an essential place to visit for anyone looking for the full Rome experience. We also recommend visiting Castel Sant'angelo, a widely recognized castle.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

Rome is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Rome.

Enjoy a lovely dining experience at Hotel de Russie, a popular restaurant in Rome. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rome at La Taverna Italiana, 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 The Parrot Bar. It’s yet another ideal choice to enhance your time in Rome tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at The Apartment Bar Roma, a well-loved spot among locals and tourists. Or, head to Hotel Hassler Roma. This bar boasts a welcoming environment that is perfect for winding down.

Relax and recharge in preparation for another adventurous day in Italy!

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Day6

Day 6

  • Rome
  • More

Drive 8 km, 55 min

  • Piazza di Spagna
  • Spanish Steps
  • Passeggiata del Pincio
  • Villa Borghese
  • Via dei Condotti
  • More

On day 6 of your road trip, you will have an entire day to discover what to see in Rome. You’ll stay in Rome for 1 night.

Via dei Condotti is a fantastic place you can explore today in Rome. This street is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Rome-way-of-life and visit all the nearby sights.

Enjoy all that Piazza Di Spagna has to offer. This is a wondrous public square you should not miss. Another must-see is Spanish Steps, an impressive public square in Rome.

When you’re ready for the next sight, head to Passeggiata Del Pincio. From there, take a leisurely stroll to Villa Borghese, another of the city’s widely recognized attractions.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

After a day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.

Savor the flavors at Sofitel Roma Villa Borghese, a top pick for dinner tonight. Alternatively, Centro beckons with its unique menu offerings. Also, consider Ristorante Tema. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

As the sun sets, rest up and recharge for the next leg of your road trip in Italy.

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Day7

Day 7

  • Rome
  • Florence
  • More

Drive 278 km, 3 hours 41 min

  • largo di Torre Argentina
  • Pantheon
  • Trevi Fountain
  • piazza del Popolo
  • More

Your itinerary for day 7 of your road trip in Italy includes 1 stop and features some of the highlights of Rome. At the end of the day, enjoy the comforts of a top-rated hotel in Florence, where you'll spend 2 nights.

Largo Di Torre Argentina brings Rome's character to life. This standout archeological site is a highlight of any visit in the city. Then, enjoy Pantheon, another culturally significant attraction that never fails to captivate visitors. Next, head over to Trevi Fountain, one of the city’s most globally renowned attractions, known for its enchanting features.

If you’re looking for more, spend time soaking in the atmosphere of Piazza Del Popolo. This history-steeped public square is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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.

Florence is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Florence.

Treat yourself to an extraordinary dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an incredible italian contemporary menu. Alternatively, if your taste buds call for something different, Santa Elisabetta is one of the best restaurants for creative and mediterranean cuisine in Florence. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Gucci Osteria da Massimo Bottura. As a top-rated establishment with 1 Michelin star, it is an ideal choice for italian contemporary and international cuisine in the city.

After your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. Se·sto On Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Il Vinile offers an excellent atmosphere for those looking to amp up the evening.

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

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Day8

Day 8

  • Florence
  • More

Drive 1 km, 25 min

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

Day 8 of your road trip across Italy promises a magnificent time exploring what to see in Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

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. Make sure to visit Oltrarno, a popular neighborhood in Florence. Spend some time wandering around the area and soak in its distinctive charm. You’ll also discover that several of the city’s must-see attractions are just around the corner.

Experience Basilica Of Santa Croce In Florence, a notable church in the city. Then, head to Piazza Della Signoria and soak in the ambiance of this enchanting public square.

There are many interesting places to see in Florence, and when you are ready for more, go to Uffizi Gallery. This is one of the city’s most famous romantic spots of interest. After exploring the art gallery, visit the globally renowned Ponte Vecchio.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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.

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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar 50 Rosso stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bitter Bar offers an ideal atmosphere to enjoy the pleasures of the night. Archea Brewery is also a great option that provides a perfect setting for a relaxing evening.

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

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Day9

Day 9

  • Florence
  • Pisa
  • More

Drive 91 km, 1 hour 50 min

  • Cathedral of Santa Maria del Fiore
  • Central Market
  • Galleria dell'Accademia
  • David
  • piazzale Michelangelo
  • More

Dive into day 9 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Florence. At the end of the day, you’ll unwind at one of the finest accommodations in Pisa, where you'll spend 1 night.

Cathedral Of Santa Maria Del Fiore leaves a lasting impression. This church is one of the most famous places to visit in Florence. Next, head to Central Market, a captivating food market, known for its instagrammable 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 respected 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.

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.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Pisa. Enjoy a relaxing evening as you savor delicious local cuisine.

Make sure to reserve a table at Ristorante Capodimonte Pisa, 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 La Locanda Dei Pisani Doc Pisa, 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 Baribaldi Pisa, a hidden gem nestled in Pisa. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After enjoying a fulfilling meal, continue your evening at Bar Mocambo, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Tree offers a welcoming atmosphere for easing into the nightlife. Similarly, Chupiteria provides an excellent environment for a relaxed and enjoyable evening.

Raise your glass to another unforgettable day in Italy!

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Day10

Day 10

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

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, begin at Logge Dei Banchi. This curiosity-inducing public square is a hotspot among locals.

Make the most of your final day in Italy by visiting Pisa’s iconic markets and shopping establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing vacation.

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

Enjoy a lovely meal at Restaurant -Pizzeria Il Mio Capriccio, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante alle Bandierine is another top choice with a popular 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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Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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