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

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Description

Explore the best of Italy on a 7-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Pisa, Siena, Rome, and Florence. This road trip itinerary in Italy seamlessly combines exploration with relaxation.

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, 2 nights in Rome, and 1 night 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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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
“Tuttomondo” (Keith Haring)
Palazzo BluLeaning Tower of PisaPiazza del Duomo, PisaPisa CathedralParco Regionale Migliarino, San Rossore, Massaciuccoli
Sistine ChapelSt Peter's BasilicaSaint Peter's SquareVatican Museums
Castel Sant'AngeloPiazza NavonaPantheonRoman ForumColosseum
Altare della PatriaTrevi FountainPiazza di Spagnapiazza del PopoloVilla Borghese
piazza della SignoriaCathedral of Santa Maria del FiorePonte VecchioUffizi Gallerypiazzale Michelangelo
Knights' Square

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Day 1

Day 1

  • Pisa - Arrival day
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  • “Tuttomondo” (Keith Haring)
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Your road trip adventure in Italy begins as soon as you reach Pisa and pick up your car. You’ll stay in Pisa for 1 night and explore the best things to see and do, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

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 “tuttomondo” (keith Haring) or 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.

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.

Round off your dining experience by visiting Jeffer Cocktails & Friends, a prime location for a drink. Alternatively, explore the distinctive characteristics of Le Parisien Wine Bar, a bar catering to every mood and preference. Las Volta Cocktailbar likewise offers a unique atmosphere, perfect for a memorable night out.

Raise a toast to the start of your 7-day road trip in Italy!

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Day 2

Day 2

  • Pisa
  • Siena
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Drive 133 km, 2 hours 27 min

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

Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Pisa and Cascine Vecchie. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Siena. You will spend 1 night here for some well-deserved relaxation.

Get ready for an exciting day in Pisa. Today’s sightseeing agenda includes an art gallery, a monument, a public square, a church and much more! Begin your adventure at Palazzo Blu. This is an intriguing art gallery you should not miss. Another must-see is Leaning Tower Of Pisa, an iconic monument in Pisa.

When you’re ready for the next sight, head to Piazza Del Duomo, Pisa. From there, take a leisurely stroll to Pisa Cathedral, another of the city’s locally appreciated attractions.

Fasten your seatbelt and make your way to your next stop. Cascine Vecchie, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Pisa to Cascine Vecchie may take around 9 min without traffic disruptions. Upon arrival in Cascine Vecchie, we highly recommend checking out some of the top attractions.

Spend your afternoon discovering Parco Regionale Migliarino, San Rossore, Massaciuccoli, a frequently visited nature reserve known for its serene features.

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.

As you explore more of Siena, 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.

Enjoy a lovely meal at Enoteca I Terzi, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante Tar-Tufo is another top choice with a popular menu. You could also check for a table at Antica Trattoria Papei. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Siena tonight.

Round off your dining experience by visiting Meet Life Cafè, a prime location for a drink. Alternatively, explore the distinctive characteristics of Maudit Pub, a bar catering to every mood and preference. Bar Impero Siena likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 3

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
  • More

On day 3 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 Vatican City. In the evening, you’ll end up in Rome, where you will stay for 2 nights.

Vatican City’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Siena behind. This drive usually takes around 2 hours 40 min. Vatican City welcomes you with a multitude of unique vacation experiences.

Your self-guided tour starts at Sistine Chapel, a famous chapel 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 Saint Peter's Square, a captivating square beloved by locals and tourists alike. Don't miss out on Vatican Museums, another highlight of the area that promises a memorable visit.

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 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.

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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to La Botticella Of Poggi Giovanni, known for its inviting atmosphere. Almalu Trastevere is another great option if you’re looking for a place to get the night started. Similarly, Bar Viminale Di Pepi Maurilio provides a great setting to enjoy the night away.

Savor another day of unforgettable experiences in Italy!

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Day 4

Day 4

  • Rome
  • More

Drive 7 km, 1 hour 10 min

  • Castel Sant'Angelo
  • Piazza Navona
  • Pantheon
  • Roman Forum
  • Colosseum
  • More

On day 4 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.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Rome allows for both. Start by heading to Castel Sant'angelo. This astonishing castle provides an insightful glimpse into the city's identity. Next, discover Piazza Navona, a visually striking public square, promising a delightful encounter.

Continue your sightseeing with a visit to Pantheon, a world-famous monument. When you’re done, don’t forget to make a stop at the world-famous Roman Forum. Round off your day at Colosseum, another gem in Rome with picture-perfect features to discover.

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 Rome's most popular restaurants, and connect with friendly locals for an authentic adventure.

Treat yourself to a delicious dinner at RomAntica, an excellent option for tonight's dining. Looking for something different? Coso Ristorante offers a tantalizing alternative with its diverse menu. And don’t miss DEROMA - Farine Romane. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

Let the evening flow smoothly from dinner to drinks at Sant' Eustachio Caffè, a top-rated bar in the area. For other recommendations, Yellowsquare Rome provides a perfect setting for rounding out your night with style and great drinks. Likewise, Caffè Portofino offers a memorable night with diverse drink options and excellent service.

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

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Day 5

Day 5

  • Rome
  • Florence
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Drive 280 km, 3 hours 54 min

  • Altare della Patria
  • Trevi Fountain
  • Piazza di Spagna
  • piazza del Popolo
  • Villa Borghese
  • More

Dive into day 5 of your remarkable road trip in Italy. Today you will explore Rome, 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 Florence. You’ll stay here for 1 night.

Rome is brimming with adventures. Today’s wonderful stops include a monument, a public square, and a park. Begin your sightseeing adventure at the locally renowned Altare Della Patria. Just a short distance away is Trevi Fountain, a masterful monument that draws visitors from far and near.

Continue your journey to Piazza Di Spagna, one of the city’s most iconic spots that you shouldn’t miss. Another great site to visit is the famous Piazza Del Popolo. Last up on today’s itinerary is a park. Make your way to Villa Borghese for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of Rome.

At the end of the day, you will drive to Florence, 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 Florence's best restaurants.

Prepare for an extraordinary culinary adventure in Florence by booking a table at Enoteca Pinchiorri, a 3-star Michelin restaurant that boasts an exceptional italian contemporary menu. For a different flavor experience, head to Santa Elisabetta, renowned for its delectable creative and mediterranean dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Gucci Osteria da Massimo Bottura, a local gem known for its delightful italian contemporary and international cuisine in Florence. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

Following your dinner, dive into the local bar culture at Manifattura. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Se·sto On Arno Rooftop Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Il Vinile provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip in Italy!

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Day 6

Day 6

  • Florence
  • Pisa
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Drive 88 km, 1 hour 56 min

  • piazza della Signoria
  • Cathedral of Santa Maria del Fiore
  • Ponte Vecchio
  • Uffizi Gallery
  • piazzale Michelangelo
  • More

On day 6 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.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most famous attractions included on the itinerary is Piazza Della Signoria. This romantic public square will help you start your sightseeing on top. Then, take a leisurely stroll to Cathedral Of Santa Maria Del Fiore and learn what makes this visually striking church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the wondrous Ponte Vecchio. After exploring the historical landmark, head to Uffizi Gallery. This extraordinary art gallery is a highlight in Florence. Lastly, don’t forget to check out the extraordinary Piazzale Michelangelo. Enjoy exploring this incredible observation deck at your own pace.

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.

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 and reflect on the day's adventures.

Have a fantastic dining experience at Ristorante Capodimonte Pisa, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La Locanda Dei Pisani Doc Pisa offers an enticing alternative with its varied menu. Additionally, Baribaldi Pisa is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Pisa.

Continue the enjoyment post-dinner at Bar Mocambo, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Tree offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Chupiteria. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

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Day 7

Day 7

  • Pisa - Departure day
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  • Knights' Square
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Day 7 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.

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.

Get ready for a day filled with family-friendly attractions, scenic views, and picturesque spots in the charming city of Pisa. Your adventure starts at Knights' Square, an increasingly popular local hot spot.

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

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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