7-Day Italy Road Trip from Pisa to Siena, Rome, and Florence

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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.

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

Day 1 – Pisa - arrival day

  • Pisa - Arrival day
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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 immersing yourself in Pisa's charm 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 “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 in Pisa. 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 Ristorante Capodimonte Pisa, an excellent option for tonight's dining. Looking for something different? Baribaldi Pisa offers a tantalizing alternative with its diverse menu. And don’t miss Restaurant -Pizzeria Il Mio Capriccio. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Pisa.

Unwind after your meal by stepping into Jeffer Cocktails & Friends. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Le Parisien Wine Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Las Volta Cocktailbar, another top-rated bar in the area.

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

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Day 2

Day 2 – Pisa, Cascine Vecchie, and Siena

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

  • Palazzo Blu
  • Leaning Tower of Pisa
  • Piazza del Duomo
  • Cattedrale di Pisa
  • 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.

Seize the day by visiting some of the best attractions in the area, like Palazzo Blu. This extraordinary art museum has an average rating of 4.5 out of 5 stars from 4,244 visitors. Each year, around 37,457 people visit this remarkable site to admire its features and learn more about it.

Next, make your way to Leaning Tower Of Pisa. This bell tower welcomes around 3,200,000 visitors yearly and is rated an average of 4.7 out of 5 stars in 116,882 reviews.

While in Pisa, we also recommend a visit to Piazza Del Duomo, Pisa. This square has been rated an average of 4.7 out of 5 stars in 104,550 reviews.

If you’re keen to explore even more, then consider a visit to Pisa Cathedral. With an average rating of 4.8 out of 5 stars by 8,361 travelers, this cathedral is a highly recommended stop on your sightseeing around Pisa.

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.

Make Parco Regionale Migliarino, San Rossore, Massaciuccoli one of your first sightseeing stops in Cascine Vecchie. Rated an average of 4.4 out of 5 stars by 9,632 travelers, a visit to this local attraction makes for a great introduction to the area.

When you’re done exploring for the day, you’ll drive to Siena, where you'll have a hotel waiting for you. Check in and spend some time relaxing before you head out to explore the city.

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 delightful dinner at Antica Trattoria Papei, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Osteria Quattro Venti? It's another excellent option with a diverse menu. Consider reserving a table at Osteria da Divo as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Siena.

Extend your evening after a delightful meal by visiting Meet Life Cafè, which offers the perfect atmosphere for a night out. Moreover, Maudit Pub is another popular option for a drink or two. Likewise, Bar Impero Siena also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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, Vatican City, and Rome

  • Rome
  • More

Drive 241 km, 3 hours 23 min

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

Dive into day 3 of your remarkable road trip in Italy. Today you will explore Vatican City, 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 Rome. You’ll stay here for 2 nights.

Once you're ready to continue your road trip, it's time to buckle up and drive towards Vatican City, eagerly anticipating your arrival in Vatican City. This drive usually takes around 2 hours 40 min, without any stops or traffic disruptions.

Your sightseeing of the day begins at Sistine Chapel, a remarkable chapel where it’s easy to get lost in exploration. This top attraction is rated an average of 4.7 out of 5 stars in 52,083 reviews.

Next, satisfy your wanderlust at St. Peter's Basilica. This major basilica has an average rating of 4.8 out of 5 stars from 131,043 travelers. Given the site's popularity, it’s easy to understand why more than 11,000,000 people visit it every year.

Saint Peter's Square is another must-visit attraction. This renowned square offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.8 out of 5 stars by 38,954 travelers, it's one of the more popular places to see in the area.

Beyond the above-mentioned sites, you also have the opportunity to visit Vatican Museums. This well-loved art museum boasts a 4.6 out of 5-star rating from 133,310 reviews. In a single year, approximately 1,612,530 visitors add this sightseeing spot to their travel itineraries.

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 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.

Begin your culinary exploration in Rome by securing a reservation at La Pergola. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean, and contemporary cuisine. For another dining delight, visit Il Pagliaccio, celebrated for its delectable creative, and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Enoteca La Torre, a top local spot known for its tantalizing mediterranean, and creative menu. With a 2-star Michelin recognition, it guarantees an exceptional dining adventure.

Keep the evening going at La Botticella Of Poggi Giovanni, a great choice for enjoying the after-dinner hours with a drink. You could also go to Sant' Eustachio Caffè, which offers a similarly pleasant setting and great drinks. Another option is Caffè Portofino, which provides an inviting environment for unwinding after a busy day out.

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

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Day 4

Day 4 – Rome

  • Rome
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Drive 7 km, 1 hour 10 min

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

Day 4 offers a multitude of experiences. You will stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

Journey into the unknown at Castel Sant'angelo, a unique attraction awaiting your visit. This remarkable museum has an average rating of 4.7 out of 5 stars from 72,431 reviews. Every year, Castel Sant'angelo welcomes more than 918,591 curious visitors.

When you’re ready to continue your sightseeing, Piazza Navona is a recommended place to visit. This square is rated an average of 4.7 out of 5 stars in 158,771 reviews.

Another must-see attraction in Rome is Pantheon. This spectacular roman temple gets over 30,000,000 visitors every year. Rated an average of 4.8 out of 5 stars by 189,682 travelers, this popular tourist destination in Rome offers an experience you will remember.

Roman Forum is another popular stop on travelers' itineraries in Rome. This square promises memorable moments of exploring. Other travelers have rated this attraction 4.7 out of 5 stars in 114,450 reviews.

Lastly, don't miss out on Colosseum. Rated 4.7 out of 5 stars by 328,821 local and international travelers, it's a popular place to visit. This roman amphitheatre gets closer to 7,400,000 visits every year.

If you have an appetite for more adventure, check out the fantastic selection of tours and tickets offered in Rome on this day of your trip. You'll find the most recommended ones 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.

Savor the flavors at DEROMA - Farine Romane, a top pick for dinner tonight. Alternatively, La Taverna Italiana beckons with its unique menu offerings. Also, consider Centro. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

Explore the vibrant nightlife at The Apartment Bar Roma after your meal, a hub for lively evenings and memorable moments. Or, head to Hotel Hassler Roma for a great selection of flavorful drinks and a charming setting.

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

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Day 5

Day 5 – Rome, and Florence

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

  • Altar of the Fatherland
  • Trevi Fountain
  • Piazza di Spagna
  • Piazza del Popolo
  • Villa Borghese
  • More

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

Drop by the renowned Altare Della Patria. This popular architectural structure has been rated an average of 4.8 out of 5 stars by 49,843 visitors. Based on recent data, this attraction is visited by more than 1,683,070 travelers every year.

Another unforgettable place to experience is Trevi Fountain. Rated 4.8 out of 5 stars by 343,494 visitors, this sculpture deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Piazza Di Spagna. This square has been rated an average of 4.7 out of 5 stars in 113,658 reviews.

Another favorite attraction in the area is Piazza Del Popolo. This square and popular place of interest enjoys a rating of 4.6 out of 5 stars from 89,807 local and international travelers.

If you’re keen to explore even more, then consider a visit to Villa Borghese. With an average rating of 4.6 out of 5 stars from 69,749 travelers, this urban zone of rome is an attraction many avid travelers highly recommend visiting while in Rome.

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 Florence. Florence 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.

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.

Experience a taste of local culinary excellence while in Florence by securing a table at Enoteca Pinchiorri. An esteemed 3-star Michelin restaurant, it features an exceptional italian contemporary menu. For an alternative taste experience, visit Santa Elisabetta, famous for its scrumptious creative, and mediterranean dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Gucci Osteria da Massimo Bottura, a local favorite celebrated for its exquisite italian contemporary, and international cuisine in Florence. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary, and international cuisine lovers seeking top-notch culinary experiences.

Let the evening flow smoothly from dinner to drinks at Manifattura, a top-rated bar in the area. For other recommendations, Se·sto On Arno Rooftop 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.

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

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Day 6

Day 6 – Florence, and Pisa

  • Pisa
  • Florence
  • More

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.

Start your sightseeing with a visit to Piazza Della Signoria. This square is rated an average of 4.8 out of 5 stars from 66,956 visitors.

Cathedral Of Santa Maria Del Fiore is another popular attraction you could visit today. This church has a rating of 4.8 out of 5 stars from 76,359 visitors.

Ponte Vecchio is also highly recommended by travelers. This deck arch bridge has a rating of 4.7 out of 5 stars from 118,099 visitors.

Uffizi Gallery is an attraction you won’t want to miss. Around 2,011,219 people visit this place every year. This national museum is rated an average of 4.7 out of 5 stars in 61,794 reviews.

Another attraction you have the opportunity to visit today is Piazzale Michelangelo. This square has received an average rating of 4.8 out of 5 stars from 77,744 travelers.

When you’re done exploring for the day, you’ll drive to Pisa, where you'll have a hotel waiting for you. Check in and spend some time relaxing before you head out to explore the city.

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

Make sure to book a table at Ristorante alle Bandierine, a popular restaurant in Pisa. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Pisa at Barrique Cocktail And Bistrot, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is Filter Coffee Lab. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to 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.

Raise your glass to another unforgettable day in Italy!

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Day 7

Day 7 – Pisa - departure day

  • Pisa - Departure day
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  • Piazza dei Cavalieri
  • More

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.

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.

When you're ready to see some sights, Knights' Square is a great place to start. This square is rated an average of 4.5 out of 5 stars by 9,051 visitors.

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 Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. , 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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