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

Perfect travel plans
Everything included
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Description

Summary

Duration
7 days & 6 nights
Available
Jan. - Dec.
Hotel
6 nights included
Car rental
7 days included
Flights
Economy included
Travel app
All vouchers, itinerary, & map

Description

Escape the ordinary with this exciting 7-day road trip through Italy that promises to leave you speechless. With this exciting adventure, you will have the chance to explore the diverse landscapes and local cultures of Pisa, Siena, Rome, and Florence. Pack your bags, hit the road, and prepare for an unforgettable journey where every moment becomes a lasting story.

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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Included

Flights, economy included
Hotel, 6 nights
Rental car, 7 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Aerial panoramic cityscape of Rome, Italy, Europe. Roma is the capital of Italy. Cityscape of Rome in summer. Rome roofs view with ancient architecture in Italy. Rome / 2 nights
Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 1 night
Pisa - city in ItalyPisa / 2 nights
Siena - city in ItalySiena / 1 night

Map

Attractions

photo of trevi fountain at sunrise beautiful full view, Rome, Italy.Trevi Fountain
photo of Colosseum in Rome at sunrise, Italy, Europe.Colosseum
photo of view of Pantheon in the morning. Rome. Italy.Pantheon
photo of piazza navona in Rome, Italy. Rome navona square. Ancient stadium of Rome for athletic contests. Italy architecture and landmark. Piazza navona is one of the main attractions of Rome and Italy.Piazza navona
St. Peter's Basilica, Vatican CitySt Peter's Basilica
Vatican Museums, Vatican CityVatican Museums
photo of golden sunset over ponte vecchio bridge with traditional boat on the arno river, Florence, Italy.Ponte Vecchio
photo of medieval leaning tower of pisa (Torre di pisa) at piazza dei miracoli (Piazza del duomo), Tuscany, Italy.Leaning Tower of Pisa
photo of panoramic view of ancient ruins of a roman forum or foro romano at sunrise in rome, Italy. view from capitoline hill.Roman Forum
photo of piazza di spagna in rome, italy. Spanish steps in rome, Italy in the morning. One of the most famous squares in Rome, Italy. Rome architecture and landmark.Piazza di Spagna
photo of panorama of piazza dei miracoli with leaning tower of pisa, Italy.Piazza del Duomo, Pisa
photo of piazza del popolo (People's square) named after the church of santa maria del popolo in Rome, Italy.Piazza del Popolo
photo of View of statue of david on Piazzale Michelangelo at morning  in Florence, Italy.Piazzale Michelangelo
Cathedral of Santa Maria del Fiore, Quartiere 1, Florence, Metropolitan City of Florence, Tuscany, ItalyCathedral of Santa Maria del Fiore
photo of square of signoria in florence at sunrise, Italy.Piazza della Signoria
photo of Visit Italy, park Villa Borghese with boat and ducks.Villa Borghese
photo of holy angel castle, also known as hadrian mausoleum in the morning, Rome, Italy.Castel Sant'Angelo
photo of uffizi gallery in piazzale degli uffizi at night in florence Italy.Uffizi Gallery
Sistine ChapelSistine Chapel
Saint Peter's Square, R-36989Saint Peter's Square
Parco Regionale Migliarino, San Rossore, Massaciuccoli, Pisa, Tuscany, ItalyParco Regionale Migliarino, San Rossore, Massaciuccoli
phopto of Church of Santo Stefano dei Cavalieri in Knights Square (Piazza dei Cavalieri), Pisa, Tuscany, ItalyKnights' Square
photo of Tower and cathedral, famous landmarks of Pisa, Italy .Cattedrale di Pisa
photo of view he Santa Maria della Spina, a gothic church in Pisa, Italy.Santa Maria della Spina
Logge dei Banchi, Pisa, Tuscany, ItalyLogge dei Banchi

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Economy
Round-trip
Economy

Travel details

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Economy
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Travelers

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Car
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Day 1

Day 1 – Pisa - arrival day

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

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 Logge dei Banchi or taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Pisa. Make yourself at home and enjoy some downtime before heading out again.

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.

This renowned restaurant holds and offers an exceptional menu of 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 Baribaldi 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 Restaurant -Pizzeria Il Mio Capriccio, a hidden gem nestled in Pisa. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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 7-day road trip in Italy!

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Day 2

Day 2 – Pisa, Cascine Vecchie, and Siena

  • Siena
  • Pisa
  • More

Drive 133 km, 2 hours 26 min

  • Santa Maria della Spina
  • Leaning Tower of Pisa
  • Cattedrale di Pisa
  • Piazza del Duomo, Pisa
  • Parco Regionale Migliarino, San Rossore, Massaciuccoli
  • More

Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Pisa, and Cascine Vecchie. At the end of the day, you will enjoy the comforts of a top-rated hotel in Siena, which will be your home away from home for 1 night.

Take the opportunity to see Santa Maria della Spina. This attraction has an average rating of 4.5 out of 5 stars from 3,092 visitors.

Leaning Tower of Pisa is another sightseeing hotspot in the area. This bell tower has been rated an average of 4.7 out of 5 stars by 116,882 travelers. Up to 3,200,000 people visit Leaning Tower of Pisa every year.

Pisa is also the home of Pisa Cathedral. Around 8,361 people have rated this cathedral an average of 4.8 out of 5 stars.

Another place you’ll want to visit is Piazza del Duomo, Pisa. With an average rating of 4.7 out of 5 stars from a total of 104,550 reviews, a visit to this square is a great idea.

Upon your arrival in Cascine Vecchie, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Take the opportunity to see Parco Regionale Migliarino, San Rossore, Massaciuccoli. This attraction has an average rating of 4.4 out of 5 stars from 9,632 visitors.

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

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

Savor the flavors at Antica Trattoria Papei, a top pick for dinner tonight. Alternatively, Osteria Quattro Venti beckons with its unique menu offerings. Also, consider Osteria da Divo. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.

Following your dinner, dive into the local bar culture at Meet Life Cafè. Alternatively, go to Maudit Pub, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Impero Siena provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Raise your glass to another unforgettable day 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

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.

When you arrive in Vatican City, it's time to take a break from the road.

Take the opportunity to see Sistine Chapel. This attraction has an average rating of 4.7 out of 5 stars from 52,083 visitors.

St. Peter's Basilica is another sightseeing hotspot in the area. This major basilica has been rated an average of 4.8 out of 5 stars by 131,043 travelers. Up to 11,000,000 people visit St. Peter's Basilica every year.

Vatican City is also the home of Saint Peter's Square. Around 38,954 people have rated this square an average of 4.8 out of 5 stars.

Another place you’ll want to visit is Vatican Museums, which hosts up to 1,612,530 visitors every year. With an average rating of 4.6 out of 5 stars from a total of 133,310 reviews, a visit to this art museum is a great idea.

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.

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

Experience a symphony of flavors at La Pergola in Rome by securing a reservation in advance. Renowned for its 3-star Michelin distinction, La Pergola delights its guests with its exceptional variety of meals showcasing delicious mediterranean, and contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Il Pagliaccio, acclaimed for its delectable creative, and innovative specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Enoteca La Torre, a top-rated restaurant known for its outstanding menu. Known as a top-rated 2-star Michelin establishment, it's a top choice for mediterranean, and creative cuisine in the city.

Cap off your dinner by heading to La Botticella of Poggi Giovanni, ideal for a leisurely evening with a drink in hand. Sant' Eustachio Caffè is another bar that offers an enjoyable setting. Similarly, Caffè Portofino is also a popular place to go on a night out, perfect for relaxing and socializing.

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

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Day 4

Day 4 – Rome

  • Rome
  • More

Drive 9 km, 1 hour 3 min

  • Castel Sant'Angelo
  • Piazza navona
  • Pantheon
  • Trevi Fountain
  • Piazza di Spagna
  • 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.

Be one of the day’s first visitors at Castel Sant'Angelo. This museum is rated an average of 4.7 out of 5 stars by 72,431 visitors. Attracting more than 918,591 yearly visitors, it’s a top sight you don’t want to miss.

When you’re finished at Castel Sant'Angelo, head to Piazza Navona. This one-of-a-kind square is rated an average of 4.7 out of 5 stars in 158,771 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Pantheon. This roman temple is rated an average of 4.8 out of 5 stars by 189,682 visitors. Visiting Pantheon means you'll be one of 30,000,000 people who do so every year.

If you’re keen to explore more, then consider a visit to Trevi Fountain. This sculpture is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 343,494 visitors.

To round off your sightseeing experience, make your way to Piazza di Spagna. This famous square is rated an average of 4.7 out of 5 stars by 113,658 travelers.

To immerse yourself in more memorable moments in Rome, check out the best-rated tours the region offers. You can discover and choose from all of the top-rated activities you can do on this day in Rome below.

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

Treat yourself to a delightful dinner at DEROMA - Farine Romane, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try La Taverna Italiana? It's another excellent option with a diverse menu. Consider reserving a table at Centro as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

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.

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

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Day 5

Day 5 – Rome, and Florence

  • Florence
  • Rome
  • More

Drive 285 km, 3 hours 55 min

  • Roman Forum
  • Colosseum
  • Piazza del Popolo
  • Villa Borghese
  • More

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Rome. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 1 night.

Start your sightseeing with a visit to Roman Forum. This square is rated an average of 4.7 out of 5 stars from 114,450 visitors.

Colosseum is another popular attraction you could visit today. This roman amphitheatre has a rating of 4.7 out of 5 stars from 328,821 visitors. Colosseum attracts up to 7,400,000 visitors every year.

Piazza del Popolo is also highly recommended by travelers. This square has a rating of 4.6 out of 5 stars from 89,807 visitors.

Villa Borghese is an attraction you won’t want to miss. This urban zone of rome is rated an average of 4.6 out of 5 stars in 69,749 reviews.

When you’re done exploring for the day, you’ll drive to Florence, 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 you explore more of Florence, 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.

Get ready for an unforgettable culinary journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned as a 3-star Michelin restaurant, it offers an exceptional italian contemporary menu. For a different taste experience, head to Santa Elisabetta, recognized for its delicious creative, and mediterranean dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Gucci Osteria da Massimo Bottura, a local favorite known for its delightful italian contemporary, and international cuisine in Florence. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning italian contemporary, and international foodies seeking culinary excellence.

Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of SE·STO on Arno Rooftop Bar, a bar catering to every mood and preference. Archea Brewery 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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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

Dive into day 6 of your remarkable road trip in Italy. Today you will explore Florence, 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 Pisa. You’ll stay here for 1 night.

Start your sightseeing with a visit to piazza della Signoria. This square is a popular stop on travelers’ itineraries in Florence, with an average rating of 4.8 out of 5 stars by 66,956 visitors.

Cathedral of Santa Maria del Fiore is another popular place of interest you can visit today. The average rating of 4.8 out of 5 stars from 76,359 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Ponte Vecchio. Visitors have rated this deck arch bridge an average of 4.7 out of 5 stars in 118,099 reviews.

Uffizi Gallery, boasting an annual visitor count of up to 2,011,219 people, is another unique site you can experience today. This attraction is a national museum rated an average of 4.7 out of 5 stars in 61,794 reviews.

Make your way to the fantastic piazzale Michelangelo, perhaps the most famous square in Florence. This attraction is rated 4.8 out of 5 stars by 77,744 travelers.

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

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.

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 consistently high praise from guests, it’s an ideal choice to enhance your time to Pisa tonight.

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

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

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Day 7

Day 7 – Pisa - departure day

  • Pisa - Departure day
  • More
  • Knights' Square
  • 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.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

Kick off the day at Knights' Square, a top pick for today’s sightseeing. This square is rated an average of 4.5 out of 5 stars in 9,051 reviews.

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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