One-Week Italy Self-Drive Road Trip With Itinerary from Rome traveling west to Florence and Siena

Perfect travel plans
Everything included
Fully customizable

Description

Included

Flights
Bags included
Hotel
Select dates to customize hotels
Car rental
Customize
Tours & tickets
Customize
Travel plan
All inclusive app
Travel agent
24/7 fast service

Description

Explore the best of Italy on a 8-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Rome, Florence, Pisa, Siena, San Gimignano, San Donato in Poggio, San Quirico d'Orcia, Castiglione d'Orcia, Santa Maria degli Angeli, and Orvieto. 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 3 nights in Rome, 2 nights in Florence, and 2 nights in Siena. 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 Rome, 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 Ponte Vecchio.

As you hit the open road and drive through Rome, Florence, Pisa, Siena, San Gimignano, San Donato in Poggio, San Quirico d'Orcia, Castiglione d'Orcia, Santa Maria degli Angeli, and Orvieto, 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!

Read more

Itinerary summary

See a summary of the itinerary that you can fully customize

Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
ColosseumRoman ForumPantheonPiazza NavonaTrevi FountainSpanish Steps
piazzale MichelangeloBasilica of Santa Croce in FlorenceUffizi GalleryPonte Vecchiopiazza della Signoria
Leaning Tower of PisaAngelo CadutoCampo santoPiazza del Duomo, Pisa
Siena Cathedralpiazza del CampoTower of MangiaParco della Rocca
Osservatorio Polifunzionale del ChiantiCipressi di San Quirico d'OrciaRocca d'Orcia
Basilica of San Francesco d'AssisiRocca MaggioreOrvieto CathedralPozzo della Cava
Palatine Hill

Personalize your itinerary

Customize tours under each day and destination

Day 1

Day 1

  • Rome - Arrival day
  • More

Say hello to Rome! 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 Rome for 2 nights before you continue your adventure!

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

Find your way to your hotel in Rome. 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 Rome, it's often a good idea to reserve a table in advance.

Enjoy a delicious meal at La Bottega Roma, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Pasta In Corso, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria Vecchia Roma. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

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.

Raise a toast to the start of your 8-day road trip in Italy!

Read more
Day 2

Day 2

  • Rome
  • More

Drive 13 km, 1 hour 28 min

  • Colosseum
  • Roman Forum
  • Pantheon
  • Piazza Navona
  • Trevi Fountain
  • Spanish Steps
  • More

Day 2 of your road trip will take you to the best attractions Rome has to offer. Cherish the 1 night you have left in Rome by discovering the best things there are to see and do in the city.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Rome allows for both. Start by heading to Colosseum. This wondrous archeological site provides an insightful glimpse into the city's identity. Next, discover Roman Forum, a picture-perfect archeological site, promising a delightful encounter.

Continue your sightseeing with a visit to Pantheon, an iconic monument. When you’re done, don’t forget to make a stop at the timeless Piazza Navona. Round off your day at Trevi Fountain, another gem in Rome with majestic 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.

Visit Galleria San Pietro in Rome for an unforgettable shopping experience. Browse unique and stores, each offering delightful surprises. Find unique souvenirs or items to take home. After shopping, explore what Galleria San Pietro has to offer, including attractions, essential services, and vibrant community activities.

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

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.

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

Read more
Day 3

Day 3

  • Rome
  • Florence
  • More

Drive 281 km, 3 hours 45 min

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

On day 3 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 Florence, where you’ll be staying for 2 nights.

A blend of fun adventures, romantic experiences, and scenic views await you in Rome on today’s itinerary. First up is the impressive observation deck, Piazzale Michelangelo. Afterward, continue to Basilica Of Santa Croce In Florence.

As you explore Rome’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Uffizi Gallery. This astonishing art gallery is an essential stop that should not be missed. Following that, head to Ponte Vecchio, another must-visit site that will enhance your experience. Lastly, visit Piazza Della Signoria and learn why this public square is renowned as one of the city's most famous attractions.

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 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.

Have a fantastic dining experience at Ristorante Oliviero 1962, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Di Poneta Novoli offers an enticing alternative with its varied menu. Additionally, Caffe San Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Il Vinile provides an excellent environment for a relaxed and enjoyable evening.

Savor another day of unforgettable experiences in Italy!

Read more
Day 4

Day 4

  • Florence
  • More

Drive 197 km, 2 hours 51 min

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

Greet day 4 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Pisa.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most world-famous attractions included on the itinerary is Leaning Tower Of Pisa. This breathtaking monument will help you start your sightseeing on top.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the intriguing Campo Santo. After exploring the cemetery, head to Piazza Del Duomo, Pisa. This iconic public square is a highlight in Florence.

When you’re done exploring for the day, you’ll return to Florence and your accommodation.

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 and reflect on the day's adventures.

Treat yourself to a wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

Continue your lively evening at Bar 50 Rosso, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bitter Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.

Raise your glass to another unforgettable day in Italy!

Read more
Day 5

Day 5

  • Florence
  • Siena
  • More

Drive 158 km, 2 hours 50 min

  • Siena Cathedral
  • piazza del Campo
  • Tower of Mangia
  • Parco della Rocca
  • More

On day 5 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 Siena and San Gimignano. In the evening, you’ll end up in Siena, where you will stay for 2 nights.

Set out on a day brimming with fun adventures, romantic experiences, and breathtaking views. Start at the popular Siena Cathedral, an enchanting church in Florence. Next, go to Piazza Del Campo.

After visiting Siena Cathedral and Piazza Del Campo, take time to explore Florence's streets and absorb its charm. Continue your sightseeing by heading to Tower Of Mangia. This breathtaking monument offers a unique experience. Parco Della Rocca is another noteworthy stop.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Siena. Siena offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Siena. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Enjoy a lovely dining experience at Enoteca I Terzi, a popular restaurant in Siena. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Siena at Ristorante Tar-Tufo, 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 Antica Trattoria Papei. It’s yet another ideal choice to enhance your time in Siena tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Meet Life Cafè, a well-loved spot among locals and tourists. Or, head to Maudit Pub. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Impero Siena, another top-rated place in the area.

Raise your glass to another unforgettable day in Italy!

Read more
Day 6

Day 6

  • Siena
  • More

Drive 212 km, 3 hours 51 min

  • Osservatorio Polifunzionale del Chianti
  • Cipressi di San Quirico d'Orcia
  • Rocca d'Orcia
  • More

At the end of the day, you'll drive back to Siena, where you'll stay for 1 night more.

Today’s well-planned self-sightseeing route offers several fun adventures, breathtaking views, and picturesque spots. Whether you decide to explore Siena on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Osservatorio Polifunzionale Del Chianti is the first of them. Spend some time admiring this picture-perfect astronomical observatory before continuing your journey. Cipressi Di San Quirico D'orcia is your next stop. This increasingly popular rock formation is one of the best-rated sights in Siena.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Rocca D'orcia. This history-steeped castle is a sight to behold.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Siena.

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

Enjoy a lovely dining experience at Osteria Quattro Venti, a popular restaurant in Siena. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Siena at Fischi per Fiaschi, 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 Osteria da Divo. It’s yet another ideal choice to enhance your time in Siena tonight.

Cap off your dinner by heading to Charlie Mixology Bar Di Aldinucci Riccardo, ideal for a leisurely evening with a drink in hand. Bar Pinacoteca is another bar that offers an enjoyable setting. Similarly, San Paolo Pub 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!

Read more
Day 7

Day 7

  • Siena
  • Rome
  • More

Drive 348 km, 5 hours 22 min

  • Basilica of San Francesco d'Assisi
  • Rocca Maggiore
  • Orvieto Cathedral
  • Pozzo della Cava
  • More

Dive into day 7 of your remarkable road trip in Italy. Today you will explore Santa Maria degli Angeli and Orvieto, 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 1 night.

Immerse yourself in Siena’s rich culture with today's sightseeing itinerary. Start your journey at Basilica Of San Francesco D'assisi. This stunning church is sure to ignite your curiosity. Next, dive into the culturally significant features of Rocca Maggiore, a must-visit castle in the town.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Orvieto Cathedral, a captivating church. For a change of scene, check out Pozzo Della Cava, known for its standout features.

When you’re done exploring for the day, you’ll drive to your hotel in Rome. Check in and spend some time relaxing before you head out to tour the city.

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

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.

Let the evening flow smoothly from dinner to drinks at The Apartment Bar Roma, a top-rated bar in the area. For other recommendations, Hotel Hassler Roma provides a perfect setting for rounding out your night with style and great drinks.

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

Read more
Day 8

Day 8

  • Rome - Departure day
  • More
  • Palatine Hill
  • More

Day 8 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Rome 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 Palatine Hill, a culturally significant archeological site before you head out.

On your last day in Italy, take time to indulge in shopping at Rome’s popular marketplace, Galleria San Pietro. Look for keepsakes or souvenirs to remind you of your trip.

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

Enjoy a lovely meal at Sofitel Roma Villa Borghese, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Centro is another top choice with a popular menu.

You’ll then say farewell to Rome. 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!

Read more

Similar travel packages

Discover other popular vacations in Italy

Link to appstore phone
Install Europe’s biggest travel app

Download Europe’s biggest travel marketplace to your phone to manage your entire trip in one place

Scan this QR code with your phone camera and press the link that appears to add Europe’s biggest travel marketplace into your pocket. Enter your phone number or email address to receive an SMS or email with the download link.