7-Day Italy Self-Drive Road Trip With Itinerary from Rome traveling north to 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 Rome, Florence, Pisa, Siena, and Castellina in Chianti. 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 and 3 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 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 St. Peter's Basilica.

As you hit the open road and drive through Rome, Florence, Pisa, Siena, and Castellina in Chianti, 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
Piazza Navona
Spanish StepsTrevi FountainRoman ForumColosseumSt Peter's BasilicaTrastevere
Basilica of Santa Croce in FlorenceUffizi GalleryPonte VecchioPiazza della RepubblicaCathedral of Santa Maria del Fiorepiazza della Signoria
Knights' SquareLeaning Tower of PisaAngelo CadutoPisa CathedralPiazza del Duomo, PisaBattistero di San Giovanni
Fortezza MediceaBasilica of San DomenicoFontebrandaSiena Cathedralpiazza del CampoPubblico Palace
Tumulo di MontecalvarioRocca di Castellina in ChiantiCastello di Brolio
Pantheon

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Day 1

Day 1

  • Rome - Arrival day
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  • Piazza Navona
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Your road trip adventure in Italy begins as soon as you reach Rome and pick up your car. You’ll stay in Rome for 2 nights 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.

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 Piazza Navona, or just 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 Rome. 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. If you are looking to dine at a popular restaurant in Rome, it's often a good idea to reserve a table in advance.

Treat yourself to a delightful dinner at La Bottega Roma, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Pasta In Corso? It's another excellent option with a diverse menu. Consider reserving a table at Trattoria Vecchia Roma 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 La Botticella Of Poggi Giovanni, a well-loved spot among locals and tourists. Or, head to Almalu Trastevere. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Viminale Di Pepi Maurilio, another top-rated place 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

  • Rome
  • More

Drive 16 km, 1 hour 20 min

  • Spanish Steps
  • Trevi Fountain
  • Roman Forum
  • Colosseum
  • St Peter's Basilica
  • Trastevere
  • More

Wake up to day 2 of your extraordinary road trip in Italy. With 1 night left in Rome, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Make sure to visit Trastevere, a popular neighborhood in Rome. 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.

Today's adventure in Rome promises more breathtaking discoveries and enriching experiences! Begin at Spanish Steps. This history-steeped public square is a highlight of any visit in the city. Then, enjoy Trevi Fountain, another noteworthy attraction that never fails to captivate visitors. Next, head over to Roman Forum, one of the city’s most globally renowned attractions, known for its picture-perfect features.

If you’re looking for more, spend time soaking in the atmosphere of Colosseum. This picture-perfect archeological site is frequented by locals and tourists alike. To complete your memorable day, make sure to visit St. Peter's Basilica, a globally renowned major basilica, and take a stroll around the area.

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

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.

Don’t miss out on dining at RomAntica, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Coso Ristorante, another top spot with a mouthwatering menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

Cap off your dinner by heading to Sant' Eustachio Caffè, ideal for a leisurely evening with a drink in hand. Yellowsquare Rome 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.

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

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Day 3

Day 3

  • Rome
  • Florence
  • More

Drive 276 km, 3 hours 31 min

  • Basilica of Santa Croce in Florence
  • Uffizi Gallery
  • Ponte Vecchio
  • Piazza della Repubblica
  • Cathedral of Santa Maria del Fiore
  • piazza della Signoria
  • More

Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Florence. 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 3 nights.

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most well-known attractions included on the itinerary is Basilica Of Santa Croce In Florence. This photogenic church will help you start your sightseeing on top. Then, take a leisurely stroll to Uffizi Gallery and learn what makes this romantic art gallery unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the world-famous Ponte Vecchio. After exploring the historical landmark, head to Piazza Della Repubblica. This locally renowned public square is a highlight in Rome. As your day continues, stop by Cathedral Of Santa Maria Del Fiore, known for its history-steeped features. Lastly, don’t forget to check out the widely recognized Piazza Della Signoria. Enjoy exploring this incredible public square at your own pace.

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.

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.

Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

Keep the evening going at Manifattura, a great choice for enjoying the after-dinner hours with a drink. You could also go to Se·sto On Arno Rooftop Bar, which offers a similarly pleasant setting and great drinks. Another option is Il Vinile, which provides an inviting environment for unwinding after a busy day out.

Raise your glass to another unforgettable day in Italy!

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Day 4

Day 4

  • Florence
  • More

Drive 177 km, 2 hours 58 min

  • Knights' Square
  • Leaning Tower of Pisa
  • Angelo Caduto
  • Pisa Cathedral
  • Piazza del Duomo, Pisa
  • Battistero di San Giovanni
  • More

At the end of the day, you'll drive back to Florence, where you'll stay for 2 nights more.

Start your day at Knights' Square. This awe-inspiring public square is an underrated place to see in Florence. Then, wander over to Leaning Tower Of Pisa. If UNESCO world heritage-designated sites excite you, this monument will be right up your alley. Nearby, you’ll also find Angelo Caduto.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Pisa Cathedral is a frequently visited spot in the city that will captivate you with its unique charm. When you’re done at the church, don’t forget to check out the picture-perfect Piazza Del Duomo, Pisa. Take a moment to appreciate the fascinating details of this globally renowned public square. Wrap up your self-guided tour of Florence's top attractions with a visit to Battistero Di San Giovanni.

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.

Enjoy a lovely meal at Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

Unwind after your meal by stepping into Bar 50 Rosso. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bitter Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Archea Brewery, another top-rated bar in the area.

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 5

Day 5

  • Florence
  • More

Drive 154 km, 2 hours 52 min

  • Fortezza Medicea
  • Basilica of San Domenico
  • Fontebranda
  • Siena Cathedral
  • piazza del Campo
  • Pubblico Palace
  • More

On day 5 of your road trip, you’ll start and end your day in Florence, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Siena. You still have 1 night left in Florence.

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Fortezza Medicea (siena). This picture-perfect monument is sure to ignite your curiosity. Next, dive into the respected features of Basilica Of San Domenico, a must-visit church in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Fontebranda, a worthwhile historical landmark. For a change of scene, check out Siena Cathedral, known for its enchanting features. We also recommend visiting Piazza Del Campo. This public square is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Pubblico Palace, yet another up-and-coming attraction in Florence.

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

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

Treat yourself to a delicious dinner at Ristorante Buca Mario, an excellent option for tonight's dining. Looking for something different? Agricola Toscana offers a tantalizing alternative with its diverse menu. And don’t miss Eataly Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Continue your evening by exploring the vibrant nightlife scene at Gosh*, a prime destination for a thrilling night out. Also, don’t forget to check out Antico Caffè Del Moro - Art Bar Firenze, a bar that offers unique local touches. Likewise, Quelo Bar provides an excellent alternative for a fun evening.

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

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Day 6

Day 6

  • Florence
  • Rome
  • More

Drive 316 km, 4 hours 32 min

  • Tumulo di Montecalvario
  • Rocca di Castellina in Chianti
  • Castello di Brolio
  • More

On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Castellina in Chianti and San Regolo. When you’re not sightseeing, take time to relax at your selected hotel in Rome, where you’ll be staying for 1 night.

Florence is brimming with adventures. Today’s wonderful stops include an archeological site and a castle. Begin your sightseeing adventure at the curiosity-inducing Tumulo Di Montecalvario and allow yourself time to explore. Just a short distance away you'll find your next stop, Rocca Di Castellina In Chianti, a history-steeped castle that draws visitors from far and near.

Continue your journey to Castello Di Brolio, one of the village’s most locally appreciated spots that you shouldn’t miss.

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.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Don’t miss out on dining 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.

Following your dinner, dive into the local bar culture at The Apartment Bar Roma. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Hotel Hassler Roma, the perfect place for those looking to experience the best of the nightlife.

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

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Day 7

Day 7

  • Rome - Departure day
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  • Pantheon
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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 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, begin at Pantheon. This world-famous monument is a popular place to see in the city.

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

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!

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