7-Day Italy Self-Drive Road Trip With Itinerary from Rome traveling north to Florence

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Colosseum, Rome, Italy.
Photo of piazza de spagna in Rome, Italy.
7-Day Italy Self-Drive Road Trip With Itinerary from Rome traveling north to Florence
7-Day Italy Self-Drive Road Trip With Itinerary from Rome traveling north to Florence
7-Day Italy Self-Drive Road Trip With Itinerary from Rome traveling north to Florence
7-Day Italy Self-Drive Road Trip With Itinerary from Rome traveling north to Florence
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 remarkable 7-day road trip! Combine exploration with relaxation on a self-drive tour featuring Rome, Florence, Pisa, Siena, and Castellina in Chianti.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. 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 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.

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, accommodations, 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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Driver’s age is 30 - 65
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Pick-up: 10:00
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Day1

Day 1

  • Rome - Arrival day
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  • Piazza Navona
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Welcome to Rome, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 2 nights discovering what to see in Rome before embarking on the next leg of your journey.

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. Taking a stroll in the city center is a great alternative. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

When you're ready for some downtime, make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Rome. Make yourself at home and unwind 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.

Make sure to reserve a table at La Bottega Roma, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Pasta In Corso, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Trattoria Vecchia Roma, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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 Almalu Trastevere, which offers a similarly pleasant setting and great drinks. Another option is Bar Viminale Di Pepi Maurilio, which provides an inviting environment for unwinding after a busy day out.

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

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Day2

Day 2

  • Rome
  • Vatican City
  • More

Drive 16 km, 1 hour 20 min

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

Greet day 2 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 1 night to stay in Rome, so get ready to make the most of your time in the region. On the agenda for this day, you’ll find only the best things to see and do in Rome and Vatican City.

At the top of the list of things to do today is to explore Trastevere, a neighborhood that captures the true essence of Rome. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

Spanish Steps makes a great addition to your morning plans. This widely recognized public square is an enchanting place to see in Rome. Continue your discovery at Trevi Fountain, a romantic monument with stories to tell.

As you stroll around Rome, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Roman Forum. This globally renowned archeological site offers a picture-perfect encounter with Rome. Next, make your way to Colosseum to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Rome.

Continue your road trip and head to your next destination, Vatican City.

For a more meaningful self-guided tour of the city's best attractions, visit St. Peter's Basilica, a world-famous major basilica that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

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

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

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.

Extend your evening after a delightful meal by visiting Sant' Eustachio Caffè, which offers the perfect atmosphere for a night out. Moreover, Yellowsquare Rome is another popular option for a drink or two. Likewise, Caffè Portofino also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day3

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

Your itinerary for day 3 of your road trip in Italy includes 1 stop and features some of the highlights of Florence. At the end of the day, enjoy the comforts of a top-rated hotel in Florence, where you'll spend 3 nights.

When you’re ready to jump back into the car and say goodbye to Rome, you’ll hit the road in the direction of Florence. This drive usually takes around 3 hours 2 min.

Our first attraction recommendation in Florence is Basilica Of Santa Croce In Florence, a captivating church that draws attention for its culturally significant features. Spend some time soaking in the atmosphere before continuing to Uffizi Gallery, a romantic art gallery that stands out in the city.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Ponte Vecchio, a timeless historical landmark that offers a unique experience. Be sure to also explore Piazza Della Repubblica, a nearby public square, highly recommended by other travelers. End your self-guided tour at Cathedral Of Santa Maria Del Fiore, an inviting church and the perfect final attraction in Florence.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and relax 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 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 delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, another top-rated place in the area.

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

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Day4

Day 4

  • Florence
  • Pisa
  • 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

On day 4 of your road trip, you'll get the chance to experience Pisa. At the end of the day, you'll drive back to Florence, where you still have 2 nights left to stay.

Set your GPS to Pisa and hit the road. Expect a journey of approximately 1 hour 17 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Pisa beckons with new experiences!

Spend your afternoon discovering Knights' Square, an up-and-coming public square known for its picture-perfect features. Next, continue your sightseeing at Leaning Tower Of Pisa, an iconic monument.

Make sure to also explore Pisa Cathedral, an intriguing church. For your last stop, consider Piazza Del Duomo, Pisa, a culturally significant public square that many travelers find worth the detour.

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

Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for a true cultural experience.

Enjoy a delicious meal at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Round off your dining experience by visiting Bar 50 Rosso, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bitter Bar, a bar catering to every mood and preference. Archea Brewery likewise offers a unique atmosphere, perfect for a memorable night out.

Relax and look forward to more memorable moments to come!

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Day5

Day 5

  • Florence
  • Siena
  • 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 in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you still have 1 night to spend in Florence, there’s no need to rush. Experience Siena to the fullest today with this curated day itinerary.

Fasten your seatbelt and make your way to your next stop — Siena, home to many well-known sights in the region. Keep in mind that your travel time from Florence to Siena may take around 1 hour 10 min without traffic disruptions. Upon arrival in Siena, we highly recommend checking out some of the top attractions.

Set out on a self-guided sightseeing tour at Fortezza Medicea (siena) and explore the historic features. Next, make your way to Basilica Of San Domenico, another highlight in Siena. When you’re done exploring the church, continue to Fontebranda, a symbolic historical landmark.

Nearby, you will also find Siena Cathedral. This well-known church is a top place to see in the area. Lastly, head to Piazza Del Campo, a history-steeped public square that is perfect for some final exploring in the city.

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.

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

After your meal, keep the night alive at a bar like Gosh*, known for its lively atmosphere. Antico Caffè Del Moro - Art Bar Firenze is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Quelo Bar offers an excellent atmosphere for those looking to amp up the evening.

Savor another day of unforgettable experiences in Italy!

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Day6

Day 6

  • Florence
  • Castellina in Chianti
  • 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 road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Castellina in Chianti and San Regolo are on today's agenda. In the evening, you’ll end up in Rome, where you will stay for 1 night.

After soaking in Florence’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Castellina in Chianti. Expect your car journey to take a minimum of 54 min. When you arrive in Castellina in Chianti, it's time to take a break from the road.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Tumulo Di Montecalvario, a curiosity-inducing archeological site that everyone visiting Castellina in Chianti should see. Next, head to Rocca Di Castellina In Chianti. This enchanting castle is one of the most curiosity-inducing attractions in the region.

Continue your road trip and head to your next destination, San Regolo. This car ride takes around 40 min.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Castello Di Brolio, a beloved castle that everyone visiting San Regolo should see.

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.

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

Make sure to reserve a table at Hotel de Russie, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Taverna Italiana, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of The Parrot Bar, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

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

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Day7

Day 7

  • Rome - Departure day
  • More
  • Pantheon
  • More

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 iconic monument is a hotspot among locals.

Take advantage of your accommodation's proximity to Rome’s shopping district for some last-minute bargain hunting. 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.

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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Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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Your trip is protected, personalized, and priced right. No surprises, no stress.

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