5-Day Italy Self-Drive Road Trip With Itinerary from Rome traveling west to Siena

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Photo of piazza de spagna in Rome, Italy.
Photo of Fountain di Trevi in Rome, Italy.
Bridge Il Tevere a Ponte Vittorio Emanuele II in Rome, Italy.
Hadrian Mausoleum, Rome, Italy.
 Vatican dome of San Pietro and Sant Angelo Bridge, over Tiber river in Rome, Italy.
panoramic view of Rome and St. Peter's Basilica, Italy.
View of Pantheon in the morning, Rome, Italy.
Rome, Italy. Stunning twilight view of Forum ancient ruins, seen from Capitoline hill with Colosseum in background.
Aerial view of forum romanum and surrounding areas of historical centre of italian capital rome.
Cozy old street in Trastevere in Rome, Italy. Trastevere is rione of Rome, on the west bank of the Tiber in Rome, Lazio, Italy. Architecture and landmark of Rome.
Aerial panorama of St. Peter's Square in Vatican with Rome in the background. Italy.
photo of view of Illuminated Fontana Di Trevi, Trevi Fountain at Dusk, Rome, Italy.
photo of view of Spanish Step, Rome, Italy.
photo of view of Museum Luasanne, Rome, Italy.
photo of view Roma Wall of Lugo, Rome, Italy.
photo of view of Roman Bridge Cordoba, Rome, Italy.
photo of view of Roman ruins in Rome, Forum, Rome, Italy.
photo of view of Roman Bridge of Cordoba, Rome, Italy.
photo of view of The Iconic, the legendary Coliseum of Rome, Italy.
photo of view of Rome, Italy: The Roman Forum, Latin: Forum Romanum, Italian: Foro Romano, Rome, Italy.
photo of view of Trevi Fountain (Fontana di Trevi) in Rome, Italy. Trevi is most famous fountain of Rome. Architecture and landmark of Rome, Postcard of Rome, Italy.
Photo of Siena in Italy by SimonRei
Photo of Siena cathedral against a bright blue sky in Italy.
Photo of Siena, Italy. Aerial view of Piazza del Campo with Palazzo Pubblico and Torre del Mangia.
photo of view of Siena, Italy. Charming medieval city in Tuscany known for its stunning cathedral, Torre del Mangia, beautiful piazzas, and the famous Palio horse race.
photo of view of Siena, medieval town in Tuscany, with view of the Dome Bell Tower of Siena Cathedral, Mangia Tower and Basilica of San Domenico, Italy
photo of view of Stylish woman walks on background of cityscape of Siena old town. Concept of travel famous cities in Tosacny region of Italy
photo of view of  Aerial view of Montepulciano, a medieval and Renaissance hill town in the Italian province of Siena in southern Tuscany, Italy
photo of view of Facade decoration of the cathedral of Siena, Italy.
photo of view of historic buildings and landmarks in magnificent medieval Siena,Tuscany, Italy.
photo of view of Aerial view of famous medieval San Gimignano hill town with its skyline of medieval towers, including the stone Torre Grossa. Province of Siena, Tuscany, Italy.
photo of view of Cathedral of the City of Siena in Tuscany region of Italy at sunset.
photo of view of Beautiful traveler girl exploring the historic city of Siena in Tuscany. Young tourist woman smiling at camera in Siena Cathedral square, Tuscany, Italy.
photo of view ofYoung woman having lunch with pizza and wine, sitting with dog at outdoor restaurant with beautiful view on the old town of Siena. Concept of italian cuisine and travel
photo of view of Medieval San Gimignano hill town with skyline of medieval towers, including the stone Torre Grossa. Province of Siena, Tuscany, Italy.
photo of view ofBeautiful view of campanile of Siena Cathedral, Duomo di Siena, and Old Town of medieval city of Siena in the sunny day, Tuscany, Siena province, Italy
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Explore the best of Italy on a 5-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Rome, Siena, 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 and 1 night 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 Roman Forum.

As you hit the open road and drive through Rome, Siena, 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!

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Driver’s age is 30 - 65
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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Trevi Fountain
Castel Sant'AngeloPiazza NavonaPantheonpiazza del PopoloVilla Borghese
Roman ForumColosseum
Palazzo Salimbenipiazza del CampoSiena CathedralFortezza MediceaWell of St Patrick
Piazza di Spagna

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Day 1

Day 1

  • Rome - Arrival day
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  • Trevi Fountain
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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 Trevi Fountain, 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.

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

After your meal, keep the night alive at a bar like La Botticella Of Poggi Giovanni, known for its lively atmosphere. Almalu Trastevere is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Viminale Di Pepi Maurilio offers an excellent atmosphere for those looking to amp up the evening.

Raise a toast to the start of your 5-day road trip in Italy!

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Day 2

Day 2

  • Rome
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Drive 11 km, 1 hour 19 min

  • Castel Sant'Angelo
  • Piazza Navona
  • Pantheon
  • piazza del Popolo
  • Villa Borghese
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On day 2 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 1 night and discover all the best things to see and do in the area.

Rome is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and breathtaking views! Start at Castel Sant'angelo, an extraordinary castle that is worthwhile a visit in the city. Nearby, you’ll find Piazza Navona, enchanting visitors with its enchanting appeal. Continue your exploration at Pantheon. This monument is one of the city’s most wondrous spots.

Enjoy the freedom of exploring Rome at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Piazza Del Popolo. After exploring the public square, head to the extraordinary Villa Borghese.

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.

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

Dive into a culinary adventure like no other in Rome by booking a table at La Pergola. This popular restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean and contemporary cuisine. For another culinary dining option, venture to Il Pagliaccio, celebrated for its delectable creative and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Enoteca La Torre, a top local restaurant known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Let the evening flow smoothly from dinner to drinks at Sant' Eustachio Caffè, a top-rated bar in the area. For other recommendations, Yellowsquare Rome provides a perfect setting for rounding out your night with style and great drinks. Likewise, Caffè Portofino 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 3

Day 3

  • Rome
  • Siena
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Drive 248 km, 3 hours 6 min

  • Roman Forum
  • Colosseum
  • 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 Rome. 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.

Today’s route brings fun adventures, scenic views, and picturesque spots. The first attraction of today is Roman Forum. This world-famous archeological site is an awe-inspiring place to see in Rome. Continue your discovery at Colosseum, a breathtaking archeological site with stories to tell.

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.

At the end of the day, you will drive to Siena, 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 Siena's most popular restaurants, and connect with friendly locals for an authentic adventure.

Savor the flavors at Enoteca I Terzi, a top pick for dinner tonight. Alternatively, Ristorante Tar-Tufo beckons with its unique menu offerings. Also, consider Antica Trattoria Papei. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.

Explore the vibrant nightlife at Meet Life Cafè after your meal, a hub for lively evenings and memorable moments. Or, head to Maudit Pub for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Impero Siena is perfect for those looking to extend their night with a touch of local flavor.

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

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Day 4

Day 4

  • Siena
  • Rome
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Drive 254 km, 3 hours 41 min

  • Palazzo Salimbeni
  • piazza del Campo
  • Siena Cathedral
  • Fortezza Medicea
  • Well of St Patrick
  • More

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Siena 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.

Today, you'll explore some of the most beautiful places in Siena, including a palace, a public square, a church, a monument and much more! Start your day with a visit to Palazzo Salimbeni. This worthwhile palace is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Del Campo, which may be one of the most romantic places you will experience today.

One of the best things about exploring Siena on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Siena Cathedral, a locally renowned church in the city. If you’re up for more discoveries, don’t forget to reserve some time for Fortezza Medicea (siena) and Well Of St. Patrick.

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.

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.

Have a fantastic dining experience at Hotel de Russie, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La Taverna Italiana offers an enticing alternative with its varied menu. Additionally, The Parrot Bar is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

Unwind after your meal by stepping into The Apartment Bar Roma. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Hotel Hassler Roma offers a dynamic and energetic atmosphere for a glass or two.

Savor another day of unforgettable experiences in Italy!

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Day 5

Day 5

  • Rome - Departure day
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  • Piazza di Spagna
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Day 5 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 Piazza Di Spagna, an awe-inspiring public square before you head out.

Make the most of your final day in Italy by visiting Rome’s iconic markets and shopping establishments in the buzzing Via del Corso. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy.

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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