Relaxed 11-Day Italy Self-Drive Road Trip With Itinerary from Rome to Siena and Florence

Day 2 introduces you to many popular attractions and activities in Rome, further proving that leisurely self-drive tours in Italy are extraordinary.

Colosseum is an ideal stop early in the day. This iconic archeological site is a must-visit in the city. When you’re ready for your next discovery, continue to Roman Forum, which may be one of the most respected places you will experience today.

One of the best things about exploring Rome 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 Pantheon, an iconic monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Navona and Castel Sant'angelo.

Italy makes the perfect setting for a calming but fun road trip experience. Aside from amazing sights, Italy also offers plenty of tours to enhance your relaxed road trip experience.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Rome.

Experience a harmony of flavors at La Pergola in Rome by securing a reservation in advance. Known for its 3-star Michelin status, La Pergola offers a delightful variety of dishes highlighting its delicious mediterranean and contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Il Pagliaccio, a highly recommended restaurant known for its enticing creative and innovative cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Enoteca La Torre, a highly acclaimed restaurant celebrated for its exceptional mediterranean and creative menu.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Rome.

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.

Free your mind of worries as you enjoy the taste of freedom on your laid-back road trip adventure across Italy.

On day 3 of your leisurely self-drive tour across Italy, you’ll go deep into Rome, where you'll stay for 2 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Rome, and meet locals along the way!

Enjoy all that Trevi Fountain has to offer. This is a world-famous monument you should not miss. Another must-see is Piazza Di Spagna, a wondrous public square in Rome.

When you’re ready for the next sight, head to Spanish Steps. From there, take a leisurely stroll to Piazza Del Popolo, another of the city’s top-rated attractions. We recommend continuing your self-guided tour at Villa Borghese, a standout place of interest in the city.

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Rome, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Enjoy a lovely dining experience at Hotel de Russie, a popular restaurant in Rome. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rome at La Taverna Italiana, 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 The Parrot Bar. It’s yet another ideal choice to enhance your time in Rome tonight.

Hang out and unwind at some of the top bars in Rome.

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.

Raise your glass and toast to another unforgettable, laid-back road trip adventure in Italy!

Your relaxed road trip in Italy continues on day 4 with more unforgettable memories to make. Today, you’ll get to know Italy better by exploring the top attractions of Rome and beyond. With 1 night left in Rome, you’ll still have time to eat and unwind at popular restaurants and bars in the city.

A visit to Trastevere is a must on the agenda today. This neighborhood is full of hidden gems and character, perfect for a leisurely stroll. Plus, you’ll be close to some of the city’s most famous sights. Don’t forget to check out Monti as well, a neighborhood that adds another layer to your exploration.

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

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Treat yourself to a delicious dinner at Sofitel Roma Villa Borghese, an excellent option for tonight's dining. Looking for something different? Centro offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Tema. Known for great service, it’s a fantastic choice for tonight in Rome.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

Free your mind of worries as you enjoy the taste of freedom on your laid-back road trip adventure across Italy.

Day 5 of your self-drive tour in Italy offers a chance to experience the country’s diversity. You’ll start your day in Perugia and end it in Siena. You’ll stay in Siena for 1 night. Along the way, you’ll glimpse local life and explore some of the most remarkable places in Italy.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Perugia. This drive usually takes around 2 hours 20 min, without any stops or traffic disruptions.

Savor the day by heading to Perugia Cathedral, an often recommended church that draws visitors from near and far. When you're done, continue to Piazza Iv Novembre, where you can soak in the history-steeped surroundings.

Next, explore National Gallery, yet another intriguing place to see in the area. After the art gallery, make time to go to Rocca Paolina. This symbolic historical landmark is well worth the visit.

In Siena, you’ll find plenty of places to unwind after a day on the road. Our top recommendations go perfectly with your laid-back road trip in Italy.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Siena.

Make sure to reserve a table at Enoteca I Terzi, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante Tar-Tufo, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Antica Trattoria Papei, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

As the day is coming to an end, stop at some of Siena’s best bars to celebrate this day of your slow-paced adventure in Italy.

After your meal, keep the night alive at a bar like Meet Life Cafè, known for its lively atmosphere. Maudit Pub is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Impero Siena offers an excellent atmosphere for those looking to amp up the evening.

Savor the rest of the night and celebrate another incredible, relaxed road trip adventure in the magical Siena!

Day 6 of your easy, relaxed road trip through Italy lets you travel at your own pace and visit multiple places in a single day. Begin by exploring the best sights in Siena. By evening, drive toward the Florence, where you’ll stay at a top-rated hotel of your choice for 4 nights.

Look forward to a unique sightseeing adventure at the widely recognized Piazza Del Campo and allow yourself time to explore. Just a short distance away you'll find your next stop, Siena Cathedral, an inviting church that draws visitors from far and near.

When you’ve had your share of Siena, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Pisa. Your travel time is around 1 hour 48 min.

Our first attraction recommendation in Pisa is Piazza Del Duomo, Pisa, a timeless public square that draws attention for its historic features. Spend some time soaking in the atmosphere before continuing to Leaning Tower Of Pisa, a culturally significant monument 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 Angelo Caduto, an underrated sightseeing destination that offers a unique experience.

After a day of exploration, relax at one of the top hotels or accommodations in Florence. Staying in the city gives you a comfortable, welcoming place to recharge during your laid-back road trip in Italy.

Exploring the food culture in Florence offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Discover the culinary delights of Florence by securing a reservation at Enoteca Pinchiorri. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of italian contemporary cuisine. For an alternative dining experience, try Santa Elisabetta, renowned for its delicious creative and mediterranean dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Gucci Osteria da Massimo Bottura, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

Continue the enjoyment post-dinner at Manifattura, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Se·sto On Arno Rooftop Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Il Vinile. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Free your mind of worries as you enjoy the taste of freedom on your laid-back road trip adventure across Italy.

Day 7 of your relaxed road trip through Italy means 24 hours of making the best memories in Florence. You’ll go sightseeing at famous attractions in Florence. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Florence!

Oltrarno is a fantastic place you can explore today in Florence. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Florence-way-of-life and visit all the nearby sights.

Catch Piazza Della Signoria before the crowds roll in. This symbolic public square is sure to ignite your curiosity. Next, dive into the respected features of Uffizi Gallery, a must-visit art gallery 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 Ponte Vecchio, a timeless historical landmark. For a change of scene, check out Pitti Palace, known for its enchanting features.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Florence offers a wide selection of experiences for every traveler.

Exploring new places makes you hungry. Luckily, Florence has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Treat yourself to a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. Known for great service, it’s a fantastic choice for tonight in Florence.

Before calling it a day, visit one of the best bars in Florence. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

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.

Savor the rest of the night and celebrate another incredible, relaxed road trip adventure in the magical Florence!

Day 8 introduces you to many popular attractions and activities in Florence, further proving that leisurely self-drive tours in Italy are extraordinary.

Let Piazzale Michelangelo set the tone for the day. Spend some time admiring this culturally significant observation deck before continuing your journey. Basilica Of Santa Croce In Florence is your next stop. This captivating church is one of the best-rated sights in Florence.

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 David. To round off your sightseeing experience, visit Galleria Dell'accademia and Central Market.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Rome. There are so many fun and eye-opening activities to try out in Rome that will make your slow-paced self-drive tour in Italy more memorable. Check out all the most recommended and top-rated tour options in the city of Florence to find the best options for you!

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

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

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

After enjoying a fulfilling meal, continue your evening at Gosh*, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers a welcoming atmosphere for easing into the nightlife. Similarly, Quelo Bar provides an excellent environment for a relaxed and enjoyable evening.

Soak in the unique atmosphere of Florence as you commemorate this day of your relaxed road trip with a toast. Cheers to a memorable, leisurely self-drive holiday in Italy!

On day 9 of your leisurely self-drive tour across Italy, you’ll go deep into Florence, where you'll stay for 1 night, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Florence, and meet locals along the way!

Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

The Boboli Gardens brings Florence's character to life. This remarkable botanical garden is a highlight of any visit in the city. Then, enjoy Porta Romana, another symbolic attraction that never fails to captivate visitors. Next, head over to Basilica Di Santa Maria Novella, Firenze (fi), one of the city’s most notable attractions, known for its history-steeped features.

If you’re looking for more, spend time soaking in the atmosphere of Cathedral Of Santa Maria Del Fiore. This romantic church is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Brunelleschi's Dome, a locally appreciated monument, and take a stroll around the area.

Italy makes the perfect setting for a calming but fun road trip experience. Aside from amazing sights, Italy also offers plenty of tours to enhance your relaxed road trip experience.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Florence, explore the city like a local by trying out the best restaurants in the area.

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

If you feel like it, head out to a bar to celebrate another fantastic day in Florence and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

Raise your glass in celebration of your freedom and relaxed road trip adventure in Italy!

Day 10 of your relaxed road trip across Italy offers a day of exciting discoveries. You’ll start your day in Orvieto and drive in the direction of Orvieto for some laid-back sightseeing. You’ll end your day in Rome, where you’ll stay for 1 night.

When you’ve had your share of Florence, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Orvieto. Your travel time is around 1 hour 58 min.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Orvieto Cathedral, a popular church that everyone visiting Orvieto should see. Next, head to Orvieto Underground. This historic cave system is one of the most intriguing attractions in the region.

Orvieto’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Florence behind. This drive usually takes around 1 hour 58 min. Orvieto welcomes you with a multitude of unique vacation experiences.

Well Of St. Patrick is a captivating monument we recommend visiting today. Discover its culturally significant features before continuing your self-guided tour.

When you’re not exploring beautiful places, you can relax in Rome. Here, you can choose from the best hotels and other accommodations as you get to know more about the culture in the city.

Exploring new places makes you hungry. Luckily, Rome has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

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

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

Cherish every minute of your relaxed road trip vacation across Italy.