9-Day Italy Self-Drive Road Trip With Itinerary from Perugia to Siena and Florence
Description
Included
Description
Experience the freedom of the open road in Italy as you embark on an unforgettable 9-day road trip! This experience caters to every traveler, featuring destinations like Perugia, Santa Maria degli Angeli, Spello, Siena, Florence, Pisa, Lucca, and Orvieto.
This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 4 nights in Perugia, 1 night in Siena, 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 Perugia, 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. Ponte Vecchio and Leaning Tower Of Pisa are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Piazza Del Duomo, Pisa, learn more about the unique Piazzale Michelangelo, and immerse yourself in the vibrant atmosphere of Cathedral Of Santa Maria Del Fiore.
As you hit the open road and drive through Perugia, Santa Maria degli Angeli, Spello, Siena, Florence, Pisa, Lucca, 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!
Travel details
Set your travel details to find the best price
Flights
Compare and choose from the best flights to Perugia
Car
Choose from the best car rental deals or see all options
Itinerary summary
See a summary of the itinerary that you can fully customize
Personalize your itinerary
Customize tours under each day and destination
Day 1
- Perugia - Arrival day
- More
- Rocca Paolina
- More
Your road trip adventure in Italy begins as soon as you reach Perugia and pick up your car. You’ll stay in Perugia for 3 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.
Perugia 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 Rocca Paolina, 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 Perugia. 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 Perugia, it's often a good idea to reserve a table in advance.
Don’t miss out on dining at Ristorante Settimo Sigillo, a top-rated dining destination in Perugia. If you're in the mood to try something new, consider Caffè Baglioni, another top spot with a mouthwatering menu. You might also want to secure a reservation at Bar Pellas. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Perugia this evening.
Keep the evening going at Tommi Bar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Valentina, which offers a similarly pleasant setting and great drinks. Another option is Caffe Dal Perugino, which provides an inviting environment for unwinding after a busy day out.
Raise a toast to the start of your 9-day road trip in Italy!
Day 2
- Perugia
- More
Drive 4 km, 40 min
- Etruscan Arch
- Perugia Cathedral
- Piazza IV Novembre
- National Archaeological Museum of Umbria
- Convent of San Domenico
- Frontone Gardens
- More
Day 2 of your road trip across Italy promises a magnificent time exploring Perugia. You have 2 nights left in Perugia. Take the opportunity to experience more of the best attractions and activities in the city.
A blend of fun adventures, breathtaking views, and photo-friendly spots await you in Perugia on today’s itinerary. First up is the curiosity-inducing historical landmark, Etruscan Arch. Afterward, continue to Perugia Cathedral, a church every traveler should visit.
As you explore Perugia’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Piazza Iv Novembre. This often recommended public square is an essential stop. Following that, head to National Archaeological Museum Of Umbria, another must-visit site that will enhance your experience. Don’t forget to stop by Convent Of San Domenico, an up-and-coming church in the city. Finally, end your day with a visit to Frontone Gardens, a mesmerizing park that offers the perfect conclusion to your sightseeing of the day.
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.
Indulge in a memorable dining experience at one of Perugia's most popular restaurants, and connect with friendly locals for an authentic adventure.
Treat yourself to a delicious dinner at La Taverna, an excellent option for tonight's dining. Looking for something different? Ristorante del Sole offers a tantalizing alternative with its diverse menu. And don’t miss Al Mangiar Bene. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Perugia.
Following your dinner, dive into the local bar culture at Caffè Fortebraccio. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Caffe Del Banco, the perfect place for those looking to experience the best of the nightlife. Similarly, Dempsey's Perugia provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Savor another day of unforgettable experiences in Italy!
Day 3
- Perugia
- More
Drive 77 km, 2 hours 4 min
- Basilica of San Francesco d'Assisi
- Piazza del Comune
- Basilica di Santa Chiara
- Rocca Maggiore
- Mount Subasio
- Porta Consolare
- More
On day 3 of your road trip, you’ll start and end your day in Perugia, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Santa Maria degli Angeli and Spello. You still have 1 night left in Perugia.
Prepare for a day full of fun adventures, scenic views, and picturesque spots. When you’re ready, kick off your sightseeing adventure at Basilica Of San Francesco D'assisi. This captivating church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Del Comune, one of the town’s best highlights.
Next, check out Basilica Di Santa Chiara, one of the most locally appreciated places to see in Perugia. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Rocca Maggiore. Wander around and soak in the history-steeped atmosphere this castle offers. Then, head to Mount Subasio, a top-rated mountain range that adds another dimension to your day. Finally, visit the curiosity-inducing Porta Consolare, the last of our attraction recommendations for today.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Perugia.
As dinnertime approaches, it's time to head out for a bite to eat in Perugia. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.
Enjoy a lovely meal at Perugia Plaza Hotel, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Elfo Pub Perugia is another top choice with a popular menu. You could also check for a table at Sangallo Palace Hotel. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Perugia tonight.
After enjoying a fulfilling meal, continue your evening at Il Birrino, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Quei Bravi Ragazzi offers a welcoming atmosphere for easing into the nightlife. Similarly, Lo Chalet - Lounge Bar provides an excellent environment for a relaxed and enjoyable evening.
As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.
Day 4
- Perugia
- Siena
- More
Drive 110 km, 1 hour 59 min
- Fortezza Medicea
- Basilica of San Domenico
- Siena Cathedral
- Pubblico Palace
- piazza del Campo
- Tower of Mangia
- More
On day 4 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. In the evening, you’ll end up in Siena, where you will stay for 1 night.
Today’s well-planned self-sightseeing route offers several fun adventures, scenic views, and picturesque spots. Whether you decide to explore Perugia on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Fortezza Medicea (siena) is the first of them. Spend some time admiring this historic monument before continuing your journey. Basilica Of San Domenico is your next stop. This worthwhile church is one of the best-rated sights in Perugia.
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 Siena Cathedral. This history-steeped church is a sight to behold. To round off your sightseeing experience, visit Pubblico Palace and Piazza Del Campo. If time allows, end your day with Tower Of Mangia, a respected monument that offers a memorable conclusion to your exploration.
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 explore more of Siena, 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.
Enjoy a delicious meal at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.
Unwind after your meal by stepping into Meet Life Cafè. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Maudit Pub offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Impero Siena, another top-rated bar in the area.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 5
- Siena
- Florence
- More
Drive 75 km, 1 hour 51 min
- piazzale Michelangelo
- Bargello National Museum
- Basilica of Santa Croce in Florence
- Uffizi Gallery
- Ponte Vecchio
- piazza della Signoria
- More
On day 5 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 3 nights.
Today’s route brings family-friendly attractions, romantic experiences, and scenic views. The first attraction of today is Piazzale Michelangelo. This astonishing observation deck is a history-steeped place to see in Siena. Continue your discovery at Bargello National Museum, a respected museum with stories to tell.
As you stroll around Siena, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Basilica Of Santa Croce In Florence. This notable church offers a culturally significant encounter with Siena. Next, make your way to Uffizi Gallery to add another highlight to your day. After that, visit Ponte Vecchio, a world-famous historical landmark that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Piazza Della Signoria, an impressive public square in the city. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Siena.
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 day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.
Dine in style at Ristorante Oliviero 1962, a top recommendation for dinner tonight. Or, for a change of pace, Di Poneta Novoli boasts a menu that's sure to impress. Also, be sure to check out Caffe San Firenze. Known as a local hotspot, it’s a great choice for tonight in Florence.
If you’re not ready to end the night just yet, Manifattura offers a perfect venue to relax and savor a drink. Similarly, Se·sto On Arno Rooftop Bar is well-suited for those looking to unwind in a social setting. Il Vinile is another excellent spot to enjoy a nightcap after a delightful meal.
Raise your glass to another unforgettable day in Italy!
Day 6
- Florence
- More
Drive 4 km, 1 hour 3 min
- Palazzo Pitti
- Cathedral of Santa Maria del Fiore
- Galleria dell'Accademia
- Central Market
- Basilica of Santa Maria Novella
- Oltrarno
- More
Day 6 offers a multitude of experiences. You will stay in Florence for 2 nights more, offering you enough time to explore at a relaxed pace.
A visit to Oltrarno in Florence 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.
Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most popular attractions included on the itinerary is Pitti Palace. This enchanting palace will help you start your sightseeing on top. Then, take a leisurely stroll to Cathedral Of Santa Maria Del Fiore and learn what makes this symbolic church unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the popular Galleria Dell'accademia. After exploring the art gallery, head to Central Market. This locally renowned food market is a highlight in Florence. As your day continues, stop by Basilica Di Santa Maria Novella, Firenze (fi), known for its symbolic features.
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.
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.
Make sure to reserve a table at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Explore the vibrant nightlife at Bar 50 Rosso after your meal, a hub for lively evenings and memorable moments. Or, head to Bitter Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery is perfect for those looking to extend their night with a touch of local flavor.
Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip in Italy!
Day 7
- Florence
- More
Drive 196 km, 3 hours 13 min
- Battistero di San Giovanni
- Piazza del Duomo, Pisa
- Leaning Tower of Pisa
- Guinigi Tower
- San Michele in Foro
- Walls of Lucca
- More
On day 7 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 will return to Florence for 1 night more, there’s no need to rush. Experience Pisa and Lucca to the fullest today with this curated day itinerary!
Get ready to discover some of the most iconic wonders in Florence, including a church, a public square, a monument, a historical landmark and much more! Start your day at Battistero Di San Giovanni. This picture-perfect church is a frequently visited place to see in Florence. Then, wander over to Piazza Del Duomo, Pisa. If historic sites excite you, this public square will be right up your alley. Nearby, you’ll also find Leaning Tower Of Pisa. This culturally significant monument is a favorite among visitors.
Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Guinigi Tower is an up-and-coming spot in the city that will captivate you with its unique charm. When you’re done at the monument, don’t forget to check out the symbolic San Michele In Foro. Take a moment to appreciate the fascinating details of this intriguing church. Wrap up your self-guided tour of Florence's top attractions with a visit to Mura Di Lucca.
When you’re done exploring for the day, you’ll return to Florence and your accommodation.
As you explore more of Florence, 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 Ristorante Buca Mario, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Agricola Toscana offers an enticing alternative with its varied menu. Additionally, Eataly Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.
Continue your lively evening at Gosh*, a perfect place for winding down or revving up the night, depending on which mood you’re in. Antico Caffè Del Moro - Art Bar Firenze is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Quelo Bar ensures a night out tailored to your taste.
Celebrate another amazing day of your road trip adventure in Italy!
Day 8
- Florence
- Perugia
- More
Drive 242 km, 3 hours 46 min
- Well of St Patrick
- Orvieto Cathedral
- Museo dell'Opera del Duomo
- Orvieto subterranea
- Torre del Moro Orvieto
- Pozzo della Cava
- More
Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Orvieto. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Perugia. You will spend 1 night here for some well-deserved relaxation.
Get ready to discover some of the most iconic wonders in Florence, including a monument, a church, a museum, a cave system, a cave and much more! Start your day at Well Of St. Patrick. This culturally significant monument is a notable place to see in Florence. Then, wander over to Orvieto Cathedral. If history-steeped sites excite you, this church will be right up your alley. Nearby, you’ll also find Museo Dell'opera Del Duomo. This photogenic museum is a favorite among visitors.
Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Orvieto Underground is a beloved spot in the village that will captivate you with its unique charm. When you’re done at the cave system, don’t forget to check out the historic Torre Del Moro Orvieto. Take a moment to appreciate the fascinating details of this often recommended monument. Wrap up your self-guided tour of Florence's top attractions with a visit to Pozzo Della Cava.
When you’re done exploring for the day, you’ll drive to your hotel in Perugia. Check in and spend some time relaxing before you head out to tour the city.
As dinnertime approaches, it's time to head out for a bite to eat in Perugia. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.
Have a fantastic dining experience at Alphaville, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Osteria a Priori offers an enticing alternative with its varied menu. Additionally, La Bottega di Perugia is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Perugia.
After enjoying a fulfilling meal, continue your evening at Punto Di Vista, ideal for those looking to unwind with a drink in a comfortable setting.
As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.
Day 9
- Perugia - Departure day
- More
- Saint Pietro Gate
- More
Day 9 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Perugia 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 Saint Pietro Gate. This curiosity-inducing monument is a popular place to see in the city.
As your final day in Italy unfolds, enjoy a last-minute shopping spree in Perugia's best shopping area. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Perugia.
Treat yourself to a delicious dinner at Ristorante IL CANTINONE Perugia, an excellent option for tonight's dining. Looking for something different? Locanda Del Bartoccio offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Il Giurista.
You’ll then say farewell to Perugia. 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!
Similar travel packages
Discover other popular vacations in Italy
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.