9-Day Italy Self-Drive Road Trip With Itinerary from Perugia to Siena and Florence
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Description
Explore the best of Italy on a 9-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Perugia, Santa Maria degli Angeli, Spello, Siena, Florence, Pisa, Lucca, 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 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!
Itinerary summary
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Day 1
- Perugia - Arrival day
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- Rocca Paolina
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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.
Find your way to your hotel in Perugia. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.
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.
Make sure to reserve a table at Ristorante Settimo Sigillo, an iconic dining spot in Perugia. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Caffè Baglioni, a popular restaurant in Perugia. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Bar Pellas, a hidden gem nestled in Perugia. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Continue your evening by exploring the vibrant nightlife scene at Tommi Bar, a prime destination for a thrilling night out. Also, don’t forget to check out Valentina, a bar that offers unique local touches. Likewise, Caffe Dal Perugino provides an excellent alternative for a fun evening.
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
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Day 2 offers a multitude of experiences. You will stay in Perugia for 2 nights more, offering you enough time to explore at a relaxed pace.
Today’s agenda in Perugia includes a historical landmark, a church, a public square, a museum, a park and much more! Etruscan Arch is must-visit historical landmark and a great starting point for the day. Next, continue your journey to Perugia Cathedral, a curiosity-inducing church, located just a leisurely stroll away. Next, head to Piazza Iv Novembre, a romantic public square, also available for your discovery today.
Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Perugia. When you're ready, let your sightseeing route take you to the often recommended National Archaeological Museum Of Umbria. If you’re looking for more, Convent Of San Domenico is also a locally appreciated attraction that is worthwhile a visit. Lastly, don’t miss Frontone Gardens, a place of mesmerizing interest in the city.
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 explore more of Perugia, 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.
Dine in style at La Taverna, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante del Sole boasts a menu that's sure to impress. Also, be sure to check out Al Mangiar Bene. Known as a local hotspot, it’s a great choice for tonight in Perugia.
Keep the evening going at Caffè Fortebraccio, a great choice for enjoying the after-dinner hours with a drink. You could also go to Caffe Del Banco, which offers a similarly pleasant setting and great drinks. Another option is Dempsey's Perugia, which provides an inviting environment for unwinding after a busy day out.
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 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
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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.
A blend of fun adventures, scenic views, and photo-friendly spots await you in Perugia on today’s itinerary. First up is the interesting church, Basilica Of San Francesco D'assisi. Afterward, continue to Piazza Del Comune, a public square every traveler should visit.
As you explore Perugia’s charming streets, take in the lively atmosphere and get to know the character of the town. Next, make your way to Basilica Di Santa Chiara. This up-and-coming church is an essential stop. Following that, head to Rocca Maggiore, another must-visit site that will enhance your experience. Don’t forget to stop by Mount Subasio, a beloved mountain range in the town. Finally, end your day with a visit to Porta Consolare, a symbolic monument that offers the perfect conclusion to your sightseeing of the day.
When you’re done exploring for the day, you’ll return to Perugia and your accommodation.
After a day of adventure, treat yourself to an exquisite dinner at one of Perugia's best restaurants.
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 your delicious meal, get a taste of the vibrant nightlife with a visit to Il Birrino, known for its inviting atmosphere. Quei Bravi Ragazzi is another great option if you’re looking for a place to get the night started. Similarly, Lo Chalet - Lounge Bar provides a great setting to enjoy the night away.
Savor another day of unforgettable experiences in Italy!
Day 4
- Perugia
- Siena
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Drive 110 km, 1 hour 59 min
- Fortezza Medicea
- Basilica of San Domenico
- Siena Cathedral
- Pubblico Palace
- piazza del Campo
- Tower of Mangia
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Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Siena. 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 family-friendly attractions, breathtaking views, and photo-friendly spots. The first attraction of today is Fortezza Medicea (siena). This up-and-coming monument is a historic place to see in Perugia. Continue your discovery at Basilica Of San Domenico, a stunning church with stories to tell.
As you stroll around Perugia, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Siena Cathedral. This popular church offers an enchanting encounter with Perugia. Next, make your way to Pubblico Palace to add another highlight to your day. After that, visit Piazza Del Campo, an impressive public square that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Tower Of Mangia, an underrated monument 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 Perugia.
When you’re done exploring for the day, you’ll drive to your hotel in Siena. 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 Siena. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Treat yourself to a delightful dinner at Enoteca I Terzi, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante Tar-Tufo? It's another excellent option with a diverse menu. Consider reserving a table at Antica Trattoria Papei as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Siena.
After enjoying a fulfilling meal, continue your evening at Meet Life Cafè, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Maudit Pub offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Impero Siena provides an excellent environment for a relaxed and enjoyable evening.
Raise your glass to another unforgettable day 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.
Discover a day packed with family-friendly attractions, romantic experiences, and breathtaking views in Siena. Begin your sightseeing with Piazzale Michelangelo. This widely recognized observation deck is one of the top attractions in the city. Proceed to Bargello National Museum, another must-visit attraction.
As you wander through the inviting streets of Siena, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Basilica Of Santa Croce In Florence. This locally renowned church is a traveler-favorite. Not far away, you’ll find Uffizi Gallery, another key site on your sightseeing itinerary. Ponte Vecchio is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Piazza Della Signoria and uncover why it's recognized as one of the city's most extraordinary attractions.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Florence. Florence 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 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.
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.
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.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 6
- Florence
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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 of your road trip will take you to the best attractions Florence has to offer. Cherish the 2 nights you have left in Florence by discovering the best things there are to see and do in the city.
Oltrarno is one of the highlights of today. Take your time exploring this iconic neighborhood in Florence, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the city.
Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a palace, a church, an art gallery, a food market and much more! Begin your adventure at Pitti Palace. This is a popular palace you should not miss. Another must-see is Cathedral Of Santa Maria Del Fiore, an impressive church in Florence.
When you’re ready for the next sight, head to Galleria Dell'accademia. From there, take a leisurely stroll to Central Market, another of the city’s notable attractions. We recommend continuing your self-guided tour at Basilica Di Santa Maria Novella, Firenze (fi), an inviting place of interest in the city.
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 Florence's best restaurants.
Enjoy a lovely dining experience at Ditta Artigianale, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Trattoria Da Burde, 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 Casa Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.
After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar 50 Rosso, known for its inviting atmosphere. Bitter Bar is another great option if you’re looking for a place to get the night started. Similarly, Archea Brewery provides a great setting to enjoy the night away.
Celebrate another amazing day of your road trip adventure 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
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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!
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Battistero Di San Giovanni. This worthwhile church provides an insightful glimpse into the city's identity. Next, discover Piazza Del Duomo, Pisa, a grand public square, promising a delightful encounter.
Continue your sightseeing with a visit to Leaning Tower Of Pisa, a world-famous monument. When you’re done, don’t forget to make a stop at the up-and-coming Guinigi Tower. Not far away from the monument, you will find the culturally significant Mura Di Lucca, perfect for a quick visit. Round off your day at San Michele In Foro, another gem in Florence with breathtaking features to discover.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.
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.
Enjoy a lovely dining experience at Ristorante Buca Mario, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Agricola Toscana, 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 Eataly Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.
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.
Relax and recharge in preparation for another adventurous day in Italy!
Day 8
- Florence
- Perugia
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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
Dive into day 8 of your remarkable road trip in Italy. Today you will explore 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 Perugia. You’ll stay here for 1 night.
Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most interesting attractions included on the itinerary is Well Of St. Patrick. This awe-inspiring monument will help you start your sightseeing on top. Then, take a leisurely stroll to Orvieto Cathedral and learn what makes this enchanting church unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the frequently visited Museo Dell'opera Del Duomo. After exploring the museum, head to Orvieto Underground. This locally appreciated cave system is a highlight in Florence. As your day continues, stop by Torre Del Moro Orvieto, known for its picture-perfect features. Lastly, don’t forget to check out the often recommended Pozzo Della Cava. Enjoy exploring this incredible cave at your own pace.
At the end of the day, you will drive to Perugia, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
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.
Make sure to reserve a table at Alphaville, an iconic dining spot in Perugia. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Osteria a Priori, a popular restaurant in Perugia. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of La Bottega di Perugia, a hidden gem nestled in Perugia. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
After your delicious meal, get a taste of the vibrant nightlife with a visit to Punto Di Vista, known for its inviting atmosphere.
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
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- Saint Pietro Gate
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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, we recommend visiting Saint Pietro Gate, an instagrammable monument before you head out.
Maximize your last day in Italy and go on a shopping spree in Perugia’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Perugia.
If you're in the mood for something new, try Locanda Del Bartoccio, another premier location with a delectable menu.
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!
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