9-Day Italy Self-Drive Road Trip With Itinerary from Perugia to Siena and Florence

On day 2 of your road trip, you will have an entire day to discover what to see in Perugia. You’ll stay in Perugia for 2 nights.

Start your day at Etruscan Arch. This picture-perfect historical landmark is an underrated place to see in Perugia. Then, wander over to Perugia Cathedral. If culturally significant sites excite you, this church will be right up your alley. Nearby, you’ll also find Piazza Iv Novembre. This enchanting public square is a favorite among visitors.

Perugia offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, National Archaeological Museum Of Umbria is a worthwhile spot in the city that will captivate you with its unique charm. When you’re done at the museum, don’t forget to check out the inviting Convent Of San Domenico. Take a moment to appreciate the fascinating details of this worthwhile church. Wrap up your self-guided tour of Perugia's top attractions with a visit to Frontone Gardens.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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.

Enjoy a lovely dining experience at La Taverna, a popular restaurant in Perugia. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Perugia at Ristorante del Sole, 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 Al Mangiar Bene. It’s yet another ideal choice to enhance your time in Perugia tonight.

Keep the excitement of the evening going by visiting a bar or two. Caffè Fortebraccio is an excellent place to start. You could also check out Caffe Del Banco, offering a different kind of charm. A last recommendation for the day is Dempsey's Perugia. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Relax and recharge in preparation for another adventurous day in Italy!

On day 3 of your road trip, you’ll start and end your day in Perugia, where you still have 1 night left. You'll spend part of the day exploring places of interest outside the immediate city, including Santa Maria degli Angeli and Spello.

Santa Maria degli Angeli is brimming with adventures.

Let Basilica Of San Francesco D'assisi set the tone for the day. Spend some time admiring this picture-perfect church before continuing your journey. Piazza Del Comune is your next stop. This locally appreciated public square 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 Basilica Di Santa Chiara. This breathtaking church is a sight to behold. To round off your sightseeing experience, visit Rocca Maggiore and Mount Subasio. If time allows, end your day with Porta Consolare, an instagrammable monument that offers a memorable conclusion to your exploration.

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

Perugia is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Perugia.

Enjoy a delicious meal at Perugia Plaza Hotel, a highly-rated dining destination in Perugia. If you're eager to try something different, consider Elfo Pub Perugia, another top spot with a tantalizing menu. You might also want to secure a reservation at Sangallo Palace Hotel. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Perugia this evening.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Il Birrino, a well-loved spot among locals and tourists. Or, head to Quei Bravi Ragazzi. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Lo Chalet - Lounge Bar, another top-rated place in the area.

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

On day 4 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Siena are on today's agenda. In the evening, you’ll end up in Siena, where you will stay for 1 night.

To truly experience Perugia, make sure to drop by Fortezza Medicea (siena). This intriguing monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Basilica Of San Domenico, one of the city’s best highlights.

Next, check out Siena Cathedral, one of the most locally renowned 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, Pubblico Palace. Wander around and soak in the culturally significant atmosphere this palace offers. Then, head to Piazza Del Campo, a top-rated public square that adds another dimension to your day. Finally, visit the beloved Tower Of Mangia, the last of our attraction recommendations for today.

When you’re done exploring for the day, you’ll drive to your hotel in Siena. Check in and relax before you head out to tour the city.

Siena is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Siena.

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.

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.

Raise your glass to another unforgettable day in Italy!

Dive into day 5 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Florence. At the end of the day, you’ll unwind at one of the finest accommodations in Florence, where you'll spend 3 nights.

Piazzale Michelangelo leaves a lasting impression. This observation deck is one of the most astonishing places to visit in Siena. Next, head to Bargello National Museum, an up-and-coming museum, known for its detailed features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Basilica Of Santa Croce In Florence. This photogenic church is a highly recommended experience. Nearby, you'll also find Uffizi Gallery and Ponte Vecchio. Visit these for an interesting touch to your journey. Finish the day with a visit to Piazza Della Signoria, a visually striking public square 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.

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 Ristorante Oliviero 1962, a highly-rated dining destination in Florence. If you're eager to try something different, consider Di Poneta Novoli, another top spot with a tantalizing menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

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.

Say good night to Florence and look forward to another great day of your road trip in Italy!

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 the city and use the provided itinerary to discover what to see in Florence.

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.

Catch Pitti Palace before the crowds roll in. This stunning palace is sure to ignite your curiosity. Next, dive into the romantic features of Cathedral Of Santa Maria Del Fiore, a must-visit church 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 Galleria Dell'accademia, a captivating art gallery. For a change of scene, check out Central Market, known for its photogenic features. We also recommend visiting Basilica Di Santa Maria Novella, Firenze (fi). This church is a must for anyone looking to experience the city to the fullest.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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 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.

Extend your evening after a delightful meal by visiting Bar 50 Rosso, which offers the perfect atmosphere for a night out. Moreover, Bitter Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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 still have 1 night to spend in Florence, there’s no need to rush. Experience Pisa and Lucca to the fullest today with this curated day itinerary.

Make time for Battistero Di San Giovanni, a beloved church that is worthwhile a visit in the city. Nearby, you’ll find Piazza Del Duomo, Pisa, enchanting visitors with its UNESCO world heritage-listed appeal. Continue your exploration at Leaning Tower Of Pisa. This monument is one of the city’s most iconic spots.

Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Guinigi Tower. After exploring the monument, head to the worthwhile San Michele In Foro. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Mura Di Lucca, a place of romantic interest in Florence.

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

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.

Make sure to reserve a table at Ristorante Buca Mario, 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 Agricola Toscana, 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 Eataly Firenze, 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 Gosh* after your meal, a hub for lively evenings and memorable moments. Or, head to Antico Caffè Del Moro - Art Bar Firenze for a great selection of flavorful drinks and a charming setting. Furthermore, Quelo Bar is perfect for those looking to extend their night with a touch of local flavor.

Relax and look forward to more memorable moments to come!

On day 8 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Orvieto. When you’re not sightseeing, take time to relax at your chosen hotel in Perugia, where you’ll be staying for 1 night.

Start your day at Well Of St. Patrick. This historic monument is a locally renowned place to see in Florence. Then, wander over to Orvieto Cathedral. If visually striking sites excite you, this church will be right up your alley. Nearby, you’ll also find Museo Dell'opera Del Duomo. This inviting 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 an intriguing 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 picture-perfect Torre Del Moro Orvieto. Take a moment to appreciate the fascinating details of this curiosity-inducing monument. Wrap up your self-guided tour of Florence's top attractions with a visit to Pozzo Della Cava.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Perugia. Perugia offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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

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.

Following your dinner, dive into the local bar culture at Punto Di Vista. Enjoy this evening's relaxed ambiance with delightful drinks.

Celebrate another amazing day of your road trip adventure in Italy!