One-Week Italy Self-Drive Road Trip With Itinerary from Florence to Siena and Perugia

Day 2 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.

Make time for Galleria Dell'accademia, a well-known art gallery that is worthwhile a visit in the city. Nearby, you’ll find Piazza Della Signoria, enchanting visitors with its history-steeped appeal. Continue your exploration at Ponte Vecchio. This historical landmark is one of the city’s most wondrous 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 Uffizi Gallery. After exploring the art gallery, head to the notable Basilica Of Santa Croce In Florence. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Piazzale Michelangelo, a place of romantic interest in Florence.

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.

Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for a true cultural experience.

Treat yourself to a delightful dinner at Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

Unwind after your meal by stepping into Bar 50 Rosso. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bitter Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Archea Brewery, another top-rated bar in the area.

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 Florence, where you have 1 night left to stay.

Piazza Del Duomo, Pisa leaves a lasting impression. This public square is one of the most iconic places to visit in Florence. Next, head to Pisa Cathedral, an increasingly popular church, known for its stunning 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 Leaning Tower Of Pisa. This remarkable monument is a highly recommended experience. Nearby, you'll also find Mura Di Lucca and Piazza Dell'anfiteatro. Visit these for an interesting touch to your journey.

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

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 Florence, it's often a good idea to reserve a table in advance.

Enjoy a lovely meal at Ristorante Buca Mario, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Agricola Toscana is another top choice with a popular menu. You could also check for a table at Eataly Firenze. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Florence tonight.

Following your dinner, dive into the local bar culture at Gosh*. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Antico Caffè Del Moro - Art Bar Firenze, the perfect place for those looking to experience the best of the nightlife. Similarly, Quelo Bar provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Head back to your accommodation in Florence and get some rest to prepare for another magical day of your road trip in Italy.

Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 places, which are Siena and San Gimignano. At the end of the day, you will retreat to the hotel of your choice in Siena, where will spend 2 nights.

Your adventure in Florence is only getting started when you visit Siena Cathedral, a captivating local hot spot. Another notable attraction to explore is Piazza Del Campo. This impressive public square is known for its inviting appeal.

After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Tower Of Mangia. This UNESCO world heritage-listed monument offers a fascinating experience that many visitors find memorable. Porta San Giovanni is also worth visiting, along with Sangimignano1300. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Piazza Del Duomo. This worthwhile public square provides a fitting finale to your sightseeing.

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.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Siena. Enjoy a relaxing evening as you savor delicious local cuisine.

Enjoy a lovely dining experience at Enoteca I Terzi, a popular restaurant in Siena. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Siena at Ristorante Tar-Tufo, 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 Antica Trattoria Papei. It’s yet another ideal choice to enhance your time in Siena tonight.

After savoring a delicious meal, step into the vibrant nightlife at Meet Life Cafè, where the evening is just getting started. In the same way, Maudit Pub offers a unique charm perfect for experiencing the local bar scene in Siena. Bar Impero Siena is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

On day 5 of your road trip, you'll get the chance to experience San Regolo and Castellina in Chianti. At the end of the day, you'll drive back to Siena, where you still have 1 night left to stay.

Check out the underrated castle, Castello Di Brolio. Afterward, continue to Tumulo Di Montecalvario, an archeological site every traveler should visit. As you explore Siena’s charming streets, take in the lively atmosphere and get to know the character of the hamlet.

Next, make your way to Rocca Di Castellina In Chianti. This worthwhile castle is an essential stop.

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

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.

Treat yourself to a wonderful meal at Osteria Quattro Venti, a top-rated dining spot in Siena. If you're in the mood for something new, try Fischi per Fiaschi, another premier location with a delectable menu. You might also want to book a table at Osteria da Divo. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Siena.

Continue your evening by exploring the vibrant nightlife scene at Charlie Mixology Bar Di Aldinucci Riccardo, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Pinacoteca, a bar that offers unique local touches. Likewise, San Paolo Pub provides an excellent alternative for a fun evening.

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

Dive into day 6 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Santa Maria degli Angeli and Perugia. At the end of the day, you’ll unwind at one of the finest accommodations in Perugia, where you'll spend 1 night.

Basilica Of San Francesco D'assisi brings Siena's character to life. This grand church is a highlight of any visit in the town. Then, enjoy Rocca Maggiore, another symbolic attraction that never fails to captivate visitors. Next, head over to Rocca Paolina, one of the town’s most intriguing attractions, known for its instagrammable features.

If you’re looking for more, spend time soaking in the atmosphere of Perugia Cathedral. This photogenic church is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Piazza Iv Novembre, a worthwhile public square, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out The Fontana Maggiore before you head back to your hotel.

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.

Indulge in a memorable dining experience at one of Perugia's most popular restaurants, and connect with friendly locals for a true cultural experience.

Have a fantastic dining experience at Ristorante Settimo Sigillo, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Caffè Baglioni offers an enticing alternative with its varied menu. Additionally, Bar Pellas is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Perugia.

Continue the enjoyment post-dinner at Tommi Bar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Valentina offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Caffe Dal Perugino. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

On day 7 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 Florence, where you’ll be staying for 1 night.

Check out the captivating monument, Well Of St. Patrick. Afterward, continue to Orvieto 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 village.

Next, make your way to Orvieto Underground. This worthwhile cave system is an essential stop. Following that, head to Torre Del Moro Orvieto, another must-visit site that will enhance your experience. Don’t forget to stop by Pozzo Della Cava, an up-and-coming cave in the village.

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.

Treat yourself to a wonderful meal at Tijuana, a top-rated dining spot in Florence. If you're in the mood for something new, try Djària - American Bar, another premier location with a delectable menu. You might also want to book a table at The Florence Irish Pub. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

As the sun sets, rest up and recharge for the next leg of your road trip in Italy.