7-Day Italy Self-Drive Road Trip With Itinerary from Florence to Siena

Day 2 offers a multitude of experiences. You will stay in Florence for 2 nights more, offering you enough time to explore at a relaxed pace.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Galleria Dell'accademia. This interesting art gallery provides an insightful glimpse into the city's identity. Next, discover Piazza Della Signoria, a visually striking public square, promising a delightful encounter.

Continue your sightseeing with a visit to Ponte Vecchio, a wondrous historical landmark. When you’re done, don’t forget to make a stop at the top-rated Uffizi Gallery. Not far away from the art gallery, you will find the history-steeped Piazzale Michelangelo, perfect for a quick visit. Round off your day at Basilica Of Santa Croce In Florence, another gem in Florence with photogenic features to discover.

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.

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!

Greet day 3 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Pisa and Lucca.

Today’s route brings fun adventures, scenic views, and photo-friendly spots. The first attraction of today is Piazza Del Duomo, Pisa. This globally renowned public square is a picture-perfect place to see in Florence. Continue your discovery at Leaning Tower Of Pisa, a masterful monument with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Guinigi Tower. This worthwhile monument offers a grand encounter with Florence. Next, make your way to San Michele In Foro to add another highlight to your day. After that, visit Mura Di Lucca, a curiosity-inducing historical landmark that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.

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 in Florence. 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.

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

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.

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

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 and San Gimignano. In the evening, you’ll end up in Siena, where you will stay for 2 nights.

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a church, a public square, a palace, a park, a museum and much more! Begin your adventure at Siena Cathedral. This is a notable church you should not miss. Another must-see is Piazza Del Campo, an impressive public square in Florence.

When you’re ready for the next sight, head to Pubblico Palace. From there, take a leisurely stroll to Parco Della Rocca, another of the city’s frequently visited attractions. We recommend continuing your self-guided tour at Sangimignano1300, a photogenic place of interest in the city. If time allows, add Piazza Del Duomo to your itinerary. This locally appreciated public square offers the perfect finishing touch to your day in Florence.

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.

As dinnertime approaches, it's time to head out for a bite to eat in Siena. 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 Enoteca I Terzi, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante Tar-Tufo is another top choice with a popular menu. You could also check for a table at Antica Trattoria Papei. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Siena tonight.

Extend your evening after a delightful meal by visiting Meet Life Cafè, which offers the perfect atmosphere for a night out. Moreover, Maudit Pub is another popular option for a drink or two. Likewise, Bar Impero Siena also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

At the end of the day, you'll drive back to Siena, where you'll stay for 1 night more.

Enjoy the perfect balance of relaxation and exploration in Siena today. One of the most beloved attractions included on the itinerary is Castello Di Brolio. This respected castle will help you start your sightseeing on top. Then, take a leisurely stroll to Tumulo Di Montecalvario and learn what makes this symbolic archeological site unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the beloved Rocca Di Castellina In Chianti.

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

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.

Savor the flavors at Osteria Quattro Venti, a top pick for dinner tonight. Alternatively, Fischi per Fiaschi beckons with its unique menu offerings. Also, consider Osteria da Divo. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.

Unwind after your meal by stepping into Charlie Mixology Bar Di Aldinucci Riccardo. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar Pinacoteca offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook San Paolo Pub, another top-rated bar in the area.

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

Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Santa Maria degli Angeli and Perugia. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 1 night.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Siena allows for both. Start by heading to Basilica Of San Francesco D'assisi. This notable church provides an insightful glimpse into the town's identity. Next, discover Rocca Maggiore, a history-steeped castle, promising a delightful encounter.

Continue your sightseeing with a visit to The Fontana Maggiore, a beloved monument. When you’re done, don’t forget to make a stop at the locally appreciated Piazza Iv Novembre. Round off your day at Perugia Cathedral, another gem in Siena with photogenic features to discover.

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.

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

Treat yourself to a delicious dinner at Tijuana, an excellent option for tonight's dining. Looking for something different? Djària - American Bar offers a tantalizing alternative with its diverse menu. And don’t miss The Florence Irish Pub. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Raise your glass and celebrate another amazing day of your road trip in Italy!