One-Week Italy Self-Drive Road Trip With Itinerary from Florence traveling west to Lucca, Montefioralle, Siena, and Volterra
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Description
Escape the ordinary with this exciting 8-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!
This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 3 nights in Florence, 1 night in Lucca, 1 night in Montefioralle, 1 night in Siena, and 1 night in Volterra. 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 Florence, 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. Leaning Tower Of Pisa and Piazza Del Duomo, Pisa are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Piazzale Michelangelo, learn more about the unique Cathedral Of Santa Maria Del Fiore, and immerse yourself in the vibrant atmosphere of Piazza Della Signoria.
As you hit the open road and drive through Florence, Pisa, Lucca, Greve in Chianti, Castellina in Chianti, San Donato in Poggio, Montefioralle, Siena, San Gimignano, Volterra, and Abbadia Isola, 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!
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Day 1
- Florence - Arrival day
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- Central Market
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Welcome to Florence, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 2 nights immersing yourself in Florence's charm before embarking on the next leg of your journey.
Florence 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 Central Market, 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 Florence. 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 Florence, it's often a good idea to reserve a table in advance.
Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.
Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of Se·sto On Arno Rooftop Bar, a bar catering to every mood and preference. Il Vinile likewise offers a unique atmosphere, perfect for a memorable night out.
Raise a toast to the start of your 8-day road trip in Italy!
Day 2
- Florence
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Drive 1 km, 24 min
- Brunelleschi's dome
- Cathedral of Santa Maria del Fiore
- Piazza della Repubblica
- piazza della Signoria
- Uffizi Gallery
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Day 2 of your road trip will take you to the best attractions Florence has to offer. Cherish the 1 night you have left in Florence by discovering the best things there are to see and do in the city.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Brunelleschi's Dome. This often recommended monument provides an insightful glimpse into the city's identity. Next, discover Cathedral Of Santa Maria Del Fiore, a grand church, promising a delightful encounter.
Continue your sightseeing with a visit to Piazza Della Repubblica, an interesting public square. When you’re done, don’t forget to make a stop at the extraordinary Piazza Della Signoria. Round off your day at Uffizi Gallery, another gem in Florence with instagrammable 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.
Visit San Lorenzo Market in Florence for an unforgettable shopping experience. Browse unique and stores, each offering delightful surprises. Find unique souvenirs or items to take home. After shopping, explore what San Lorenzo Market has to offer, including attractions, essential services, and vibrant community activities.
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.
Dine in style at Ditta Artigianale, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria Da Burde boasts a menu that's sure to impress. Also, be sure to check out Casa Toscana. Known as a local hotspot, it’s a great choice for tonight in Florence.
Following your dinner, dive into the local bar culture at Bar 50 Rosso. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bitter Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Archea Brewery provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Celebrate another amazing day of your road trip adventure in Italy!
Day 3
- Florence
- Lucca
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Drive 107 km, 2 hours 5 min
- Pisa Cathedral
- Piazza del Duomo, Pisa
- Leaning Tower of Pisa
- Piazza dell'Anfiteatro
- Piazza Napoleone
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Dive into day 3 of your remarkable road trip in Italy. Today you will explore Pisa and Lucca, 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 Lucca. You’ll stay here for 1 night.
Start by visiting Pisa Cathedral, a prime spot to begin your journey. This majestic church is sure to impress. Next on your list is Piazza Del Duomo, Pisa, another must-visit landmark and globally renowned public square renowned for its UNESCO world heritage-designated features.
While exploring and sightseeing, take time to savor the culture of Florence by sampling some local delicacies. When you’re ready for more sightseeing, head to Leaning Tower Of Pisa. This picture-perfect monument is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Piazza Dell'anfiteatro, an interesting public square. Nearby, you'll also find Piazza Napoleone, ready to add charm to your journey.
At the end of the day, you will drive to Lucca, 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 Lucca's best restaurants.
Treat yourself to a wonderful meal at Gli Orti di Via Elisa, a top-rated dining spot in Lucca. If you're in the mood for something new, try Bar Caffè Ristretto, another premier location with a delectable menu. You might also want to book a table at Ristorante Schiaffino. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Lucca.
Keep the evening going at Lebowski - Cocktail Bar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Blend, which offers a similarly pleasant setting and great drinks. Another option is Franklin'33, which provides an inviting environment for unwinding after a busy day out.
Celebrate another amazing day of your road trip adventure in Italy!
Day 4
- Lucca
- Montefioralle
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Drive 153 km, 2 hours 47 min
- Castle of Verrazzano
- Poggio Amorelli
- Rocca di Castellina in Chianti
- Osservatorio Polifunzionale del Chianti
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Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 3 stops and experience some of the highlights of Greve in Chianti, Castellina in Chianti, and San Donato in Poggio. At the end of the day, you will enjoy the comforts of a top-rated hotel in Montefioralle, which will be your home away from home for 1 night.
Today’s well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and scenic views. Whether you decide to explore Lucca on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Castle Of Verrazzano is the first of them. Spend some time admiring this romantic castle before continuing your journey. Poggio Amorelli is your next stop. This worthwhile winery is one of the best-rated sights in Lucca.
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 Rocca Di Castellina In Chianti. This visually striking castle is a sight to behold. To round off your sightseeing experience, visit Osservatorio Polifunzionale Del Chianti.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Montefioralle. Montefioralle offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
As dinnertime approaches, it's time to head out for a bite to eat in Montefioralle. If you are looking to dine at a popular restaurant in the village, it's often a good idea to reserve a table in advance.
Enjoy a delicious meal at La Castellana, a highly-rated dining destination in Montefioralle.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 5
- Montefioralle
- Siena
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Drive 58 km, 1 hour 33 min
- Fortezza Medicea
- Palazzo Salimbeni
- Basilica of San Domenico
- Siena Cathedral
- piazza del Campo
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On day 5 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.
A blend of fun adventures, breathtaking views, and photo-friendly spots await you in Montefioralle on today’s itinerary. First up is the underrated monument, Fortezza Medicea (siena). Afterward, continue to Palazzo Salimbeni, a palace every traveler should visit.
As you explore Montefioralle’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Basilica Of San Domenico. This curiosity-inducing church is an essential stop. Following that, head to Siena Cathedral, another must-visit site that will enhance your experience. Don’t forget to stop by Piazza Del Campo, a famous public square in the city.
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 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.
Don’t miss out on dining 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.
Let the evening flow smoothly from dinner to drinks at Meet Life Cafè, a top-rated bar in the area. For other recommendations, Maudit Pub provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Impero Siena offers a memorable night with diverse drink options and excellent service.
Say good night to Siena and look forward to another great day of your road trip in Italy!
Day 6
- Siena
- Volterra
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Drive 75 km, 1 hour 43 min
- Porta San Giovanni
- SanGimignano1300
- Piazza del Duomo, San Gimignano
- Cathedral of Santa Maria Assunta
- Parco Archeologico "Enrico Fiumi"
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Experience an unparalleled adventure on day 6 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - San Gimignano and Volterra. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Volterra. You will spend 1 night here for some well-deserved relaxation.
Today, you'll explore some of the most beautiful places in Siena, including a monument, a museum, a public square, a church, an archeological site and much more! Start your day with a visit to Porta San Giovanni. This curiosity-inducing monument is a must-visit in the village. When you’re ready for your next discovery, continue to Sangimignano1300, which may be one of the most heritage-rich places you will experience today.
One of the best things about exploring Siena on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Piazza Del Duomo, an increasingly popular public square in the village. If you’re up for more discoveries, don’t forget to reserve some time for Cathedral Of Santa Maria Assunta and Parco Archeologico "enrico Fiumi".
At the end of the day, you will drive to Volterra, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Volterra. Enjoy a satisfying meal that will recharge you for tonight's adventures.
With its reputation for pleasing customers, it’s a fantastic choice for tonight in Volterra.
Head back to your accommodation in Volterra and get some rest in preparation for another magical day of your road trip in Italy!
Day 7
- Volterra
- Florence
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Drive 168 km, 3 hours 35 min
- Abbazia dei Santi Salvatore e Cirino
- Abbey of San Galgano
- Basilica of Santa Croce in Florence
- Galleria dell'Accademia
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On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 3 destinations, Abbadia Isola, San Galgano, and Florence. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 1 night.
Today’s route brings family-friendly attractions, scenic views, and picturesque spots. The first attraction of today is Abbazia Dei Santi Salvatore E Cirino. This beloved monastery is a breathtaking place to see in Volterra. Continue your discovery at Abbey Of San Galgano, a symbolic monastery with stories to tell.
As you stroll around Volterra, take in the distinct atmosphere and learn what makes this village so unique. Maximize your sightseeing with a visit to Basilica Of Santa Croce In Florence. This notable church offers a culturally significant encounter with Volterra. Next, make your way to Galleria Dell'accademia to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Volterra.
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 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.
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.
To truly maximize your evening out, consider visiting Gosh* after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Antico Caffè Del Moro - Art Bar Firenze, another bar with an inviting ambiance. Similarly, Quelo Bar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
Relax and recharge in preparation for another adventurous day in Italy!
Day 8
- Florence - Departure day
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- piazzale Michelangelo
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Day 8 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Florence 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 Piazzale Michelangelo. This spectacular observation deck is a popular place to see in the city.
On your last day in Italy, take time to indulge in shopping at Florence’s popular marketplace, Via de' Tornabuoni. Look for keepsakes or souvenirs to remind you of your trip. Browse boutiques to find unique and stylish fashion pieces. If you’re in the mood for luxury shopping, high-end stores await you.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Florence.
If you're in the mood to try something new, consider Djària - American Bar, another top spot with a mouthwatering menu.
You’ll then say farewell to Florence. 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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