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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Your road trip adventure in Italy begins as soon as you reach Florence and pick up your car. You’ll stay in Florence for 2 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.
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.
Enjoy a delicious meal at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.
Continue the enjoyment post-dinner at Manifattura, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Se·sto On Arno Rooftop Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Il Vinile. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.
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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On day 2 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 1 night and discover all the best things to see and do in the area.
Savor the day by visiting some of the best places to see in Florence, including a monument, a church, a public square, an art gallery and much more! Start your adventure at Brunelleschi's Dome. This beloved monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Cathedral Of Santa Maria Del Fiore located in Florence for another exciting encounter.
Next, immerse yourself in the setting of Piazza Della Repubblica. Its romantic features will captivate you. After the public square, continue your tour of the city with a visit to Piazza Della Signoria. Visitors usually appreciate the history-steeped features of this public square. Next up is Uffizi Gallery, a highly recommended art gallery.
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 Mercato Centrale 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 Mercato Centrale has to offer, including attractions, essential services, and vibrant community activities.
After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.
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.
Continue the enjoyment post-dinner at Bar 50 Rosso, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bitter Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Archea Brewery. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.
Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip 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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Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Pisa and Lucca. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Lucca. You will spend 1 night here for some well-deserved relaxation.
Today, you'll explore some of the most beautiful places in Florence, including a church, a public square, and a monument. Start your day with a visit to Pisa Cathedral. This intriguing church is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Del Duomo, Pisa, which may be one of the most stunning places you will experience today.
One of the best things about exploring Florence 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 Leaning Tower Of Pisa, a wondrous monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Dell'anfiteatro and Piazza Napoleone.
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.
Make sure to reserve a table at Gli Orti di Via Elisa, an iconic dining spot in Lucca. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Bar Caffè Ristretto, a popular restaurant in Lucca. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Schiaffino, a hidden gem nestled in Lucca. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Lebowski - Cocktail Bar, a well-loved spot among locals and tourists. Or, head to Blend. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Franklin'33, another top-rated place in the area.
Raise your glass and celebrate another amazing day of your road trip 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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On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 3 destinations, Greve in Chianti, Castellina in Chianti, and San Donato in Poggio. When you’re not sightseeing, take time to relax at your selected hotel in Montefioralle, where you’ll be staying for 1 night.
Lucca is home to plenty of attractions that offer fun adventures, romantic experiences, and scenic views! Start at Castle Of Verrazzano, a curiosity-inducing castle that is worthwhile a visit in the town. Nearby, you’ll find Poggio Amorelli, enchanting visitors with its awe-inspiring appeal. Continue your exploration at Rocca Di Castellina In Chianti. This castle is one of the town’s most underrated spots.
Enjoy the freedom of exploring Lucca at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to 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.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Montefioralle. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Dine in style at La Castellana, a top recommendation for dinner tonight.
Raise your glass to another unforgettable day 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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Embark on another extraordinary experience on day 5 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 well-planned self-sightseeing route offers several fun adventures, breathtaking views, and picturesque spots. Whether you decide to explore Montefioralle on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Fortezza Medicea (siena) is the first of them. Spend some time admiring this picture-perfect monument before continuing your journey. Palazzo Salimbeni is your next stop. This often recommended palace is one of the best-rated sights in Montefioralle.
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 Of San Domenico. This picture-perfect church is a sight to behold. To round off your sightseeing experience, visit Siena Cathedral and Piazza Del Campo.
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.
Enjoy a delicious meal at Enoteca I Terzi, a highly-rated dining destination in Siena. If you're eager to try something different, consider Ristorante Tar-Tufo, another top spot with a tantalizing menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s an excellent 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.
As the sun sets on another day of adventure, rest up and recharge for the next leg 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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On day 6 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 San Gimignano and Volterra. In the evening, you’ll end up in Volterra, where you will stay for 1 night.
Get ready to discover some of the most iconic wonders in Siena, including a monument, a museum, a public square, a church, an archeological site and much more! Start your day at Porta San Giovanni. This breathtaking monument is a locally appreciated place to see in Siena. Then, wander over to Sangimignano1300. If photogenic sites excite you, this museum will be right up your alley. Nearby, you’ll also find Piazza Del Duomo. This romantic public square is a favorite among visitors.
Siena offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Cathedral Of Santa Maria Assunta is a beloved spot in the village that will captivate you with its unique charm. When you’re done at the church, don’t forget to check out the eye-catching Parco Archeologico "enrico Fiumi". Take a moment to appreciate the fascinating details of this up-and-coming archeological site.
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.
As dinnertime approaches, it's time to head out for a bite to eat in Volterra. If you are looking to dine at a popular restaurant in the town, it's often a good idea to reserve a table in advance.
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 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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Dive into day 7 of your remarkable road trip in Italy. Today you will explore Abbadia Isola, San Galgano, and Florence, 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 Florence. You’ll stay here for 1 night.
Today’s itinerary in Volterra covers several incredible sights, including a monastery, a church, and an art gallery. Start your adventure at Abbazia Dei Santi Salvatore E Cirino. This up-and-coming monastery is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the enchanting wonders of Abbey Of San Galgano, a must-see monastery in the village.
Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Basilica Of Santa Croce In Florence. This locally renowned church offers an enriching experience. For a change of pace, head to Galleria Dell'accademia, where you can take in history-steeped features. These sights offer a fulfilling end to a perfect day.
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.
Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.
Don’t miss out on dining at Ristorante Buca Mario, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Agricola Toscana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Eataly Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.
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.
Take some time to reflect on your day and savor another beautiful night 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.
Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Florence.
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.
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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