One-Week Italy Self-Drive Road Trip With Itinerary from Florence traveling west to Lucca, Montefioralle, Siena, and Volterra
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Included
Description
Experience the freedom of the open road in Italy as you embark on an unforgettable 8-day road trip! This experience caters to every traveler, featuring destinations like Florence, Pisa, Lucca, Greve in Chianti, Castellina in Chianti, San Donato in Poggio, Montefioralle, Siena, San Gimignano, Volterra, and Abbadia Isola.
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!
Itinerary summary
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Day 1
- Florence - Arrival day
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- Central Market
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Say hello to Florence! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Florence for 2 nights before you continue your adventure!
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.
Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Florence. Make yourself at home and enjoy some downtime before heading out again.
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.
Treat yourself to a wonderful meal at Ristorante Oliviero 1962, a top-rated dining spot in Florence. If you're in the mood for something new, try Di Poneta Novoli, another premier location with a delectable menu. You might also want to book a table at Caffe San Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.
Keep the excitement of the evening going by visiting a bar or two. Manifattura is an excellent place to start. You could also check out Se·sto On Arno Rooftop Bar, offering a different kind of charm. A last recommendation for the day is Il Vinile. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
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 offers a multitude of experiences. You will stay in Florence for 1 night more, offering you enough time to explore at a relaxed pace.
Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Brunelleschi's Dome. This inviting monument is a highlight of any visit in the city. Then, enjoy Cathedral Of Santa Maria Del Fiore, another enchanting attraction that never fails to captivate visitors. Next, head over to Piazza Della Repubblica, one of the city’s most notable attractions, known for its history-steeped features.
If you’re looking for more, spend time soaking in the atmosphere of Piazza Della Signoria. This remarkable public square is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Uffizi Gallery, a famous art gallery, and take a stroll around the area.
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.
Bring home unique finds from Florence's bustling shopping hub, San Lorenzo Market. Enjoy a leisurely exploration of unique stores where locals shop. Don’t forget to browse souvenirs and local specialties that make perfect gifts for your loved ones. Beyond shopping, San Lorenzo Market offers plenty of options, including primary services, unique landmarks, and community events.
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.
Let the evening flow smoothly from dinner to drinks at Bar 50 Rosso, a top-rated bar in the area. For other recommendations, Bitter Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Archea Brewery offers a memorable night with diverse drink options and excellent service.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
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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On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Pisa and Lucca. When you’re not sightseeing, take time to relax at your selected hotel in Lucca, where you’ll be staying for 1 night.
Get ready for a day filled with family-friendly attractions, breathtaking views, and photo-friendly spots in the charming city of Florence. Your adventure starts at Pisa Cathedral, an often recommended local hot spot. Another notable attraction to explore is Piazza Del Duomo, Pisa. This wondrous public square is known for its historic 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 Leaning Tower Of Pisa. This culturally significant monument offers a fascinating experience that many visitors find memorable. Piazza Dell'anfiteatro is also worth visiting, along with Piazza Napoleone. These standout landmarks offer unique experiences that add to the day’s enjoyment.
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.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Lucca. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Enjoy a delicious meal at Gli Orti di Via Elisa, a highly-rated dining destination in Lucca. If you're eager to try something different, consider Bar Caffè Ristretto, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante Schiaffino. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Lucca this evening.
Keep the excitement of the evening going by visiting a bar or two. Lebowski - Cocktail Bar is an excellent place to start. You could also check out Blend, offering a different kind of charm. A last recommendation for the day is Franklin'33. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
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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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 Greve in Chianti, Castellina in Chianti, and San Donato in Poggio. In the evening, you’ll end up in Montefioralle, where you will stay for 1 night.
Immerse yourself in Lucca’s rich culture with today's sightseeing itinerary. Start your journey at Castle Of Verrazzano. This awe-inspiring castle is sure to ignite your curiosity. Next, dive into the enchanting features of Poggio Amorelli, a must-visit winery in the town.
In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Rocca Di Castellina In Chianti, a worthwhile castle. For a change of scene, check out Osservatorio Polifunzionale Del Chianti, known for its stunning features.
When you’re done exploring for the day, you’ll drive to your hotel in Montefioralle. Check in and spend some time relaxing before you head out to tour the village.
As you explore more of Montefioralle, 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 lovely dining experience at La Castellana, a popular restaurant in Montefioralle. This acclaimed establishment has earned the admiration of countless food lovers in the city.
Head back to your accommodation in Montefioralle and get some rest in preparation for another magical 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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Dive into day 5 of your remarkable road trip in Italy. Today you will explore Siena, 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 Siena. You’ll stay here for 1 night.
Start by visiting Fortezza Medicea (siena), a prime spot to begin your journey. This culturally significant monument is sure to impress. Next on your list is Palazzo Salimbeni, another must-visit landmark and up-and-coming palace renowned for its photogenic features.
While exploring and sightseeing, take time to savor the culture of Montefioralle by sampling some local delicacies. When you’re ready for more sightseeing, head to Basilica Of San Domenico. This historic church is an essential place to visit for anyone looking for the full Montefioralle experience. We also recommend visiting Siena Cathedral, a locally renowned church. Nearby, you'll also find Piazza Del Campo, ready to add charm to your journey.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Siena. Siena 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 Siena's best restaurants.
Savor the flavors at Enoteca I Terzi, a top pick for dinner tonight. Alternatively, Ristorante Tar-Tufo beckons with its unique menu offerings. Also, consider Antica Trattoria Papei. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.
Keep the evening going at Meet Life Cafè, a great choice for enjoying the after-dinner hours with a drink. You could also go to Maudit Pub, which offers a similarly pleasant setting and great drinks. Another option is Bar Impero Siena, which provides an inviting environment for unwinding after a busy day out.
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.
A blend of fun adventures, breathtaking views, and picturesque spots await you in Siena on today’s itinerary. First up is the intriguing monument, Porta San Giovanni. Afterward, continue to Sangimignano1300, a museum every traveler should visit.
As you explore Siena’s charming streets, take in the lively atmosphere and get to know the character of the village. Next, make your way to Piazza Del Duomo. This intriguing public square is an essential stop. Following that, head to Cathedral Of Santa Maria Assunta, another must-visit site that will enhance your experience. Don’t forget to stop by Parco Archeologico "enrico Fiumi", an often recommended archeological site in the village.
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.
Get a good night's sleep and look forward to another great day on the road 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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Embark on another extraordinary experience on day 7 of your road trip in Italy. Today, you will make 3 stops and experience some of the highlights of Abbadia Isola, San Galgano, and Florence. 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.
Today's adventure in Volterra promises more breathtaking discoveries and enriching experiences! Begin at Abbazia Dei Santi Salvatore E Cirino. This standout monastery is a highlight of any visit in the village. Then, enjoy Abbey Of San Galgano, another history-steeped attraction that never fails to captivate visitors. Next, head over to Basilica Of Santa Croce In Florence, one of the village’s most locally renowned attractions, known for its culturally significant features.
If you’re looking for more, spend time soaking in the atmosphere of Galleria Dell'accademia. This history-steeped art gallery is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.
When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and spend some time relaxing before you head out to tour the city.
Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.
Treat yourself to a delicious dinner at Ristorante Buca Mario, an excellent option for tonight's dining. Looking for something different? Agricola Toscana offers a tantalizing alternative with its diverse menu. And don’t miss Eataly Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.
Round off your dining experience by visiting Gosh*, a prime location for a drink. Alternatively, explore the distinctive characteristics of Antico Caffè Del Moro - Art Bar Firenze, a bar catering to every mood and preference. Quelo Bar likewise offers a unique atmosphere, perfect for a memorable night out.
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, we recommend visiting Piazzale Michelangelo, an enchanting observation deck before you head out.
As your final day in Italy unfolds, enjoy a last-minute shopping spree in Florence's best shopping area, Mercato Centrale. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Florence.
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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