One-Week Italy Self-Drive Road Trip With Itinerary from Florence traveling west to Lucca, Montefioralle, Siena, and Volterra
Description
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Description
Explore the best of Italy on a 8-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Florence, Pisa, Lucca, Greve in Chianti, Castellina in Chianti, San Donato in Poggio, Montefioralle, Siena, San Gimignano, Volterra, and Abbadia Isola. This road trip itinerary in Italy seamlessly combines exploration with relaxation.
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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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.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, another top-rated place in the area.
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.
Discover a day packed with family-friendly attractions, romantic experiences, and scenic views in Florence. Begin your sightseeing with Brunelleschi's Dome. This up-and-coming monument is one of the top attractions in the city. Proceed to Cathedral Of Santa Maria Del Fiore, another must-visit attraction.
As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazza Della Repubblica. This interesting public square is a traveler-favorite. Not far away, you’ll find Piazza Della Signoria, another key site on your sightseeing itinerary. Uffizi Gallery is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.
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.
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.
Savor the flavors at Ditta Artigianale, a top pick for dinner tonight. Alternatively, Trattoria Da Burde beckons with its unique menu offerings. Also, consider Casa Toscana. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.
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.
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 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.
Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most curiosity-inducing attractions included on the itinerary is Pisa Cathedral. This stunning church will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Del Duomo, Pisa and learn what makes this UNESCO world heritage-designated public square unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the timeless Leaning Tower Of Pisa. After exploring the monument, head to Piazza Dell'anfiteatro. This notable public square is a highlight in Florence. As your day continues, stop by Piazza Napoleone, known for its romantic features.
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 dinnertime approaches, it's time to head out for a bite to eat in Lucca. 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 Gli Orti di Via Elisa, a top recommendation for dinner tonight. Or, for a change of pace, Bar Caffè Ristretto boasts a menu that's sure to impress. Also, be sure to check out Ristorante Schiaffino. Known as a local hotspot, it’s a great choice for tonight in Lucca.
After savoring a delicious meal, step into the vibrant nightlife at Lebowski - Cocktail Bar, where the evening is just getting started. In the same way, Blend offers a unique charm perfect for experiencing the local bar scene in Lucca. Franklin'33 is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
Relax and recharge in preparation for another adventurous day 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.
Today’s route brings fun adventures, romantic experiences, and breathtaking views. The first attraction of today is Castle Of Verrazzano. This beloved castle is a romantic place to see in Lucca. Continue your discovery at Poggio Amorelli, an eye-catching winery with stories to tell.
As you stroll around Lucca, take in the distinct atmosphere and learn what makes this town so unique. Maximize your sightseeing with a visit to Rocca Di Castellina In Chianti. This up-and-coming castle offers an enchanting encounter with Lucca. Next, make your way to Osservatorio Polifunzionale Del Chianti 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 Lucca.
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.
Indulge in a memorable dining experience at one of Montefioralle's most popular restaurants, and connect with friendly locals for an authentic adventure.
Make sure to reserve a table at La Castellana, an iconic dining spot in Montefioralle. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world.
Say good night to Montefioralle and look forward to another great 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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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.
Bring your curiosity for today’s adventure around Montefioralle. Some of the city’s most loved attractions await! Fortezza Medicea (siena) is the perfect place to start. This monument is one of the most beloved places to visit in Montefioralle. Next, head to Palazzo Salimbeni, a frequently visited palace, known for its heritage-rich 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 Basilica Of San Domenico. This awe-inspiring church is a highly recommended experience. Nearby, you'll also find Siena Cathedral and Piazza Del Campo. Visit these for an interesting touch to your journey.
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.
After a day of adventure, treat yourself to an exquisite dinner at one of Siena's best restaurants.
Treat yourself to a wonderful meal at Enoteca I Terzi, a top-rated dining spot in Siena. If you're in the mood for something new, try Ristorante Tar-Tufo, another premier location with a delectable menu. You might also want to book a table at Antica Trattoria Papei. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Siena.
After enjoying a fulfilling meal, continue your evening at Meet Life Cafè, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Maudit Pub offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Impero Siena provides an excellent environment for a relaxed and enjoyable evening.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
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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Dive into day 6 of your remarkable road trip in Italy. Today you will explore San Gimignano and Volterra, 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 Volterra. You’ll stay here for 1 night.
Prepare for a day full of fun adventures, scenic views, and picturesque spots. When you’re ready, kick off your sightseeing adventure at Porta San Giovanni. This underrated monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Sangimignano1300, one of the village’s best highlights.
Next, check out Piazza Del Duomo, one of the most beloved places to see in Siena. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Cathedral Of Santa Maria Assunta. Wander around and soak in the symbolic atmosphere this church offers. Then, head to Parco Archeologico "enrico Fiumi", a top-rated archeological site that adds another dimension to your day.
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 you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Volterra. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
As the sun sets on another day of adventure, rest up and recharge for the next leg 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 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 Abbadia Isola, San Galgano, and Florence. In the evening, you’ll end up in Florence, where you will stay for 1 night.
Start by visiting Abbazia Dei Santi Salvatore E Cirino, a prime spot to begin your journey. This historic monastery is sure to impress. Next on your list is Abbey Of San Galgano, another must-visit landmark and well-known monastery renowned for its romantic features.
While exploring and sightseeing, take time to savor the culture of Volterra by sampling some local delicacies. When you’re ready for more sightseeing, head to Basilica Of Santa Croce In Florence. This photogenic church is an essential place to visit for anyone looking for the full Volterra experience. We also recommend visiting Galleria Dell'accademia, a popular art gallery.
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 long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Enjoy a delicious meal 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.
Keep the excitement of the evening going by visiting a bar or two. Gosh* is an excellent place to start. You could also check out Antico Caffè Del Moro - Art Bar Firenze, offering a different kind of charm. A last recommendation for the day is Quelo Bar. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
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 top-rated observation deck is a popular place to see in the city.
Maximize your last day in Italy and go on a shopping spree in Florence’s shopping center, the lively San Lorenzo Market. Browse for souvenirs to remind you of your wonderful journey in 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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