6-Day Italy Self-Drive Road Trip With Itinerary from Florence to San Gimignano and Panzano in Chianti and surrounding area
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Description
Explore the best of Italy on a 6-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Florence, Pisa, Lucca, San Gimignano, Siena, Panzano in Chianti, Santa Maria degli Angeli, and Cortona. 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 San Gimignano, and 1 night in Panzano in Chianti. 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. Ponte Vecchio and Leaning Tower Of Pisa are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Piazza Del Duomo, Pisa, learn more about the unique Piazzale Michelangelo, and immerse yourself in the vibrant atmosphere of Cathedral Of Santa Maria Del Fiore.
As you hit the open road and drive through Florence, Pisa, Lucca, San Gimignano, Siena, Panzano in Chianti, Santa Maria degli Angeli, and Cortona, 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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- Cathedral of Santa Maria del Fiore
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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 Cathedral Of Santa Maria Del Fiore, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.
As afternoon approaches, head to your chosen hotel in Florence. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.
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 delightful dinner at Ristorante Oliviero 1962, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Di Poneta Novoli? It's another excellent option with a diverse menu. Consider reserving a table at Caffe San Firenze as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.
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 6-day road trip in Italy!
Day 2
- Florence
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Drive 12 km, 1 hour 41 min
- piazzale Michelangelo
- Basilica of Santa Croce in Florence
- piazza della Signoria
- Uffizi Gallery
- Ponte Vecchio
- The Boboli Gardens
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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.
Florence is brimming with adventures. Today’s wonderful stops include an observation deck, a church, a public square, an art gallery, a historical landmark, a botanical garden and much more! Begin your sightseeing adventure at the top-rated Piazzale Michelangelo and allow yourself time to explore. Just a short distance away you'll find your next stop, Basilica Of Santa Croce In Florence, a culturally significant church that draws visitors from far and near.
Continue your journey to Piazza Della Signoria, one of the city’s most famous spots that you shouldn’t miss. Another great site to visit is the top-rated Uffizi Gallery. When you're finished at the art gallery, Ponte Vecchio awaits your visit. This historical landmark is a culturally significant highlight on today's itinerary. Last up is a botanical garden - the notable The Boboli Gardens.
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, Mercato Centrale. 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, Mercato Centrale offers plenty of options, including primary services, unique landmarks, and community events.
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.
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.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar 50 Rosso, a well-loved spot among locals and tourists. Or, head to Bitter Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Archea Brewery, another top-rated place in the area.
Relax and recharge in preparation for another adventurous day in Italy!
Day 3
- Florence
- San Gimignano
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Drive 194 km, 3 hours 26 min
- Pisa Cathedral
- Piazza del Duomo, Pisa
- Leaning Tower of Pisa
- Walls of Lucca
- Piazza del Duomo, San Gimignano
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Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 3 stops and experience some of the highlights of Pisa, Lucca, and San Gimignano. At the end of the day, you will enjoy the comforts of a top-rated hotel in San Gimignano, which will be your home away from home for 1 night.
Start by visiting Pisa Cathedral, a prime spot to begin your journey. This UNESCO world heritage-listed church is sure to impress. Next on your list is Piazza Del Duomo, Pisa, another must-visit landmark and wondrous public square renowned for its stunning 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 culturally significant monument is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Mura Di Lucca, a beloved historical landmark. Nearby, you'll also find Piazza Del Duomo, ready to add charm to your journey.
When you’re done exploring for the day, you’ll drive to your hotel in San Gimignano. Check in and spend some time relaxing before you head out to tour the village.
As dinnertime approaches, it's time to head out for a bite to eat in San Gimignano. 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.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 4
- San Gimignano
- Panzano in Chianti
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Drive 98 km, 2 hours 26 min
- Fortezza Medicea
- Siena Cathedral
- piazza del Campo
- Castello di Brolio
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Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Siena and San Regolo. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Panzano in Chianti. You will spend 1 night here for some well-deserved relaxation.
Today, you'll explore some of the most beautiful places in San Gimignano, including a monument, a church, a public square, a castle and much more! Start your day with a visit to Fortezza Medicea (siena). This underrated monument is a must-visit in the city. When you’re ready for your next discovery, continue to Siena Cathedral, which may be one of the most culturally significant places you will experience today.
One of the best things about exploring San Gimignano 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 Campo, a top-rated public square in the city. If you’re up for more discoveries, don’t forget to reserve some time for Castello Di Brolio.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Panzano in Chianti. Panzano in Chianti 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 Panzano in Chianti. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Celebrate another amazing day of your road trip adventure in Italy!
Day 5
- Panzano in Chianti
- Florence
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Drive 341 km, 5 hours 18 min
- Basilica of San Francesco d'Assisi
- Basilica di Santa Chiara
- Rocca Maggiore
- Parterre
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On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Santa Maria degli Angeli and Cortona. 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 adventure in Panzano in Chianti promises more breathtaking discoveries and enriching experiences! Begin at Basilica Of San Francesco D'assisi. This UNESCO world heritage-listed church is a highlight of any visit in the town. Then, enjoy Basilica Di Santa Chiara, another historic attraction that never fails to captivate visitors. Next, head over to Rocca Maggiore, one of the town’s most underrated attractions, known for its respected features.
If you’re looking for more, spend time soaking in the atmosphere of Parterre. This visually striking park is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.
At the end of the day, you will drive to Florence, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.
Dine in style at Ristorante Buca Mario, a top recommendation for dinner tonight. Or, for a change of pace, Agricola Toscana boasts a menu that's sure to impress. Also, be sure to check out Eataly Firenze. Known as a local hotspot, it’s a great choice 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.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 6
- Florence - Departure day
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- Oltrarno
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Day 6 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.
At the top of the list of things to do today is to explore Oltrarno, a neighborhood that captures the true essence of Florence. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.
On your last day in Italy, take time to indulge in shopping at Florence’s popular marketplace, Mercato Centrale. Look for keepsakes or souvenirs to remind you of your trip.
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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