6-Day Italy Self-Drive Road Trip With Itinerary from Ancona to Florence

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Escape the ordinary with this exciting 6-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 2 nights in Ancona and 3 nights in Florence. 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 Ancona, 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 Ancona, Florence, Siena, Pisa, and Lucca, 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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Driver’s age is 30 - 65
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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Lazzaretto of Ancona
Basilica of Santa Maria NovellaPonte VecchioUffizi GalleryPalazzo VecchioFountain of Neptunepiazza della Signoria
DavidGalleria dell'AccademiaCentral MarketCathedral of Santa Maria del FioreBasilica of Santa Croce in Florencepiazzale Michelangelo
Siena Cathedralpiazza del CampoFortezza MediceaPorta RomanaPalazzo PittiOltrarno
Pisa CathedralPiazza del Duomo, PisaLeaning Tower of PisaPorta San Pietro
Piazza del Plebiscito

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Day 1

Day 1

  • Ancona - Arrival day
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  • Lazzaretto of Ancona
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Welcome to Ancona, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 1 night immersing yourself in Ancona's charm before embarking on the next leg of your journey.

Ancona 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 Lazzaretto Of Ancona, 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 Ancona. 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 Ancona, it's often a good idea to reserve a table in advance.

Enjoy a delicious meal at Playa Solero, a top-rated dining destination in Ancona. If you're in the mood to try something new, consider Zucchero a Velò, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Il Giardino. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Ancona this evening.

If you’re not ready to end the night just yet, Posa Bar offers a perfect venue to relax and savor a drink. Similarly, Bar Four Roses is well-suited for those looking to unwind in a social setting. Amarillo Beer Bar Ancona is another excellent spot to enjoy a nightcap after a delightful meal.

Raise a toast to the start of your 6-day road trip in Italy!

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Day 2

Day 2

  • Ancona
  • Florence
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Drive 338 km, 3 hours 52 min

  • Basilica of Santa Maria Novella
  • Ponte Vecchio
  • Uffizi Gallery
  • Palazzo Vecchio
  • Fountain of Neptune
  • piazza della Signoria
  • More

On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Florence. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 3 nights.

Get ready for an exciting day in Ancona. Today’s sightseeing agenda includes a church, a historical landmark, an art gallery, a palace, a monument, a public square and much more! Begin your adventure at Basilica Di Santa Maria Novella, Firenze (fi). This is a notable church you should not miss. Another must-see is Ponte Vecchio, a wondrous historical landmark in Ancona.

When you’re ready for the next sight, head to Uffizi Gallery. From there, take a leisurely stroll to Palazzo Vecchio, another of the city’s locally renowned attractions. We recommend continuing your self-guided tour at Fountain Of Neptune, a visually striking place of interest in the city. If time allows, add Piazza Della Signoria to your itinerary. This top-rated public square offers the perfect finishing touch to your day in Ancona.

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.

As you explore more of Florence, 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 Ristorante Oliviero 1962, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Di Poneta Novoli, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Caffe San Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

Cap off your dinner by heading to Manifattura, ideal for a leisurely evening with a drink in hand. Se·sto On Arno Rooftop Bar is another bar that offers an enjoyable setting. Similarly, Il Vinile is also a popular place to go on a night out, perfect for relaxing and socializing.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 3

Day 3

  • Florence
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Drive 9 km, 1 hour 19 min

  • David
  • Galleria dell'Accademia
  • Central Market
  • Cathedral of Santa Maria del Fiore
  • Basilica of Santa Croce in Florence
  • piazzale Michelangelo
  • More

On day 3 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 2 nights and discover all the best things to see and do in the area.

Florence is home to plenty of attractions that offer family-friendly attractions, picturesque spots, and history-rich sites! Start at David, an interesting statue that is worthwhile a visit in the city. Nearby, you’ll find Galleria Dell'accademia, enchanting visitors with its standout appeal. Continue your exploration at Central Market. This food market is one of the city’s most locally renowned spots.

Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Cathedral Of Santa Maria Del Fiore. After exploring the church, head to the well-known Basilica Of Santa Croce In Florence. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Piazzale Michelangelo, a place of history-steeped interest in Florence.

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.

After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.

Treat yourself to a wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening 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.

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.

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Day 4

Day 4

  • Florence
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Drive 153 km, 2 hours 56 min

  • Siena Cathedral
  • piazza del Campo
  • Fortezza Medicea
  • Porta Romana
  • Palazzo Pitti
  • Oltrarno
  • More

At the end of the day, you'll drive back to Florence, where you'll stay for 1 night more.

Don’t miss Oltrarno in Siena today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time to explore its best features, and enjoy the convenience of nearby top-rated landmarks.

Savor the day by visiting some of the best places to see in Florence, including a church, a public square, a monument, a palace and much more! Start your adventure at Siena Cathedral. This notable church is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Del Campo located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Fortezza Medicea (siena). Its culturally significant features will captivate you. After the monument, continue your tour of the city with a visit to Porta Romana. Visitors usually appreciate the culturally significant features of this monument. Next up is Pitti Palace, a highly recommended palace.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.

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.

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.

Unwind after your meal by stepping into Gosh*. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Quelo Bar, another top-rated bar in the area.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 5

Day 5

  • Florence
  • Ancona
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Drive 488 km, 5 hours 36 min

  • Pisa Cathedral
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • Porta San Pietro
  • More

Dive into day 5 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 Ancona. You’ll stay here for 1 night.

Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await! Pisa Cathedral is the perfect place to start. This church is one of the most worthwhile places to visit in Florence. Next, head to Piazza Del Duomo, Pisa, a wondrous public square, known for its stunning 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 Leaning Tower Of Pisa. This UNESCO world heritage-listed monument is a highly recommended experience. Nearby, you'll also find Porta San Pietro. Visit these for an interesting touch 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 Ancona. Ancona 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 Ancona. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a lovely meal at Amarcord, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Bontà delle Marche is another top choice with a popular menu. You could also check for a table at Ristorante Pizzeria Da Romano. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Ancona tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Alla Tazza D'oro, a well-loved spot among locals and tourists.

Get a good night's sleep and look forward to another great day on the road in Italy!

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Day 6

Day 6

  • Ancona - Departure day
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  • Piazza del Plebiscito
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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 Ancona 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 Piazza Del Plebiscito, a romantic public square before you head out.

Maximize your last day in Italy and go on a shopping spree in Ancona’s shopping center. 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 Ancona.

Treat yourself to a delicious dinner at Pizzeria Pulcinella, an excellent option for tonight's dining. Looking for something different? Donegal Irish Pub offers a tantalizing alternative with its diverse menu. And don’t miss Vino E Cucina Miscia.

You’ll then say farewell to Ancona. 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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