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

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photo of view of Bolzano aerial panoramic view. Bolzano is the capital city of the South Tyrol province in northern, Bolzano, Italy.
photo of view of Waltherplatz or Piazza Walther Von der Vogelweide is the main square in Bolzano city in South Tyrol, Italy.
6-Day Italy Self-Drive Road Trip With Itinerary from Bolzano to Florence
6-Day Italy Self-Drive Road Trip With Itinerary from Bolzano to Florence
6-Day Italy Self-Drive Road Trip With Itinerary from Bolzano to Florence
6-Day Italy Self-Drive Road Trip With Itinerary from Bolzano to Florence
6-Day Italy Self-Drive Road Trip With Itinerary from Bolzano to Florence
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Escape the ordinary with this exciting 6-day road trip through Italy. Explore diverse landscapes, discover lively cities, and prepare for an unforgettable journey!

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. You will spend 2 nights in Bolzano 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 you covered.

Upon arriving in Bolzano, 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. Verona Arena and Ponte Vecchio are just a couple of the bucket-list attractions that await your discovery.

As you hit the open road and drive through Bolzano, Verona, Florence, Pisa, Siena, San Gimignano, Modena, and Trento, 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, accommodations, 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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Pick-up: 10:00
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Day1

Day 1

  • Bolzano - Bozen - Arrival day
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  • Waltherplatz
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Welcome to Bolzano, 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 discovering what to see in Bolzano before embarking on the next leg of your journey.

Bolzano 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 Waltherplatz. Taking a stroll in the city center is a great alternative. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Bolzano. 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 Bolzano, it's often a good idea to reserve a table in advance.

Savor the flavors at Anita, a top pick for dinner tonight. Alternatively, Stadt Hotel Città beckons with its unique menu offerings. Also, consider Danny. With its consistent customer satisfaction, it’s an excellent option for dining in Bolzano tonight.

Continue your evening by exploring the vibrant nightlife scene at Café Gruber, a prime destination for a thrilling night out. Also, don’t forget to check out Franzbar, a bar that offers unique local touches. Likewise, Bar La Nuova Grotta Del Corso provides an excellent alternative for a fun evening.

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

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Day2

Day 2

  • Bolzano - Bozen
  • Verona
  • Florence
  • More

Drive 403 km, 5 hours 9 min

  • Castelvecchio Museum
  • Castelvecchio Bridge
  • Verona Arena
  • piazza delle Erbe
  • Ponte Pietra
  • More

On day 2 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Verona are on today's agenda. In the evening, you’ll end up in Florence, where you will stay for 3 nights.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Verona may take around 1 hour 49 min. Upon your arrival in Verona, you’ll be greeted with the opportunity to do some sightseeing and exploring.

For a more meaningful self-guided tour of the city's best attractions, visit Castelvecchio Museum, a locally renowned museum that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Castelvecchio Bridge and admire its romantic features.

When you’re ready, continue to Verona Arena, a wondrous stadium beloved by locals and tourists alike. Don't miss out on Piazza Delle Erbe, another highlight of the area that promises a memorable visit. Not far away, you’ll also find Ponte Pietra, a romantic place to see that you won’t regret spending some extra time discovering.

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.

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

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.

Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of Se·sto On Arno Rooftop Bar, a bar catering to every mood and preference. Il Vinile likewise offers a unique atmosphere, perfect for a memorable night out.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in Italy.

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Day3

Day 3

  • Florence
  • Pisa
  • More

Drive 190 km, 3 hours 27 min

  • Ponte Vecchio
  • Uffizi Gallery
  • piazza della Signoria
  • Basilica of Santa Croce in Florence
  • piazzale Michelangelo
  • Leaning Tower of Pisa
  • More

Greet day 3 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 2 nights to stay in Florence, so get ready to make the most of your time in the region. On the agenda for this day, you’ll find only the best things to see and do in Florence and Pisa.

Ponte Vecchio is an ideal stop early in the day. This timeless historical landmark is a must-visit in the city. When you’re ready for your next discovery, continue to Uffizi Gallery, which may be one of the most picture-perfect 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 Piazza Della Signoria, a spectacular public square in the city. If you’re up for more discoveries, don’t forget to reserve some time for Basilica Of Santa Croce In Florence and Piazzale Michelangelo.

Fasten your seatbelt and make your way to your next stop — Pisa, home to many well-known sights in the region. Keep in mind that your travel time from Florence to Pisa may take around 1 hour 19 min without traffic disruptions. Upon arrival in Pisa, we highly recommend checking out some of the top attractions.

Leaning Tower Of Pisa is a globally renowned monument we recommend visiting today. Discover its picture-perfect features before continuing your self-guided tour.

When you’re done exploring for the day, you’ll return to Florence and your accommodation.

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

Treat yourself to a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. Known for great service, it’s a fantastic choice for tonight in Florence.

Extend your evening after a delightful meal by visiting Bar 50 Rosso, which offers the perfect atmosphere for a night out. Moreover, Bitter Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in Italy.

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Day4

Day 4

  • Florence
  • Siena
  • San Gimignano
  • More

Drive 185 km, 3 hours 51 min

  • Porta Romana
  • piazza del Campo
  • Siena Cathedral
  • Basilica of San Domenico
  • Fortezza Medicea
  • Piazza del Duomo, San Gimignano
  • More

On day 4 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you still have 1 night to spend in Florence, there’s no need to rush. Experience Siena and San Gimignano to the fullest today with this curated day itinerary.

Embrace the thrill of the open road as you wave goodbye to Florence and set your GPS to Siena. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 12 min. Upon reaching Siena, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Porta Romana is an intriguing monument we recommend visiting today. Discover its picture-perfect features before continuing your self-guided tour to Piazza Del Campo, an awe-inspiring public square that’s well-regarded in the area.

Next, stop by Siena Cathedral, a majestic church. While you’re nearby, don’t forget to visit Basilica Of San Domenico, a majestic and truly unique church. End your sightseeing at Fortezza Medicea (siena), a curiosity-inducing monument that’s highly recommended by travelers passing through the city.

Continue your road trip and head to your next destination, San Gimignano. This car ride takes around 50 min.

Savor the day by heading to Piazza Del Duomo, an up-and-coming public square that draws visitors from near and far.

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

Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for a true cultural experience.

Make sure to reserve a table at Ristorante Buca Mario, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Agricola Toscana, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Eataly Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After savoring a delicious meal, step into the vibrant nightlife at Gosh*, where the evening is just getting started. In the same way, Antico Caffè Del Moro - Art Bar Firenze offers a unique charm perfect for experiencing the local bar scene in Florence. Quelo Bar is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Take some time to reflect on your day and savor another beautiful night in Italy.

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Day5

Day 5

  • Florence
  • Modena
  • Trento
  • Bolzano - Bozen
  • More

Drive 380 km, 4 hours 51 min

  • Enzo Ferrari Museum
  • MUSE
  • Trento Cathedral
  • Piazza Cesare Battisti
  • More

Your itinerary for day 5 of your road trip in Italy includes 2 stops and features some of the highlights of Modena and Trento. At the end of the day, enjoy the comforts of a top-rated hotel in Bolzano, where you'll spend 1 night.

Fasten your seatbelt and make your way to your next stop — Modena, home to many well-known sights in the region. Keep in mind that your travel time from Florence to Modena may take around 1 hour 44 min without traffic disruptions. Upon arrival in Modena, we highly recommend checking out some of the top attractions.

One of our top recommendations for your sightseeing is Enzo Ferrari Museum. Spend some time admiring the eye-catching features of the museum before you continue to your next stop.

When you’re ready to jump back into the car and say goodbye to Modena, you’ll hit the road in the direction of Trento. This drive usually takes around 1 hour 58 min.

For a more meaningful self-guided tour of the city's best attractions, visit Muse, a well-known museum that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Trento Cathedral and admire its enchanting features.

When you’re ready, continue to Piazza Cesare Battisti, a frequently visited public square beloved by locals and tourists alike.

When you’re done exploring for the day, you’ll drive to your hotel in Bolzano. Check in and relax before you head out to tour the city.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Bolzano. Enjoy a relaxing evening as you savor delicious local cuisine.

Enjoy a lovely dining experience at Alumix Cafè Ristorante Pizzeria, a popular restaurant in Bolzano. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Bolzano at Castel Flavon, 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 Trattoria Filo d'Olio. It’s yet another ideal choice to enhance your time in Bolzano tonight.

Continue the enjoyment post-dinner at Tiffany Bolzano, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Corte - Bar & Bistro offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Hollywood. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Raise your glass to another unforgettable day in Italy!

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Day6

Day 6

  • Bolzano - Bozen - Departure day
  • More
  • Franciscan Monastery
  • More

Day 6 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Bolzano 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 Franciscan Monastery, a monumental monastery before you head out.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Bolzano.

You’ll then say farewell to Bolzano. 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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Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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Your trip is protected, personalized, and priced right. No surprises, no stress.

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