5-Day Italy Self-Drive Road Trip With Itinerary from Bolzano traveling south to Sirmione and Florence

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Escape the ordinary with this exciting 5-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 Bolzano, 1 night in Sirmione, and 1 night 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 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. Marvel at the remarkable Piazza Della Signoria, learn more about the unique Piazza Del Campo, and immerse yourself in the vibrant atmosphere of Uffizi Gallery.

As you hit the open road and drive through Bolzano, Verona, Sirmione, Florence, Siena, and San Gimignano, 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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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Waltherplatz
Verona ArenaPorta Borsaripiazza delle ErbePonte PietraArchaeological site of Grotte di CatulloCastello di Sirmione
Piazza della RepubblicaPonte VecchioUffizi GalleryBasilica of Santa Croce in FlorencePalazzo Vecchiopiazza della Signoria
Siena Cathedralpiazza del CampoPiazza del Duomo, San Gimignano
Funivia del Colle

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Day 1

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 immersing yourself in Bolzano's charm 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, 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 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.

Treat yourself to a delicious dinner at Anita, an excellent option for tonight's dining. Looking for something different? Stadt Hotel Città offers a tantalizing alternative with its diverse menu. And don’t miss Danny. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Bolzano.

Continue your lively evening at Café Gruber, a perfect place for winding down or revving up the night, depending on which mood you’re in. Franzbar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar La Nuova Grotta Del Corso ensures a night out tailored to your taste.

Raise a toast to the start of your 5-day road trip in Italy!

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Day 2

Day 2

  • Bolzano - Bozen
  • Sirmione
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Drive 207 km, 3 hours 36 min

  • Verona Arena
  • Porta Borsari
  • piazza delle Erbe
  • Ponte Pietra
  • Archaeological site of Grotte di Catullo
  • Castello di Sirmione
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Dive into day 2 of your remarkable road trip in Italy. Today you will explore Verona and Sirmione, 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 Sirmione. You’ll stay here for 1 night.

Bring your curiosity for today’s adventure around Bolzano. Some of the city’s most loved attractions await! Verona Arena is the perfect place to start. This stadium is one of the most world-famous places to visit in Bolzano. Next, head to Porta Borsari, a frequently visited historical landmark, 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 Piazza Delle Erbe. This enchanting public square is a highly recommended experience. Nearby, you'll also find Ponte Pietra and Archaeological Site Of Grotte Di Catullo. Visit these for an interesting touch to your journey. Finish the day with a visit to Scaliger Castle, a history-steeped castle in Bolzano.

At the end of the day, you will drive to Sirmione, 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 Sirmione. If you are looking to dine at a popular restaurant in the town, it's often a good idea to reserve a table in advance.

Savor the flavors at Spiaggia Brema Beach Bar - Pizzeria e Grigliate, a top pick for dinner tonight. Alternatively, Ristorante Tancredi beckons with its unique menu offerings. Also, consider Hotel Dogana. With its consistent customer satisfaction, it’s an excellent option for dining in Sirmione tonight.

Continue the enjoyment post-dinner at Cafè Damm Atra, a cherished local gathering spot renowned for its welcoming atmosphere.

Head back to your accommodation in Sirmione and get some rest in preparation for another magical day of your road trip in Italy!

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Day 3

Day 3

  • Sirmione
  • Florence
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Drive 254 km, 3 hours 12 min

  • Piazza della Repubblica
  • Ponte Vecchio
  • Uffizi Gallery
  • Basilica of Santa Croce in Florence
  • Palazzo Vecchio
  • piazza della Signoria
  • More

On day 3 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 Florence. In the evening, you’ll end up in Florence, where you will stay for 1 night.

Today’s agenda in Sirmione includes a public square, a historical landmark, an art gallery, a church, a palace and much more! Piazza Della Repubblica is must-visit public square and a great starting point for the day. Next, continue your journey to Ponte Vecchio, a world-famous historical landmark, located just a leisurely stroll away. Next, head to Uffizi Gallery, a romantic art gallery, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Sirmione. When you're ready, let your sightseeing route take you to the captivating Basilica Of Santa Croce In Florence. If you’re looking for more, Palazzo Vecchio is also a notable attraction that is worthwhile a visit. Lastly, don’t miss Piazza Della Signoria, a place of enchanting interest in the city.

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

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.

Continue your evening by exploring the vibrant nightlife scene at Manifattura, a prime destination for a thrilling night out. Also, don’t forget to check out Se·sto On Arno Rooftop Bar, a bar that offers unique local touches. Likewise, Il Vinile provides an excellent alternative for a fun evening.

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

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Day 4

Day 4

  • Florence
  • Bolzano - Bozen
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Drive 537 km, 6 hours 40 min

  • Siena Cathedral
  • piazza del Campo
  • Piazza del Duomo, San Gimignano
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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 Gimignano. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Bolzano. You will spend 1 night here for some well-deserved relaxation.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Siena Cathedral. This well-known church provides an insightful glimpse into the city's identity. Next, discover Piazza Del Campo, a visually striking public square, promising a delightful encounter.

Continue your sightseeing with a visit to Piazza Del Duomo, a worthwhile public square.

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

As you explore more of Bolzano, 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 delicious meal at Alumix Cafè Ristorante Pizzeria, a highly-rated dining destination in Bolzano. If you're eager to try something different, consider Castel Flavon, another top spot with a tantalizing menu. You might also want to secure a reservation at Trattoria Filo d'Olio. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Bolzano this evening.

Continue your lively evening at Tiffany Bolzano, a perfect place for winding down or revving up the night, depending on which mood you’re in. Corte - Bar & Bistro is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Hollywood ensures a night out tailored to your taste.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

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Day 5

Day 5

  • Bolzano - Bozen - Departure day
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  • Funivia del Colle
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Day 5 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 Kohlerer Bahn, an eye-catching tramway before you head out.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Bolzano's best shopping area. 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 Bolzano.

Have a fantastic dining experience at Ristorante Rastbichler, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Black Sheep Drink Differently offers an enticing alternative with its varied menu.

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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