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

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photo of view of Waltherplatz or Piazza Walther Von der Vogelweide is the main square in Bolzano city in South Tyrol, Italy.
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photo of view of Bolzano main square Waltherplatz panoramic view, South Tyrol region of Italy.
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photo of view of Famous alpine place Santa Maddalena village with magical Dolomites mountains in background, Val di Funes valley, Trentino Alto Adige region, Italy.
photo of view of Carezza lake (Lago di Carezza, Karersee) with Mount Latemar, Bolzano province, South Tyrol, Italy.
photo of view of Maretsch Castle or Castel Mareccio is a medieval fort in the historic center of Bolzano in South Tyrol, northern Italy.
Bolzano and Dolomite mountains aerial panoramic view. Bolzano is the capital city of the South Tyrol province in northern Italy.
photo of view of Bolzano Cathedral or Duomo di Bolzano aerial panoramic view, located in Bolzano city in South Tyrol, Italy.
photo of view of Beautiful view of Lake Braies in the province of Bolzano, South Tyrol, Italy.
Victory Monument at the Piazza della Vittoria square in Bolzano city in South Tyrol, Italy
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photo of view of Bolzano Cathedral or Duomo di Bolzano is located in Bolzano city in South Tyrol, Italy.
Romantic Rocca Scaligera, castle on the island of Sirmione, Lake Garda, Italy
Landscape with Sirmione town, Garda Lake, Italy
Beautiful view of the beach of the Italian city of Sirmione on lake Garda from the fortress on a Sunny summer day.
Beautiful peaceful lake Garda, Italy. Sunset. Restaurant tables on the beach.
Sirmione view by Drone, little village in Garda Lake with spectacular Castle Rocca Scaligera. Holidays in Italy, fantastic summer.
Panoramic aerial view of Lido delle Bionde beach, Sirmione, Lake Garda, Italy. Wooden pier, turquoise water
Aerial view of the Cattedrale di Santa Maria del Fiore in Florence, Italy, overlooking the city
Photo of Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, Italy.
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Experience the freedom of the open road in Italy as you embark on an unforgettable 5-day road trip! This experience caters to every traveler, featuring destinations like Bolzano, Verona, Sirmione, Florence, Siena, and San Gimignano.

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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Driver’s age is 30 - 65
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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.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Bolzano. 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 Bolzano, it's often a good idea to reserve a table in advance.

Enjoy a lovely dining experience at Anita, 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 Stadt Hotel Città, 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 Danny. It’s yet another ideal choice to enhance your time in Bolzano tonight.

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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On day 2 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 Verona and Sirmione. In the evening, you’ll end up in Sirmione, where you will stay for 1 night.

Set out on a day brimming with fun adventures, romantic experiences, and breathtaking views. Start at the iconic Verona Arena, a grand stadium in Bolzano. Next, go to Porta Borsari.

After visiting Verona Arena and Porta Borsari, have a stroll along Bolzano's streets and take in the local charm. Continue your sightseeing by heading to Piazza Delle Erbe. This standout public square offers a unique experience. Ponte Pietra is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Archaeological Site Of Grotte Di Catullo, one of the most romantic places to visit in Bolzano. If you still have some time left for sightseeing, we also recommend stopping by Scaliger Castle.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Sirmione. Sirmione offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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.

Treat yourself to a delicious dinner at Spiaggia Brema Beach Bar - Pizzeria e Grigliate, an excellent option for tonight's dining. Looking for something different? Ristorante Tancredi offers a tantalizing alternative with its diverse menu. And don’t miss Hotel Dogana. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Sirmione.

Round off your dining experience by visiting Cafè Damm Atra, a prime location for a drink.

Raise your glass and celebrate another amazing 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

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 1 vibrant destinations - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 1 night here for some well-deserved relaxation.

A blend of family-friendly attractions, romantic experiences, and breathtaking views await you in Sirmione on today’s itinerary. First up is the captivating public square, Piazza Della Repubblica. Afterward, continue to Ponte Vecchio, a historical landmark every traveler should visit.

As you explore Sirmione’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Uffizi Gallery. This extraordinary art gallery is an essential stop. Following that, head to Basilica Of Santa Croce In Florence, another must-visit site that will enhance your experience. Don’t forget to stop by Palazzo Vecchio, a popular palace in the city. Finally, end your day with a visit to Piazza Della Signoria, a visually striking public square that offers the perfect conclusion to your sightseeing of the day.

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

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

Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. With its consistent customer satisfaction, it’s an excellent option for dining 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.

Get a good night's sleep and look forward to another great day on the road 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
  • More

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Siena and San Gimignano. When you’re not sightseeing, take time to relax at your selected hotel in Bolzano, where you’ll be staying for 1 night.

Today’s itinerary in Florence covers several incredible sights, including a church and a public square. Start your adventure at Siena Cathedral. This locally renowned church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the enchanting wonders of Piazza Del Campo, a must-see public square in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Piazza Del Duomo. This worthwhile public square offers an enriching experience. These sights offer a fulfilling end to a perfect day.

At the end of the day, you will drive to Bolzano, 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 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 top-rated dining destination in Bolzano. If you're in the mood to try something new, consider Castel Flavon, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria Filo d'Olio. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Bolzano this evening.

After savoring a delicious meal, step into the vibrant nightlife at Tiffany Bolzano, where the evening is just getting started. In the same way, Corte - Bar & Bistro offers a unique charm perfect for experiencing the local bar scene in Bolzano. Hollywood is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Raise your glass to another unforgettable day 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, begin at Kohlerer Bahn. This curiosity-inducing tramway is a popular place to see in the city.

Make the most of your final day in Italy by visiting Bolzano’s iconic markets and shopping establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy.

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

Treat yourself to a delightful dinner at Ristorante Rastbichler, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Black Sheep Drink Differently? It's another excellent option with a diverse 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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