10-Day Italy Self-Drive Road Trip With Itinerary from Bolzano to Verona, Venice, Florence, and Siena

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Explore the best of Italy on a 10-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Bolzano, Verona, Venice, Florence, Pisa, Siena, and San Gimignano. 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 Bolzano, 1 night in Verona, 2 nights in Venice, 2 nights in Florence, and 1 night in Siena. 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 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 Piazza Della Signoria, and immerse yourself in the vibrant atmosphere of Piazza Del Campo.

As you hit the open road and drive through Bolzano, Verona, Venice, Florence, Pisa, 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
OswaldpromenadeSouth Tyrol Archeological MuseumPasseggiata del GuncinaParco delle SemiruraliMessner Mountain Museum Firmian
Ponte Pietrapiazza delle ErbeVerona ArenaCastelvecchio BridgeCastelvecchio Museum
Bridge of SighsDoge's PalaceSt Mark's Basilica
Santa Maria della SalutePeggy Guggenheim CollectionGallerie dell'AccademiaBasilica S.Maria Gloriosa dei Frari
Bargello National MuseumBrunelleschi's domeRiccardi Medici Palacepiazza della Signoria

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Day 1

Day 1

  • Bolzano - Bozen - Arrival day
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  • Waltherplatz
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Your road trip adventure in Italy begins as soon as you reach Bolzano and pick up your car. You’ll stay in Bolzano 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.

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.

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.

To truly maximize your evening out, consider visiting Café Gruber after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Franzbar, another bar with an inviting ambiance. Similarly, Bar La Nuova Grotta Del Corso also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Raise a toast to the start of your 10-day road trip in Italy!

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Day 2

Day 2

  • Bolzano - Bozen
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Drive 21 km, 1 hour 1 min

  • Oswaldpromenade
  • South Tyrol Archeological Museum
  • Passeggiata del Guncina
  • Parco delle Semirurali
  • Messner Mountain Museum Firmian
  • More

Wake up to day 2 of your extraordinary road trip in Italy. With 1 night left in Bolzano, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Bolzano is brimming with adventures. Today’s wonderful stops include a hiking area, a museum, and a park. Begin your sightseeing adventure at the intriguing Oswaldpromenade. Just a short distance away is South Tyrol Museum Of Archaeology, a photogenic museum that draws visitors from far and near.

Continue your journey to Passeggiata Del Guncina, one of the city’s most intriguing spots that you shouldn’t miss. Another great site to visit is the curiosity-inducing Parco Delle Semirurali. Last up on today’s itinerary is a museum. Make your way to Messner Mountain Museum Firmian for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of Bolzano.

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

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

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.

Savor another day of unforgettable experiences in Italy!

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Day 3

Day 3

  • Bolzano - Bozen
  • Verona
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Drive 159 km, 2 hours 31 min

  • Ponte Pietra
  • piazza delle Erbe
  • Verona Arena
  • Castelvecchio Bridge
  • Castelvecchio Museum
  • 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 Verona. In the evening, you’ll end up in Verona, where you will stay for 1 night.

Brace yourself for today’s incredible lineup of attractions in Bolzano, featuring family-friendly attractions, romantic experiences, and scenic views. Start at Ponte Pietra, a locally renowned historical landmark in the city. Then, head to Piazza Delle Erbe and soak in the ambiance of this romantic public square.

There are many interesting places to see in Bolzano and when you are ready for more, go to Verona Arena. This is one of the city’s most iconic spots. After exploring the stadium, visit the popular Castelvecchio Bridge. Before wrapping up your self-guided sightseeing tour, head to the interesting Castelvecchio Museum, an interesting museum 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 Verona. Verona offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Verona. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Enjoy a lovely dining experience at La Griglia, a popular restaurant in Verona. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Verona at Vecio Macello, 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 Via Fama Cafè | Verona. It’s yet another ideal choice to enhance your time in Verona tonight.

Keep the evening going at Archivio, a great choice for enjoying the after-dinner hours with a drink. You could also go to La Segreteria Café, which offers a similarly pleasant setting and great drinks. Another option is Grande Giove Cocktail Bar, which provides an inviting environment for unwinding after a busy day out.

Say good night to Verona and look forward to another great day of your road trip in Italy!

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Day 4

Day 4

  • Verona
  • Venice
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Drive 126 km, 2 hours 6 min

  • Bridge of Sighs
  • Doge's Palace
  • St Mark's Basilica
  • More

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 1 vibrant destinations - Venice. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Venice. You will spend 2 nights here for some well-deserved relaxation.

Discover a day packed with fun adventures, romantic experiences, and scenic views in Verona. Begin your sightseeing with Bridge Of Sighs. This locally renowned monument is one of the top attractions in the city. Proceed to Doge's Palace, another must-visit attraction that enhances the city’s allure.

As you wander through the inviting streets of Verona, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to St Mark's Basilica. This well-known church is a traveler-favorite.

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

As dinnertime approaches, it's time to head out for a bite to eat in Venice. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Dine in style at Bauer Hotel, a top recommendation for dinner tonight. Or, for a change of pace, L'Osteria Le Guglie boasts a menu that's sure to impress. Also, be sure to check out Corner Pub. Known as a local hotspot, it’s a great choice for tonight in Venice.

Continue your lively evening at Al Parlamento, a perfect place for winding down or revving up the night, depending on which mood you’re in. The Caffe Rosso is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Adagio ensures a night out tailored to your taste.

Relax and recharge in preparation for another adventurous day in Italy!

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Day 5

Day 5

  • Venice
  • More

Drive 4 km, 1 hour 4 min

  • Santa Maria della Salute
  • Peggy Guggenheim Collection
  • Gallerie dell'Accademia
  • Basilica S.Maria Gloriosa dei Frari
  • More

On day 5 of your road trip, you will have an entire day to explore Venice. You’ll stay in Venice for 1 night and discover all the best things to see and do in the area.

Get ready for a day filled with fun adventures, romantic experiences, and scenic views in the charming city of Venice. Your adventure starts at Santa Maria Della Salute, an intriguing local hot spot. Another notable attraction to explore is Peggy Guggenheim Collection. This captivating art gallery is known for its visually striking appeal.

After soaking in the highlights of these sights, take some time to wander Venice's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Gallerie Dell'accademia. This photogenic art gallery offers a fascinating experience that many visitors find memorable. Santa Maria Gloriosa Dei Frari is also worth visiting.

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 Venice's best restaurants.

Have a fantastic dining experience at Generator Venice, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Nevodi offers an enticing alternative with its varied menu. Additionally, Ristorante La Piazza is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Venice.

Keep the excitement of the evening going by visiting a bar or two. Il Mercante is an excellent place to start. You could also check out The Irish Pub Venezia, offering a different kind of charm. A last recommendation for the day is Ai Stagneri. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Raise your glass and celebrate another amazing day of your road trip in Italy!

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Day 6

Day 6

  • Venice
  • Florence
  • More

Drive 261 km, 3 hours 18 min

  • Bargello National Museum
  • Brunelleschi's dome
  • Riccardi Medici Palace
  • piazza della Signoria
  • More

Dive into day 6 of your remarkable road trip in Italy. Today you will explore Florence, 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 Florence. You’ll stay here for 2 nights.

Today’s agenda in Venice includes a museum, a monument, a palace, a public square and much more! Bargello National Museum is must-visit museum and a great starting point for the day. Next, continue your journey to Brunelleschi's Dome, an underrated monument, located just a leisurely stroll away. Next, head to Riccardi Medici Palace, a symbolic palace, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Venice. If you’re looking for more, Piazza Della Signoria is also a top-rated attraction that is worthwhile a visit.

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.

Make sure to reserve a table at Ristorante Oliviero 1962, 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 Di Poneta Novoli, 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 Caffe San 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 your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. Se·sto On Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Il Vinile offers an excellent atmosphere for those looking to amp up the evening.

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

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Day 7

Day 7

  • Florence
  • More

Drive 206 km, 3 hours 11 min

  • Abbazia di San Miniato al Monte
  • Pisa Cathedral
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • Knights' Square
  • More

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

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Abbazia Di San Miniato Al Monte. This romantic church is sure to ignite your curiosity. Next, dive into the picture-perfect features of Pisa Cathedral, a must-visit church in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Piazza Del Duomo, Pisa, a wondrous public square. For a change of scene, check out Leaning Tower Of Pisa, known for its picture-perfect features.

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

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.

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.

To truly maximize your evening out, consider visiting Bar 50 Rosso after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bitter Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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Day 8

Day 8

  • Florence
  • Siena
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Drive 77 km, 1 hour 53 min

  • Porta Camollia, Siena
  • Fortezza Medicea
  • Basilica of San Domenico
  • Siena Cathedral
  • piazza del Campo
  • More

On day 8 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Siena. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 1 night.

Start by visiting Porta Camollia, Siena, a prime spot to begin your journey. This historic monument is sure to impress. Next on your list is Fortezza Medicea (siena), another must-visit landmark and curiosity-inducing monument renowned for its picture-perfect features.

While exploring and sightseeing, take time to savor the ambiance of Florence by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to Basilica Of San Domenico. This historic church is a remarkable attraction that offers a unique experience. Siena Cathedral also adds charm to your journey, and Piazza Del Campo wraps up your day with its UNESCO world heritage-designated appeal.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Siena. Siena 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 Siena. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Make sure to reserve a table at Enoteca I Terzi, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante Tar-Tufo, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Antica Trattoria Papei, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Round off your dining experience by visiting Meet Life Cafè, a prime location for a drink. Alternatively, explore the distinctive characteristics of Maudit Pub, a bar catering to every mood and preference. Bar Impero Siena likewise offers a unique atmosphere, perfect for a memorable night out.

Savor another day of unforgettable experiences in Italy!

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Day 9

Day 9

  • Siena
  • Bolzano - Bozen
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Drive 460 km, 5 hours 25 min

  • Porta San Giovanni
  • Piazza del Duomo, San Gimignano
  • Town Hall, Picture Gallery and Great Tower
  • Chiesa di Sant'Agostino
  • More

Embark on another extraordinary experience on day 9 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of San Gimignano. At the end of the day, you will enjoy the comforts of a top-rated hotel in Bolzano, which will be your home away from home for 1 night.

Today, you'll explore some of the most beautiful places in Siena, including a monument, a public square, a museum, a church and much more! Start your day with a visit to Porta San Giovanni. This often recommended monument is a must-visit in the village. When you’re ready for your next discovery, continue to Piazza Del Duomo, which may be one of the most visually striking places you will experience today.

One of the best things about exploring Siena 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 Palazzo Comunale, Pinacoteca, Torre Grossa, an intriguing museum in the village. If you’re up for more discoveries, don’t forget to reserve some time for Chiesa Di Sant'agostino.

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.

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. Consider reserving a table at L'osteria as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Bolzano.

Keep the excitement of the evening going by visiting a bar or two. Bar Zona is an excellent place to start. You could also check out Grifoncino, offering a different kind of charm. A last recommendation for the day is Bar Galvani. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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 10

Day 10

  • Bolzano - Bozen - Departure day
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  • Funivia del Colle
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Day 10 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 up-and-coming tramway is a popular place to see in the city.

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.

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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