11-Day Italy Self-Drive Road Trip With Itinerary from Bolzano traveling south to Trento, Verona, Venice, Florence, and San Gimignano
Description
Included
Description
Escape the ordinary with this exciting 11-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 Trento, 1 night in Verona, 2 nights in Venice, 2 nights in Florence, and 2 nights in San Gimignano. 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. Piazza San Marco and Rialto Bridge are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Verona Arena, learn more about the unique Ponte Vecchio, and immerse yourself in the vibrant atmosphere of Leaning Tower Of Pisa.
As you hit the open road and drive through Bolzano, Trento, Verona, Venice, Florence, Pisa, Siena, San Gimignano, San Donato in Poggio, and Bologna, 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!
Travel details
Set your travel details to find the best price
Flights
Compare and choose from the best flights to Bolzano
Car
Choose from the best car rental deals or see all options
Itinerary summary
See a summary of the itinerary that you can fully customize
Personalize your itinerary
Customize tours under each day and destination
Day 1
- Bolzano - Bozen - Arrival day
- More
- Waltherplatz
- More
Say hello to Bolzano! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Bolzano for 1 night before you continue your adventure!
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.
As afternoon approaches, head to your chosen hotel in Bolzano. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.
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.
Make sure to reserve a table at Anita, an iconic dining spot in Bolzano. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Stadt Hotel Città, a popular restaurant in Bolzano. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Danny, a hidden gem nestled in Bolzano. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Extend your evening after a delightful meal by visiting Café Gruber, which offers the perfect atmosphere for a night out. Moreover, Franzbar is another popular option for a drink or two. Likewise, Bar La Nuova Grotta Del Corso also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
Raise a toast to the start of your 11-day road trip in Italy!
Day 2
- Bolzano - Bozen
- Trento
- More
Drive 64 km, 1 hour 24 min
- South Tyrol Archeological Museum
- MUSE
- Buonconsiglio Castle Museum
- Piazza del Duomo di Trento
- Trento Cathedral
- More
Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Bolzano and Trento. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Trento. You will spend 1 night here for some well-deserved relaxation.
Today’s route brings family-friendly attractions, picturesque spots, and history-rich sites. The first attraction of today is South Tyrol Museum Of Archaeology. This beloved museum is a heritage-rich place to see in Bolzano. Continue your discovery at Muse, a visually striking museum with stories to tell.
As you stroll around Bolzano, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Buonconsiglio Castle Museum. This notable castle offers a history-steeped encounter with Bolzano. Next, make your way to Piazza Del Duomo Di Trento to add another highlight to your day. After that, visit Trento Cathedral, an increasingly popular church that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Bolzano.
At the end of the day, you will drive to Trento, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Trento. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Dine in style at Ristorante Ca dei Gobj, a top recommendation for dinner tonight. Or, for a change of pace, il Circolino bar/ristorante boasts a menu that's sure to impress. Also, be sure to check out Urban Coffee Lab. Known as a local hotspot, it’s a great choice for tonight in Trento.
Extend your evening after a delightful meal by visiting Tj Bar, which offers the perfect atmosphere for a night out. Moreover, Bar Pasi is another popular option for a drink or two. Likewise, Locanda Del Gatto Gordo also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
Celebrate another amazing day of your road trip adventure in Italy!
Day 3
- Trento
- Verona
- More
Drive 104 km, 2 hours 4 min
- Giusti Garden
- Ponte Pietra
- piazza delle Erbe
- Verona Arena
- Castelvecchio Bridge
- Castelvecchio Museum
- More
Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Verona. At the end of the day, you will enjoy the comforts of a top-rated hotel in Verona, which will be your home away from home for 1 night.
Today’s agenda in Trento includes a botanical garden, a historical landmark, a public square, a stadium, a monument, a museum and much more! Giusti Garden is must-visit botanical garden and a great starting point for the day. Next, continue your journey to Ponte Pietra, a locally renowned historical landmark, located just a leisurely stroll away. Next, head to Piazza Delle Erbe, a romantic public square, also available for your discovery today.
Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Trento. When you're ready, let your sightseeing route take you to the timeless Verona Arena. If you’re looking for more, Castelvecchio Bridge is also a locally renowned attraction that is worthwhile a visit. Lastly, don’t miss Castelvecchio Museum, a place of historic interest in the city.
When you’re done exploring for the day, you’ll drive to your hotel in Verona. Check in and spend some time relaxing before you head out to tour the city.
After a day of adventure, treat yourself to an exquisite dinner at one of Verona's best restaurants.
Enjoy a delicious meal at La Griglia, a top-rated dining destination in Verona. If you're in the mood to try something new, consider Vecio Macello, another top spot with a mouthwatering menu. You might also want to secure a reservation at Via Fama Cafè | Verona. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Verona this evening.
Continue your lively evening at Archivio, a perfect place for winding down or revving up the night, depending on which mood you’re in. La Segreteria Café is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Grande Giove Cocktail Bar ensures a night out tailored to your taste.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 4
- Verona
- Venice
- More
Drive 122 km, 1 hour 42 min
- Basilica S.Maria Gloriosa dei Frari
- Bridge of Sighs
- Doge's Palace
- St Mark's Basilica
- Piazza San Marco
- More
Dive into day 4 of your remarkable road trip in Italy. Today you will explore Venice, 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 Venice. You’ll stay here for 2 nights.
Verona is brimming with adventures. Today’s wonderful stops include a church, a monument, a palace, a public square and much more! Begin your sightseeing adventure at the increasingly popular Santa Maria Gloriosa Dei Frari and allow yourself time to explore. Just a short distance away you'll find your next stop, Bridge Of Sighs, an UNESCO world heritage-designated monument that draws visitors from far and near.
Continue your journey to Doge's Palace, one of the city’s most locally renowned spots that you shouldn’t miss. Another great site to visit is the popular St Mark's Basilica. When you're finished at the church, Piazza San Marco awaits your visit. This public square is a symbolic highlight on today's itinerary.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Venice. Venice offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
Indulge in a memorable dining experience at one of Venice's most popular restaurants, and connect with friendly locals for an authentic adventure.
Make sure to reserve a table at Bauer Hotel, an iconic dining spot in Venice. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of L'Osteria Le Guglie, a popular restaurant in Venice. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Corner Pub, a hidden gem nestled in Venice. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Unwind after your meal by stepping into Al Parlamento. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, The Caffe Rosso offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Adagio, another top-rated bar in the area.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 5
- Venice
- More
Drive 4 km, 36 min
- Rialto Bridge
- Palazzo Contarini del Bovolo
- Teatro La Fenice
- Peggy Guggenheim Collection
- Santa Maria della Salute
- Cannaregio
- More
Day 5 offers a multitude of experiences. You will stay in Venice for 1 night more, offering you enough time to explore at a relaxed pace.
At the top of the list of things to do today is to explore Cannaregio, a neighborhood that captures the true essence of Venice. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.
Venice is brimming with adventures. Today’s wonderful stops include a historical landmark, a palace, an opera house, an art gallery, a church and much more! Begin your sightseeing adventure at the wondrous Rialto Bridge and allow yourself time to explore. Just a short distance away you'll find your next stop, Palazzo Contarini Del Bovolo, a culturally significant palace that draws visitors from far and near.
Continue your journey to Teatro La Fenice, one of the city’s most locally renowned spots that you shouldn’t miss. Another great site to visit is the interesting Peggy Guggenheim Collection. When you're finished at the art gallery, Santa Maria Della Salute awaits your visit. This church is a culturally significant highlight on today's itinerary.
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.
Continue your lively evening at Il Mercante, a perfect place for winding down or revving up the night, depending on which mood you’re in. The Irish Pub Venezia is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Ai Stagneri ensures a night out tailored to your taste.
Head back to your accommodation in Venice and get some rest in preparation for another magical day of your road trip in Italy!
Day 6
- Venice
- Florence
- More
Drive 262 km, 3 hours 23 min
- Basilica of Santa Croce in Florence
- Palazzo Vecchio
- Uffizi Gallery
- Ponte Vecchio
- Piazza della Repubblica
- piazza della Signoria
- More
On day 6 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 2 nights.
Brace yourself for today’s incredible lineup of attractions in Venice, featuring fun adventures, picturesque spots, and historic treasures. Start at Basilica Of Santa Croce In Florence, an interesting church in the city. Then, head to Palazzo Vecchio and soak in the ambiance of this romantic palace.
There are many interesting places to see in Venice, and when you are ready for more, go to Uffizi Gallery. This is one of the city’s most astonishing eye-catching spots of interest. After exploring the art gallery, visit the timeless Ponte Vecchio. Not far away, you'll also find Piazza Della Repubblica. This public square is a history-steeped highlight in Venice. Before wrapping up your self-guided sightseeing tour, head to Piazza Della Signoria, a widely recognized public square in the city.
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.
Treat yourself to a delicious dinner at Ristorante Oliviero 1962, an excellent option for tonight's dining. Looking for something different? Di Poneta Novoli offers a tantalizing alternative with its diverse menu. And don’t miss Caffe San Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.
Keep the evening going at Manifattura, a great choice for enjoying the after-dinner hours with a drink. You could also go to Se·sto On Arno Rooftop Bar, which offers a similarly pleasant setting and great drinks. Another option is Il Vinile, which provides an inviting environment for unwinding after a busy day out.
Raise your glass to another unforgettable day in Italy!
Day 7
- Florence
- More
Drive 198 km, 2 hours 59 min
- Piazza del Duomo, Pisa
- Campo santo
- Pisa Cathedral
- Leaning Tower of Pisa
- Museo dell'Opera del Duomo
- Knights' Square
- More
On day 7 of your road trip, you’ll start and end your day in Florence, where you'll stay for 1 night more.
Today’s agenda in Florence includes a public square, a cemetery, a church, a monument, a museum and much more! Piazza Del Duomo, Pisa is must-visit public square and a great starting point for the day. Next, continue your journey to Campo Santo, a worthwhile cemetery, located just a leisurely stroll away. Next, head to Pisa Cathedral, a breathtaking church, also available for your discovery today.
Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Florence. When you're ready, let your sightseeing route take you to the wondrous Leaning Tower Of Pisa. If you’re looking for more, Museo Dell'opera Del Duomo is also a beloved attraction that is worthwhile a visit. Lastly, don’t miss Knights' Square, a place of standout interest in the city.
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. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.
After your meal, keep the night alive at a bar like Bar 50 Rosso, known for its lively atmosphere. Bitter Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Archea Brewery offers an excellent atmosphere for those looking to amp up the evening.
Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip in Italy!
Day 8
- Florence
- San Gimignano
- More
Drive 120 km, 2 hours 12 min
- Siena Cathedral
- piazza del Campo
- Tower of Mangia
- Porta San Giovanni
- Town Hall, Picture Gallery and Great Tower
- Piazza del Duomo, San Gimignano
- More
On day 8 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 Siena and San Gimignano. In the evening, you’ll end up in San Gimignano, where you will stay for 2 nights.
A blend of family-friendly attractions, romantic experiences, and scenic views await you in Florence on today’s itinerary. First up is the locally renowned church, Siena Cathedral. Afterward, continue to Piazza Del Campo, a public square every traveler should visit.
As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Tower Of Mangia. This often recommended monument is an essential stop. Following that, head to Porta San Giovanni, another must-visit site that will enhance your experience. Don’t forget to stop by Palazzo Comunale, Pinacoteca, Torre Grossa, a curiosity-inducing museum in the city. Finally, end your day with a visit to Piazza Del Duomo, an UNESCO world heritage-designated 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 San Gimignano. Check in and spend some time relaxing before you head out to tour the village.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in San Gimignano. Enjoy a satisfying meal that will recharge you for tonight's adventures.
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.
Day 9
- San Gimignano
- More
Drive 129 km, 2 hours 52 min
- Parco Sculture del Chianti
- Castello di Brolio
- Osservatorio Polifunzionale del Chianti
- More
On day 9 of your road trip in Italy, you’ll start and end your day in San Gimignano, but spend the day exploring what’s beyond the village. Since you will return to San Gimignano for 1 night more, there’s no need to rush. Experience Pievasciata, San Regolo, and San Donato in Poggio to the fullest today with this curated day itinerary!
Today’s route brings fun adventures, romantic experiences, and breathtaking views. The first attraction of today is Parco Sculture Del Chianti. This beloved sculpture garden is a visually striking place to see in San Gimignano. Continue your discovery at Castello Di Brolio, an awe-inspiring castle with stories to tell.
As you stroll around San Gimignano, take in the distinct atmosphere and learn what makes this hamlet so unique. Maximize your sightseeing with a visit to Osservatorio Polifunzionale Del Chianti. This locally appreciated astronomical observatory offers a breathtaking encounter with San Gimignano. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in San Gimignano.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in San Gimignano.
Indulge in a memorable dining experience at one of San Gimignano's most popular restaurants, and connect with friendly locals for an authentic adventure.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 10
- San Gimignano
- Bolzano - Bozen
- More
Drive 439 km, 5 hours 18 min
- Fountain of Neptune, Bologna
- Bologna Cathedral
- Biblioteca Salaborsa
- Piazza Maggiore
- Two Towers
- Piazza Santo Stefano
- More
Experience an unparalleled adventure on day 10 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Bologna. 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.
Savor the day by visiting some of the best places to see in San Gimignano, including a monument, a church, a library, a public square and much more! Start your adventure at Fountain Of Neptune, Bologna. This increasingly popular monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Bologna Cathedral located in San Gimignano for another exciting encounter.
Next, immerse yourself in the setting of Biblioteca Salaborsa. Its heritage-rich features will captivate you. After the library, continue your tour of the city with a visit to Piazza Maggiore. Visitors usually appreciate the romantic features of this public square. Next up is Two Towers, a highly recommended monument. For a change of pace, head to Piazza Santo Stefano. As one of the most worthwhile attractions in San Gimignano, this public square is the perfect place to end your self-guided sightseeing tour.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Bolzano. Bolzano 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 Bolzano. 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.
Enjoy a lovely meal at Alumix Cafè Ristorante Pizzeria, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Castel Flavon is another top choice with a popular menu. You could also check for a table at Trattoria Filo d'Olio. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Bolzano tonight.
Keep the excitement of the evening going by visiting a bar or two. Tiffany Bolzano is an excellent place to start. You could also check out Corte - Bar & Bistro, offering a different kind of charm. A last recommendation for the day is Hollywood. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 11
- Bolzano - Bozen - Departure day
- More
- Franciscan Monastery
- More
Day 11 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, an instagrammable monastery before you head out.
On your last day in Italy, take time to indulge in shopping at Bolzano’s popular marketplace. Look for keepsakes or souvenirs to remind you of your trip.
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 delicious dinner at Ristorante Rastbichler, an excellent option for tonight's dining. Looking for something different? Black Sheep Drink Differently offers a tantalizing alternative with its diverse menu. And don’t miss L'osteria.
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!
Similar travel packages
Discover other popular vacations in Italy
Download Europe’s biggest travel marketplace to your phone to manage your entire trip in one place
Scan this QR code with your phone camera and press the link that appears to add Europe’s biggest travel marketplace into your pocket. Enter your phone number or email address to receive an SMS or email with the download link.