11-Day Italy Self-Drive Road Trip With Itinerary from Bolzano traveling south to Trento, Verona, Venice, Florence, and San Gimignano

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

Catch South Tyrol Museum Of Archaeology before the crowds roll in. This photogenic museum is sure to ignite your curiosity.

When you’ve had your share of Bolzano, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Trento. Your travel time is around 49 min.

For a more meaningful self-guided tour of the city's best attractions, visit Muse, a captivating 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 Buonconsiglio Castle Museum and admire its history-steeped features.

When you’re ready, continue to Piazza Del Duomo Di Trento, an often recommended public square beloved by locals and tourists alike. Don't miss out on Trento Cathedral, another highlight of the area that promises a memorable visit.

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

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

Make sure to reserve a table at Ristorante Ca dei Gobj, an iconic dining spot in Trento. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of il Circolino bar/ristorante, a popular restaurant in Trento. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Urban Coffee Lab, a hidden gem nestled in Trento. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Explore the vibrant nightlife at Tj Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Bar Pasi for a great selection of flavorful drinks and a charming setting. Furthermore, Locanda Del Gatto Gordo is perfect for those looking to extend their night with a touch of local flavor.

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

Dive into day 3 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Verona. At the end of the day, you’ll unwind at one of the finest accommodations in Verona, where you'll spend 1 night.

Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Verona.

When you’re ready to jump back into the car and say goodbye to Trento, you’ll hit the road in the direction of Verona. This drive usually takes around 1 hour 18 min.

When you're ready for some sights, head to Giusti Garden, a beloved botanical garden in Verona. Explore its romantic features at your own pace before you continue your journey to your next attraction, Ponte Pietra. This well-known historical landmark is a top recommendation in the area.

When you’re ready to explore more, Piazza Delle Erbe is an excellent choice. Spend some time discovering what some claim to be the most romantic public square in the region. Next, continue your sightseeing at the timeless Verona Arena and discover what makes this stadium unique. If you’re up for one more stop in the city, head to Castelvecchio Bridge, a visually striking monument many travelers find the visit worthwhile.

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

Enjoy a delicious meal at La Griglia, a highly-rated dining destination in Verona. If you're eager to try something different, consider Vecio Macello, another top spot with a tantalizing menu. You might also want to secure a reservation at Via Fama Cafè | Verona. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Verona this evening.

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

Savor another day of unforgettable experiences in Italy!

Your itinerary for day 4 of your road trip in Italy includes 1 stop and features some of the highlights of Venice. At the end of the day, enjoy the comforts of a top-rated hotel in Venice, where you'll spend 2 nights.

Continue your road trip and head to your next destination, Venice. This car ride takes around 1 hour 23 min.

For a more meaningful self-guided tour of the city's best attractions, visit Santa Maria Gloriosa Dei Frari, a frequently visited church 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 Bridge Of Sighs and admire its majestic features.

When you’re ready, continue to Doge's Palace, an interesting palace beloved by locals and tourists alike. Don't miss out on St Mark's Basilica, another highlight of the area that promises a memorable visit. Not far away, you’ll also find Piazza San Marco, a visually striking place to see that you won’t regret spending some extra time discovering.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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.

Venice is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Venice.

Don’t miss out on dining at Bauer Hotel, a top-rated dining destination in Venice. If you're in the mood to try something new, consider L'Osteria Le Guglie, another top spot with a mouthwatering menu. You might also want to secure a reservation at Corner Pub. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Venice this evening.

Keep the evening going at Al Parlamento, a great choice for enjoying the after-dinner hours with a drink. You could also go to The Caffe Rosso, which offers a similarly pleasant setting and great drinks. Another option is Adagio, which provides an inviting environment for unwinding after a busy day out.

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

Day 5 offers an itinerary packed with the best things to see in Bolzano. You’ll stay in Venice for 1 night more, offering you enough time to explore at a relaxed pace.

A top thing to do today is to explore Cannaregio, a must-see neighborhood in Venice. It's the perfect starting point for touring the top attractions in the area.

Rialto Bridge leaves a lasting impression. This historical landmark is one of the most wondrous places to visit in Venice. Next, head to Palazzo Contarini Del Bovolo, a captivating palace, known for its grand 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 Teatro La Fenice. This picture-perfect opera house is a highly recommended experience. Nearby, you'll also find Peggy Guggenheim Collection and Santa Maria Della Salute Visit these for an interesting touch to your journey.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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

Treat yourself to a delicious dinner at Generator Venice, an excellent option for tonight's dining. Looking for something different? Nevodi offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante La Piazza. Known for great service, it’s a fantastic choice for tonight in Venice.

To truly maximize your evening out, consider visiting Il Mercante after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to The Irish Pub Venezia, another bar with an inviting ambiance. Similarly, Ai Stagneri also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Raise your glass to another unforgettable day in Italy!

Experience an unparalleled adventure on day 6 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Florence. At the end of the day, you will retreat to the hotel of your choice in Florence, where will spend 2 nights.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Florence. This drive usually takes around 2 hours 56 min, without any stops or traffic disruptions.

Basilica Of Santa Croce In Florence is a popular church we recommend visiting today. Discover its heritage-rich features before continuing your self-guided tour to Palazzo Vecchio, a visually striking palace that’s well-regarded in the area.

Next, stop by Uffizi Gallery, a standout art gallery. While you’re nearby, don’t forget to visit Ponte Vecchio, an enchanting and truly unique historical landmark. End your sightseeing at Piazza Della Repubblica, a captivating public square that’s highly recommended by travelers passing through the city.

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

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

Have a fantastic dining experience at Ristorante Oliviero 1962, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Di Poneta Novoli offers an enticing alternative with its varied menu. Additionally, Caffe San Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

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.

Head back to your accommodation in Florence and get some rest to prepare for another magical day of your road trip in Italy.

Wake up to day 7 of your road trip in Italy. On this day, you’ll embark on an exciting expedition discovering the enchanting sights and activities of Pisa. With 1 night to stay in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Pisa.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Pisa may take around 1 hour 16 min. Upon your arrival in Pisa, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Piazza Del Duomo, Pisa is a globally renowned public square we recommend visiting today. Discover its picture-perfect features before continuing your self-guided tour to Campo Santo, an UNESCO world heritage-listed cemetery that’s well-regarded in the area.

Next, stop by Pisa Cathedral, a historic church. While you’re nearby, don’t forget to visit Leaning Tower Of Pisa, a masterful and truly unique monument. End your sightseeing at Museo Dell'opera Del Duomo, a frequently visited museum that’s highly recommended by travelers passing through the city.

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

Florence is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Florence.

Enjoy a lovely dining experience at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.

After savoring a delicious meal, step into the vibrant nightlife at Bar 50 Rosso, where the evening is just getting started. In the same way, Bitter Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Archea Brewery is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

On day 8 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Siena and San Gimignano are on today's agenda. In the evening, you’ll end up in San Gimignano, where you will stay for 2 nights.

Fasten your seatbelt and make your way to your next stop — Siena, home to many well-known sights in the region. Keep in mind that your travel time from Florence to Siena may take around 1 hour 12 min without traffic disruptions. Upon arrival in Siena, we highly recommend checking out some of the top attractions.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Siena Cathedral, a captivating church that everyone visiting Siena should see. Next, head to Piazza Del Campo. This enchanting public square is one of the most widely recognized attractions in the region.

If you're keen to see more, don’t miss out on Tower Of Mangia, an UNESCO world heritage-designated monument popular among locals as well as travelers.

Embrace the thrill of the open road as you wave goodbye to Siena and set your GPS to San Gimignano. 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 46 min. Upon reaching San Gimignano, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Our first attraction recommendation in San Gimignano is Porta San Giovanni, a locally appreciated monument that draws attention for its breathtaking features. Spend some time soaking in the atmosphere before continuing to Palazzo Comunale, Pinacoteca, Torre Grossa, an UNESCO world heritage-listed museum that stands out in the city.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Piazza Del Duomo, an intriguing public square that offers a unique experience.

At the end of the day, you will drive to San Gimignano, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

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.

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

On day 9 of your road trip, you’ll start and end your day in San Gimignano, where you still have 1 night left. You'll spend part of the day exploring places of interest outside the immediate village, including Pievasciata, San Regolo, and San Donato in Poggio.

Pievasciata is brimming with adventures.

Throughout the day, make sure to take breaks to appreciate the surroundings.

When you’ve had your share of San Gimignano, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Pievasciata. Your travel time is around 58 min.

One of our top recommendations for your sightseeing is Parco Sculture Del Chianti. Spend some time admiring the instagrammable features of the sculpture garden before you continue to your next stop.

Set your GPS to San Regolo and hit the road. Expect a journey of approximately 21 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. San Regolo beckons with new experiences!

For a more meaningful self-guided tour of the hamlet's best attractions, visit Castello Di Brolio, an increasingly popular castle that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to San Donato in Poggio may take around 52 min. Upon your arrival in San Donato in Poggio, you’ll be greeted with the opportunity to do some sightseeing and exploring.

One of our top recommendations for your sightseeing is Osservatorio Polifunzionale Del Chianti. Spend some time admiring the visually striking features of the astronomical observatory before you continue to your next stop.

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

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 San Gimignano, it's often a good idea to reserve a table in advance.

Head back to your accommodation in San Gimignano and get some rest to prepare for another magical day of your road trip in Italy.

On day 10 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Bologna. When you’re not sightseeing, take time to relax at your chosen hotel in Bolzano, where you’ll be staying for 1 night.

When you’ve had your share of San Gimignano, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Bologna. Your travel time is around 1 hour 58 min.

One of our top recommendations for your sightseeing is Fountain Of Neptune, Bologna. Spend some time admiring the symbolic features of the monument before you continue to your next stop. Then, head to Bologna Cathedral. This increasingly popular church is a traveler-favorite in the city.

If you're keen to see more, continue to Biblioteca Salaborsa. Feed your curiosity by learning something new about the library. Next, take your journey to Piazza Maggiore, an astonishing public square. Conclude your sightseeing at Two Towers, known for its instagrammable features.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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 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.

Dine in style at Alumix Cafè Ristorante Pizzeria, a top recommendation for dinner tonight. Or, for a change of pace, Castel Flavon boasts a menu that's sure to impress. Also, be sure to check out Trattoria Filo d'Olio. Known as a local hotspot, it’s a great choice for tonight in Bolzano.

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.

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.