Two-Week Italy Self-Drive Road Trip With Itinerary from Perugia to Siena, Florence, Bologna, Venice, and Verona

Day 2 of your road trip will take you to the best attractions Perugia has to offer. Cherish the 2 nights you have left in Perugia by discovering the best things there are to see and do in the city.

Today’s route brings fun adventures, picturesque spots, and history-rich sites. The first attraction of today is Chiesa Di San Michele Arcangelo. This intriguing church is an instagrammable place to see in Perugia. Continue your discovery at Etruscan Arch, a picture-perfect historical landmark with stories to tell.

As you stroll around Perugia, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Perugia Cathedral. This frequently visited church offers a heritage-rich encounter with Perugia. Next, make your way to National Archaeological Museum Of Umbria to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Perugia.

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.

As you explore more of Perugia, 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.

Don’t miss out on dining at La Taverna, a top-rated dining destination in Perugia. If you're in the mood to try something new, consider Ristorante del Sole, another top spot with a mouthwatering menu. You might also want to secure a reservation at Al Mangiar Bene. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Perugia this evening.

To truly maximize your evening out, consider visiting Caffè Fortebraccio after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Caffe Del Banco, another bar with an inviting ambiance. Similarly, Dempsey's Perugia also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Wake up to day 3 of your extraordinary road trip in Italy. With 1 night left in Perugia, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Bring your curiosity for today’s adventure around Perugia. Some of the village’s most loved attractions await! Basilica Of Santa Maria Degli Angeli is the perfect place to start. This church is one of the most popular places to visit in Perugia. Next, head to Basilica Of San Francesco D'assisi, a notable church, known for its stunning 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 Rocca Maggiore. This romantic castle is a highly recommended experience. Visit these for an interesting touch to your journey.

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

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Perugia. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a lovely dining experience at Perugia Plaza Hotel, a popular restaurant in Perugia. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Perugia at Elfo Pub Perugia, 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 Sangallo Palace Hotel. It’s yet another ideal choice to enhance your time in Perugia tonight.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Il Birrino stands out as an excellent choice for a post-dinner cocktail. Alternatively, Quei Bravi Ragazzi offers an ideal atmosphere to enjoy the pleasures of the night. Lo Chalet - Lounge Bar is also a great option that provides a perfect setting for a relaxing evening.

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

On day 4 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. In the evening, you’ll end up in Siena, where you will stay for 1 night.

Set out on a day brimming with family-friendly attractions, scenic views, and picturesque spots. Start at the curiosity-inducing Pubblico Palace, an UNESCO world heritage-listed palace in Perugia. Next, go to Tower Of Mangia.

After visiting Pubblico Palace and Tower Of Mangia, have a stroll along Perugia's streets and take in the local charm. Continue your sightseeing by heading to Piazza Del Campo. This UNESCO world heritage-listed public square offers a unique experience. Siena Cathedral is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Basilica Of San Domenico, one of the most historic places to visit in Perugia.

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.

Enjoy a delicious meal at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

Let the evening flow smoothly from dinner to drinks at Meet Life Cafè, a top-rated bar in the area. For other recommendations, Maudit Pub provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Impero Siena offers a memorable night with diverse drink options and excellent service.

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

Dive into day 5 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 3 nights.

Prepare for a day full of family-friendly attractions, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Pitti Palace. This locally renowned palace is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Central Market, one of the city’s best highlights.

Next, check out Galleria Dell'accademia, one of the most well-known places to see in Siena. This art gallery is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Cathedral Of Santa Maria Del Fiore. Wander around and soak in the UNESCO world heritage-listed atmosphere this church offers.

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.

As dinnertime approaches, it's time to head out for a bite to eat in Florence. 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 delicious meal at Ristorante Oliviero 1962, a highly-rated dining destination in Florence. If you're eager to try something different, consider Di Poneta Novoli, another top spot with a tantalizing menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

Following your dinner, dive into the local bar culture at Manifattura. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Se·sto On Arno Rooftop Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Il Vinile provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

Day 6 of your road trip across Italy promises a magnificent time exploring Florence. You have 2 nights left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Get ready to discover some of the most iconic wonders in Florence, including an observation deck, a church, a museum, a public square, an art gallery, a historical landmark and much more! Start your day at Piazzale Michelangelo. This romantic observation deck is a famous place to see in Florence. Then, wander over to Basilica Of Santa Croce In Florence. If heritage-rich sites excite you, this church will be right up your alley. Nearby, you’ll also find Bargello National Museum. This detailed museum is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Piazza Della Signoria is a widely recognized spot in the city that will captivate you with its unique charm. When you’re done at the public square, don’t forget to check out the eye-catching Uffizi Gallery. Take a moment to appreciate the fascinating details of this astonishing art gallery. Wrap up your self-guided tour of Florence's top attractions with a visit to Ponte Vecchio.

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.

As dinnertime approaches, it's time to head out for a bite to eat in Florence. 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.

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.

Extend your evening after a delightful meal by visiting Bar 50 Rosso, which offers the perfect atmosphere for a night out. Moreover, Bitter Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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, you'll explore some of the most beautiful places in Florence, including a public square, a church, a monument, a historical landmark and much more! Start your day with a visit to Piazza Del Duomo, Pisa. This iconic public square is a must-visit in the city. When you’re ready for your next discovery, continue to Pisa Cathedral, which may be one of the most stunning places you will experience today.

One of the best things about exploring Florence 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 Leaning Tower Of Pisa, an iconic monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Mura Di Lucca and St Martin Cathedral.

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.

Enjoy a delicious meal at Ristorante Buca Mario, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Agricola Toscana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Eataly Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Gosh*, known for its inviting atmosphere. Antico Caffè Del Moro - Art Bar Firenze is another great option if you’re looking for a place to get the night started. Similarly, Quelo Bar provides a great setting to enjoy the night away.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

Experience an unparalleled adventure on day 8 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 Bologna. You will spend 2 nights here for some well-deserved relaxation.

Today’s route brings fun adventures, photo-friendly spots, and historic treasures. The first attraction of today is Pinacoteca Nazionale Di Bologna. This underrated art gallery is a respected place to see in Florence. Continue your discovery at Two Towers, a respected monument with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Basilica Of San Domenico. This intriguing church offers a heritage-rich encounter with Florence. Next, make your way to Piazza Maggiore to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.

At the end of the day, you will drive to Bologna, 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 Bologna, 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.

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

Unwind after your meal by stepping into Bar Al Bricco D'oro. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar Freud E Squisito offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Osteria Del Sole, another top-rated bar in the area.

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.

Greet day 9 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Bologna for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Modena and Parma.

Today's adventure in Bologna promises more breathtaking discoveries and enriching experiences! Begin at Duomo Di Modena. This visually striking church is a highlight of any visit in the city. Then, enjoy Enzo Ferrari Museum, another instagrammable attraction that never fails to captivate visitors. Next, head over to Teatro Regio, one of the city’s most worthwhile attractions, known for its romantic features.

If you’re looking for more, spend time soaking in the atmosphere of Parma Cathedral. This inviting church is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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

As you explore more of Bologna, 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 lovely meal at Bononia Cafè, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Via Con Me is another top choice with a popular menu. You could also check for a table at Trattoria Pizzeria La Mela. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Bologna tonight.

Keep the excitement of the evening going by visiting a bar or two. Lime Bar is an excellent place to start. You could also check out Macondo - Cocktail Bar, offering a different kind of charm. A last recommendation for the day is Bar Onda Marina By Night. 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.

On day 10 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Venice. When you’re not sightseeing, take time to relax at your selected hotel in Venice, where you’ll be staying for 2 nights.

Today's adventure in Bologna promises more breathtaking discoveries and enriching experiences! Begin at Bridge Of Sighs. This culturally significant monument is a highlight of any visit in the city. Then, enjoy Doge's Palace, another symbolic attraction that never fails to captivate visitors. Next, head over to St Mark's Basilica, one of the city’s most locally renowned attractions, known for its UNESCO world heritage-designated features.

If you’re looking for more, spend time soaking in the atmosphere of St Mark's Campanile. This romantic monument is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Piazza San Marco, a wondrous public square, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Rialto Bridge before you head back to your hotel.

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.

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

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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Al Parlamento, known for its inviting atmosphere. The Caffe Rosso is another great option if you’re looking for a place to get the night started. Similarly, Adagio provides a great setting to enjoy the night away.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

On day 11 of your road trip in Italy, you’ll start and end your day in Venice, but spend the day exploring what’s beyond the city. Since you will return to Venice for 1 night more, there’s no need to rush. Experience Murano, Burano, and Venice to the fullest today with this curated day itinerary!

Set aside time today to explore Cannaregio, a standout neighborhood that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day. You might also want to visit Santa Croce, a neighborhood offering another perspective on the village.

Start by visiting Murano, a prime spot to begin your journey. This visually striking handicraft store is sure to impress. Next on your list is Torcello Cathedral, another must-visit landmark and curiosity-inducing church renowned for its romantic features.

While exploring and sightseeing, take time to savor the culture of Venice by sampling some local delicacies. When you’re ready for more sightseeing, head to Santa Maria Gloriosa Dei Frari. This breathtaking church is an essential place to visit for anyone looking for the full Venice experience. We also recommend visiting Grand Canal, a frequently visited street.

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

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

Treat yourself to a delightful dinner at Generator Venice, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Nevodi? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante La Piazza as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Venice.

Round off your dining experience by visiting Il Mercante, a prime location for a drink. Alternatively, explore the distinctive characteristics of The Irish Pub Venezia, a bar catering to every mood and preference. Ai Stagneri likewise offers a unique atmosphere, perfect for a memorable night out.

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

Embark on another extraordinary experience on day 12 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 2 nights.

Venice is brimming with adventures. Today’s wonderful stops include a botanical garden, a historical landmark, a public square, a stadium, a museum, a monument and much more! Begin your sightseeing adventure at the curiosity-inducing Giusti Garden and allow yourself time to explore. Just a short distance away you'll find your next stop, Ponte Pietra, a culturally significant historical landmark that draws visitors from far and near.

Continue your journey to Piazza Delle Erbe, one of the city’s most interesting spots that you shouldn’t miss. Another great site to visit is the timeless Verona Arena. When you're finished at the stadium, Castelvecchio Museum awaits your visit. This museum is a picture-perfect highlight on today's itinerary. Last up is a monument - the notable Castelvecchio Bridge.

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.

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

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.

After enjoying a fulfilling meal, continue your evening at Archivio, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, La Segreteria Café offers a welcoming atmosphere for easing into the nightlife. Similarly, Grande Giove Cocktail Bar provides an excellent environment for a relaxed and enjoyable evening.

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

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

Get ready for an exciting day in Verona. Today’s sightseeing agenda includes a castle and an archeological site. Begin your adventure at Castle Of Malcesine. This is an interesting castle you should not miss. Another must-see is Scaliger Castle, an impressive castle in Verona.

When you’re ready for the next sight, head to Archaeological Site Of Grotte Di Catullo.

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

As dinnertime approaches, it's time to head out for a bite to eat in Verona. 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.

Have a fantastic dining experience at Trattoria I Masenini, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Osteria da Ugo offers an enticing alternative with its varied menu. Additionally, Locanda 4 Cuochi is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Verona.

After enjoying a fulfilling meal, continue your evening at Duchi Café, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Cambridge Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Rubicone Caffe provides an excellent environment for a relaxed and enjoyable evening.

Raise your glass to another unforgettable day in Italy!

On day 14 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 San Gimignano. In the evening, you’ll end up in Perugia, where you will stay for 1 night.

Today, you'll explore some of the most beautiful places in Verona, including a castle, a museum, a public square, a park and much more! Start your day with a visit to Rocca Di Montestaffoli. This beloved castle is a must-visit in the village. When you’re ready for your next discovery, continue to Palazzo Comunale, Pinacoteca, Torre Grossa, which may be one of the most picture-perfect places you will experience today.

One of the best things about exploring Verona 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 Piazza Del Duomo, an underrated public square in the village. If you’re up for more discoveries, don’t forget to reserve some time for Parco Della Rocca.

At the end of the day, you will drive to Perugia, 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 Perugia's best restaurants.

Treat yourself to a delicious dinner at Alphaville, an excellent option for tonight's dining. Looking for something different? Osteria a Priori offers a tantalizing alternative with its diverse menu. And don’t miss La Bottega di Perugia. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Perugia.

Explore the vibrant nightlife at Punto Di Vista after your meal, a hub for lively evenings and memorable moments.

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