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.

Prepare for a day full of fun adventures, picturesque spots, and historic treasures. When you’re ready, kick off your sightseeing adventure at Chiesa Di San Michele Arcangelo. This up-and-coming church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Etruscan Arch, one of the city’s best highlights.

Next, check out Perugia Cathedral, one of the most up-and-coming places to see in Perugia. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, National Archaeological Museum Of Umbria. Wander around and soak in the visually striking atmosphere this museum offers.

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.

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

Treat yourself to a delicious dinner at La Taverna, an excellent option for tonight's dining. Looking for something different? Ristorante del Sole offers a tantalizing alternative with its diverse menu. And don’t miss Al Mangiar Bene. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Perugia.

Following your dinner, dive into the local bar culture at Caffè Fortebraccio. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Caffe Del Banco, the perfect place for those looking to experience the best of the nightlife. Similarly, Dempsey's Perugia provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Take some time to reflect on your day and savor another beautiful night 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!

Set out on a day brimming with family-friendly attractions, breathtaking views, and photo-friendly spots. Start at the notable Basilica Of Santa Maria Degli Angeli, a stunning church in Perugia. Next, go to Basilica Of San Francesco D'assisi.

After visiting Basilica Of Santa Maria Degli Angeli and Basilica Of San Francesco D'assisi, have a stroll along Perugia's streets and take in the local charm. Continue your sightseeing by heading to Rocca Maggiore. This history-steeped castle offers a unique experience.

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

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

Have a fantastic dining experience at Perugia Plaza Hotel, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Elfo Pub Perugia offers an enticing alternative with its varied menu. Additionally, Sangallo Palace Hotel is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Perugia.

After savoring a delicious meal, step into the vibrant nightlife at Il Birrino, where the evening is just getting started. In the same way, Quei Bravi Ragazzi offers a unique charm perfect for experiencing the local bar scene in Perugia. Lo Chalet - Lounge Bar 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!

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

Set out on a day brimming with fun adventures, breathtaking views, and photo-friendly spots. Start at the curiosity-inducing Pubblico Palace, an awe-inspiring 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 romantic 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 picture-perfect places to visit in Perugia.

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

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.

Don’t miss out on dining 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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Meet Life Cafè, known for its inviting atmosphere. Maudit Pub is another great option if you’re looking for a place to get the night started. Similarly, Bar Impero Siena provides a great setting to enjoy the night away.

Say good night to Siena and look forward to another great day of your road trip 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.

Start by visiting Pitti Palace, a prime spot to begin your journey. This history-steeped palace is sure to impress. Next on your list is Central Market, another must-visit landmark and well-known food market renowned for its photogenic features.

While exploring and sightseeing, take time to savor the culture of Siena by sampling some local delicacies. When you’re ready for more sightseeing, head to Galleria Dell'accademia. This photogenic art gallery is an essential place to visit for anyone looking for the full Siena experience. We also recommend visiting Cathedral Of Santa Maria Del Fiore, a widely recognized church.

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

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.

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

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, another top-rated place in the area.

Raise your glass and celebrate another amazing day of your road trip 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.

Florence is brimming with adventures. Today’s wonderful stops include an observation deck, a church, a museum, a public square, an art gallery, a historical landmark and much more! Begin your sightseeing adventure at the extraordinary Piazzale Michelangelo and allow yourself time to explore. Just a short distance away you'll find your next stop, Basilica Of Santa Croce In Florence, an inviting church that draws visitors from far and near.

Continue your journey to Bargello National Museum, one of the city’s most curiosity-inducing spots that you shouldn’t miss. Another great site to visit is the famous Piazza Della Signoria. When you're finished at the public square, Uffizi Gallery awaits your visit. This art gallery is a picture-perfect highlight on today's itinerary. Last up is a historical landmark - the timeless 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 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.

Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Unwind after your meal by stepping into Bar 50 Rosso. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bitter Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Archea Brewery, another top-rated bar in the area.

Raise your glass to another unforgettable day in Italy!

Greet day 7 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence 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 Pisa and Lucca.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most world-famous attractions included on the itinerary is Piazza Del Duomo, Pisa. This breathtaking public square will help you start your sightseeing on top. Then, take a leisurely stroll to Pisa Cathedral and learn what makes this UNESCO world heritage-listed church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the wondrous Leaning Tower Of Pisa. After exploring the monument, head to Mura Di Lucca. This locally appreciated historical landmark is a highlight in Florence. As your day continues, stop by St Martin Cathedral, known for its stunning features.

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

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

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

Round off your dining experience by visiting Gosh*, a prime location for a drink. Alternatively, explore the distinctive characteristics of Antico Caffè Del Moro - Art Bar Firenze, a bar catering to every mood and preference. Quelo Bar likewise offers a unique atmosphere, perfect for a memorable night out.

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

On day 8 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Bologna. When you’re not sightseeing, take time to relax at your selected hotel in Bologna, where you’ll be staying for 2 nights.

A blend of fun adventures, picturesque spots, and historic treasures await you in Florence on today’s itinerary. First up is the frequently visited art gallery, Pinacoteca Nazionale Di Bologna. Afterward, continue to Two Towers, a monument 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 Basilica Of San Domenico. This often recommended church is an essential stop. Following that, head to Piazza Maggiore, another must-visit site that will enhance your experience.

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.

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

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.

After savoring a delicious meal, step into the vibrant nightlife at Bar Al Bricco D'oro, where the evening is just getting started. In the same way, Bar Freud E Squisito offers a unique charm perfect for experiencing the local bar scene in Bologna. Osteria Del Sole is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

On day 9 of your road trip, you’ll start and end your day in Bologna, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Modena and Parma. You still have 1 night left in Bologna.

Immerse yourself in Bologna’s rich culture with today's sightseeing itinerary. Start your journey at Duomo Di Modena. This visually striking church is sure to ignite your curiosity. Next, dive into the historic features of Enzo Ferrari Museum, a must-visit museum 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 Teatro Regio, a locally appreciated opera house. For a change of scene, check out Parma Cathedral, known for its enchanting features.

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

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

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

On day 10 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 Venice. In the evening, you’ll end up in Venice, where you will stay for 2 nights.

Bologna is home to plenty of attractions that offer fun adventures, romantic experiences, and breathtaking views! Start at Bridge Of Sighs, a popular monument that is worthwhile a visit in the city. Nearby, you’ll find Doge's Palace, enchanting visitors with its enchanting appeal. Continue your exploration at St Mark's Basilica. This church is one of the city’s most well-known spots.

Enjoy the freedom of exploring Bologna at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit St Mark's Campanile. After exploring the monument, head to the timeless Piazza San Marco. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Rialto Bridge, a place of culturally significant interest in Bologna.

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 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.

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.

Round off your dining experience by visiting Al Parlamento, a prime location for a drink. Alternatively, explore the distinctive characteristics of The Caffe Rosso, a bar catering to every mood and preference. Adagio likewise offers a unique atmosphere, perfect for a memorable night out.

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

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

A top thing to do today is to explore Cannaregio, a must-see neighborhood in Murano. It's the perfect starting point for touring the top attractions in the area. You can also visit Santa Croce, an ideal neighborhood for continued sightseeing.

Today, you'll explore some of the most beautiful places in Venice, including a handicraft store, a church, and a street. Start your day with a visit to Murano. This worthwhile handicraft store is a must-visit in the village. When you’re ready for your next discovery, continue to Torcello Cathedral, which may be one of the most inviting places you will experience today.

One of the best things about exploring Venice 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 Santa Maria Gloriosa Dei Frari, a frequently visited church in the village. If you’re up for more discoveries, don’t forget to reserve some time for Grand Canal.

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

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

Make sure to reserve a table at Generator Venice, 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 Nevodi, 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 Ristorante La Piazza, a hidden gem nestled in Venice. 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 Il Mercante, which offers the perfect atmosphere for a night out. Moreover, The Irish Pub Venezia is another popular option for a drink or two. Likewise, Ai Stagneri also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Savor another day of unforgettable experiences 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.

Get ready to discover some of the most iconic wonders in Venice, including a botanical garden, a historical landmark, a public square, a stadium, a museum, a monument and much more! Start your day at Giusti Garden. This serene botanical garden is an intriguing place to see in Venice. Then, wander over to Ponte Pietra. If visually striking sites excite you, this historical landmark will be right up your alley. Nearby, you’ll also find Piazza Delle Erbe. This romantic public square is a favorite among visitors.

Venice offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Verona Arena is a wondrous spot in the city that will captivate you with its unique charm. When you’re done at the stadium, don’t forget to check out the instagrammable Castelvecchio Museum. Take a moment to appreciate the fascinating details of this captivating museum. Wrap up your self-guided tour of Venice's top attractions with a visit to Castelvecchio Bridge.

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 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.

Dine in style at La Griglia, a top recommendation for dinner tonight. Or, for a change of pace, Vecio Macello boasts a menu that's sure to impress. Also, be sure to check out Via Fama Cafè | Verona. Known as a local hotspot, it’s a great choice for tonight in Verona.

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.

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.

On day 13 of your road trip in Italy, you’ll start and end your day in Verona, but spend the day exploring what’s beyond the city. Since you will return to Verona for 1 night more, there’s no need to rush. Experience Malcesine and Sirmione to the fullest today with this curated day itinerary!

Today’s well-planned self-sightseeing route offers several fun adventures, romantic experiences, and breathtaking views. Whether you decide to explore Verona on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Castle Of Malcesine is the first of them. Spend some time admiring this enchanting castle before continuing your journey. Scaliger Castle is your next stop. This top-rated castle is one of the best-rated sights in Verona.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Archaeological Site Of Grotte Di Catullo. This respected archeological site is a sight to behold.

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

As you explore more of Verona, 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 dining experience at Trattoria I Masenini, 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 Osteria da Ugo, 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 Locanda 4 Cuochi. It’s yet another ideal choice to enhance your time in Verona tonight.

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

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

Experience an unparalleled adventure on day 14 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - San Gimignano. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Perugia. You will spend 1 night here for some well-deserved relaxation.

Today’s itinerary in Verona covers several incredible sights, including a castle, a museum, a public square, a park and much more! Start your adventure at Rocca Di Montestaffoli. This underrated castle is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the culturally significant wonders of Palazzo Comunale, Pinacoteca, Torre Grossa, a must-see museum in the village.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Piazza Del Duomo. This increasingly popular public square offers an enriching experience. For a change of pace, head to Parco Della Rocca, where you can take in visually striking features. These sights offer a fulfilling end to a perfect day.

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.

Extend your evening after a delightful meal by visiting Punto Di Vista, which offers the perfect atmosphere for a night out.

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