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

On day 2 of your road trip, you will have an entire day to explore Perugia. You’ll stay in Perugia for 2 nights and discover all the best things to see and do in the area.

Bring your curiosity for today’s adventure around Perugia. Some of the city’s most loved attractions await. Chiesa Di San Michele Arcangelo is the perfect place to start. This church is one of the most curiosity-inducing places to visit in Perugia. Next, head to Etruscan Arch, a curiosity-inducing historical landmark, known for its culturally significant 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 Perugia Cathedral. This heritage-rich church offers a unique experience that is highly recommended. Meanwhile, National Archaeological Museum Of Umbria adds its own distinct charm to your journey.

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 Perugia. 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 Taverna, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante del Sole boasts a menu that's sure to impress. Also, be sure to check out Al Mangiar Bene. Known as a local hotspot, it’s a great choice for tonight in Perugia.

Cap off your dinner by heading to Caffè Fortebraccio, ideal for a leisurely evening with a drink in hand. Caffe Del Banco is another bar that offers an enjoyable setting. Similarly, Dempsey's Perugia is also a popular place to go on a night out, perfect for relaxing and socializing.

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

On day 3 of your road trip, you’ll start and end your day in Perugia, where you'll stay for 1 night more.

Immerse yourself in Perugia’s rich culture with today's sightseeing itinerary. Start your journey at Basilica Of Santa Maria Degli Angeli. This UNESCO world heritage-listed church is sure to ignite your curiosity. Next, dive into the breathtaking features of Basilica Of San Francesco D'assisi, a must-visit church in the village.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Rocca Maggiore, a beloved castle.

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

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

Treat yourself to a delightful dinner at Perugia Plaza Hotel, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Elfo Pub Perugia? It's another excellent option with a diverse menu. Consider reserving a table at Sangallo Palace Hotel as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Perugia.

Continue your lively evening at Il Birrino, a perfect place for winding down or revving up the night, depending on which mood you’re in. Quei Bravi Ragazzi is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Lo Chalet - Lounge Bar 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!

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Siena, 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 Siena. You’ll stay here for 1 night.

Perugia is home to plenty of attractions that offer family-friendly attractions, breathtaking views, and photo-friendly spots! Start at Pubblico Palace, a beloved palace that is worthwhile a visit in the city. Nearby, you’ll find Tower Of Mangia, enchanting visitors with its awe-inspiring appeal. Continue your exploration at Piazza Del Campo. This public square is one of the city’s most top-rated spots.

Enjoy the freedom of exploring Perugia at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Siena Cathedral. After exploring the church, head to the locally appreciated Basilica Of San Domenico. This church will wrap up today’s self-guided sightseeing tour in the city.

At the end of the day, you will drive to Siena, 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 Siena's most popular restaurants, and connect with friendly locals for an authentic adventure.

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

After enjoying a fulfilling meal, continue your evening at Meet Life Cafè, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Maudit Pub offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Impero Siena provides an excellent environment for a relaxed and enjoyable evening.

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.

Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 3 nights here for some well-deserved relaxation.

Today’s agenda in Siena includes a palace, a food market, an art gallery, a church and much more! Pitti Palace is must-visit palace and a great starting point for the day. Next, continue your journey to Central Market, a popular food market, located just a leisurely stroll away. Next, head to Galleria Dell'accademia, a picture-perfect art gallery, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Siena. If you’re looking for more, Cathedral Of Santa Maria Del Fiore is also a top-rated attraction that is worthwhile a visit.

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.

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 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.

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

Day 6 offers a multitude of experiences. You will stay in Florence for 2 nights more, offering you enough time to explore at a relaxed pace.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most widely recognized attractions included on the itinerary is Piazzale Michelangelo. This enchanting observation deck will help you start your sightseeing on top. Then, take a leisurely stroll to Basilica Of Santa Croce In Florence and learn what makes this heritage-rich church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the worthwhile Bargello National Museum. After exploring the museum, head to Piazza Della Signoria. This famous public square is a highlight in Florence. Lastly, don’t forget to check out the astonishing Uffizi Gallery. Enjoy exploring this incredible art gallery at your own pace.

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

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.

Explore the vibrant nightlife at Bar 50 Rosso after your meal, a hub for lively evenings and memorable moments. Or, head to Bitter Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery 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!

Wake up to day 7 of your extraordinary road trip in Italy. With 1 night left in Florence, 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 Florence. Some of the city’s most loved attractions await. Piazza Del Duomo, Pisa is the perfect place to start. This public square is one of the most globally renowned places to visit in Florence. Next, head to Pisa Cathedral, a beloved church, known for its symbolic 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 Leaning Tower Of Pisa. This historic monument offers a unique experience that is highly recommended. Meanwhile, Mura Di Lucca adds its own distinct charm to your journey. Finish your day with a visit to St Martin Cathedral, a stunning church in Florence.

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

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

Treat yourself to a wonderful meal at Ristorante Buca Mario, a top-rated dining spot in Florence. If you're in the mood for something new, try Agricola Toscana, another premier location with a delectable menu. You might also want to book a table at Eataly Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

Continue the enjoyment post-dinner at Gosh*, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Antico Caffè Del Moro - Art Bar Firenze offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Quelo Bar. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await. Pinacoteca Nazionale Di Bologna is the perfect place to start. This art gallery is one of the most intriguing places to visit in Florence. Next, head to Two Towers, a popular monument, known for its picture-perfect 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 Basilica Of San Domenico. This culturally significant church offers a unique experience that is highly recommended. Meanwhile, Piazza Maggiore adds its own distinct charm to your journey.

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

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.

Continue your lively evening at Bar Al Bricco D'oro, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bar Freud E Squisito is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Osteria Del Sole 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!

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.

Brace yourself for today’s incredible lineup of attractions in Bologna, featuring fun adventures, romantic experiences, and breathtaking views. Start at Duomo Di Modena, a locally renowned church in the city. Then, head to Enzo Ferrari Museum and soak in the ambiance of this standout museum.

There are many interesting places to see in Bologna and when you are ready for more, go to Teatro Regio. This is one of the city’s most increasingly popular spots. After exploring the opera house, visit the intriguing Parma Cathedral.

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

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

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to Lime Bar, known for its inviting atmosphere. Macondo - Cocktail Bar is another great option if you’re looking for a place to get the night started. Similarly, Bar Onda Marina By Night 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 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.

Today, you'll explore some of the most beautiful places in Bologna, including a monument, a palace, a church, a public square, a historical landmark and much more! Start your day with a visit to Bridge Of Sighs. This interesting monument is a must-visit in the city. When you’re ready for your next discovery, continue to Doge's Palace, which may be one of the most history-steeped places you will experience today.

One of the best things about exploring Bologna 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 St Mark's Basilica, a captivating church in the city. If you’re up for more discoveries, don’t forget to reserve some time for St Mark's Campanile and Piazza San Marco. End your day with a visit to Rialto Bridge, a world-famous historical landmark that’s sure to leave a lasting impression.

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

Treat yourself to a wonderful meal at Bauer Hotel, a top-rated dining spot in Venice. If you're in the mood for something new, try L'Osteria Le Guglie, another premier location with a delectable menu. You might also want to book a table at Corner Pub. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Venice.

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

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

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!

Cannaregio is a neighborhood that stands out as one of the must-see places in Murano. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away. For another highlight, head to Santa Croce, a neighborhood offering its own unique experiences.

Today’s agenda in Venice includes a handicraft store, a church, and a street. Murano is must-visit handicraft store and a great starting point for the day. Next, continue your journey to Torcello Cathedral, an intriguing church, located just a leisurely stroll away. Next, head to Santa Maria Gloriosa Dei Frari, a symbolic 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 Venice. If you’re looking for more, Grand Canal is also a locally appreciated attraction that is worthwhile a visit.

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

As you explore more of Venice, 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 Generator Venice, a top pick for dinner tonight. Alternatively, Nevodi beckons with its unique menu offerings. Also, consider Ristorante La Piazza. With its consistent customer satisfaction, it’s an excellent option for dining in Venice tonight.

After enjoying a fulfilling meal, continue your evening at Il Mercante, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, The Irish Pub Venezia offers a welcoming atmosphere for easing into the nightlife. Similarly, Ai Stagneri provides an excellent environment for a relaxed and enjoyable evening.

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.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Venice allows for both. Start by heading to Giusti Garden. This locally appreciated botanical garden provides an insightful glimpse into the city's identity. Next, discover Ponte Pietra, a majestic historical landmark, promising a delightful encounter.

Continue your sightseeing with a visit to Piazza Delle Erbe, a locally renowned public square. When you’re done, don’t forget to make a stop at the globally renowned Verona Arena. Round off your day at Castelvecchio Museum, another gem in Venice with picture-perfect features to discover.

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.

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

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.

If you’re not ready to end the night just yet, Archivio offers a perfect venue to relax and savor a drink. Similarly, La Segreteria Café is well-suited for those looking to unwind in a social setting. Grande Giove Cocktail Bar is another excellent spot to enjoy a nightcap after a delightful meal.

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

Greet day 13 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Verona 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 Malcesine and Sirmione.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Verona allows for both. Start by heading to Castle Of Malcesine. This well-known castle provides an insightful glimpse into the village's identity. Next, discover Scaliger Castle, an enchanting castle, promising a delightful encounter.

Continue your sightseeing with a visit to Archaeological Site Of Grotte Di Catullo, a locally renowned archeological site.

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

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.

Make sure to reserve a table at Trattoria I Masenini, an iconic dining spot in Verona. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Osteria da Ugo, a popular restaurant in Verona. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Locanda 4 Cuochi, a hidden gem nestled in Verona. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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

Dive into day 14 of your remarkable road trip in Italy. Today you will explore San Gimignano, 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 Perugia. You’ll stay here for 1 night.

Start by visiting Rocca Di Montestaffoli, a prime spot to begin your journey. This enchanting castle is sure to impress. Next on your list is Palazzo Comunale, Pinacoteca, Torre Grossa, another must-visit landmark and underrated museum renowned for its culturally significant features.

While exploring and sightseeing, take time to savor the ambiance of Verona by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to Piazza Del Duomo. This grand public square is a remarkable attraction that offers a unique experience. Parco Della Rocca also adds charm to your journey.

When you’re done exploring for the day, you’ll drive to your hotel in Perugia. 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 Perugia. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Make sure to reserve a table at Alphaville, an iconic dining spot in Perugia. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Osteria a Priori, a popular restaurant in Perugia. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of La Bottega di Perugia, a hidden gem nestled in Perugia. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Cap off your dinner by heading to Punto Di Vista, ideal for a leisurely evening with a drink in hand.

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