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 discover what to see in Perugia. You’ll stay in Perugia for 2 nights.

Whether you decide to explore Perugia on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Visiting Chiesa Di San Michele Arcangelo is always a good idea. This underrated church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the respected wonders of Etruscan Arch, a must-see historical landmark in the city.

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 Perugia Cathedral. This locally appreciated church offers an enriching experience. For a change of pace, head to National Archaeological Museum Of Umbria, where you can take in standout features.

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.

Perugia 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 Perugia.

Make sure to reserve a table at La Taverna, 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 Ristorante del Sole, 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 Al Mangiar Bene, a hidden gem nestled in Perugia. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Let the evening flow smoothly from dinner to drinks at Caffè Fortebraccio, a top-rated bar in the area. For other recommendations, Caffe Del Banco provides a perfect setting for rounding out your night with style and great drinks. Likewise, Dempsey's Perugia offers a memorable night with diverse drink options and excellent service.

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

On day 3 of your road trip, you'll get the chance to experience Santa Maria degli Angeli. At the end of the day, you'll drive back to Perugia, where you still have 1 night left to stay.

Whether you decide to explore Santa Maria degli Angeli on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Make time for Basilica Of Santa Maria Degli Angeli, an interesting church that is worthwhile a visit in the village. Nearby, you’ll find Basilica Of San Francesco D'assisi, enchanting visitors with its historic appeal. Continue your exploration at Rocca Maggiore. This castle is one of the village’s most increasingly popular spots.

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

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.

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.

Following your dinner, dive into the local bar culture at Il Birrino. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Quei Bravi Ragazzi, the perfect place for those looking to experience the best of the nightlife. Similarly, Lo Chalet - Lounge Bar provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Say good night to Perugia and look forward to another great 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 place, which are Siena. At the end of the day, you will retreat to the hotel of your choice in Siena, where will spend 1 night.

To truly experience Perugia, make sure to drop by Pubblico Palace. This often recommended palace is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Tower Of Mangia, one of the city’s best highlights.

Next, check out Piazza Del Campo, one of the most spectacular places to see in Perugia. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Siena Cathedral. Wander around and soak in the majestic atmosphere this church offers. Then, head to Basilica Of San Domenico, a top-rated church that adds another dimension to your day.

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

Siena 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 Siena.

Savor the flavors at Enoteca I Terzi, a top pick for dinner tonight. Alternatively, Ristorante Tar-Tufo beckons with its unique menu offerings. Also, consider Antica Trattoria Papei. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.

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.

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

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Florence. When you’re not sightseeing, take time to relax at your chosen hotel in Florence, where you’ll be staying for 3 nights.

Whatever your travel style is, Pitti Palace is an essential stop in Siena. This captivating palace provides an insightful glimpse into the city's identity. Next, discover Central Market, a picture-perfect food market, promising a delightful encounter.

Continue your sightseeing with a visit to Galleria Dell'accademia, a well-known art gallery. When you’re done, don’t forget to make a stop at the extraordinary Cathedral Of Santa Maria Del Fiore.

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

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

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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.

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

Day 6 of your road trip will take you to the best attractions Florence has to offer. Cherish the 2 nights you have left in the city and use the provided itinerary to discover what to see in Florence.

Awaiting your discovery is the astonishing Piazzale Michelangelo, a history-steeped observation deck in Florence. Next, go to Basilica Of Santa Croce In Florence.

After visiting Piazzale Michelangelo and Basilica Of Santa Croce In Florence, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Bargello National Museum. This detailed museum offers a unique experience. Piazza Della Signoria is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Uffizi Gallery, one of the most romantic places to visit in Florence. If you still have some time left for sightseeing, we also recommend stopping by Ponte Vecchio.

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.

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

Savor the flavors at Ditta Artigianale, a top pick for dinner tonight. Alternatively, Trattoria Da Burde beckons with its unique menu offerings. Also, consider Casa Toscana. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

If you’re not ready to end the night just yet, Bar 50 Rosso offers a perfect venue to relax and savor a drink. Similarly, Bitter Bar is well-suited for those looking to unwind in a social setting. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.

Savor another day of unforgettable experiences in Italy!

Greet day 7 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 1 night to stay in Florence, so get ready to make the most of your time in the region. On the agenda for this day, you’ll find only the best things to see and do in Pisa and Lucca.

Pisa is brimming with adventures.

Make a stop at Piazza Del Duomo, Pisa. This world-famous public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Pisa Cathedral located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Leaning Tower Of Pisa. Its UNESCO world heritage-listed features will captivate you. After the monument, continue your tour of the city with a visit to Mura Di Lucca. Visitors usually appreciate the visually striking features of this historical landmark. Next up is St Martin Cathedral, a highly recommended church.

When you’re done exploring for the day, you’ll return to Florence 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 Florence, it's often a good idea to reserve a table in advance.

Dine in style at Ristorante Buca Mario, a top recommendation for dinner tonight. Or, for a change of pace, Agricola Toscana boasts a menu that's sure to impress. Also, be sure to check out Eataly Firenze. Known as a local hotspot, it’s a great choice for tonight in Florence.

If you’re not ready to end the night just yet, Gosh* offers a perfect venue to relax and savor a drink. Similarly, Antico Caffè Del Moro - Art Bar Firenze is well-suited for those looking to unwind in a social setting. Quelo Bar is another excellent spot to enjoy a nightcap after a delightful meal.

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

Your itinerary for day 8 of your road trip in Italy includes 1 stop and features some of the highlights of Bologna. At the end of the day, enjoy the comforts of a top-rated hotel in Bologna, where you'll spend 2 nights.

Let Pinacoteca Nazionale Di Bologna set the tone for the day. Spend some time admiring this heritage-rich art gallery before continuing your journey. Two Towers is your next stop. This notable monument is one of the best-rated sights in Florence.

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 Basilica Of San Domenico. This noteworthy church is a sight to behold. To round off your sightseeing experience, visit Piazza Maggiore.

When you’re done exploring for the day, you’ll drive to your hotel in Bologna. Check in and relax 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 Bologna. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a lovely dining experience at Ristorante Ciacco, a popular restaurant in Bologna. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Bologna at Ristorante Ballarini, 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 Sfoglia Rina. It’s yet another ideal choice to enhance your time in Bologna tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar Al Bricco D'oro, a well-loved spot among locals and tourists. Or, head to Bar Freud E Squisito. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Osteria Del Sole, another top-rated place in the area.

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

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

Let Duomo Di Modena set the tone for the day. Spend some time admiring this visually striking church before continuing your journey. Enzo Ferrari Museum is your next stop. This interesting museum is one of the best-rated sights in Bologna.

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 Teatro Regio. This romantic opera house is a sight to behold. To round off your sightseeing experience, visit Parma Cathedral.

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

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

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

Unwind after your meal by stepping into Lime Bar. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Macondo - Cocktail Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Onda Marina By Night, 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 Italy.

Dive into day 10 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Venice. At the end of the day, you’ll unwind at one of the finest accommodations in Venice, where you'll spend 2 nights.

Visiting Bridge Of Sighs is always a good idea. This locally renowned monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the history-steeped wonders of Doge's Palace, a must-see palace in the city.

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 St Mark's Basilica. This notable church offers an enriching experience. For a change of pace, head to St Mark's Campanile, where you can take in majestic features. Conclude your self-guided sightseeing tour with a visit to Piazza San Marco and Rialto Bridge These sights offer a fulfilling end to a perfect day.

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.

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.

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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Al Parlamento stands out as an excellent choice for a post-dinner cocktail. Alternatively, The Caffe Rosso offers an ideal atmosphere to enjoy the pleasures of the night. Adagio is also a great option that provides a perfect setting for a relaxing 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 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 still have 1 night to spend in Venice, there’s no need to rush. Experience Murano, Burano, and Venice to the fullest today with this curated day itinerary.

Cannaregio is a fantastic place you can explore today in Murano. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Murano-way-of-life and visit all the nearby sights. You should also check out Santa Croce, a neighborhood offering more opportunities to enjoy the city’s vibrant atmosphere and landmarks.

Whatever your travel style is, Murano is an essential stop in Venice. This often recommended handicraft store provides an insightful glimpse into the village's identity. Next, discover Torcello Cathedral, a romantic church, promising a delightful encounter.

Continue your sightseeing with a visit to Santa Maria Gloriosa Dei Frari, a beloved church. When you’re done, don’t forget to make a stop at the locally appreciated Grand Canal.

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

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 Generator Venice, a top-rated dining destination in Venice. If you're in the mood to try something new, consider Nevodi, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante La Piazza. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Venice this evening.

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.

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

On day 12 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Verona are on today's agenda. In the evening, you’ll end up in Verona, where you will stay for 2 nights.

Experience Giusti Garden, a beloved botanical garden in the city. Then, head to Ponte Pietra and soak in the ambiance of this visually striking historical landmark.

There are many interesting places to see in Venice, and when you are ready for more, go to Piazza Delle Erbe. This is one of the city’s most well-known romantic spots of interest. After exploring the public square, visit the iconic Verona Arena. Not far away, you'll also find Castelvecchio Museum. This museum is a breathtaking highlight in Venice. Before wrapping up your self-guided sightseeing tour, head to Castelvecchio Bridge, a popular monument in the city.

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.

Have a fantastic dining experience at La Griglia, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Vecio Macello offers an enticing alternative with its varied menu. Additionally, Via Fama Cafè | Verona is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Verona.

Continue your evening by exploring the vibrant nightlife scene at Archivio, a prime destination for a thrilling night out. Also, don’t forget to check out La Segreteria Café, a bar that offers unique local touches. Likewise, Grande Giove Cocktail Bar provides an excellent alternative for a fun evening.

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

On day 13 of your road trip, you’ll start and end your day in Verona, where you have 1 night left to stay.

Visiting Castle Of Malcesine is always a good idea. This well-known castle is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the romantic wonders of Scaliger Castle, a must-see castle 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 Archaeological Site Of Grotte Di Catullo. This locally renowned archeological site offers an enriching experience.

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

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

Treat yourself to a wonderful meal at Trattoria I Masenini, a top-rated dining spot in Verona. If you're in the mood for something new, try Osteria da Ugo, another premier location with a delectable menu. You might also want to book a table at Locanda 4 Cuochi. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Verona.

Cap off your dinner by heading to Duchi Café, ideal for a leisurely evening with a drink in hand. Cambridge Bar is another bar that offers an enjoyable setting. Similarly, Rubicone Caffe is also a popular place to go on a night out, perfect for relaxing and socializing.

Head back to your accommodation in Verona and get some rest to prepare for another magical day of your road trip 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 place, which are San Gimignano. At the end of the day, you will retreat to the hotel of your choice in Perugia, where will spend 1 night.

Awaiting your discovery is the beloved Rocca Di Montestaffoli, an enchanting castle in Verona. Next, go to Palazzo Comunale, Pinacoteca, Torre Grossa.

After visiting Rocca Di Montestaffoli and Palazzo Comunale, Pinacoteca, Torre Grossa, have a stroll along Verona's streets and take in the local charm. Continue your sightseeing by heading to Piazza Del Duomo. This inviting public square offers a unique experience. Parco Della Rocca is another noteworthy attraction worthwhile a visit.

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

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

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

Following your dinner, dive into the local bar culture at Punto Di Vista. Enjoy this evening's relaxed ambiance with delightful drinks.

Savor another day of unforgettable experiences in Italy!