Two-Week Relaxed Italy Self-Drive Road Trip With Itinerary from Verona to Florence, Rome, and Siena

Day 2 introduces you to many popular attractions and activities in Verona, further proving that leisurely self-drive tours in Italy are extraordinary.

Get ready for an exciting day in Verona. Today’s sightseeing agenda includes a castle, a historical landmark, a public square, a museum, a monument and much more! Begin your adventure at Castel San Pietro. This is a frequently visited castle you should not miss. Another must-see is Ponte Pietra, a captivating historical landmark in Verona.

When you’re ready for the next sight, head to Piazza Delle Erbe. From there, take a leisurely stroll to Castelvecchio Museum, another of the city’s well-known attractions. We recommend continuing your self-guided tour at Castelvecchio Bridge, a symbolic place of interest in the city.

Italy makes the perfect setting for a calming but fun exploration. Aside from amazing sights, Italy also offers plenty of tours to enhance your relaxed road trip experience.

Visit Via Mazzini in Verona for an unforgettable shopping experience. Browse unique and luxurious stores, each offering delightful surprises. Find unique souvenirs or items to take home. After shopping, explore what Via Mazzini has to offer, including attractions, essential services, and vibrant community activities.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Experience a taste of local culinary excellence while in Verona by securing a table at Osteria Mondo d'Oro. An esteemed Bib Gourmand restaurant, it features an exceptional italian and seasonal menu. For an alternative taste experience, visit Casa Perbellini 12 Apostoli, famous for its scrumptious creative and contemporary dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Il Desco, a local favorite celebrated for its exquisite italian contemporary cuisine in Verona. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary cuisine lovers seeking top-notch culinary experiences.

After dinner, it’s time to fall in love with the amazing nightlife in Verona and unwind at some of the best bars in the city.

Continue the enjoyment post-dinner at Duchi Café, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Cambridge Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Rubicone Caffe. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Toast to another unforgettable and relaxing road trip adventure in Italy!

On day 3 of your laid-back and relaxed road trip adventure, you’ll have the chance to visit more than one remarkable area in Italy. Since this self-drive tour offers freedom and flexibility, you can decide how much time you want to spend in each place to enjoy the memorable travel destinations in Italy.

Immerse yourself in Verona’s rich culture with today's sightseeing itinerary. Start your journey at Porta Brescia. This picture-perfect historical landmark is sure to ignite your curiosity. Next, dive into the picture-perfect features of Fortifications, a must-visit historical landmark in the town.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Parco Giardino Sigurtà, a well-known botanical garden. For a change of scene, check out Castello Scaligero, known for its romantic features.

When you’re not exploring beautiful places, you’ll have a relaxed time at Florence. Here, you can choose from the best selection of hotels and places to stay as you get to know more about this spectacular city.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Experience a symphony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Renowned for its 3-star Michelin distinction, Enoteca Pinchiorri delights its guests with its exceptional variety of meals showcasing delicious italian contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Santa Elisabetta, acclaimed for its delectable creative and mediterranean specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Gucci Osteria da Massimo Bottura, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for italian contemporary and international cuisine in the city.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

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.

Look back at an amazing day filled with adventure in Italy. And don’t forget to get some rest so you can continue your relaxed holiday in Italy tomorrow with new energy.

On day 4 of your leisurely self-drive tour across Italy, you’ll go deep into Florence, where you'll stay for 4 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Florence, and meet locals along the way!

Florence is home to plenty of attractions that offer fun adventures, romantic experiences, and scenic views! Start at Piazza Della Signoria, an impressive public square that is worthwhile a visit in the city. Nearby, you’ll find Loggia Dei Lanzi, enchanting visitors with its visually striking appeal. Continue your exploration at Palazzo Vecchio. This palace is one of the city’s most captivating spots.

Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Uffizi Gallery. After exploring the art gallery, head to the globally renowned Ponte Vecchio.

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

Exploring new places makes you hungry. Luckily, Florence has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Dine in style at Ditta Artigianale, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria Da Burde boasts a menu that's sure to impress. Also, be sure to check out Casa Toscana. Known as a local hotspot, it’s a great choice for tonight in Florence.

Experience the amazing nightlife in Florence and unwind at the coolest bars in the city.

Round off your dining experience by visiting Bar 50 Rosso, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bitter Bar, a bar catering to every mood and preference. Archea Brewery likewise offers a unique atmosphere, perfect for a memorable night out.

Free your mind of worries as you enjoy the taste of freedom on your laid-back, relaxed road trip adventure across Italy.

Day 5 of your relaxed road trip through Italy means 24 hours of making the best memories in Florence. You’ll go sightseeing at famous attractions in Florence. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Florence!

Savor the day by visiting some of the best places to see in Florence, including a food market, a church, and a palace. Start your adventure at Central Market. This captivating food market is a must-visit for travelers looking for a unique holiday experience. Make your way to Basilica Of San Lorenzo located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Basilica Di Santa Maria Novella, Firenze (fi). Its romantic features will captivate you. After the church, continue your tour of the city with a visit to Strozzi Palace Mantua. Visitors usually appreciate the photogenic features of this palace.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Florence offers a wide selection of experiences for every traveler.

Exploring the food culture in Florence offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Enjoy a lovely dining experience at Ristorante Buca Mario, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Agricola Toscana, 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 Eataly Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

Keep the excitement of the evening going by visiting a bar or two. Gosh* is an excellent place to start. You could also check out Antico Caffè Del Moro - Art Bar Firenze, offering a different kind of charm. A last recommendation for the day is Quelo Bar. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Savor the rest of the night and celebrate another incredible relaxed road trip adventure in the magical Florence!

Day 6 introduces you to many popular attractions and activities in Florence, further proving that leisurely self-drive tours in Italy are extraordinary.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring fun adventures, romantic experiences, and natural wonders. Start at Parco Delle Cascine, a locally renowned park in the city. Then, head to Galleria Dell'accademia and soak in the ambiance of this photogenic art gallery.

After exploring the statue, visit the increasingly popular Brunelleschi's Dome. Not far away, you'll also find Cathedral Of Santa Maria Del Fiore. This church is a romantic highlight in Florence.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Florence. There are so many fun and eye-opening activities to try out in Florence that will make your slow-paced self-drive tour in Italy more memorable. Check out all the most recommended and top-rated tour options in the city of Florence to find the best options for you!

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Florence, explore the city like a local by trying out the best restaurants in the area.

Make sure to reserve a table at Tijuana, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Djària - American Bar, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of The Florence Irish Pub, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

If you feel like it, head out to a bar to celebrate another fantastic day in Florence and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

A leisurely self-drive holiday in Florence can’t get any better than this! Toast to another amazing day in Italy!

Day 8 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience more than one place in one day. You will start your day by exploring some of the best sights in the city of Florence. By the end of the day, you’ll drive in the direction of the city of Rome, where you’ll stay at a top-rated hotel of your choice for 5 nights.

Florence is brimming with adventures. Today’s wonderful stops include a church, an observation deck, and a monument. Begin your sightseeing adventure at the notable Basilica Of Santa Croce In Florence and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazzale Michelangelo, a history-steeped observation deck that draws visitors from far and near.

Continue your journey to Orvieto Cathedral, one of the city’s most well-known spots that you shouldn’t miss. Another great site to visit is the captivating Well Of St. Patrick.

Continue your laid-back road trip exploration of the best attractions in Italy at Rome. Select from top hotels and accommodations in the city to recharge and rejuvenate.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Rome.

Begin your culinary exploration in Rome by securing a reservation at La Pergola. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean and contemporary cuisine. For another dining delight, visit Il Pagliaccio, celebrated for its delectable creative and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Enoteca La Torre, a top local spot known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it guarantees an exceptional dining adventure.

Before calling it a day, visit one of the best bars in Rome. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

Cap off your dinner by heading to La Botticella Of Poggi Giovanni, ideal for a leisurely evening with a drink in hand. Almalu Trastevere is another bar that offers an enjoyable setting. Similarly, Bar Viminale Di Pepi Maurilio is also a popular place to go on a night out, perfect for relaxing and socializing.

Free your mind of worries as you enjoy the taste of freedom on your laid-back, relaxed road trip adventure across Italy.

Day 9 of your relaxed road trip through Italy means 24 hours of making the best memories in Rome. You’ll go sightseeing at famous attractions in Rome. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Rome!

Today’s agenda in Rome includes an archeological site, a monument, and a public square. Largo Di Torre Argentina is must-visit archeological site and a great starting point for the day. Next, continue your journey to Pantheon, an iconic monument, located just a leisurely stroll away. Next, head to Trevi Fountain, a grand monument, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Rome. When you're ready, let your sightseeing route take you to the globally renowned Piazza Di Spagna. If you’re looking for more, Spanish Steps is also a famous attraction that is worthwhile a visit.

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Rome, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Enjoy a delicious meal at RomAntica, a highly-rated dining destination in Rome. If you're eager to try something different, consider Coso Ristorante, another top spot with a tantalizing menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Italy.

Extend your evening after a delightful meal by visiting Sant' Eustachio Caffè, which offers the perfect atmosphere for a night out. Moreover, Yellowsquare Rome is another popular option for a drink or two. Likewise, Caffè Portofino also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Raise your glass and relax after another big day of your leisurely paced road trip in Italy!

Day 10 introduces you to many popular attractions and activities in Rome, further proving that leisurely self-drive tours in Italy are extraordinary.

Today's adventure in Rome promises more breathtaking discoveries and enriching experiences! Begin at Altare Della Patria. This culturally significant monument is a highlight of any visit in the city. Then, enjoy Capitoline Museums, another respected attraction that never fails to captivate visitors. Next, head over to Capitoline Hill, one of the city’s most captivating attractions, known for its grand features.

If you’re looking for more, spend time soaking in the atmosphere of Roman Forum. This picture-perfect archeological site is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Colosseum, a timeless archeological site, and take a stroll around the area.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Rome offers a wide selection of experiences for every traveler.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

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

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Rome.

After your delicious meal, get a taste of the vibrant nightlife with a visit to The Apartment Bar Roma, known for its inviting atmosphere. Hotel Hassler Roma is another great option if you’re looking for a place to get the night started.

Grab yourself a drink and savor every moment of your relaxed road trip experience in Italy!

On day 11 of your leisurely self-drive tour across Italy, you’ll go deep into Rome, where you'll stay for 2 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Rome, and meet locals along the way!

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most widely recognized attractions included on the itinerary is Villa Borghese. This serene park will help you start your sightseeing on top. Then, take a leisurely stroll to Passeggiata Del Pincio and learn what makes this enchanting park unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the widely recognized Piazza Del Popolo. After exploring the public square, head to Piazza Navona. This globally renowned public square is a highlight in Rome. As your day continues, stop by Campo De' Fiori, known for its historic features.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Rome. There are so many fun and eye-opening activities to try out in Rome that will make your slow-paced self-drive tour in Italy more memorable. Check out all the most recommended and top-rated tour options in the city of Rome to find the best options for you!

Exploring new places makes you hungry. Luckily, Rome has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Have a fantastic dining experience at Sofitel Roma Villa Borghese, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Centro offers an enticing alternative with its varied menu. Additionally, Ristorante Tema is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

Look back at an amazing day filled with adventure in Italy. And don’t forget to get some rest so you can continue your relaxed holiday in Italy tomorrow with new energy.

Day 12 of your relaxed road trip through Italy means 24 hours of making the best memories in Rome. You’ll go sightseeing at famous attractions in Rome. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Rome!

Prepare for a day full of family-friendly attractions, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Orange Garden. This popular park is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Circus Maximus, one of the city’s best highlights.

Next, check out Castel Sant'angelo, one of the most famous places to see in Rome. This castle is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Auditorium Parco Della Musica. Wander around and soak in the romantic atmosphere this concert hall offers. Then, head to Foro Italico, a top-rated sports complex that adds another dimension to your day.

Italy makes the perfect setting for a calming but fun exploration. Aside from amazing sights, Italy also offers plenty of tours to enhance your relaxed road trip experience.

Exploring the food culture in Rome offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Enjoy a delicious meal at Ristorante Va. Do. , a top-rated dining destination in Rome. If you're in the mood to try something new, consider Giulia Restaurant, another top spot with a mouthwatering menu. You might also want to secure a reservation at L'Archeologia. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

Hang out and unwind at some of the top bars in Rome.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Italy!

Day 14 of your leisurely self-drive tour in Italy is another opportunity for an in-depth travel experience in the country. On this refreshing new day, you’ll travel from Siena and continue your laid-back and relaxed road trip adventure in the city of Bologna and the city of Verona. You’ll stay in Verona for 1 night.

Bring your curiosity for today’s adventure around Siena. Some of the city’s most loved attractions await! Tower Of Mangia is the perfect place to start. This monument is one of the most underrated places to visit in Siena. Next, head to Piazza Del Campo, an astonishing public square, known for its history-steeped 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 Siena Cathedral. This inviting church is a highly recommended experience. Nearby, you'll also find Piazza Maggiore. Visit these for an interesting touch to your journey.

In the city of Verona, you’ll find plenty of stay options that will accommodate your need for rest and relaxation after spending your day on the road. Our top recommendations perfectly complement your relaxed road trip vacation in Italy.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Verona, explore the city like a local by trying out the best restaurants in the area.

Enjoy a lovely meal at Re Teodorico, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, La Piazzetta Osteria Enoteca is another top choice with a popular menu. You could also check for a table at Santa Felicita Ristorante. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Verona tonight.

As the day is coming to an end, stop at some of Verona’s best bars to celebrate this day of your slow-paced adventure in Italy.

After savoring a delicious meal, step into the vibrant nightlife at Cappa Café, where the evening is just getting started. In the same way, Vecia Veroneta offers a unique charm perfect for experiencing the local bar scene in Verona.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!