Relaxed 14-Day Italy Self-Drive Road Trip With Itinerary from Verona to Florence, Rome, and Siena

On day 2 of your leisurely self-drive tour across Italy, you’ll go deep into Verona, 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 Verona, and meet locals along the way!

Verona is home to plenty of attractions that offer fun adventures, romantic experiences, and scenic views! Start at Piazza Delle Erbe, an interesting public square that is worthwhile a visit in the city. Nearby, you’ll find Torre Dei Lamberti, enchanting visitors with its majestic appeal. Continue your exploration at Piazza Dei Signori. This public square is one of the city’s most intriguing spots.

Enjoy the freedom of exploring Verona at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Ponte Pietra. After exploring the historical landmark, head to the curiosity-inducing Museo Archeologico Al Teatro Romano.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Verona. There are so many fun and eye-opening activities to try out in Verona 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 Verona to find the best options for you!

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.

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

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.

Raise your glass in celebration of your freedom and relaxed road trip adventure in Italy!

Day 3 of your relaxed road trip through Italy means 24 hours of making the best memories in Verona. You’ll go sightseeing at famous attractions in Verona. 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 Verona!

Get ready for a day filled with fun adventures, romantic experiences, and photo-friendly spots in the charming city of Verona. Your adventure starts at Tomba Di Giulietta, a curiosity-inducing local hot spot. Another notable attraction to explore is Castelvecchio Museum. This notable museum is known for its culturally significant appeal.

After soaking in the highlights of these sights, take some time to wander Verona's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Castelvecchio Bridge. This culturally significant monument offers a fascinating experience that many visitors find memorable. Basilica Di San Zeno Maggiore is also worth visiting.

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

Bring home unique finds from Verona's bustling shopping hub, Piazza delle Erbe. Enjoy a leisurely exploration of unique stores where locals shop. Don’t forget to browse souvenirs and local specialties that make perfect gifts for your loved ones. Beyond shopping, Piazza delle Erbe offers plenty of options, including primary services, unique landmarks, and community events.

Exploring the food culture in Verona 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 Re Teodorico, a top-rated dining destination in Verona. If you're in the mood to try something new, consider La Piazzetta Osteria Enoteca, another top spot with a mouthwatering menu. You might also want to secure a reservation at Santa Felicita Ristorante. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Verona this evening.

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

To truly maximize your evening out, consider visiting Cappa Café after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Vecia Veroneta, another bar with an inviting ambiance.

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

Oltrarno is a neighborhood that stands out as one of the must-see places in Florence. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Piazza Della Signoria. This famous public square provides an insightful glimpse into the city's identity. Next, discover Palazzo Vecchio, a grand palace, promising a delightful encounter.

Continue your sightseeing with a visit to Uffizi Gallery, a widely recognized art gallery. When you’re done, don’t forget to make a stop at the world-famous 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.

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.

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.

After savoring a delicious meal, step into the vibrant nightlife at Bar 50 Rosso, where the evening is just getting started. In the same way, Bitter Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Archea Brewery is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

On day 6 of your leisurely self-drive tour across Italy, you’ll go deep into Florence, 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 Florence, and meet locals along the way!

A blend of family-friendly attractions, romantic experiences, and scenic views await you in Florence on today’s itinerary. First up is the captivating botanical garden, The Boboli Gardens. Afterward, continue to Giotto's Bell Tower, 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 Florence Baptistery. This worthwhile church is an essential stop. Following that, head to Cathedral Of Santa Maria Del Fiore, another must-visit site that will enhance your experience. Don’t forget to stop by Brunelleschi's Dome, an underrated monument 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.

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 Florence.

Make sure to reserve a table at Ristorante Buca Mario, 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 Agricola Toscana, 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 Eataly Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

Keep the evening going at Gosh*, a great choice for enjoying the after-dinner hours with a drink. You could also go to Antico Caffè Del Moro - Art Bar Firenze, which offers a similarly pleasant setting and great drinks. Another option is Quelo Bar, which provides an inviting environment for unwinding after a busy day out.

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

Day 7 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!

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most notable attractions included on the itinerary is David. Then, take a leisurely stroll to Galleria Dell'accademia and learn what makes this heritage-rich art gallery unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the locally renowned Central Market. After exploring the food market, head to Basilica Di Santa Maria Novella, Firenze (fi). This well-known church is a 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!

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 Florence, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Enjoy a lovely dining experience at Tijuana, 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 Djària - American Bar, 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 The Florence Irish Pub. It’s yet another ideal choice to enhance your time in Florence tonight.

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

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

On day 8 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.

Today, you'll explore some of the most beautiful places in Florence, including a church, a monument, and an observation deck. Start your day with a visit to Basilica Of Santa Croce In Florence. This popular church is a must-visit in the city. When you’re ready for your next discovery, continue to Tower Of San Niccolò, which may be one of the most history-steeped places you will experience today.

One of the best things about exploring Florence on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Piazzale Michelangelo, a widely recognized observation deck in the city. If you’re up for more discoveries, don’t forget to reserve some time for Orvieto Cathedral.

In the city of Rome, 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.

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.

Treat yourself to an extraordinary dining experience at La Pergola, a 3-star Michelin restaurant offering an incredible mediterranean and contemporary menu. Alternatively, if your taste buds call for something different, Il Pagliaccio is one of the best restaurants for creative and innovative cuisine in Rome. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Enoteca La Torre. As a top-rated establishment with 2 Michelin star, it is an ideal choice for mediterranean and creative cuisine in the city.

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

Explore the vibrant nightlife at La Botticella Of Poggi Giovanni after your meal, a hub for lively evenings and memorable moments. Or, head to Almalu Trastevere for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Viminale Di Pepi Maurilio is perfect for those looking to extend their night with a touch of local flavor.

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

Day 9 introduces you to many popular attractions and activities in Rome, further proving that leisurely self-drive tours in Italy are extraordinary.

Savor the day by visiting some of the best places to see in Rome, including a monument, a public square, and a castle. Start your adventure at Trevi Fountain. This globally renowned monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Pantheon located in Rome for another exciting encounter.

Next, immerse yourself in the setting of Piazza Navona. Its history-steeped features will captivate you. After the public square, continue your tour of the city with a visit to Campo De' Fiori. Visitors usually appreciate the standout features of this public square. Next up is Castel Sant'angelo, a highly recommended castle.

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.

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 Rome, explore the city like a local by trying out the best restaurants in the area.

Dine in style at RomAntica, a top recommendation for dinner tonight. Or, for a change of pace, Coso Ristorante boasts a menu that's sure to impress. Also, be sure to check out DEROMA - Farine Romane. Known as a local hotspot, it’s a great choice for tonight in Rome.

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

If you’re not ready to end the night just yet, Sant' Eustachio Caffè offers a perfect venue to relax and savor a drink. Similarly, Yellowsquare Rome is well-suited for those looking to unwind in a social setting. Caffè Portofino is another excellent spot to enjoy a nightcap after a delightful meal.

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

On day 10 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!

Set out on a day brimming with family-friendly attractions, breathtaking views, and photo-friendly spots. Start at the notable Altare Della Patria, a culturally significant monument in Rome. Next, go to Capitoline Hill.

After visiting Altare Della Patria and Capitoline Hill, have a stroll along Rome's streets and take in the local charm. Continue your sightseeing by heading to Roman Forum. This respected archeological site offers a unique experience. Colosseum is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Circus Maximus, one of the most breathtaking places to visit in Rome.

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.

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.

Don’t miss out on dining at Hotel de Russie, a top-rated dining destination in Rome. If you're in the mood to try something new, consider La Taverna Italiana, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

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

Unwind after your meal by stepping into The Apartment Bar Roma. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Hotel Hassler Roma offers a dynamic and energetic atmosphere for a glass or two.

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

Day 11 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!

Get ready for an exciting day in Rome. Today’s sightseeing agenda includes a public square and a park. Begin your adventure at Spanish Steps. This is a widely recognized public square you should not miss. Another must-see is Piazza Di Spagna, a wondrous public square in Rome.

When you’re ready for the next sight, head to Piazza Del Popolo. From there, take a leisurely stroll to Passeggiata Del Pincio, another of the city’s popular attractions. We recommend continuing your self-guided tour at Villa Borghese, a serene 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.

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.

Treat yourself to a delicious dinner at Sofitel Roma Villa Borghese, an excellent option for tonight's dining. Looking for something different? Centro offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Tema. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

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.

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

Day 13 of your self-drive tour in Italy is your opportunity to see and experience the diversity of the country. You’ll stay in Verona for 1 night. Along the route of your relaxed road trip, you can get a glimpse of the locals’ way of life and visit some of the most amazing locations in Italy.

Prepare for a day full of family-friendly attractions, scenic views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Tower Of Mangia. This increasingly popular monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Del Campo, one of the city’s best highlights.

Next, check out Siena Cathedral, one of the most popular places to see in Siena. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazza Maggiore. Wander around and soak in the culturally significant atmosphere this public square offers.

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

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.

Treat yourself to a delicious dinner at Osteria Macafame, an excellent option for tonight's dining. Looking for something different? Ristorante Vittorio Emanuele offers a tantalizing alternative with its diverse menu. And don’t miss Terrazza Bar Al Ponte. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Verona.

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

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