Two-Week Relaxed 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 1 night, 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!

Savor the day by visiting some of the best places to see in Verona, including a castle, a historical landmark, a public square, a museum, a monument and much more! Start your adventure at Castel San Pietro. This often recommended castle is a must-visit for travelers looking for a unique holiday experience. Make your way to Ponte Pietra located in Verona for an enchanting atmosphere.

Next, immerse yourself in the setting of Piazza Delle Erbe. Its history-steeped features will captivate you. After the public square, continue your tour of the city with a visit to Castelvecchio Museum. This museum has a respected appeal. For a change of pace, head to Castelvecchio Bridge. As one of the most popular attractions in Verona, this monument is an excellent place to end your self-guided tour.

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!

Experience shopping bliss at Verona as you explore Via Mazzini. Take a leisurely stroll through unique and high-end shops, where local treasures are waiting to be found. Beyond shopping, Via Mazzini offers more options, including unique attractions, key services, and vibrant events.

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 Verona.

Set out on a gastronomic journey in Verona by reserving a table at Osteria Mondo d'Oro. Renowned for its Bib Gourmand award, this restaurant presents an outstanding menu of italian and seasonal cuisine. For a different taste, head over to Casa Perbellini 12 Apostoli, renowned for its delectable creative and contemporary dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Il Desco, a highly rated local gem known for its exquisite italian contemporary menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Verona.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Verona. The bars in Verona make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

Keep the evening going at Duchi Café, a great choice for enjoying the after-dinner hours with a drink. You could also go to Cambridge Bar, which offers a similarly pleasant setting and great drinks. Another option is Rubicone Caffe, which provides an inviting environment for unwinding after a busy day out.

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

Day 3 of your relaxed road trip across the beautiful country of Italy will take you on a self-paced journey to more than one incredible place in one day. See some of the best attractions in Italy, taste the most delectable foods and exquisite drinks, and make incredible memories as you go!

Immerse yourself in Verona’s rich culture with today's sightseeing itinerary. Start your journey at Porta Brescia. This culturally significant historical landmark is sure to ignite your curiosity. Next, dive into the historic 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, an interesting botanical garden. For a change of scene, check out Castello Scaligero, known for its visually striking features.

After a day of exploration, relax at one of the top hotels or accommodations in Florence. Staying in the city enhances your laid-back road trip experience in Italy by offering a comfortable and welcoming environment to recharge in this charming destination.

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.

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.

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

After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Il Vinile provides an excellent environment for a relaxed and enjoyable evening.

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

Day 4 introduces you to many popular attractions and activities in Florence, further proving that leisurely self-drive tours in Italy are extraordinary.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Piazza Della Signoria. This romantic public square is a highlight of any visit in the city. Then, enjoy Loggia Dei Lanzi, another detailed attraction that never fails to captivate visitors. Next, head over to Palazzo Vecchio, one of the city’s most interesting attractions, known for its romantic features.

If you’re looking for more, spend time soaking in the atmosphere of Uffizi Gallery. This standout art gallery is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Ponte Vecchio, an iconic historical landmark, 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. Florence 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.

Enjoy a lovely dining experience at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana. 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.

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.

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

Today, you'll explore some of the most beautiful places in Florence, including a food market, a church, and a palace. Start your day with a visit to Central Market. This locally renowned food market is a must-visit in the city. When you’re ready for your next discovery, continue to Basilica Of San Lorenzo, which may be one of the most culturally significant 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 Basilica Di Santa Maria Novella, Firenze (fi), a locally renowned church in the city. If you’re up for more discoveries, don’t forget to reserve some time for Strozzi Palace Mantua.

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 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.

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.

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.

Let the evening flow smoothly from dinner to drinks at Gosh*, a top-rated bar in the area. For other recommendations, Antico Caffè Del Moro - Art Bar Firenze provides a perfect setting for rounding out your night with style and great drinks. Likewise, Quelo Bar offers a memorable night with diverse drink options and excellent service.

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 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!

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most locally renowned attractions included on the itinerary is Parco Delle Cascine. This mesmerizing park will help you start your sightseeing on top. Then, take a leisurely stroll to Galleria Dell'accademia and learn what makes this photogenic art gallery unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the notable David. After exploring the statue, head to Brunelleschi's Dome. This up-and-coming monument is a highlight in Florence. Lastly, don’t forget to check out the famous Cathedral Of Santa Maria Del Fiore. Enjoy exploring this incredible church at your own pace.

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.

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.

Enjoy a lovely meal at Tijuana, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Djària - American Bar is another top choice with a popular menu. You could also check for a table at The Florence Irish Pub. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

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

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

Day 8 of your self-drive tour in Italy is your opportunity to see and experience the diversity of the country. You’ll start your day in the city of Florence and end it in the city of Rome. You’ll stay in Rome for 5 nights. 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.

Today’s itinerary in Florence covers several incredible sights, including a church, an observation deck, and a monument. Start your adventure at Basilica Of Santa Croce In Florence. This popular church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the romantic wonders of Piazzale Michelangelo, a must-see observation deck 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 Orvieto Cathedral. This interesting church offers an enriching experience. For a change of pace, head to Well Of St. Patrick, where you can take in culturally significant features.

You’ll be staying at the incredible city of Rome in this laid-back road trip in Italy. You'll stay here for 5 nights.

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.

Get ready for an unforgettable culinary journey in Rome by reserving a table at La Pergola. Renowned as a 3-star Michelin restaurant, it offers an exceptional mediterranean and contemporary menu. For a different taste experience, head to Il Pagliaccio, recognized for its delicious creative and innovative dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Enoteca La Torre, a local favorite known for its delightful mediterranean and creative cuisine in Rome. Nestled in the heart of the city, this restaurant with 2 Michelin star is an ideal choice for discerning mediterranean and creative foodies seeking culinary excellence.

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to La Botticella Of Poggi Giovanni, known for its inviting atmosphere. Almalu Trastevere is another great option if you’re looking for a place to get the night started. Similarly, Bar Viminale Di Pepi Maurilio provides a great setting to enjoy the night away.

Raise your glass and toast to another unforgettable, laid-back road trip adventure in 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!

Rome is brimming with adventures. Today’s wonderful stops include an archeological site, a monument, and a public square. Begin your sightseeing adventure at the captivating Largo Di Torre Argentina. Just a short distance away is Pantheon, a culturally significant monument that draws visitors from far and near.

Continue your journey to Trevi Fountain, one of the city’s most wondrous spots that you shouldn’t miss. Another great site to visit is the iconic Piazza Di Spagna. Last up on today’s itinerary is a public square. Make your way to Spanish Steps for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of Rome.

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.

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 RomAntica, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Coso Ristorante offers an enticing alternative with its varied menu. Additionally, DEROMA - Farine Romane is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to Sant' Eustachio Caffè, known for its inviting atmosphere. Yellowsquare Rome is another great option if you’re looking for a place to get the night started. Similarly, Caffè Portofino provides a great setting to enjoy the night away.

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 3 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!

Brace yourself for today’s incredible lineup of attractions in Rome, featuring family-friendly attractions, breathtaking views, and picturesque spots. Start at Altare Della Patria, a captivating monument in the city. Then, head to Capitoline Museums and soak in the ambiance of this noteworthy museum.

There are many interesting places to see in Rome and when you are ready for more, go to Capitoline Hill. This is one of the city’s most locally renowned spots. After exploring the public square, visit the globally renowned Roman Forum. Before wrapping up your self-guided sightseeing tour, head to the wondrous Colosseum, a wondrous archeological site in the city.

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 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.

Savor the flavors at Hotel de Russie, a top pick for dinner tonight. Alternatively, La Taverna Italiana beckons with its unique menu offerings. Also, consider The Parrot Bar. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

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.

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.

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

Day 11 introduces you to many popular attractions and activities in Rome, further proving that leisurely self-drive tours in Italy are extraordinary.

Today’s route brings family-friendly attractions, romantic experiences, and natural wonders. The first attraction of today is Villa Borghese. This famous park is a romantic place to see in Rome. Continue your discovery at Passeggiata Del Pincio, a visually striking park with stories to tell.

As you stroll around Rome, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Piazza Del Popolo. This spectacular public square offers a culturally significant encounter with Rome. Next, make your way to Piazza Navona to add another highlight to your day. After that, visit Campo De' Fiori, an astonishing public square that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Rome.

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.

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 Sofitel Roma Villa Borghese, 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 Centro, 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 Ristorante Tema, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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

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!

Get ready for an exciting day in Rome. Today’s sightseeing agenda includes a park, an archeological site, a castle, a concert hall, a sport complex and much more! Begin your adventure at Orange Garden. This is a popular park you should not miss. Another must-see is Circus Maximus, an interesting archeological site in Rome.

When you’re ready for the next sight, head to Castel Sant'angelo. From there, take a leisurely stroll to Auditorium Parco Della Musica, another of the city’s notable attractions. We recommend continuing your self-guided tour at Foro Italico, a photogenic place of interest in the city.

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 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.

Dine in style at Ristorante Va. Do. , a top recommendation for dinner tonight. Or, for a change of pace, Giulia Restaurant boasts a menu that's sure to impress. Also, be sure to check out L'Archeologia. Known as a local hotspot, it’s a great choice for tonight in Rome.

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

Raise your glass and toast to another unforgettable, laid-back road trip adventure in Italy!

On day 14 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.

A blend of fun adventures, scenic views, and picturesque spots await you in Siena on today’s itinerary. First up is the curiosity-inducing monument, Tower Of Mangia. Afterward, continue to Piazza Del Campo, a public square every traveler should visit.

As you explore Siena’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Siena Cathedral. This popular church is an essential stop. Following that, head to Piazza Maggiore, another must-visit site that will enhance your experience.

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.

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.

Enjoy a lovely dining experience at Re Teodorico, 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 La Piazzetta Osteria Enoteca, 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 Santa Felicita Ristorante. It’s yet another ideal choice to enhance your time in Verona tonight.

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.

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.