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

Day 2 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!

Enjoy the perfect balance of relaxation and exploration in Verona today. One of the most beloved attractions included on the itinerary is Castel San Pietro. This visually striking castle will help you start your sightseeing on top. Then, take a leisurely stroll to Ponte Pietra and learn what makes this enchanting historical landmark unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the interesting Piazza Delle Erbe. After exploring the public square, head to Castelvecchio Museum. This captivating museum is a highlight in Verona. As your day continues, stop by Castelvecchio Bridge, known for its history-steeped features.

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 Verona.

Enjoy an outstanding dining experience at Osteria Mondo d'Oro, a Bib Gourmand restaurant offering an exceptional italian and seasonal menu. Alternatively, if you're in the mood for something different, consider the nearby 2-star Michelin-awardee, Casa Perbellini 12 Apostoli, known for its delicious creative and contemporary cuisine. Another highly-recommended place to eat in Verona is Il Desco, a renowned restaurant with a 1-star Guide Michelin recognition and a delicious italian contemporary menu.

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.

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

Cherish every minute of your relaxed road trip vacation across Italy.

Day 3 of your relaxed road trip across Italy promises an exciting agenda full of discovery. You’ll start your day in the town of Peschiera del Garda and drive in the direction of the town of Valeggio sul Mincio for some laid-back sightseeing. You’ll end your day in the city of Florence, where you’ll stay for 5 nights.

Get ready to discover some of the most iconic wonders in Verona, including a historical landmark, a botanical garden, and a castle. Start your day at Porta Brescia. This respected historical landmark is an underrated place to see in Verona. Then, wander over to Fortifications. If historic sites excite you, this historical landmark will be right up your alley. Nearby, you’ll also find Parco Giardino Sigurtà. This eye-catching botanical garden is a favorite among visitors.

Verona offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Castello Scaligero is an intriguing spot in the town that will captivate you with its unique charm.

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.

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.

Get ready for an unforgettable culinary journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned as a 3-star Michelin restaurant, it offers an exceptional italian contemporary menu. For a different taste experience, head to Santa Elisabetta, recognized for its delicious creative and mediterranean dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Gucci Osteria da Massimo Bottura, a local favorite known for its delightful italian contemporary and international cuisine in Florence. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning italian contemporary and international foodies seeking culinary excellence.

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

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, Se·sto On Arno Rooftop Bar is another popular option for a drink or two. Likewise, Il Vinile also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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!

A blend of fun adventures, romantic experiences, and scenic views await you in Florence on today’s itinerary. First up is the impressive public square, Piazza Della Signoria. Afterward, continue to Loggia Dei Lanzi, a public square 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 Palazzo Vecchio. This popular palace is an essential stop. Following that, head to Uffizi Gallery, another must-visit site that will enhance your experience. Don’t forget to stop by Ponte Vecchio, a world-famous historical landmark 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 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!

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 Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

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

To truly maximize your evening out, consider visiting Bar 50 Rosso after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bitter Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Day 5 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, photo-friendly spots, and budget-friendly activities. Start at Central Market, a locally renowned food market in the city. Then, head to Basilica Of San Lorenzo and soak in the ambiance of this culturally significant church.

There are many interesting places to see in Florence, and when you are ready for more, go to Basilica Di Santa Maria Novella, Firenze (fi). This is one of the city’s most popular enchanting spots of interest. After exploring the church, visit the increasingly popular Strozzi Palace Mantua.

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.

Enjoy a lovely meal at Ristorante Buca Mario, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Agricola Toscana is another top choice with a popular menu. You could also check for a table at Eataly Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice 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.

After your meal, keep the night alive at a bar like Gosh*, known for its lively atmosphere. Antico Caffè Del Moro - Art Bar Firenze is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Quelo Bar offers an excellent atmosphere for those looking to amp up the evening.

Soak in the unique atmosphere of Florence as you commemorate this day of your relaxed road trip through Italy with a toast. Cheers to a memorable leisurely self-drive holiday in Italy!

Day 6 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’s route brings family-friendly attractions, romantic experiences, and natural wonders. The first attraction of today is Parco Delle Cascine. This notable park is an eye-catching place to see in Florence. Continue your discovery at Galleria Dell'accademia, a heritage-rich art gallery with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to David. Next, make your way to Brunelleschi's Dome to add another highlight to your day. After that, visit Cathedral Of Santa Maria Del Fiore, a top-rated church 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 Florence.

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.

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.

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

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

Day 8 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!

Brace yourself for today’s incredible lineup of attractions in Florence, featuring fun adventures, picturesque spots, and history-rich sites. Start at Basilica Of Santa Croce In Florence, a well-known church in the city. Then, head to Piazzale Michelangelo and soak in the ambiance of this respected observation deck.

There are many interesting places to see in Florence, and when you are ready for more, go to Orvieto Cathedral. This is one of the city’s most well-known romantic spots of interest. After exploring the church, visit the popular 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.

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.

Start 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.

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.

If you’re not ready to end the night just yet, La Botticella Of Poggi Giovanni offers a perfect venue to relax and savor a drink. Similarly, Almalu Trastevere is well-suited for those looking to unwind in a social setting. Bar Viminale Di Pepi Maurilio is another excellent spot to enjoy a nightcap after a delightful meal.

Grab yourself a drink and savor every moment of your relaxed road trip experience 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.

Today's adventure in Rome promises more breathtaking discoveries and enriching experiences! Begin at Largo Di Torre Argentina. This photogenic archeological site is a highlight of any visit in the city. Then, enjoy Pantheon, another culturally significant attraction that never fails to captivate visitors. Next, head over to Trevi Fountain, one of the city’s most globally renowned attractions, known for its enchanting features.

If you’re looking for more, spend time soaking in the atmosphere of Piazza Di Spagna. This history-steeped public square is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Spanish Steps, a famous public square, and take a stroll around the area.

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!

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.

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.

Continue your lively evening at Sant' Eustachio Caffè, a perfect place for winding down or revving up the night, depending on which mood you’re in. Yellowsquare Rome is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffè Portofino ensures a night out tailored to your taste.

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

Day 10 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, scenic views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Altare Della Patria. This locally renowned monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Capitoline Museums, one of the city’s best highlights.

Next, check out Capitoline Hill, one of the most notable places to see in Rome. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Roman Forum. Wander around and soak in the culturally significant atmosphere this archeological site offers. Then, head to Colosseum, a top-rated archeological site 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.

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.

Have a fantastic dining experience at Hotel de Russie, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La Taverna Italiana offers an enticing alternative with its varied menu. Additionally, The Parrot Bar is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

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 Rome. The bars in Rome make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

After enjoying a fulfilling meal, continue your evening at The Apartment Bar Roma, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Hotel Hassler Roma offers a welcoming atmosphere for easing into the nightlife.

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

Rome is brimming with adventures. Today’s wonderful stops include a park and a public square. Begin your sightseeing adventure at the famous Villa Borghese and allow yourself time to explore. Just a short distance away you'll find your next stop, Passeggiata Del Pincio, a respected park that draws visitors from far and near.

Continue your journey to Piazza Del Popolo, one of the city’s most famous spots that you shouldn’t miss. Another great site to visit is the wondrous Piazza Navona. When you're finished at the public square, Campo De' Fiori awaits your visit. This public square is a picture-perfect highlight on today's itinerary.

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 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.

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.

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.

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

Day 12 introduces you to many popular attractions and activities in Rome, further proving that leisurely self-drive tours in Italy are extraordinary.

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 well-known park you should not miss. Another must-see is Circus Maximus, a notable 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 locally renowned attractions. We recommend continuing your self-guided tour at Foro Italico, a heritage-rich place of interest 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.

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 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.

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.

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

Savor the flavors at Re Teodorico, a top pick for dinner tonight. Alternatively, La Piazzetta Osteria Enoteca beckons with its unique menu offerings. Also, consider Santa Felicita Ristorante. With its consistent customer satisfaction, it’s an excellent option for dining in Verona tonight.

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to Cappa Café, known for its inviting atmosphere. Vecia Veroneta is another great option if you’re looking for a place to get the night started.

Soak in the unique atmosphere of Verona as you commemorate this day of your relaxed road trip through Italy with a toast. Cheers to a memorable leisurely self-drive holiday in Italy!