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

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

Today’s route brings family-friendly attractions, scenic views, and picturesque spots. The first attraction of today is Castel Nuovo. This popular castle is a picture-perfect place to see in Naples. Continue your discovery at Naples National Archaeological Museum, a standout museum with stories to tell.

As you stroll around Naples, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Napoli Sotterranea Percorso Ufficiale. This popular cave system offers a heritage-rich encounter with Naples. Next, make your way to Spaccanapoli to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Naples.

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.

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

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

Treat yourself to a delicious dinner at Antica Pizzeria Di Matteo, an excellent option for tonight's dining. Looking for something different? Mercure Napoli Centro Angioino offers a tantalizing alternative with its diverse menu. And don’t miss La Lazzara Trattoria e Pizzeria. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Naples.

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.

Continue your evening by exploring the vibrant nightlife scene at Archivio Storico - Cocktail Bar & Wonderfood, a prime destination for a thrilling night out. Also, don’t forget to check out Archeobar, a bar that offers unique local touches. Likewise, Babette Pub provides an excellent alternative for a fun evening.

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

Day 3 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 Pompei and continue your laid-back and relaxed road trip adventure in the village of Alberi and the town of Sorrento. You’ll stay in Sorrento for 3 nights.

Savor the day by visiting some of the best places to see in Naples, including an archeological site, an observation deck, and a museum. Start your adventure at Archaeological Park Of Pompeii. This locally renowned archeological site is a must-visit for travelers looking for a unique holiday experience. Make your way to Belvedere Sorrento located in Naples for another exciting encounter.

Next, immerse yourself in the setting of Museo Correale Di Terranova. Its stunning features will captivate you.

You’ll be staying at the incredible town of Sorrento in this laid-back road trip in Italy. You'll stay here for 3 nights.

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 town for you, so you can check out the menus and make your reservation in advance.

Savor the flavors at Frankie's Pizza Bar Sorrento Brunch & Vegan, a top pick for dinner tonight. Alternatively, Bougainvillea beckons with its unique menu offerings. Also, consider Banana Split. With its consistent customer satisfaction, it’s an excellent option for dining in Sorrento tonight.

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

Round off your dining experience by visiting Leone Rosso Café, a prime location for a drink. Alternatively, explore the distinctive characteristics of Hotel Antiche Mura Sorrento, a bar catering to every mood and preference.

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.

Your laid-back and relaxed road trip in Italy continues on day 4, allowing you to create more unforgettable memories. Today’s travel plan offers you the chance to have a more in-depth understanding of Italy and its people by visiting the offerings and top attractions of Sorrento and beyond. With 2 nights left in Sorrento, you’ll have enough time to eat and unwind at popular restaurants and bars in the town.

Set out on a day brimming with family-friendly attractions, romantic experiences, and natural wonders. Start at the up-and-coming Spiaggia Di Positano Marina Grande, a mesmerizing beach in Sorrento. Next, go to Amalfi Coast.

After visiting Spiaggia Di Positano Marina Grande and Amalfi Coast, have a stroll along Sorrento's streets and take in the local charm. Continue your sightseeing by heading to Villa Cimbrone Gardens. This history-steeped botanical garden offers a unique experience. Villa Rufolo is another noteworthy attraction worthwhile a visit.

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

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 town for you, so you can check out the menus and make your reservation in advance.

Enjoy a delicious meal at Fuoro51, a top-rated dining destination in Sorrento. If you're in the mood to try something new, consider Hotel Bellevue Syrene, another top spot with a mouthwatering menu. You might also want to secure a reservation at Hotel Villa Fiorita. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Sorrento this evening.

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 town.

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

On day 5 of your relaxed road trip, you’ll start your self-paced adventure in Sorrento and visit amazing attractions in Ottaviano, Ercolano, and Massa Lubrense destinations, just outside of the town. You still have 1 night left in Sorrento. This means today is also another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

Sorrento is home to plenty of attractions that offer family-friendly attractions, natural wonders, and scenic views! Start at Mount Vesuvius, an underrated volcano that is worthwhile a visit in the city. Nearby, you’ll find Archaeological Park Of Herculaneum, enchanting visitors with its historic appeal. Continue your exploration at Monastero Di San Paolo. This monastery is one of the city’s most frequently visited spots.

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

When it’s time to eat, the town has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Sorrento, 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 Fauno Bar, a popular restaurant in Sorrento. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Sorrento at L'Antica Trattoria, 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 Hotel Continental. It’s yet another ideal choice to enhance your time in Sorrento tonight.

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.

Grab yourself a drink and savor every moment 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 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!

Immerse yourself in Rome’s rich culture with today's sightseeing itinerary. Start your journey at Castel Sant'angelo. This majestic castle is sure to ignite your curiosity. Next, dive into the history-steeped features of Piazza Navona, a must-visit public square in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Campo De' Fiori, a widely recognized public square. For a change of scene, check out Largo Di Torre Argentina, known for its historic features. We also recommend visiting Pantheon. This monument is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Trevi Fountain, yet another world-famous attraction 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.

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 lovely meal at RomAntica, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Coso Ristorante is another top choice with a popular menu. You could also check for a table at DEROMA - Farine Romane. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.

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

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!

On day 8 of your relaxed road trip across Italy, you’ll explore the area around Rome, where you’ll be staying for another 1 night. With so many fun and inspiring experiences to offer, a tour of Rome will make you fall even more in love with the city and uniqueness of Italy.

A visit to Trastevere in Vatican City is a must on the agenda today. This neighborhood is full of hidden gems and character, perfect for a leisurely stroll. Plus, you’ll be close to some of the city’s most famous sights.

Start your day at Vatican Museums. Then, wander over to Sistine Chapel. Nearby, you’ll also find St. Peter's Basilica.

Rome offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Piazza Di Spagna is a timeless spot in the city that will captivate you with its unique charm. When you’re done at the public square, don’t forget to check out the history-steeped Spanish Steps. Take a moment to appreciate the fascinating details of this astonishing public square.

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

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.

Enjoy a delicious meal at Hotel de Russie, a highly-rated dining destination in Rome. If you're eager to try something different, consider La Taverna Italiana, another top spot with a tantalizing menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s an excellent 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.

Explore the vibrant nightlife at The Apartment Bar Roma after your meal, a hub for lively evenings and memorable moments. Or, head to Hotel Hassler Roma for a great selection of flavorful drinks and a charming setting.

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

Day 9 of your relaxed road trip across Italy promises an exciting agenda full of discovery. You’ll start your day in the town of Orvieto and drive in the direction of the city of Florence for some laid-back sightseeing. You’ll end your day in the city of Florence, where you’ll stay for 4 nights.

Discover a day packed with family-friendly attractions, romantic experiences, and scenic views in Rome. Begin your sightseeing with Orvieto Cathedral. This interesting church is one of the top attractions in the town. Proceed to Piazzale Michelangelo, another must-visit attraction.

As you wander through the inviting streets of Rome, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Tower Of San Niccolò. This increasingly popular monument is a traveler-favorite. Not far away, you’ll find Basilica Of Santa Croce In Florence, another key site on your sightseeing itinerary.

In the city of Florence, 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 Florence, explore the city like a local by trying out the best restaurants in the area.

Treat yourself to a wonderful meal at Ristorante Oliviero 1962, a top-rated dining spot in Florence. If you're in the mood for something new, try Di Poneta Novoli, another premier location with a delectable menu. You might also want to book a table at Caffe San Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, Se·sto On Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Il Vinile is also a great option that provides a perfect setting for a relaxing evening.

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

On day 10 of your leisurely self-drive tour across Italy, you’ll go deep into Florence, 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 Florence, and meet locals along the way!

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most iconic attractions included on the itinerary is Ponte Vecchio. This symbolic historical landmark will help you start your sightseeing on top. Then, take a leisurely stroll to Uffizi Gallery and learn what makes this romantic art gallery unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the beloved Bargello National Museum. After exploring the museum, head to Palazzo Vecchio. This captivating palace is a highlight in Florence. As your day continues, stop by Piazza Della Signoria, known for its romantic features. Lastly, don’t forget to check out the extraordinary Cathedral Of Santa Maria Del Fiore. Enjoy exploring this incredible church at your own pace.

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!

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.

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.

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.

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.

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.

Your laid-back and relaxed road trip in Italy continues on day 11, allowing you to create more unforgettable memories. Today’s travel plan offers you the chance to have a more in-depth understanding of Italy and its people by visiting the offerings and top attractions of Florence and beyond. With 2 nights left in Florence, you’ll have enough time to eat and unwind at popular restaurants and bars in the city.

Bring your curiosity for today’s adventure around Florence. 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 intriguing places to visit in Florence. 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 enchanting church is a highly recommended experience. Nearby, you'll also find Porta San Giovanni. Visit these for an interesting touch to your journey.

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

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.

Treat yourself to a delightful dinner at Ristorante Buca Mario, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Agricola Toscana? It's another excellent option with a diverse menu. Consider reserving a table at Eataly Firenze as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

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 Gosh* after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Antico Caffè Del Moro - Art Bar Firenze, another bar with an inviting ambiance. Similarly, Quelo Bar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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!

On day 12 of your relaxed road trip, you’ll start your self-paced adventure in Florence and visit amazing attractions in Florence and Greti destinations, just outside of the city. You still have 1 night left in Florence. This means today is also another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring fun adventures, romantic experiences, and scenic views. Start at Basilica Di Santa Maria Novella, Firenze (fi), a popular church in the city. Then, head to Medici Chapels and soak in the ambiance of this noteworthy museum.

There are many interesting places to see in Florence, and when you are ready for more, go to Basilica Of San Lorenzo. This is one of the city’s most up-and-coming culturally significant spots of interest. After exploring the church, visit the notable Galleria Dell'accademia. Not far away, you'll also find David. Before wrapping up your self-guided sightseeing tour, head to Villa Calcinaia - Conti Capponi, a frequently visited winery in the city.

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

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.

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.

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

Day 13 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 town of Montepulciano. By the end of the day, you’ll drive in the direction of the city of Naples, where you’ll stay at a top-rated hotel of your choice for 1 night.

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Porta Al Prato. This photogenic monument is sure to ignite your curiosity. Next, dive into the romantic features of Az. Agr. Crociani Susanna Crociani, a must-visit winery 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 Fortezza Medicea, a frequently visited castle.

After a day of exploration, relax at one of the top hotels or accommodations in Naples. 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.

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 Naples.

Enjoy a lovely meal at Opera Restaurant, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria San Ferdinando is another top choice with a popular menu. You could also check for a table at Anonymous Trattoria Gourmet. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Naples tonight.

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

After savoring a delicious meal, step into the vibrant nightlife at Gran Caffè Cimmino, where the evening is just getting started. In the same way, Flanagan's Bar offers a unique charm perfect for experiencing the local bar scene in Naples. Bar Napoli is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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