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

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

Make time for Castel Nuovo, a notable castle that is worthwhile a visit in the city. Nearby, you’ll find Naples National Archaeological Museum, enchanting visitors with its detailed appeal. Continue your exploration at Napoli Sotterranea Percorso Ufficiale. This cave system is one of the city’s most locally renowned spots.

Enjoy the freedom of exploring Naples at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Spaccanapoli.

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

Exploring the food culture in Naples 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 Antica Pizzeria Di Matteo, a top-rated dining spot in Naples. If you're in the mood for something new, try Mercure Napoli Centro Angioino, another premier location with a delectable menu. You might also want to book a table at La Lazzara Trattoria e Pizzeria. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Naples.

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.

Continue your lively evening at Archivio Storico - Cocktail Bar & Wonderfood, a perfect place for winding down or revving up the night, depending on which mood you’re in. Archeobar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Babette Pub ensures a night out tailored to your taste.

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

Day 3 of your self-drive tour in Italy offers a chance to experience the country’s diversity. You’ll start your day in Pompei and end it in Sorrento. You’ll stay in Sorrento for 3 nights. Along the way, you’ll glimpse local life and explore some of the most remarkable places in Italy.

Fasten your seatbelt and make your way to your next stop — Pompei, home to many well-known sights in the region. Keep in mind that your travel time from Naples to Pompei may take around 27 min without traffic disruptions. Upon arrival in Pompei, we highly recommend checking out some of the top attractions.

Spend your afternoon discovering Archaeological Park Of Pompeii, a locally renowned archeological site known for its historic features.

Set your GPS to Alberi and hit the road. Expect a journey of approximately 31 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Alberi beckons with new experiences!

Set out on a self-guided sightseeing tour at Belvedere Sorrento and explore the instagrammable features.

Fasten your seatbelt and make your way to your next stop — Sorrento, home to many well-known sights in the region. Keep in mind that your travel time from Alberi to Sorrento may take around 13 min without traffic disruptions. Upon arrival in Sorrento, we highly recommend checking out some of the top attractions.

One of our top recommendations for your sightseeing is Museo Correale Di Terranova. Spend some time admiring the stunning features of the museum before you continue to your next stop.

You'll be staying in Sorrento on this laid-back road trip through Italy. You'll stay here for 3 nights.

Exploring the food culture in Sorrento 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 town.

Make sure to reserve a table at Frankie's Pizza Bar Sorrento Brunch & Vegan, an iconic dining spot in Sorrento. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Bougainvillea, a popular restaurant in Sorrento. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Banana Split, a hidden gem nestled in Sorrento. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

If you’re not ready to end the night just yet, Leone Rosso Café offers a perfect venue to relax and savor a drink. Similarly, Hotel Antiche Mura Sorrento is well-suited for those looking to unwind in a social setting.

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

On day 4 of your relaxed road trip across Italy, you’ll explore the area around Sorrento, where you’ll be staying for another 2 nights. With so many fun and inspiring experiences to offer, a tour of Sorrento will make you fall even more in love with the town and uniqueness of Italy.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Positano may take around 42 min. Upon your arrival in Positano, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Spend your afternoon discovering Spiaggia Di Positano Marina Grande, an up-and-coming beach known for its mesmerizing features.

Amalfi’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Positano behind. This drive usually takes around 37 min. Amalfi welcomes you with a multitude of unique vacation experiences.

For a more meaningful self-guided tour of the village's best attractions, visit Amalfi Coast, an impressive coast that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

After soaking in Amalfi’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Castiglione. Expect your car journey to take a minimum of 12 min. When you arrive in Castiglione, it's time to take a break from the road.

For a more meaningful self-guided tour of the village's best attractions, visit Villa Cimbrone Gardens, an intriguing botanical garden that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

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.

Treat yourself to a delightful dinner at Fuoro51, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Hotel Bellevue Syrene? It's another excellent option with a diverse menu. Consider reserving a table at Hotel Villa Fiorita as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Sorrento.

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

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

Your relaxed road trip in Italy continues on day 5 with more unforgettable memories to make. Today, you’ll get to know Italy better by exploring the top attractions of Sorrento and beyond. With 1 night left in Sorrento, you’ll still have time to eat and unwind at popular restaurants and bars in the town.

When you’ve had your share of Sorrento, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Ottaviano. Your travel time is around 1 hour 14 min.

One of our top recommendations for your sightseeing is Mount Vesuvius. Spend some time admiring the stunning features of the volcano before you continue to your next stop.

After soaking in Ottaviano’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Ercolano. Expect your car journey to take a minimum of 26 min. When you arrive in Ercolano, it's time to take a break from the road.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Archaeological Park Of Herculaneum, an up-and-coming archeological site that everyone visiting Ercolano should see.

Embrace the thrill of the open road as you wave goodbye to Ercolano and set your GPS to Massa Lubrense. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 8 min. Upon reaching Massa Lubrense, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

When you're ready for some sights, head to Monastero Di San Paolo, a frequently visited monastery in Massa Lubrense. Explore its enchanting features at your own pace before you continue your journey.

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.

Dine in style at Fauno Bar, a top recommendation for dinner tonight. Or, for a change of pace, L'Antica Trattoria boasts a menu that's sure to impress. Also, be sure to check out Hotel Continental. Known as a local hotspot, it’s a great choice for tonight in Sorrento.

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

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

Your adventure in Rome is only getting started when you visit Castel Sant'angelo, an impressive local hot spot. Another notable attraction to explore is Piazza Navona. This timeless public square is known for its visually striking appeal.

After soaking in the highlights of these sights, take some time to wander Rome's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Campo De' Fiori. This romantic public square offers a fascinating experience that many visitors find memorable. Largo Di Torre Argentina is also worth visiting, along with Pantheon. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Trevi Fountain. This world-famous monument provides a fitting finale to your sightseeing.

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.

Treat yourself to a delicious dinner at RomAntica, an excellent option for tonight's dining. Looking for something different? Coso Ristorante offers a tantalizing alternative with its diverse menu. And don’t miss DEROMA - Farine Romane. Known for great service, it’s a fantastic choice for tonight in Rome.

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.

Let the evening flow smoothly from dinner to drinks at Sant' Eustachio Caffè, a top-rated bar in the area. For other recommendations, Yellowsquare Rome provides a perfect setting for rounding out your night with style and great drinks. Likewise, Caffè Portofino offers a memorable night with diverse drink options and excellent service.

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

On day 8 of your relaxed road trip in Italy, you’ll start your self-paced adventure in Rome and visit amazing attractions in Vatican City and Rome, just outside the city. You still have 1 night left in Rome, so today is another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

Trastevere is a fantastic place you can explore today in Vatican City. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Vatican City-way-of-life and visit all the nearby sights.

Your adventure in Rome is only getting started when you visit Piazza Di Spagna, a globally renowned local hot spot. Another notable attraction to explore is Spanish Steps. This extraordinary public square is known for its enchanting appeal.

When you arrive in Vatican City, it's time to take a break from the road.

For a more meaningful self-guided tour of the city's best attractions, visit Vatican Museums, a world-famous art museum that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

When you’re ready, continue to St. Peter's Basilica, a globally renowned major basilica beloved by locals and tourists alike.

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

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 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.

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

After 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.

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

On day 9 of your laid-back road trip adventure in Italy, you can visit several remarkable places. With the freedom and flexibility of a self-drive tour, you decide how much time to spend in each, making the most of these memorable destinations.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Orvieto. This drive usually takes around 1 hour 38 min, without any stops or traffic disruptions.

One of our top recommendations for your sightseeing is Orvieto Cathedral. Spend some time admiring the romantic features of the church before you continue to your next stop.

Florence’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Orvieto behind. This drive usually takes around 1 hour 48 min. Florence welcomes you with a multitude of unique vacation experiences.

For a more meaningful self-guided tour of the town's best attractions, visit Piazzale Michelangelo, a widely recognized observation deck that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Tower Of San Niccolò and admire its symbolic features.

When you’re ready, continue to Basilica Of Santa Croce In Florence, an interesting church beloved by locals and tourists alike.

Continue your laid-back road trip in Italy as you make your way to Florence. Here, you’ll find top hotels and accommodations in the city, perfect for relaxing and recharging.

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.

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

Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of Se·sto On Arno Rooftop Bar, a bar catering to every mood and preference. Il Vinile likewise offers a unique atmosphere, perfect for a memorable night out.

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

One of the most timeless attractions included on the itinerary is Ponte Vecchio. This visually striking 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 frequently visited Bargello National Museum. After exploring the museum, head to Palazzo Vecchio. This notable palace is a highlight in Florence. As your day continues, stop by Piazza Della Signoria, known for its history-steeped features. Lastly, don’t forget to check out the spectacular 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 Naples. There are so many fun and eye-opening activities to try out in Naples 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 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 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.

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

Unwind after your meal by stepping into Bar 50 Rosso. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bitter Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Archea Brewery, another top-rated bar in the area.

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

On day 11 of your relaxed road trip across Italy, you’ll explore the area around Florence, where you’ll be staying for another 2 nights. With so many fun and inspiring experiences to offer, a tour of Florence will make you fall even more in love with the city and uniqueness of Italy.

Whether you decide to explore Siena on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Siena’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Florence behind. This drive usually takes around 1 hour 15 min. Siena welcomes you with a multitude of unique vacation experiences.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Tower Of Mangia, a curiosity-inducing monument that everyone visiting Siena should see. Next, head to Piazza Del Campo. This visually striking public square is one of the most extraordinary attractions in the region.

If you're keen to see more, don’t miss out on Siena Cathedral, an inviting church popular among locals as well as travelers.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to San Gimignano may take around 42 min. Upon your arrival in San Gimignano, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Porta San Giovanni is an often recommended monument we recommend visiting today. Discover its historic features before continuing your self-guided tour.

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

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.

Don’t miss out on dining at Ristorante Buca Mario, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Agricola Toscana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Eataly Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

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.

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

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

Your relaxed road trip in Italy continues on day 12 with more unforgettable memories to make. Today, you’ll get to know Italy better by exploring the top attractions of Florence and beyond. With 1 night left in Florence, you’ll still have time to eat and unwind at popular restaurants and bars in the city.

One of the most captivating attractions included on the itinerary is Basilica Di Santa Maria Novella, Firenze (fi). This inviting church will help you start your sightseeing on top. Then, take a leisurely stroll to Medici Chapels and learn what makes this symbolic museum unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the locally appreciated Basilica Of San Lorenzo. After exploring the church, head to Galleria Dell'accademia. This popular art gallery is a highlight in Florence.

Set your GPS to Greti and hit the road. Expect a journey of approximately 41 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Greti beckons with new experiences!

Set out on a self-guided sightseeing tour at Villa Calcinaia - Conti Capponi and explore the romantic features.

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.

Enjoy a delicious meal at Tijuana, a highly-rated dining destination in Florence. If you're eager to try something different, consider Djària - American Bar, another top spot with a tantalizing menu. You might also want to secure a reservation at The Florence Irish Pub. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

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.

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

Day 13 of your easy, relaxed road trip through Italy lets you travel at your own pace and visit multiple places in a single day. Begin by exploring the best sights in Montepulciano. By evening, drive toward the Naples, where you’ll stay at a top-rated hotel of your choice for 1 night.

Montepulciano’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Florence behind. This drive usually takes around 1 hour 29 min. Montepulciano welcomes you with a multitude of unique vacation experiences.

When you're ready for some sights, head to Porta Al Prato, a locally appreciated monument in Montepulciano. Explore its photogenic features at your own pace before you continue your journey to your next attraction, Az. Agr. Crociani Susanna Crociani. This often recommended winery is a top recommendation in the area.

When you’re ready to explore more, Fortezza Medicea is an excellent choice. Spend some time discovering what some claim to be the most enchanting castle in the region.

In Naples, you’ll find plenty of places to unwind after a day on the road. Our top recommendations go perfectly with your laid-back road trip in Italy.

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

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 consistently gains high praises from customers, it’s an ideal choice in Naples 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.

Let the evening flow smoothly from dinner to drinks at Gran Caffè Cimmino, a top-rated bar in the area. For other recommendations, Flanagan's Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Napoli offers a memorable night with diverse drink options and excellent service.

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