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 a stop at Castel Nuovo. This locally renowned castle is a must-visit for travelers looking for a unique holiday experience. Make your way to Naples National Archaeological Museum located in Naples for another exciting encounter.

Next, immerse yourself in the setting of Napoli Sotterranea Percorso Ufficiale. Its heritage-rich features will captivate you. After the cave system, continue your tour of the city with a visit to Spaccanapoli. Visitors usually appreciate the enchanting features of this street.

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.

Experience shopping bliss at Naples as you explore Vomero. Take a leisurely stroll through unique boutique shops and stores, where local treasures are waiting to be found. Don't miss the chance to discover artisan crafts that reflect the fascinating culture of Italy. Beyond shopping, Vomero offers more options, including cafes, unique attractions, key services, and vibrant events.

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 Antica Pizzeria Di Matteo, an iconic dining spot in Naples. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Mercure Napoli Centro Angioino, a popular restaurant in Naples. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of La Lazzara Trattoria e Pizzeria, a hidden gem nestled in Naples. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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 enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Archivio Storico - Cocktail Bar & Wonderfood, a well-loved spot among locals and tourists. Or, head to Archeobar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Babette Pub, another top-rated place in the area.

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

Day 3 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 Pompei. By evening, drive toward the Sorrento, where you’ll stay at a top-rated hotel of your choice for 3 nights.

Visiting Archaeological Park Of Pompeii is always a good idea. This interesting archeological site is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the visually striking wonders of Belvedere Sorrento, a must-see observation deck in the town.

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 Museo Correale Di Terranova. This frequently visited museum offers an enriching experience. These sights offer a fulfilling end to a perfect day.

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.

Treat yourself to a delightful dinner at Frankie's Pizza Bar Sorrento Brunch & Vegan, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Bougainvillea? It's another excellent option with a diverse menu. Consider reserving a table at Banana Split as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Sorrento.

Experience the amazing nightlife in Sorrento and unwind at the coolest bars in the town.

Extend your evening after a delightful meal by visiting Leone Rosso Café, which offers the perfect atmosphere for a night out. Moreover, Hotel Antiche Mura Sorrento is another popular option for a drink or two.

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

On day 4 of your relaxed road trip in Italy, you’ll start your self-paced adventure in Sorrento and visit amazing attractions in Positano, Amalfi, Castiglione, and Ravello, just outside the town. You still have 2 nights left in Sorrento, so today is another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

Enjoy all that Spiaggia Di Positano Marina Grande has to offer. This is an increasingly popular beach you should not miss. Another must-see is Amalfi Coast, a famous coast in Sorrento.

When you’re ready for the next sight, head to Villa Cimbrone Gardens. From there, take a leisurely stroll to Villa Rufolo, another of the village’s well-known attractions.

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

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 Sorrento.

Have a fantastic dining experience at Fuoro51, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Hotel Bellevue Syrene offers an enticing alternative with its varied menu. Additionally, Hotel Villa Fiorita is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Sorrento.

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.

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

Mount Vesuvius makes a great addition to your morning plans. This up-and-coming volcano is an awe-inspiring place to see in Sorrento. Continue your discovery at Archaeological Park Of Herculaneum, a breathtaking archeological site with stories to tell.

As you stroll around Sorrento, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Monastero Di San Paolo. This beloved monastery offers a visually striking encounter with Sorrento. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Sorrento.

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

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 Sorrento, explore the town like a local by trying out the best restaurants in the area.

Treat yourself to a delicious dinner at Fauno Bar, an excellent option for tonight's dining. Looking for something different? L'Antica Trattoria offers a tantalizing alternative with its diverse menu. And don’t miss Hotel Continental. Known for great service, it’s a fantastic choice for tonight in Sorrento.

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.

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 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!

No visit to Rome is complete without Castel Sant'angelo. This extraordinary castle is one of the top attractions in the city. Proceed to Piazza Navona, 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 Campo De' Fiori. This spectacular public square is a traveler-favorite. Not far away, you’ll find Largo Di Torre Argentina, another key site on your sightseeing itinerary. Pantheon is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Trevi Fountain and uncover why it's recognized as one of the city's most iconic attractions.

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!

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.

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.

To truly maximize your evening out, consider visiting Sant' Eustachio Caffè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Yellowsquare Rome, another bar with an inviting ambiance. Similarly, Caffè Portofino also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

One of the most iconic spots you can visit today is Trastevere. Allow yourself some time to explore this neighborhood and discover its unique quirks. You'll also find many of the best sightseeing spots nearby.

Your adventure in Rome is only getting started when you visit Vatican Museums, a world-famous local hot spot. Another notable attraction to explore is Sistine Chapel.

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 St. Peter's Basilica. Piazza Di Spagna is also worth visiting, along with Spanish Steps. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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

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 lovely meal at Hotel de Russie, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, La Taverna Italiana is another top choice with a popular menu. You could also check for a table at The Parrot Bar. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Rome tonight.

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.

Continue the enjoyment post-dinner at The Apartment Bar Roma, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Hotel Hassler Roma offers a vibrant space for indulging in well-crafted drinks and engaging conversation.

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

Day 9 of your relaxed road trip across Italy offers a day of exciting discoveries. You’ll start your day in Orvieto and drive in the direction of Florence for some laid-back sightseeing. You’ll end your day in Florence, where you’ll stay for 4 nights.

Orvieto Cathedral is must-visit church and a great option for a daytime tour of the area. Continue your journey to Piazzale Michelangelo, a widely recognized observation deck, located just a leisurely stroll away. Next, head to Tower Of San Niccolò, a visually striking monument, also available for your discovery today.

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.

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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, another top-rated place in the area.

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

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

Awaiting your discovery is the globally renowned Ponte Vecchio, an enchanting historical landmark in Florence. Next, go to Uffizi Gallery.

After visiting Ponte Vecchio and Uffizi Gallery, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Bargello National Museum. This history-steeped museum offers a unique experience. Palazzo Vecchio is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Piazza Della Signoria, one of the most history-steeped places to visit in Florence. If you still have some time left for sightseeing, we also recommend stopping by Cathedral Of Santa Maria Del Fiore.

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.

Savor the flavors at Ditta Artigianale, a top pick for dinner tonight. Alternatively, Trattoria Da Burde beckons with its unique menu offerings. Also, consider Casa Toscana. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar 50 Rosso, known for its inviting atmosphere. Bitter Bar is another great option if you’re looking for a place to get the night started. Similarly, Archea Brewery provides a great setting to enjoy the night away.

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

On day 11 of your relaxed road trip in Italy, you’ll start your self-paced adventure in Florence and visit amazing attractions in Siena and San Gimignano, just outside the city. You still have 2 nights left in Florence, so today is another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

Start your day at Tower Of Mangia. This historic monument is an intriguing place to see in Florence. Then, wander over to Piazza Del Campo. If romantic sites excite you, this public square will be right up your alley. Nearby, you’ll also find Siena Cathedral. This visually striking church is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Porta San Giovanni is an often recommended spot in the city that will captivate you with its unique charm.

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

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.

Enjoy a lovely dining experience at Ristorante Buca Mario, 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 Agricola Toscana, 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 Eataly Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

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

Unwind after your meal by stepping into Gosh*. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Quelo Bar, another top-rated bar in the area.

Free your mind of worries as you enjoy the taste of freedom on your laid-back road trip adventure across 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 beloved Basilica Of San Lorenzo. After exploring the church, head to Galleria Dell'accademia. This notable art gallery is a highlight in Florence. Lastly, don’t forget to check out the often recommended Villa Calcinaia - Conti Capponi. Enjoy exploring this incredible winery at your own pace.

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

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.

Treat yourself to a delightful dinner at Tijuana, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Djària - American Bar? It's another excellent option with a diverse menu. Consider reserving a table at The Florence Irish Pub as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight 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.

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

On day 13 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.

To truly experience Florence, make sure to drop by Porta Al Prato. This up-and-coming monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Az. Agr. Crociani Susanna Crociani, one of the town’s best highlights.

Next, check out Fortezza Medicea, one of the most locally appreciated places to see in Florence. This castle is a favorite among locals and travelers alike.

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 delicious meal at Opera Restaurant, a highly-rated dining destination in Naples. If you're eager to try something different, consider Trattoria San Ferdinando, another top spot with a tantalizing menu. You might also want to secure a reservation at Anonymous Trattoria Gourmet. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Naples 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.

Continue the enjoyment post-dinner at Gran Caffè Cimmino, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Flanagan's Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Napoli. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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