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

Day 2 of your relaxed road trip through Italy means 24 hours of making the best memories in Naples. You’ll go sightseeing at famous attractions in Naples. 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 Naples!

Today’s route brings family-friendly attractions, breathtaking views, and photo-friendly 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 history-steeped 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 notable cave system offers an eye-catching 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.

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 Naples to find the best options for you!

Indulge in a shopping spree at Naples's top shopping destination, Vomero! Enjoy the freedom to explore at your own pace, browsing unique boutique shops and discovering local treasures. Keep an eye out for artisan crafts, perfect for bringing a touch of Italy into your home. Beyond shopping, Vomero has plenty to offer, including cafes, essential services, seasonal events, and unique attractions for all ages.

Exploring new places makes you hungry. Luckily, Naples has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

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.

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

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 relaxed road trip across Italy promises an exciting agenda full of discovery. You’ll start your day in the town of Pompei and drive in the direction of the village of Alberi for some laid-back sightseeing. You’ll end your day in the town of Sorrento, where you’ll stay for 3 nights.

Naples is brimming with adventures. Today’s wonderful stops include an archeological site, an observation deck, and a museum. Begin your sightseeing adventure at the popular Archaeological Park Of Pompeii and allow yourself time to explore. Just a short distance away you'll find your next stop, Belvedere Sorrento, an enchanting observation deck that draws visitors from far and near.

Continue your journey to Museo Correale Di Terranova, one of the town’s most beloved spots that you shouldn’t miss.

Continue your laid-back road trip exploration of the best attractions in Italy at Sorrento. Select from top hotels and accommodations in the town to recharge and rejuvenate.

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.

Treat yourself to a wonderful meal at Frankie's Pizza Bar Sorrento Brunch & Vegan, a top-rated dining spot in Sorrento. If you're in the mood for something new, try Bougainvillea, another premier location with a delectable menu. You might also want to book a table at Banana Split. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening 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.

To truly maximize your evening out, consider visiting Leone Rosso Café after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Hotel Antiche Mura Sorrento, another bar with an inviting ambiance.

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

On day 4 of your relaxed road trip, you’ll start your self-paced adventure in Sorrento and visit amazing attractions in Positano, Amalfi, Castiglione, and Ravello destinations, just outside of the town. You still have 2 nights 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.

Prepare for a day full of fun adventures, romantic experiences, and natural wonders. When you’re ready, kick off your sightseeing adventure at Spiaggia Di Positano Marina Grande. This intriguing beach is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Amalfi Coast, one of the village’s best highlights.

Next, check out Villa Cimbrone Gardens, one of the most curiosity-inducing places to see in Sorrento. This botanical garden is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Villa Rufolo. Wander around and soak in the enchanting atmosphere this historical landmark offers.

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

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 wonderful meal at Fuoro51, a top-rated dining spot in Sorrento. If you're in the mood for something new, try Hotel Bellevue Syrene, another premier location with a delectable menu. You might also want to book a table at Hotel Villa Fiorita. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Sorrento.

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

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

Your laid-back and relaxed road trip in Italy continues on day 5, 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 1 night left in Sorrento, you’ll have enough time to eat and unwind at popular restaurants and bars in the town.

Get ready to discover some of the most iconic wonders in Sorrento, including a volcano, an archeological site, and a monastery. Start your day at Mount Vesuvius. This instagrammable volcano is an underrated place to see in Sorrento. Then, wander over to Archaeological Park Of Herculaneum. If awe-inspiring sites excite you, this archeological site will be right up your alley. Nearby, you’ll also find Monastero Di San Paolo. This visually striking monastery is a favorite among visitors.

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

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.

Don’t miss out on dining at Fauno Bar, a top-rated dining destination in Sorrento. If you're in the mood to try something new, consider L'Antica Trattoria, another top spot with a mouthwatering menu. You might also want to secure a reservation at Hotel Continental. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Sorrento this evening.

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

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

Day 7 introduces you to many popular attractions and activities in Rome, further proving that leisurely self-drive tours in Italy are extraordinary.

Savor the day by visiting some of the best places to see in Rome, including a castle, a public square, an archeological site, a monument and much more! Start your adventure at Castel Sant'angelo. This widely recognized castle is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Navona located in Rome for another exciting encounter.

Next, immerse yourself in the setting of Campo De' Fiori. Its historic features will captivate you. After the public square, continue your tour of the city with a visit to Largo Di Torre Argentina. Visitors usually appreciate the heritage-rich features of this archeological site. Next up is Pantheon, a highly recommended monument. For a change of pace, head to Trevi Fountain. As one of the most wondrous attractions in Rome, this monument is the perfect place to end your self-guided sightseeing tour.

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.

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.

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

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

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.

Soak in the unique atmosphere of Rome 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 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.

At the top of the list of things to do today is to explore Trastevere, a neighborhood that captures the true essence of Vatican City. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

Discover a day packed with fun adventures, romantic experiences, and scenic views in Rome. Begin your sightseeing with Vatican Museums. This wondrous art museum is one of the top attractions in the city. Proceed to Sistine Chapel, 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 St. Peter's Basilica. This globally renowned major basilica is a traveler-favorite. Not far away, you’ll find Piazza Di Spagna, another key site on your sightseeing itinerary. Spanish Steps is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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

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.

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.

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.

Keep the evening going at The Apartment Bar Roma, a great choice for enjoying the after-dinner hours with a drink. You could also go to Hotel Hassler Roma, which offers a similarly pleasant setting and great drinks.

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

Day 9 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!

Today’s itinerary in Rome covers several incredible sights, including a church, an observation deck, and a monument. Start your adventure at Orvieto Cathedral. This interesting church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the romantic wonders of Piazzale Michelangelo, a must-see observation deck in the 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 Tower Of San Niccolò. This increasingly popular monument offers an enriching experience. For a change of pace, head to Basilica Of Santa Croce In Florence, where you can take in heritage-rich features. These sights offer a fulfilling end to a perfect day.

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.

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.

Make sure to reserve a table at Ristorante Oliviero 1962, 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 Di Poneta Novoli, 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 Caffe San Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

Continue your evening by exploring the vibrant nightlife scene at Manifattura, a prime destination for a thrilling night out. Also, don’t forget to check out Se·sto On Arno Rooftop Bar, a bar that offers unique local touches. Likewise, Il Vinile provides an excellent alternative for a fun evening.

Look back at an amazing day filled with adventure in Italy. And don’t forget to get some rest so you can continue your relaxed holiday in Italy tomorrow with new energy.

On day 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!

Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await! Ponte Vecchio is the perfect place to start. This historical landmark is one of the most world-famous places to visit in Florence. Next, head to Uffizi Gallery, a spectacular art gallery, known for its instagrammable 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 Bargello National Museum. This eye-catching museum is a highly recommended experience. Nearby, you'll also find Palazzo Vecchio and Piazza Della Signoria. Visit these for an interesting touch to your journey. Finish the day with a visit to Cathedral Of Santa Maria Del Fiore, a grand church in Florence.

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 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 meal at Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

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

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar 50 Rosso stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bitter Bar offers an ideal atmosphere to enjoy the pleasures of the night. Archea Brewery is also a great option that provides a perfect setting for a relaxing evening.

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

On day 11 of your relaxed road trip, you’ll start your self-paced adventure in Florence and visit amazing attractions in Siena and San Gimignano destinations, just outside of the city. You still have 2 nights 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.

Today’s agenda in Florence includes a monument, a public square, and a church. Tower Of Mangia is must-visit monument and a great starting point for the day. Next, continue your journey to Piazza Del Campo, an extraordinary public square, located just a leisurely stroll away. Next, head to Siena Cathedral, an enchanting church, also available for your discovery today.

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 delicious meal 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.

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

Explore the vibrant nightlife at Gosh* after your meal, a hub for lively evenings and memorable moments. Or, head to Antico Caffè Del Moro - Art Bar Firenze for a great selection of flavorful drinks and a charming setting. Furthermore, Quelo Bar is perfect for those looking to extend their night with a touch of local flavor.

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

Your laid-back and relaxed road trip in Italy continues on day 12, 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 1 night 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! Basilica Di Santa Maria Novella, Firenze (fi) is the perfect place to start. This church is one of the most interesting places to visit in Florence. Next, head to Medici Chapels, a beloved museum, known for its noteworthy 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 Basilica Of San Lorenzo. This culturally significant church is a highly recommended experience. Nearby, you'll also find Galleria Dell'accademia and David. Visit these for an interesting touch to your journey. Finish the day with a visit to Villa Calcinaia - Conti Capponi, a romantic winery in Florence.

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

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 delicious dinner at Tijuana, an excellent option for tonight's dining. Looking for something different? Djària - American Bar offers a tantalizing alternative with its diverse menu. And don’t miss The Florence Irish Pub. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

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.

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 13 of your leisurely self-drive tour in Italy is another opportunity for an in-depth travel experience in the country. You’ll stay in Naples for 1 night.

Set out on a day brimming with fun adventures, picturesque spots, and historic treasures. Start at the beloved Porta Al Prato, a standout monument in Florence. Next, go to Az. Agr. Crociani Susanna Crociani.

After visiting Porta Al Prato and Az. Agr. Crociani Susanna Crociani, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Fortezza Medicea. This instagrammable castle offers a unique experience.

When you’re not exploring beautiful places, you’ll have a relaxed time at Naples. Here, you can choose from the best selection of hotels and places to stay as you get to know more about this spectacular city.

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.

Make sure to reserve a table at Opera Restaurant, 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 Trattoria San Ferdinando, 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 Anonymous Trattoria Gourmet, a hidden gem nestled in Naples. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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!