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!

Get ready for an exciting day in Naples. Today’s sightseeing agenda includes a castle, a museum, a cave system, a street and much more! Begin your adventure at Castel Nuovo. This is a well-known castle you should not miss. Another must-see is Naples National Archaeological Museum, a captivating museum in Naples.

When you’re ready for the next sight, head to Napoli Sotterranea Percorso Ufficiale. From there, take a leisurely stroll to Spaccanapoli, another of the city’s increasingly popular attractions.

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.

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.

Enjoy a delicious meal at Antica Pizzeria Di Matteo, a highly-rated dining destination in Naples. If you're eager to try something different, consider Mercure Napoli Centro Angioino, another top spot with a tantalizing menu. You might also want to secure a reservation at La Lazzara Trattoria e Pizzeria. 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 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.

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

Day 3 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 Pompei. By the end of the day, you’ll drive in the direction of the town of Sorrento, where you’ll stay at a top-rated hotel of your choice for 3 nights.

Immerse yourself in Naples’s rich culture with today's sightseeing itinerary. Start your journey at Archaeological Park Of Pompeii. This breathtaking archeological site is sure to ignite your curiosity. Next, dive into the romantic features of Belvedere Sorrento, a must-visit observation deck 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 Museo Correale Di Terranova, an intriguing museum.

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

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 Frankie's Pizza Bar Sorrento Brunch & Vegan, 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 Bougainvillea, 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 Banana Split. It’s yet another ideal choice to enhance your time in Sorrento 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 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.

Raise your glass and relax after another big day of your leisurely paced road trip 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.

Start your adventure at Spiaggia Di Positano Marina Grande. This curiosity-inducing beach is a place that is appreciated by travelers and locals alike.

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 Villa Cimbrone Gardens. This intriguing botanical garden offers an enriching experience. For a change of pace, head to Villa Rufolo, where you can take in enchanting features. These sights offer a fulfilling end to a perfect day.

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

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

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.

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 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.

Today’s route brings family-friendly attractions, natural wonders, and breathtaking views. The first attraction of today is Mount Vesuvius. This beloved volcano is a majestic place to see in Sorrento. Continue your discovery at Archaeological Park Of Herculaneum, a historic 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 locally appreciated monastery offers a romantic 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.

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.

Enjoy a delicious meal 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.

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

Raise your glass and relax after another big day of your leisurely paced road trip 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.

Rome is brimming with adventures. Today’s wonderful stops include a castle, a public square, an archeological site, a monument and much more! Begin your sightseeing adventure at the impressive Castel Sant'angelo and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza Navona, a visually striking public square that draws visitors from far and near.

Continue your journey to Campo De' Fiori, one of the city’s most top-rated spots that you shouldn’t miss. Another great site to visit is the locally renowned Largo Di Torre Argentina. When you're finished at the archeological site, Pantheon awaits your visit. This monument is a culturally significant highlight on today's itinerary. Last up is a monument - the timeless Trevi Fountain.

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Treat yourself to a wonderful meal at RomAntica, a top-rated dining spot in Rome. If you're in the mood for something new, try Coso Ristorante, another premier location with a delectable menu. You might also want to book a table at DEROMA - Farine Romane. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.

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.

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

Trastevere is a neighborhood that stands out as one of the must-see places in Vatican City. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away.

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most world-famous attractions included on the itinerary is Vatican Museums.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the timeless St. Peter's Basilica. After exploring the major basilica, head to Piazza Di Spagna. This world-famous public square is a highlight in Rome. As your day continues, stop by Spanish Steps, known for its visually striking features.

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

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Enjoy a lovely dining experience at Hotel de Russie, a popular restaurant in Rome. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rome at La Taverna Italiana, 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 The Parrot Bar. It’s yet another ideal choice to enhance your time in Rome 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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, The Apartment Bar Roma stands out as an excellent choice for a post-dinner cocktail. Alternatively, Hotel Hassler Roma offers an ideal atmosphere to enjoy the pleasures of the night.

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

Day 9 of your self-drive tour in Italy is your opportunity to see and experience the diversity of the country. You’ll stay in Florence for 4 nights. Along the route of your relaxed road trip, you can get a glimpse of the locals’ way of life and visit some of the most amazing locations in Italy.

A blend of fun adventures, romantic experiences, and scenic views await you in Rome on today’s itinerary. First up is the captivating church, Orvieto Cathedral. Afterward, continue to Piazzale Michelangelo, an observation deck every traveler should visit.

As you explore Rome’s charming streets, take in the lively atmosphere and get to know the character of the town. Next, make your way to Tower Of San Niccolò. This increasingly popular monument is an essential stop. Following that, head to Basilica Of Santa Croce In Florence, another must-visit site that will enhance your experience.

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.

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

Treat yourself to a delicious dinner at Ristorante Oliviero 1962, an excellent option for tonight's dining. Looking for something different? Di Poneta Novoli offers a tantalizing alternative with its diverse menu. And don’t miss Caffe San Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight 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.

Continue your lively evening at Manifattura, a perfect place for winding down or revving up the night, depending on which mood you’re in. Se·sto On Arno Rooftop Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Il Vinile ensures a night out tailored to your taste.

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

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Ponte Vecchio. This culturally significant historical landmark is sure to ignite your curiosity. Next, dive into the instagrammable features of Uffizi Gallery, a must-visit art gallery 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 Bargello National Museum, an often recommended museum. For a change of scene, check out Palazzo Vecchio, known for its history-steeped features. We also recommend visiting Piazza Della Signoria. This public square is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Cathedral Of Santa Maria Del Fiore, yet another famous attraction in Florence.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Florence offers a wide selection of experiences for every traveler.

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 Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

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

Extend your evening after a delightful meal by visiting Bar 50 Rosso, which offers the perfect atmosphere for a night out. Moreover, Bitter Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Raise your glass in celebration of your freedom and relaxed road trip adventure 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.

Florence is home to plenty of attractions that offer family-friendly attractions, breathtaking views, and photo-friendly spots! Start at Tower Of Mangia, an up-and-coming monument that is worthwhile a visit in the city. Nearby, you’ll find Piazza Del Campo, enchanting visitors with its UNESCO world heritage-listed appeal. Continue your exploration at Siena Cathedral. This church is one of the city’s most captivating spots.

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

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 wonderful meal at Ristorante Buca Mario, a top-rated dining spot in Florence. If you're in the mood for something new, try Agricola Toscana, another premier location with a delectable menu. You might also want to book a table at Eataly 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.

Keep the evening going at Gosh*, a great choice for enjoying the after-dinner hours with a drink. You could also go to Antico Caffè Del Moro - Art Bar Firenze, which offers a similarly pleasant setting and great drinks. Another option is Quelo Bar, which provides an inviting environment for unwinding after a busy day out.

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

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.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Basilica Di Santa Maria Novella, Firenze (fi). This history-steeped church is a highlight of any visit in the city. Then, enjoy Medici Chapels, another noteworthy attraction that never fails to captivate visitors. Next, head over to Basilica Of San Lorenzo, one of the city’s most curiosity-inducing attractions, known for its respected features.

If you’re looking for more, spend time soaking in the atmosphere of Galleria Dell'accademia. This instagrammable art gallery is frequented by locals and tourists alike. To complete your memorable day, make sure to visit David, a popular statue, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Villa Calcinaia - Conti Capponi before you head back to your hotel.

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.

Have a fantastic dining experience at Tijuana, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Djària - American Bar offers an enticing alternative with its varied menu. Additionally, The Florence Irish Pub is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

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

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

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.

Prepare for a day full of family-friendly attractions, photo-friendly spots, and historic treasures. When you’re ready, kick off your sightseeing adventure at Porta Al Prato. This underrated 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 increasingly popular places to see in Florence. This castle is a favorite among locals and travelers alike.

Continue your laid-back road trip exploration of the best attractions in Italy at Naples. Select from top hotels and accommodations in the city 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 Naples.

Treat yourself to a delightful dinner at Opera Restaurant, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria San Ferdinando? It's another excellent option with a diverse menu. Consider reserving a table at Anonymous Trattoria Gourmet as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Naples.

If you feel like it, head out to a bar to celebrate another fantastic day in Naples and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

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

Soak in the unique atmosphere of Naples 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!