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

Throughout the day, make sure to take breaks to appreciate the surroundings.

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.

Shop 'til you drop at Naples's premier shopping hotspot, Vomero! Elevate your style by browsing through trendy boutiques and shops, filled with unique finds. Keep an eye out for artisan crafts, perfect as cherished mementos. Vomero also offers more, including cafes, attractions, key services, and exciting local experiences to round out your visit.

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.

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

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

Day 3 of your leisurely self-drive tour in Italy offers another chance for an in-depth travel experience. You’ll stay in Sorrento for 3 nights.

When you’re not exploring beautiful places, you can relax in Sorrento. Here, you can choose from the best hotels and other accommodations as you get to know more about the culture in the town.

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.

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.

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 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.

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.

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

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

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’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.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Italy.

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.

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 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.

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.

Soak in the unique atmosphere of Rome as you commemorate this day of your relaxed road trip 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.

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.

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

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

Day 9 of your relaxed road trip in 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!

After a day of exploration, relax at one of the top hotels or accommodations in Florence. Staying in the city gives you a comfortable, welcoming place to recharge during your laid-back road trip 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.

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

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

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.

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.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Italy.

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

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.

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.

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

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

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.

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.

Toast to another amazing day in 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. By evening, drive toward the Naples, where you’ll stay at a top-rated hotel of your choice for 1 night.

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.

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.

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.

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