5-Day Italy Self-Drive Road Trip With Itinerary from Naples to Sorrento and Florence

Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 4 places, which are Pompei, Positano, Alberi, and Sorrento. At the end of the day, you will retreat to the hotel of your choice in Sorrento, where will spend 1 night.

As you explore Pompei’s charming streets, take in the lively atmosphere and get to know the character of the town.

Embrace the thrill of the open road as you wave goodbye to Naples and set your GPS to Pompei. 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 27 min. Upon reaching Pompei, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

One of our top recommendations for your sightseeing is Archaeological Park Of Pompeii. Spend some time admiring the picture-perfect features of the archeological site before you continue to your next stop. Then, head to Amphitheatre Of Pompeii. This well-known archeological site is a traveler-favorite in the town.

Set your GPS to Positano and hit the road. Expect a journey of approximately 1 hour 10 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Positano beckons with new experiences!

Spend your afternoon discovering Spiaggia Di Positano Marina Grande, a frequently visited beach known for its serene features.

When you’re ready to jump back into the car and say goodbye to Positano, you’ll hit the road in the direction of Alberi. This drive usually takes around 32 min.

For a more meaningful self-guided tour of the town's best attractions, visit Belvedere Sorrento, a frequently visited 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.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Sorrento. Sorrento offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

Sorrento is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Sorrento.

Have a fantastic dining experience at Frankie's Pizza Bar Sorrento Brunch & Vegan, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Bougainvillea offers an enticing alternative with its varied menu. Additionally, Banana Split is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Sorrento.

After enjoying a fulfilling meal, continue your evening at Leone Rosso Café, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Hotel Antiche Mura Sorrento offers a welcoming atmosphere for easing into the nightlife.

Relax and recharge in preparation for another adventurous day in Italy!

Your itinerary for day 3 of your road trip in Italy includes 3 stops and features some of the highlights of Montepulciano, Siena, and Florence. At the end of the day, enjoy the comforts of a top-rated hotel in Florence, where you'll spend 1 night.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Montepulciano may take around 4 hours 37 min. Upon your arrival in Montepulciano, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Porta Al Prato is a frequently visited monument we recommend visiting today. Discover its heritage-rich features before continuing your self-guided tour.

After soaking in Montepulciano’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Siena. Expect your car journey to take a minimum of 1 hour 3 min. When you arrive in Siena, it's time to take a break from the road.

When you're ready for some sights, head to Porta Camollia, Siena, an often recommended monument in Siena. Explore its historic features at your own pace before you continue your journey.

When you’ve had your share of Siena, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Florence. Your travel time is around 1 hour 7 min.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Cathedral Of Santa Maria Del Fiore, a spectacular church that everyone visiting Florence should see. Next, head to Ponte Vecchio. This history-steeped historical landmark is one of the most wondrous attractions in the region.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and relax before you head out to tour the city.

After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.

Enjoy a lovely dining experience at Ristorante Oliviero 1962, 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 Di Poneta Novoli, 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 Caffe San Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

Following your dinner, dive into the local bar culture at Manifattura. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Se·sto On Arno Rooftop Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Il Vinile provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Head back to your accommodation in Florence and get some rest to prepare for another magical day of your road trip in Italy.