5-Day Italy Self-Drive Road Trip With Itinerary from Naples to Positano and surrounding area

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Photo of Morning view of Amalfi cityscape on coast line of mediterranean sea, Italy.
Photo of View of Piazza del Plebiscito, Naples,Italy.
Panoramic view of the ancient city of Pompeii with houses and streets. Pompeii is an ancient Roman city died from the eruption of Mount Vesuvius in the 1st century. Naples, Italy.
Photo of Panorama of Naples, view of the port in the Gulf of Naples and Mount Vesuvius. The province of Campania. Italy.
Photo of Maschio Angioino Castle in Naples during a sunny sunrise.
Photo of Obelisk Guglia of the Immaculate Virgin on Piazza Gesu Nuovo in Naples (Napoli), Italy.
Photo of Boats at Marina Grande embankment in Capri Island in Tyrrhenian sea, Italy.
Photo of Stunning rooftop view of Naples from above during sunset.
Photo of Kilometers-long promenade along cascades at the Palace of Caserta, Italy.
Photo of The neighborhood called Quartieri Spagnoli in Naples, Italy. Street view of old town. Narrow street of Napoli. Bright sunny day. Gulf of Naples, blue sky, sea on background. Cacti on the terrace.
Photo of Sunset in Positano, Amalfi Coast, Salerno - Naples, Italy.
Photo of Ancient ruins of Pompei city (Scavi di Pompei), Naples, Italy.
photo of view of Colorful architecture in Naples city, Italy. Summer cityscape at sunset. Famous travel destination.
photo of view of Panoramic view of Naples city and Gulf of Naples, Italy. Blue sea and the sky with clouds at sunset. Famous travel destination.
View of Positano village on a sunny day along Amalfi Coast in Italy.
View of Positano village on a sunny day along Amalfi Coast in Italy.
Beautiful Positano with hotels on hills leading down to coast, comfortable beaches and azure sea on Amalfi Coast in Campania, Italy. Amalfi coast is popular travel and holyday destination in Europe.
Aerial view of Positano with comfortable beach and blue sea on Amalfi Coast in Campania, Italy. Amalfi coast is popular travel and holyday destination in Europe. Ripe yellow lemons in foreground.
Positano beach, Amalfi coast, Italy
Positano beach, Amalfi coast, Italy
Photo of rock formation with panoramic view at Fornillo Beach in coastal town Positano, Amalfi Coast, Italy.
Photo of Stunning view over Positano beach on Amalfi coast in Italy.
Photo of Positano beautiful beach at sunny day, Amalfi coast of Italy.
Photo of Scenic view of Positano, beautiful Mediterranean village on Amalfi Coast (Costiera Amalfitana) in Campania, Italy.
Photo of Woman standing in water and watching sunset on Marina Grande Beach and colorful buildings of hillside village Positano, Amalfi Coast, Italy.
Photo of Blue Beach Umbrellas on Positano Spiaggia Beach, Amalfi Coast, Italy.
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Explore the best of Italy on a 5-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Naples, Pompei, Ravello, Amalfi, Positano, Sorrento, and Alberi. This road trip itinerary in Italy seamlessly combines exploration with relaxation.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 3 nights in Naples and 1 night in Positano. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.

Upon arriving in Naples, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Amalfi Coast and Piazza Del Plebiscito are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Archaeological Park Of Pompeii, learn more about the unique Ovo Castle, and immerse yourself in the vibrant atmosphere of Naples National Archaeological Museum.

As you hit the open road and drive through Naples, Pompei, Ravello, Amalfi, Positano, Sorrento, and Alberi, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.

Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!

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Driver’s age is 30 - 65
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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
piazza del Plebiscito
Castel Sant'ElmoOvo CastleNaples National Archaeological MuseumChiesa del Gesù NuovoMuseo e Real Bosco di CapodimonteChiaia
Archaeological Park of PompeiiAmphitheatre of PompeiiVilla RufoloVilla Cimbrone GardensAmalfi Coast
Costiera Amalfitana PositanoBasilica Sant'AntoninoVilla Comunale di SorrentoCathedral of Saints Philip and JamesParco di Villa FiorentinoBelvedere Sorrento
Via Toledo

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Day 1

Day 1

  • Naples - Arrival day
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  • piazza del Plebiscito
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Say hello to Naples! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Naples for 2 nights before you continue your adventure!

Naples is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Piazza Del Plebiscito, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

As afternoon approaches, head to your chosen hotel in Naples. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Naples, it's often a good idea to reserve a table in advance.

Dine in style at L'Oca Nera Irish Pub, a top recommendation for dinner tonight. Or, for a change of pace, Mimì alla Ferrovia boasts a menu that's sure to impress. Also, be sure to check out Spuzzulè Winebar. Known as a local hotspot, it’s a great choice for tonight in Naples.

Continue your lively evening at Happening Cocktail Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Shanti Art Musik Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Gran Caffè Gambrinus ensures a night out tailored to your taste.

Raise a toast to the start of your 5-day road trip in Italy!

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Day 2

Day 2

  • Naples
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Drive 25 km, 1 hour 59 min

  • Castel Sant'Elmo
  • Ovo Castle
  • Naples National Archaeological Museum
  • Chiesa del Gesù Nuovo
  • Museo e Real Bosco di Capodimonte
  • Chiaia
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Day 2 of your road trip will take you to the best attractions Naples has to offer. Cherish the 1 night you have left in Naples by discovering the best things there are to see and do in the city.

Chiaia is a fantastic place you can explore today in Naples. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Naples-way-of-life and visit all the nearby sights.

Today's adventure in Naples promises more breathtaking discoveries and enriching experiences! Begin at Castel Sant'elmo. This culturally significant castle is a highlight of any visit in the city. Then, enjoy Ovo Castle, another visually striking attraction that never fails to captivate visitors. Next, head over to Naples National Archaeological Museum, one of the city’s most popular attractions, known for its heritage-rich features.

If you’re looking for more, spend time soaking in the atmosphere of Chiesa Del Gesù Nuovo. This photogenic church is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Museo E Real Bosco Di Capodimonte, a locally renowned museum, and take a stroll around the area.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

Bring home unique finds from Naples's bustling shopping hub, Via dei Mille. Enjoy a leisurely exploration of unique boutiques and high-end stores where locals shop. Don’t forget to browse souvenirs and local specialties that make perfect gifts for your loved ones. Beyond shopping, Via dei Mille offers plenty of options, including primary services, unique landmarks, and community events.

As you explore more of Naples, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Treat yourself to a delightful dinner at Antica Pizzeria Di Matteo, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Mercure Napoli Centro Angioino? It's another excellent option with a diverse menu. Consider reserving a table at La Lazzara Trattoria e Pizzeria as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Naples.

Let the evening flow smoothly from dinner to drinks at Archivio Storico - Cocktail Bar & Wonderfood, a top-rated bar in the area. For other recommendations, Archeobar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Babette Pub offers a memorable night with diverse drink options and excellent service.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 3

Day 3

  • Naples
  • Positano
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Drive 82 km, 2 hours 49 min

  • Archaeological Park of Pompeii
  • Amphitheatre of Pompeii
  • Villa Rufolo
  • Villa Cimbrone Gardens
  • Amalfi Coast
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Dive into day 3 of your remarkable road trip in Italy. Today you will explore Pompei, Ravello, Castiglione, and Amalfi, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Positano. You’ll stay here for 1 night.

Prepare for a day full of family-friendly attractions, scenic views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Archaeological Park Of Pompeii. This popular archeological site is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Amphitheatre Of Pompeii, one of the town’s best highlights.

Next, check out Villa Rufolo, one of the most interesting places to see in Naples. This historical landmark is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Villa Cimbrone Gardens. Wander around and soak in the history-steeped atmosphere this botanical garden offers. Then, head to Amalfi Coast, a top-rated coast that adds another dimension to your day.

When you’re done exploring for the day, you’ll drive to your hotel in Positano. Check in and spend some time relaxing before you head out to tour the village.

Indulge in a memorable dining experience at one of Positano's most popular restaurants, and connect with friendly locals for an authentic adventure.

Treat yourself to a delightful dinner at Terrazza Celè, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Hotel Poseidon? It's another excellent option with a diverse menu. Consider reserving a table at Hotel Villa Gabrisa as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Positano.

Say good night to Positano and look forward to another great day of your road trip in Italy!

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Day 4

Day 4

  • Positano
  • Naples
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Drive 70 km, 2 hours 15 min

  • Costiera Amalfitana Positano
  • Basilica Sant'Antonino
  • Villa Comunale di Sorrento
  • Cathedral of Saints Philip and James
  • Parco di Villa Fiorentino
  • Belvedere Sorrento
  • More

On day 4 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Positano, Sorrento, and Alberi. In the evening, you’ll end up in Naples, where you will stay for 1 night.

Discover a day packed with fun adventures, romantic experiences, and natural wonders in Positano. Begin your sightseeing with Costiera Amalfitana Positano. This curiosity-inducing beach is one of the top attractions in the village. Proceed to Basilica Sant'antonino, another must-visit attraction.

As you wander through the inviting streets of Positano, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Villa Comunale Di Sorrento. This curiosity-inducing park is a traveler-favorite. Not far away, you’ll find Cathedral Of Saints Philip And James, another key site on your sightseeing itinerary. Parco Di Villa Fiorentino is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Belvedere Sorrento and uncover why it's recognized as one of the village's most up-and-coming attractions.

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

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Naples. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Treat yourself to a wonderful meal at Opera Restaurant, a top-rated dining spot in Naples. If you're in the mood for something new, try Trattoria San Ferdinando, another premier location with a delectable menu. You might also want to book a table at Anonymous Trattoria Gourmet. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Naples.

Let the evening flow smoothly from dinner to drinks at Gran Caffè Cimmino, a top-rated bar in the area. For other recommendations, Flanagan's Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Napoli offers a memorable night with diverse drink options and excellent service.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 5

Day 5

  • Naples - Departure day
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  • Via Toledo
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Day 5 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Naples before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

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

Maximize your last day in Italy and go on a shopping spree in Naples’s shopping center, the lively Via dei Mille. Browse for souvenirs to remind you of your wonderful journey in Italy. Discover boutiques with stylish fashion choices to upgrade your wardrobe. You can also explore high-end shops for luxury items.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Naples.

Savor the flavors at Piazza Sannazaro, a top pick for dinner tonight. Alternatively, Osteria Il Gobbetto beckons with its unique menu offerings.

You’ll then say farewell to Naples. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!

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