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

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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.
Aerial view of Sorrento city, amalfi coast, Italy
Morning view of Amalfi cityscape on coast line of mediterranean sea, Italy
People swimming in crystal clear blue waters on a hidden beach. Bird View of a beautiful golf called Regina Giovanna in Sorrento, Italy
View of the sea and the beaches of Sorrento, Italy.
Panoramic view of Sorrento, the Amalfi Coast, Italy
The beaches and the sea of Meta di Sorrento small village near Sorrento in Italy.
Photo of Marina Di Puolo beautiful beach In Sorrento, Italy.
Photo of Colorful view over the beach at Amalfi, Italy.
Photo of beach chairs and umbrella on a breakwater in Sorrento, Italy.
Photo of beautiful beachside in Sorrento Peninsula, the front of the Isle of Capri, Italy.
Photo of Sorrento beautiful beach in Italy with view of the jetties lined with beach huts and sun shades by the sea.
Photo of view from Sorrento, Italy at dusk from a flower draped terrace.
Aerial view of the Cattedrale di Santa Maria del Fiore in Florence, Italy, overlooking the city
Photo of Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, Italy.
Photo of Woman enjoys beautiful view on famous Duomo cathedral in Florence, standing on empty cathedral square during morning time.
Photo of Summer street cafe on Piazza della Repubblica in Florence, Toscana province, Italy.
Photo of Giotto's Campanile - An aerial dusk view of Giotto's Campanile and the historical Old Town of Florence, as seen from the top of Brunelleschi's Dome of the Florence Cathedral. Florence, Tuscany, Italy.
Photo of Ponte Vecchio, old bridge over Arno River, Florence, Tuscany, Italy.
Photo of The Colossus of the Apennines, majestic stone sculpture by Giambologna located in the park of Villa Demidoff in Florence, Italy.
Photo of Fountain of Neptune in Florence in early morning.
Photo of Sunset view of Florence, Ponte Vecchio, Palazzo Vecchio and Florence Duomo, Italy. Architecture and landmark of Florence. Cityscape of Florence.
Vintage carousel and tourists in Piazza della Repubblica (Republic Square) and the arch in honor of the first king of united Italy on background in Florence, Italy.
Photo of Arches of the Vasari Corridor (Corridoio Vasariano) in Florence, Tuscany, Italy. View of the Lungarno degli Archibusieri.
cheerful senior woman cycling with her electric mountain bike above downtown of Florence with stunning view over the old city, Tuscany, Italy
Facade of Palazzo Pitti palace with Gallery of Modern Art large building on Piazza dei Pitti square in historical centre of Florence city, blue sky white clouds, Tuscany, Italy
photo of view of Florence,Italy.
photo of view of Florence,Italy.
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Experience the freedom of the open road in Italy as you embark on an unforgettable 5-day road trip! This experience caters to every traveler, featuring destinations like Naples, Pompei, Positano, Alberi, Sorrento, Montepulciano, Siena, Florence, and Pisa.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 nights in Naples, 1 night in Sorrento, and 1 night in Florence. 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. Ponte Vecchio and Leaning Tower Of Pisa are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Cathedral Of Santa Maria Del Fiore, learn more about the unique Piazza Del Campo, and immerse yourself in the vibrant atmosphere of Piazza Del Plebiscito.

As you hit the open road and drive through Naples, Pompei, Positano, Alberi, Sorrento, Montepulciano, Siena, Florence, and Pisa, 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
Archaeological Park of PompeiiAmphitheatre of PompeiiSpiaggia di Positano Marina GrandeBelvedere SorrentoCathedral of Saints Philip and James
Porta al PratoPorta Camollia, SienaCathedral of Santa Maria del FiorePonte Vecchio
Leaning Tower of PisaFontebrandapiazza del Campo
Ovo Castle

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Day 1

Day 1

  • Naples - Arrival day
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  • piazza del Plebiscito
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Your road trip adventure in Italy begins as soon as you reach Naples and pick up your car. You’ll stay in Naples for 1 night and explore the best things to see and do, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

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.

Savor the flavors at L'Oca Nera Irish Pub, a top pick for dinner tonight. Alternatively, Mimì alla Ferrovia beckons with its unique menu offerings. Also, consider Spuzzulè Winebar. With its consistent customer satisfaction, it’s an excellent option for dining in Naples tonight.

Following your dinner, dive into the local bar culture at Happening Cocktail Bar. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Shanti Art Musik Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Gran Caffè Gambrinus provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

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Day 2

Day 2

  • Naples
  • Sorrento
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Drive 86 km, 2 hours 48 min

  • Archaeological Park of Pompeii
  • Amphitheatre of Pompeii
  • Spiaggia di Positano Marina Grande
  • Belvedere Sorrento
  • Cathedral of Saints Philip and James
  • More

On day 2 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 Pompei, Positano, Alberi, and Sorrento. In the evening, you’ll end up in Sorrento, where you will stay for 1 night.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Naples allows for both. Start by heading to Archaeological Park Of Pompeii. This well-known archeological site provides an insightful glimpse into the town's identity. Next, discover Amphitheatre Of Pompeii, a culturally significant archeological site, promising a delightful encounter.

Continue your sightseeing with a visit to Spiaggia Di Positano Marina Grande, a curiosity-inducing beach. When you’re done, don’t forget to make a stop at the intriguing Belvedere Sorrento. Round off your day at Cathedral Of Saints Philip And James, another gem in Naples with photogenic features to discover.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of 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.

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

Make sure to reserve a table at Frankie's Pizza Bar Sorrento Brunch & Vegan, an iconic dining spot in Sorrento. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Bougainvillea, a popular restaurant in Sorrento. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Banana Split, a hidden gem nestled in Sorrento. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Extend your evening after a delightful meal by visiting Leone Rosso Café, which offers the perfect atmosphere for a night out. Moreover, Hotel Antiche Mura Sorrento is another popular option for a drink or two.

Raise your glass and celebrate another amazing day of your road trip in Italy!

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Day 3

Day 3

  • Sorrento
  • Florence
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Drive 550 km, 7 hours 2 min

  • Porta al Prato
  • Porta Camollia, Siena
  • Cathedral of Santa Maria del Fiore
  • Ponte Vecchio
  • More

Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 3 vibrant destinations - Montepulciano, Siena, and Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 1 night here for some well-deserved relaxation.

Savor the day by visiting some of the best places to see in Sorrento, including a monument, a church, and a historical landmark. Start your adventure at Porta Al Prato. This frequently visited monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Porta Camollia, Siena located in Sorrento for another exciting encounter.

Next, immerse yourself in the setting of Cathedral Of Santa Maria Del Fiore. Its enchanting features will captivate you. After the church, continue your tour of the town with a visit to Ponte Vecchio. Visitors usually appreciate the enchanting features of this historical landmark.

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

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

Treat yourself to a wonderful meal at Ristorante Oliviero 1962, a top-rated dining spot in Florence. If you're in the mood for something new, try Di Poneta Novoli, another premier location with a delectable menu. You might also want to book a table at Caffe San Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

Cap off your dinner by heading to Manifattura, ideal for a leisurely evening with a drink in hand. Se·sto On Arno Rooftop Bar is another bar that offers an enjoyable setting. Similarly, Il Vinile is also a popular place to go on a night out, perfect for relaxing and socializing.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

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Day 4

Day 4

  • Florence
  • Naples
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Drive 641 km, 7 hours 31 min

  • Leaning Tower of Pisa
  • Fontebranda
  • piazza del Campo
  • More

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Pisa and Siena, 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 Naples. You’ll stay here for 1 night.

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a monument, a historical landmark, and a public square. Begin your adventure at Leaning Tower Of Pisa. This is a wondrous monument you should not miss. Another must-see is Fontebranda, an often recommended historical landmark in Florence.

When you’re ready for the next sight, head to Piazza Del Campo.

At the end of the day, you will drive to Naples, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

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

Enjoy a lovely dining experience at Antica Pizzeria Di Matteo, a popular restaurant in Naples. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Naples at Mercure Napoli Centro Angioino, 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 La Lazzara Trattoria e Pizzeria. It’s yet another ideal choice to enhance your time in Naples tonight.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Archivio Storico - Cocktail Bar & Wonderfood, known for its inviting atmosphere. Archeobar is another great option if you’re looking for a place to get the night started. Similarly, Babette Pub provides a great setting to enjoy the night away.

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

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Day 5

Day 5

  • Naples - Departure day
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  • Ovo Castle
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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.

If you're up for some more sightseeing, begin at Ovo Castle. This notable castle is a popular place to see in the city.

Make the most of your final day in Italy by visiting Naples’s iconic markets and shopping establishments in the buzzing Vomero. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy. You can also browse through boutiques for stylish fashion choices. Savor your final moments in Italy at a cozy cafe while relaxing with a cup of coffee or tea.

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

Enjoy a lovely meal at Opera Restaurant, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria San Ferdinando is another top choice with a popular menu.

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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