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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Escape the ordinary with this exciting 5-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!

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.

Find your way to your hotel in Naples. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Happening Cocktail Bar, a well-loved spot among locals and tourists. Or, head to Shanti Art Musik Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Gran Caffè Gambrinus, another top-rated place in the area.

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

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Day 2

Day 2

  • Naples
  • Sorrento
  • More

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.

Today's adventure in Naples promises more breathtaking discoveries and enriching experiences! Begin at Archaeological Park Of Pompeii. This UNESCO world heritage-designated archeological site is a highlight of any visit in the town. Then, enjoy Amphitheatre Of Pompeii, another UNESCO world heritage-designated attraction that never fails to captivate visitors. Next, head over to Spiaggia Di Positano Marina Grande, one of the town’s most intriguing attractions, known for its eye-catching features.

If you’re looking for more, spend time soaking in the atmosphere of Belvedere Sorrento. This visually striking observation deck is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Cathedral Of Saints Philip And James, an up-and-coming church, and take a stroll around the area.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Sorrento. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Treat yourself to a delightful dinner at Frankie's Pizza Bar Sorrento Brunch & Vegan, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Bougainvillea? It's another excellent option with a diverse menu. Consider reserving a table at Banana Split as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Sorrento.

Let the evening flow smoothly from dinner to drinks at Leone Rosso Café, a top-rated bar in the area. For other recommendations, Hotel Antiche Mura Sorrento provides a perfect setting for rounding out your night with style and great drinks.

As the sun sets on another day of adventure, rest up and recharge for the next leg 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

Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 3 stops and experience some of the highlights of Montepulciano, Siena, and Florence. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 1 night.

Sorrento is brimming with adventures. Today’s wonderful stops include a monument, a church, and a historical landmark. Begin your sightseeing adventure at the beloved Porta Al Prato and allow yourself time to explore. Just a short distance away you'll find your next stop, Porta Camollia, Siena, a breathtaking monument that draws visitors from far and near.

Continue your journey to Cathedral Of Santa Maria Del Fiore, one of the town’s most top-rated spots that you shouldn’t miss. Another great site to visit is the wondrous Ponte Vecchio.

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

As you explore more of Florence, 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.

Enjoy a lovely meal at Ristorante Oliviero 1962, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Di Poneta Novoli is another top choice with a popular menu. You could also check for a table at Caffe San Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

Continue your evening by exploring the vibrant nightlife scene at Manifattura, a prime destination for a thrilling night out. Also, don’t forget to check out Se·sto On Arno Rooftop Bar, a bar that offers unique local touches. Likewise, Il Vinile provides an excellent alternative for a fun evening.

Savor another day of unforgettable experiences in Italy!

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Day 4

Day 4

  • Florence
  • Naples
  • More

Drive 641 km, 7 hours 31 min

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

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Pisa and Siena. When you’re not sightseeing, take time to relax at your selected hotel in Naples, where you’ll be staying for 1 night.

Prepare for a day full of fun adventures, scenic views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Leaning Tower Of Pisa. This world-famous monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Fontebranda, one of the city’s best highlights.

Next, check out Piazza Del Campo, one of the most spectacular places to see in Florence. This public square is a favorite among locals and travelers alike.

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.

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 delicious dinner at Antica Pizzeria Di Matteo, an excellent option for tonight's dining. Looking for something different? Mercure Napoli Centro Angioino offers a tantalizing alternative with its diverse menu. And don’t miss La Lazzara Trattoria e Pizzeria. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Naples.

Round off your dining experience by visiting Archivio Storico - Cocktail Bar & Wonderfood, a prime location for a drink. Alternatively, explore the distinctive characteristics of Archeobar, a bar catering to every mood and preference. Babette Pub likewise offers a unique atmosphere, perfect for a memorable night out.

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

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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 popular 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 Via Toledo. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy.

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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