9-Day Italy Self-Drive Road Trip With Itinerary from Ancona to Florence, Rome, and Naples

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Experience the freedom of the open road in Italy as you embark on an unforgettable 9-day road trip! This experience caters to every traveler, featuring destinations like Ancona, Florence, Pisa, Siena, San Gimignano, Rome, Naples, Pompei, Ravello, and Amalfi.

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 Ancona, 3 nights in Florence, 2 nights in Rome, and 1 night in Naples. 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 Ancona, 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. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Pantheon, learn more about the unique Piazza Navona, and immerse yourself in the vibrant atmosphere of St. Peter's Basilica.

As you hit the open road and drive through Ancona, Florence, Pisa, Siena, San Gimignano, Rome, Naples, Pompei, Ravello, and Amalfi, 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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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Piazza del Plebiscito
Basilica of Santa Croce in FlorenceUffizi GalleryPonte VecchioCathedral of Santa Maria del Fiorepiazza della Signoria
Knights' SquareLeaning Tower of PisaAngelo CadutoPisa CathedralCampo santoPiazza del Duomo, Pisa
Pubblico PalaceTower of Mangiapiazza del CampoSiena CathedralPorta San GiovanniPiazza del Duomo, San Gimignano
ColosseumRoman ForumTrevi FountainPantheonPiazza Navona
Vatican MuseumsSt Peter's BasilicaSistine ChapelCastel Sant'AngeloPiazza di SpagnaSpanish Steps

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Day 1

Day 1

  • Ancona - 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 Ancona and pick up your car. You’ll stay in Ancona 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.

Ancona 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.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Ancona. Make yourself at home and enjoy some downtime before heading out again.

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 Ancona, it's often a good idea to reserve a table in advance.

Make sure to reserve a table at Playa Solero, an iconic dining spot in Ancona. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Zucchero a Velò, a popular restaurant in Ancona. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Il Giardino, a hidden gem nestled in Ancona. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Continue the enjoyment post-dinner at Posa Bar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bar Four Roses offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Amarillo Beer Bar Ancona. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Raise a toast to the start of your 9-day road trip in Italy!

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Day 2

Day 2

  • Ancona
  • Florence
  • More

Drive 278 km, 3 hours 49 min

  • Basilica of Santa Croce in Florence
  • Uffizi Gallery
  • Ponte Vecchio
  • Cathedral of Santa Maria del Fiore
  • piazza della Signoria
  • More

Dive into day 2 of your remarkable road trip in Italy. Today you will explore Florence, 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 Florence. You’ll stay here for 3 nights.

Prepare for a day full of fun adventures, photo-friendly spots, and historic treasures. When you’re ready, kick off your sightseeing adventure at Basilica Of Santa Croce In Florence. This captivating church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Uffizi Gallery, one of the city’s best highlights.

Next, check out Ponte Vecchio, one of the most globally renowned places to see in Ancona. This historical landmark is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Cathedral Of Santa Maria Del Fiore. Wander around and soak in the visually striking atmosphere this church offers. Then, head to Piazza Della Signoria, a top-rated public square that adds another dimension to your day.

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

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.

Make sure to reserve a table at Ristorante Oliviero 1962, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Di Poneta Novoli, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Caffe San Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, another top-rated place in the area.

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

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Day 3

Day 3

  • Florence
  • More

Drive 197 km, 2 hours 59 min

  • Knights' Square
  • Leaning Tower of Pisa
  • Angelo Caduto
  • Pisa Cathedral
  • Campo santo
  • Piazza del Duomo, Pisa
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Greet day 3 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence for your remaining 2 nights in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Pisa.

Today’s well-planned self-sightseeing route offers several fun adventures, breathtaking views, and photo-friendly spots. Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Knights' Square is the first of them. Spend some time admiring this breathtaking public square before continuing your journey. Leaning Tower Of Pisa is your next stop. This wondrous monument is one of the best-rated sights in Florence.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Angelo Caduto. To round off your sightseeing experience, visit Pisa Cathedral and Campo Santo. If time allows, end your day with Piazza Del Duomo, Pisa, a picture-perfect public square that offers a memorable conclusion to your exploration.

When you’re done exploring for the day, you’ll return to Florence and your accommodation.

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

Treat yourself to a delightful dinner at Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

Continue the enjoyment post-dinner at Bar 50 Rosso, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bitter Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Archea Brewery. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Raise your glass to another unforgettable day in Italy!

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Day 4

Day 4

  • Florence
  • More

Drive 181 km, 3 hours 18 min

  • Pubblico Palace
  • Tower of Mangia
  • piazza del Campo
  • Siena Cathedral
  • Porta San Giovanni
  • Piazza del Duomo, San Gimignano
  • More

Wake up to day 4 of your extraordinary road trip in Italy. With 1 night left in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Brace yourself for today’s incredible lineup of attractions in Florence, featuring family-friendly attractions, breathtaking views, and picturesque spots. Start at Pubblico Palace, a curiosity-inducing palace in the city. Then, head to Tower Of Mangia and soak in the ambiance of this culturally significant monument.

There are many interesting places to see in Florence, and when you are ready for more, go to Piazza Del Campo. This is one of the city’s most impressive respected spots of interest. After exploring the public square, visit the captivating Siena Cathedral. Not far away, you'll also find Porta San Giovanni. This monument is a respected highlight in Florence. Before wrapping up your self-guided sightseeing tour, head to Piazza Del Duomo, a frequently visited public square in the city.

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

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.

Treat yourself to a delicious dinner at Ristorante Buca Mario, an excellent option for tonight's dining. Looking for something different? Agricola Toscana offers a tantalizing alternative with its diverse menu. And don’t miss Eataly Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Keep the evening going at Gosh*, a great choice for enjoying the after-dinner hours with a drink. You could also go to Antico Caffè Del Moro - Art Bar Firenze, which offers a similarly pleasant setting and great drinks. Another option is Quelo Bar, which provides an inviting environment for unwinding after a busy day out.

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

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Day 5

Day 5

  • Florence
  • Rome
  • More

Drive 279 km, 4 hours 3 min

  • Colosseum
  • Roman Forum
  • Trevi Fountain
  • Pantheon
  • Piazza Navona
  • More

Embark on another extraordinary experience on day 5 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Rome. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rome, which will be your home away from home for 2 nights.

Florence is brimming with adventures. Today’s wonderful stops include an archeological site, a monument, and a public square. Begin your sightseeing adventure at the world-famous Colosseum and allow yourself time to explore. Just a short distance away you'll find your next stop, Roman Forum, a culturally significant archeological site that draws visitors from far and near.

Continue your journey to Trevi Fountain, one of the city’s most world-famous spots that you shouldn’t miss. Another great site to visit is the globally renowned Pantheon. When you're finished at the monument, Piazza Navona awaits your visit. This public square is a noteworthy highlight on today's itinerary.

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

As you explore more of Rome, 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.

Don’t miss out on dining at La Bottega Roma, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Pasta In Corso, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria Vecchia Roma. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

After savoring a delicious meal, step into the vibrant nightlife at La Botticella Of Poggi Giovanni, where the evening is just getting started. In the same way, Almalu Trastevere offers a unique charm perfect for experiencing the local bar scene in Rome. Bar Viminale Di Pepi Maurilio is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Savor another day of unforgettable experiences in Italy!

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Day 6

Day 6

  • Rome
  • More

Drive 17 km, 1 hour 44 min

  • Vatican Museums
  • St Peter's Basilica
  • Sistine Chapel
  • Castel Sant'Angelo
  • Piazza di Spagna
  • Spanish Steps
  • More

On day 6 of your road trip, you’ll start and end your day in Rome, where you'll stay for 1 night more.

Start by visiting Vatican Museums, a prime spot to begin your journey.

We also recommend visiting Castel Sant'angelo, a widely recognized castle. Nearby, you'll also find Piazza Di Spagna, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Spanish Steps and wrap up your day with its symbolic appeal.

When you’re done exploring for the day, you’ll return to Rome and your accommodation.

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

Dine in style at RomAntica, a top recommendation for dinner tonight. Or, for a change of pace, Coso Ristorante boasts a menu that's sure to impress. Also, be sure to check out DEROMA - Farine Romane. Known as a local hotspot, it’s a great choice for tonight in Rome.

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

Get a good night's sleep and look forward to another great day on the road in Italy!

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Day 7

Day 7

  • Rome
  • Naples
  • More

Drive 279 km, 3 hours 42 min

  • Naples National Archaeological Museum
  • piazza del Plebiscito
  • Archaeological Park of Pompeii
  • Basilica
  • More

On day 7 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 Naples and Pompei. In the evening, you’ll end up in Naples, where you will stay for 1 night.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Rome allows for both. Start by heading to Naples National Archaeological Museum. This interesting museum provides an insightful glimpse into the city's identity. Next, discover Piazza Del Plebiscito, a grand public square, promising a delightful encounter.

Continue your sightseeing with a visit to Archaeological Park Of Pompeii, a locally renowned archeological site. When you’re done, don’t forget to make a stop at the intriguing Basilica.

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.

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 meal at L'Oca Nera Irish Pub, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Mimì alla Ferrovia is another top choice with a popular menu. You could also check for a table at Spuzzulè Winebar. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Naples tonight.

Keep the evening going at Happening Cocktail Bar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Shanti Art Musik Bar, which offers a similarly pleasant setting and great drinks. Another option is Gran Caffè Gambrinus, which provides an inviting environment for unwinding after a busy day out.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.

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Day 8

Day 8

  • Naples
  • Ancona
  • More

Drive 534 km, 7 hours 19 min

  • Villa Rufolo
  • Amalfi Coast
  • Saint Andrew's Fountain Amalfi
  • More

On day 8 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Ravello and Amalfi. When you’re not sightseeing, take time to relax at your selected hotel in Ancona, where you’ll be staying for 1 night.

Today’s well-planned self-sightseeing route offers several fun adventures, romantic experiences, and breathtaking views. Whether you decide to explore Naples on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Villa Rufolo is the first of them. Spend some time admiring this symbolic historical landmark before continuing your journey. Amalfi Coast is your next stop. This extraordinary coast is one of the best-rated sights in Naples.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Saint Andrew's Fountain Amalfi. This remarkable monument is a sight to behold.

At the end of the day, you will drive to Ancona, 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 Ancona. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Savor the flavors at Amarcord, a top pick for dinner tonight. Alternatively, Bontà delle Marche beckons with its unique menu offerings. Also, consider Ristorante Pizzeria Da Romano. With its consistent customer satisfaction, it’s an excellent option for dining in Ancona tonight.

Unwind after your meal by stepping into Alla Tazza D'oro. This venue is celebrated for its extensive drink selections and cozy vibes.

Get a good night's sleep and look forward to another great day on the road in Italy!

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Day 9

Day 9

  • Ancona - Departure day
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  • Parco Della Cittadella di Ancona
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Day 9 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Ancona 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, we recommend visiting Parco Della Cittadella Di Ancona, a romantic park before you head out.

Maximize your last day in Italy and go on a shopping spree in Ancona’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.

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

Savor the flavors at Pizzeria Pulcinella, a top pick for dinner tonight. Alternatively, Donegal Irish Pub beckons with its unique menu offerings.

You’ll then say farewell to Ancona. 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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