9-Day Italy Self-Drive Road Trip With Itinerary from Rimini to Florence, San Gimignano, Monterosso al Mare, and Rome

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Explore the best of Italy on a 9-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Rimini, Florence, Siena, San Gimignano, Pisa, Lucca, Monterosso al Mare, Riomaggiore, Manarola, Corniglia, and Rome. 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 2 nights in Rimini, 2 nights in Florence, 1 night in San Gimignano, 2 nights in Monterosso al Mare, and 1 night in Rome. 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 Rimini, 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 Pantheon are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Piazza Navona, learn more about the unique St. Peter's Basilica, and immerse yourself in the vibrant atmosphere of Ponte Vecchio.

As you hit the open road and drive through Rimini, Florence, Siena, San Gimignano, Pisa, Lucca, Monterosso al Mare, Riomaggiore, Manarola, Corniglia, and Rome, 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
Arco di Augusto
Ponte VecchioUffizi GalleryBasilica of Santa Croce in FlorencePalazzo Vecchiopiazza della Signoria
Basilica of Santa Maria NovellaCentral MarketCathedral of Santa Maria del FioreGalleria dell'AccademiaDavidpiazzale Michelangelo
Siena Cathedralpiazza del CampoPorta San GiovanniPiazza del Duomo, San GimignanoTown Hall, Picture Gallery and Great TowerChiesa di Sant'Agostino
Battistero di San GiovanniPiazza del Duomo, PisaPisa CathedralLeaning Tower of PisaWalls of LuccaPorta San Pietro
RiomaggioreCastle of RiomaggiorePresepe di ManarolaManarola Overlook ViewpointCinque Terre National Park

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Day 1

Day 1

  • Rimini - Arrival day
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  • Arco di Augusto
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Your road trip adventure in Italy begins as soon as you reach Rimini and pick up your car. You’ll stay in Rimini 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.

Rimini 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 Arch Of Augustus, 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 Rimini. 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 Rimini, it's often a good idea to reserve a table in advance.

Enjoy a lovely meal at Giusti, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Bar Lento is another top choice with a popular menu. You could also check for a table at Amorimini. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rimini tonight.

To truly maximize your evening out, consider visiting Sunflower Beach Backpacker Hostels & Bar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Caffè Il Borgo, another bar with an inviting ambiance. Similarly, Primo Bacio Città Lounge Bar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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Day 2

Day 2

  • Rimini
  • Florence
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Drive 229 km, 2 hours 53 min

  • Ponte Vecchio
  • Uffizi Gallery
  • Basilica of Santa Croce in Florence
  • Palazzo Vecchio
  • piazza della Signoria
  • 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 Florence. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

Start by visiting Ponte Vecchio, a prime spot to begin your journey. This romantic historical landmark is sure to impress. Next on your list is Uffizi Gallery, another must-visit landmark and extraordinary art gallery renowned for its historic features.

While exploring and sightseeing, take time to savor the culture of Rimini by sampling some local delicacies. When you’re ready for more sightseeing, head to Basilica Of Santa Croce In Florence. This culturally significant church is an essential place to visit for anyone looking for the full Rimini experience. We also recommend visiting Palazzo Vecchio, a well-known palace. Nearby, you'll also find Piazza Della Signoria, ready to add charm to your journey.

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.

Don’t miss out on dining at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to Se·sto On Arno Rooftop Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Il Vinile is perfect for those looking to extend their night with a touch of local flavor.

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 3

Day 3

  • Florence
  • More

Drive 11 km, 1 hour 6 min

  • Basilica of Santa Maria Novella
  • Central Market
  • Cathedral of Santa Maria del Fiore
  • Galleria dell'Accademia
  • David
  • piazzale Michelangelo
  • More

Day 3 of your road trip will take you to the best attractions Florence has to offer. Cherish the 1 night you have left in Florence by discovering the best things there are to see and do in the city.

Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await! Basilica Di Santa Maria Novella, Firenze (fi) is the perfect place to start. This church is one of the most well-known places to visit in Florence. Next, head to Central Market, a locally renowned food market, known for its visually striking features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Cathedral Of Santa Maria Del Fiore. This inviting church is a highly recommended experience. Nearby, you'll also find Galleria Dell'accademia and David. Visit these for an interesting touch to your journey. Finish the day with a visit to Piazzale Michelangelo, a visually striking observation deck in Florence.

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.

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

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.

Let the evening flow smoothly from dinner to drinks at Bar 50 Rosso, a top-rated bar in the area. For other recommendations, Bitter Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Archea Brewery offers a memorable night with diverse drink options and excellent service.

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

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Day 4

Day 4

  • Florence
  • San Gimignano
  • More

Drive 120 km, 2 hours 23 min

  • Siena Cathedral
  • piazza del Campo
  • Porta San Giovanni
  • Piazza del Duomo, San Gimignano
  • Town Hall, Picture Gallery and Great Tower
  • Chiesa di Sant'Agostino
  • More

Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Siena and San Gimignano. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in San Gimignano. You will spend 1 night here for some well-deserved relaxation.

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Siena Cathedral. This visually striking church is sure to ignite your curiosity. Next, dive into the visually striking features of Piazza Del Campo, a must-visit public square in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Porta San Giovanni, an up-and-coming monument. For a change of scene, check out Piazza Del Duomo, known for its enchanting features. We also recommend visiting Palazzo Comunale, Pinacoteca, Torre Grossa. This museum is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Chiesa Di Sant'agostino, yet another often recommended attraction in Florence.

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

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

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

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Day 5

Day 5

  • San Gimignano
  • Monterosso al Mare
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Drive 209 km, 3 hours 25 min

  • Battistero di San Giovanni
  • Piazza del Duomo, Pisa
  • Pisa Cathedral
  • Leaning Tower of Pisa
  • Walls of Lucca
  • Porta San Pietro
  • More

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

Today’s well-planned self-sightseeing route offers several family-friendly attractions, breathtaking views, and picturesque spots. Whether you decide to explore San Gimignano on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Battistero Di San Giovanni is the first of them. Spend some time admiring this majestic church before continuing your journey. Piazza Del Duomo, Pisa is your next stop. This world-famous public square is one of the best-rated sights in San Gimignano.

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 Pisa Cathedral. This stunning church is a sight to behold. To round off your sightseeing experience, visit Leaning Tower Of Pisa and Mura Di Lucca. If time allows, end your day with Porta San Pietro, a picture-perfect monument that offers a memorable conclusion to your exploration.

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

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

Savor the flavors at Pizzeria La Smorfia, a top pick for dinner tonight. Alternatively, La Taverna di Monterosso beckons with its unique menu offerings. Also, consider Hotel Albergo Degli Amici. With its consistent customer satisfaction, it’s an excellent option for dining in Monterosso al Mare tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Enoteca Da Eliseo, a well-loved spot among locals and tourists.

Take some time to reflect on your day and savor another beautiful night in Italy.

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Day 6

Day 6

  • Monterosso al Mare
  • More

Drive 53 km, 2 hours 15 min

  • Riomaggiore
  • Castle of Riomaggiore
  • Presepe di Manarola
  • Manarola Overlook Viewpoint
  • Cinque Terre National Park
  • More

On day 6 of your road trip, you’ll start and end your day in Monterosso al Mare, but spend part of the day exploring places of interest outside the immediate village. On today's itinerary, you'll find attractions in Riomaggiore, Manarola, and Corniglia. You still have 1 night left in Monterosso al Mare.

Set out on a day brimming with family-friendly attractions, romantic experiences, and scenic views. Next, go to Castle Of Riomaggiore.

After visiting Riomaggiore and Castle Of Riomaggiore, have a stroll along Monterosso al Mare's streets and take in the local charm. Continue your sightseeing by heading to Presepe Di Manarola. This visually striking art installation offers a unique experience. Manarola Overlook Viewpoint is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Cinque Terre National Park, one of the most mesmerizing places to visit in Monterosso al Mare.

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

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

Enjoy a delicious meal at Ristorante Pizzeria Da Ely, a highly-rated dining destination in Monterosso al Mare. If you're eager to try something different, consider La Cantina Di Miky, another top spot with a tantalizing menu. You might also want to secure a reservation at Enoteca Internazionale. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Monterosso al Mare this evening.

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

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Day 7

Day 7

  • Monterosso al Mare
  • Rome
  • More

Drive 463 km, 5 hours 45 min

  • Piazza di Spagna
  • Trevi Fountain
  • Pantheon
  • Piazza Navona
  • Circus Maximus
  • More

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Rome. When you’re not sightseeing, take time to relax at your selected hotel in Rome, where you’ll be staying for 1 night.

Get ready to discover some of the most iconic wonders in Monterosso al Mare, including a public square, a monument, and an archeological site. Start your day at Piazza Di Spagna. This history-steeped public square is a wondrous place to see in Monterosso al Mare. Then, wander over to Trevi Fountain. If detailed sites excite you, this monument will be right up your alley. Nearby, you’ll also find Pantheon. This heritage-rich monument is a favorite among visitors.

Monterosso al Mare offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Piazza Navona is a timeless spot in the city that will captivate you with its unique charm. When you’re done at the public square, don’t forget to check out the picture-perfect Circus Maximus. Take a moment to appreciate the fascinating details of this popular archeological site.

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

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.

Dine in style at La Bottega Roma, a top recommendation for dinner tonight. Or, for a change of pace, Pasta In Corso boasts a menu that's sure to impress. Also, be sure to check out Trattoria Vecchia Roma. Known as a local hotspot, it’s a great choice for tonight in Rome.

If you’re not ready to end the night just yet, La Botticella Of Poggi Giovanni offers a perfect venue to relax and savor a drink. Similarly, Almalu Trastevere is well-suited for those looking to unwind in a social setting. Bar Viminale Di Pepi Maurilio is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day 8

Day 8

  • Rome
  • Rimini
  • More

Drive 345 km, 4 hours 30 min

  • St Peter's Basilica
  • Obelisk of St Peter's Square
  • More

Dive into day 8 of your remarkable road trip in Italy. Today you will explore Vatican City, 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 Rimini. You’ll stay here for 1 night.

Bring your curiosity for today’s adventure around Rome. Some of the city’s most loved attractions await! St. Peter's Basilica is the perfect place to start. This major basilica is one of the most timeless places to visit in Rome.

Visit these for an interesting touch to your journey.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Rimini. Rimini 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 Rimini's most popular restaurants, and connect with friendly locals for an authentic adventure.

Treat yourself to a delicious dinner at Osteria Brodo di Giuggiole, an excellent option for tonight's dining. Looking for something different? Hotel Touring offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Lo Zodiaco Rimini. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rimini.

Unwind after your meal by stepping into Hobo's. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Sunflower City Backpacker offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Capogiro, another top-rated bar in the area.

Head back to your accommodation in Rimini and get some rest in preparation for another magical day of your road trip in Italy!

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Day 9

Day 9

  • Rimini - Departure day
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  • Malatestiano Temple
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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 Rimini 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 Malatestiano Temple, a heritage-rich church before you head out.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

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

If you're in the mood to try something new, consider Primo Miglio di Conti Mirco, another top spot with a mouthwatering menu.

You’ll then say farewell to Rimini. 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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