9-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling west to Florence

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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 Rimini, Florence, Siena, Greve in Chianti, Pisa, Manarola, Corniglia, Riomaggiore, and Bologna.

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 Rimini and 5 nights 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 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. Ponte Vecchio and Leaning Tower Of Pisa are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Piazza Del Duomo, Pisa, learn more about the unique Piazzale Michelangelo, and immerse yourself in the vibrant atmosphere of Cathedral Of Santa Maria Del Fiore.

As you hit the open road and drive through Rimini, Florence, Siena, Greve in Chianti, Pisa, Manarola, Corniglia, Riomaggiore, and Bologna, 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
Spiaggia liberaLa Ruota PanoramicaParco Federico FelliniFountain of the four horses
piazzale MichelangeloThe Boboli GardensGalleria dell'AccademiaCathedral of Santa Maria del Fiore
Basilica of Santa Croce in FlorenceBargello National Museumpiazza della SignoriaPalazzo VecchioUffizi GalleryPonte Vecchio
Pubblico Palacepiazza del CampoSiena CathedralIl Molino di Grace
Leaning Tower of PisaAngelo CadutoPisa CathedralCampo santoPiazza del Duomo, PisaBattistero di San Giovanni

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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 2 nights 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.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Rimini. 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 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.

Round off your dining experience by visiting Sunflower Beach Backpacker Hostels & Bar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Caffè Il Borgo, a bar catering to every mood and preference. Primo Bacio Città Lounge Bar likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 2

Day 2

  • Rimini
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Drive 7 km, 32 min

  • Spiaggia libera
  • La Ruota Panoramica
  • Parco Federico Fellini
  • Fountain of the four horses
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On day 2 of your road trip, you will have an entire day to explore Rimini. You’ll stay in Rimini for 1 night and discover all the best things to see and do in the area.

Get ready for a day filled with fun adventures, romantic experiences, and natural wonders in the charming city of Rimini. Your adventure starts at Spiaggia Libera, an intriguing local hot spot. Another notable attraction to explore is La Ruota Panoramica. This often recommended observation deck is known for its eye-catching appeal.

After soaking in the highlights of these sights, take some time to wander Rimini's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Parco Federico Fellini. This awe-inspiring park offers a fascinating experience that many visitors find memorable. Fountain Of The Four Horses is also worth visiting.

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.

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

Dine in style at Osteria Brodo di Giuggiole, a top recommendation for dinner tonight. Or, for a change of pace, Hotel Touring boasts a menu that's sure to impress. Also, be sure to check out Ristorante Lo Zodiaco Rimini. Known as a local hotspot, it’s a great choice for tonight in Rimini.

Continue your evening by exploring the vibrant nightlife scene at Hobo's, a prime destination for a thrilling night out. Also, don’t forget to check out Sunflower City Backpacker, a bar that offers unique local touches. Likewise, Bar Capogiro provides an excellent alternative for a fun evening.

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 3

Day 3

  • Rimini
  • Florence
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Drive 245 km, 3 hours 10 min

  • piazzale Michelangelo
  • The Boboli Gardens
  • Galleria dell'Accademia
  • Cathedral of Santa Maria del Fiore
  • More

Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of 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 5 nights.

Savor the day by visiting some of the best places to see in Rimini, including an observation deck, a botanical garden, an art gallery, a church and much more! Start your adventure at Piazzale Michelangelo. This astonishing observation deck is a must-visit for travelers looking for a unique holiday experience. Make your way to The Boboli Gardens located in Rimini for an enchanting atmosphere.

Next, immerse yourself in the setting of Galleria Dell'accademia. Its heritage-rich features will captivate you. After the art gallery, continue your tour of the city with a visit to Cathedral Of Santa Maria Del Fiore. This church has an enchanting appeal.

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.

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.

Enjoy a delicious meal 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.

Keep the evening going at Manifattura, a great choice for enjoying the after-dinner hours with a drink. You could also go to Se·sto On Arno Rooftop Bar, which offers a similarly pleasant setting and great drinks. Another option is Il Vinile, 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 4

Day 4

  • Florence
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Drive 2 km, 29 min

  • Basilica of Santa Croce in Florence
  • Bargello National Museum
  • piazza della Signoria
  • Palazzo Vecchio
  • Uffizi Gallery
  • Ponte Vecchio
  • More

Day 4 of your road trip will take you to the best attractions Florence has to offer. Cherish the 4 nights you have left in Florence by discovering the best things there are to see and do in the city.

Prepare for a day full of fun adventures, picturesque spots, and historic treasures. When you’re ready, kick off your sightseeing adventure at Basilica Of Santa Croce In Florence. This well-known church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Bargello National Museum, one of the city’s most promising highlights.

Next, check out Piazza Della Signoria, one of the most top-rated places to see in Florence. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Palazzo Vecchio. Wander around and soak in the majestic atmosphere this palace offers. Finally, take the path to the spectacular Uffizi Gallery, the last of our attraction recommendations for today.

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.

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 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.

After enjoying a fulfilling meal, continue your evening at Bar 50 Rosso, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bitter Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Archea Brewery provides an excellent environment for a relaxed and enjoyable evening.

Savor another day of unforgettable experiences in Italy!

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Day 5

Day 5

  • Florence
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Drive 164 km, 3 hours 3 min

  • Pubblico Palace
  • piazza del Campo
  • Siena Cathedral
  • Il Molino di Grace
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Wake up to day 5 of your extraordinary road trip in Italy. With 3 nights left in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Savor the day by visiting some of the best places to see in Florence, including a palace, a public square, a church, a winery and much more! Start your adventure at Pubblico Palace. This locally appreciated palace is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Del Campo located in Florence for an enchanting atmosphere.

Next, immerse yourself in the setting of Siena Cathedral. Its enchanting features will captivate you. After the church, continue your tour of the city with a visit to Il Molino Di Grace. This winery has a romantic appeal.

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

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

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

To truly maximize your evening out, consider visiting Gosh* after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Antico Caffè Del Moro - Art Bar Firenze, another bar with an inviting ambiance. Similarly, Quelo Bar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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 6

Day 6

  • Florence
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Drive 177 km, 2 hours 53 min

  • Leaning Tower of Pisa
  • Angelo Caduto
  • Pisa Cathedral
  • Campo santo
  • Piazza del Duomo, Pisa
  • Battistero di San Giovanni
  • More

Greet day 6 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.

A blend of family-friendly attractions, scenic views, and photo-friendly spots await you in Florence on today’s itinerary. First up is the iconic monument, Leaning Tower Of Pisa. Afterward, continue to Angelo Caduto.

As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Pisa Cathedral. This curiosity-inducing church is an essential stop that should not be missed. Following that, head to Campo Santo, another must-visit site that will enhance your experience. Lastly, visit Piazza Del Duomo, Pisa and learn why this public square is renowned as one of the city's most globally renowned attractions.

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

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

Make sure to reserve a table at Tijuana, 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 Djària - American Bar, 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 The Florence Irish Pub, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Raise your glass to another unforgettable day in Italy!

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Day 7

Day 7

  • Florence
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Drive 364 km, 5 hours 9 min

  • Manarola Overlook Viewpoint
  • Cinque Terre National Park
  • Riomaggiore
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On day 7 of your road trip, you’ll start and end your day in Florence, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Manarola, Corniglia, and Riomaggiore. You still have 1 night left in Florence.

Set out on a day brimming with fun adventures, romantic experiences, and natural wonders. Start at the increasingly popular Manarola Overlook Viewpoint, an eye-catching observation deck in Florence. Next, go to Cinque Terre National Park.

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.

Enjoy a lovely meal at Ristorante Buca Niccolini, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Essenziale is another top choice with a popular menu. You could also check for a table at Ristorante La Grotta Toscana. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

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

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Day 8

Day 8

  • Florence
  • Rimini
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Drive 223 km, 3 hours 8 min

  • Bologna Cathedral
  • Piazza Maggiore
  • Two Towers
  • Palazzo Magnani
  • Pinacoteca Nazionale di Bologna
  • More

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

Today’s well-planned self-sightseeing route offers several fun adventures, scenic views, and picturesque 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. Bologna Cathedral is the first of them. Spend some time admiring this symbolic church before continuing your journey. Piazza Maggiore is your next stop. This top-rated public square 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 Two Towers. This historic monument is a sight to behold. To round off your sightseeing experience, visit Palazzo Magnani and Pinacoteca Nazionale Di Bologna.

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

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

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

Extend your evening after a delightful meal by visiting Caffè Cavour, which offers the perfect atmosphere for a night out. Moreover, Bar Ilde - Il Baretto Della Buona Piadina is another popular option for a drink or two. Likewise, Bar Malatesta also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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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 culturally significant church before you head out.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Rimini's best shopping area, Le Befane Shopping Centre. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.

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

Treat yourself to a delicious dinner at Ristorante Laura "Darsena Rimini", an excellent option for tonight's dining. Looking for something different? Amerigo offers a tantalizing alternative with its diverse menu. And don’t miss Sabbioni Pizza & Restaurant.

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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