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

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9-Day Italy Self-Drive Road Trip With Itinerary from Rimini to Florence, San Gimignano, Monterosso al Mare, and Rome
9-Day Italy Self-Drive Road Trip With Itinerary from Rimini to Florence, San Gimignano, Monterosso al Mare, and Rome
9-Day Italy Self-Drive Road Trip With Itinerary from Rimini to Florence, San Gimignano, Monterosso al Mare, and Rome
9-Day Italy Self-Drive Road Trip With Itinerary from Rimini to Florence, San Gimignano, Monterosso al Mare, and Rome
9-Day Italy Self-Drive Road Trip With Itinerary from Rimini to Florence, San Gimignano, Monterosso al Mare, and Rome
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Experience the freedom of the open road on an unforgettable 9-day road trip in Italy! Embark on a self-drive tour that caters to every traveler, featuring destinations like Rimini, Florence, Siena, San Gimignano, Pisa, Lucca, Monterosso al Mare, Riomaggiore, Manarola, Corniglia, and Rome.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. 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 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.

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, accommodations, 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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Day1

Day 1

  • Rimini - Arrival day
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  • Arco di Augusto
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Say hello to Rimini! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Rimini for 1 night before you continue your adventure!

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. Taking a stroll in the city center is a great alternative. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

When you're ready for some downtime, make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Rimini. Make yourself at home and unwind 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 dining experience at Giusti, a popular restaurant in Rimini. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rimini at Bar Lento, 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 Amorimini. It’s yet another ideal choice to enhance your time in Rimini tonight.

Continue the enjoyment post-dinner at Sunflower Beach Backpacker Hostels & Bar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Caffè Il Borgo offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Primo Bacio Città Lounge Bar. 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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Day2

Day 2

  • Rimini
  • Florence
  • More

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 exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Florence. When you’re not sightseeing, take time to relax at your chosen hotel in Florence, where you’ll be staying for 2 nights.

Fasten your seatbelt and make your way to your next stop — Florence, home to many well-known sights in the region. Keep in mind that your travel time from Rimini to Florence may take around 2 hours 30 min without traffic disruptions. Upon arrival in Florence, we highly recommend checking out some of the top attractions.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Ponte Vecchio, a world-famous historical landmark that everyone visiting Florence should see. Next, head to Uffizi Gallery. This picture-perfect art gallery is one of the most widely recognized attractions in the region.

If you're keen to see more, don’t miss out on Basilica Of Santa Croce In Florence, a standout church popular among locals as well as travelers. Palazzo Vecchio is an excellent attraction to visit next. Spend some time learning more about this interesting palace before you continue your journey. Lastly, visit Piazza Della Signoria, a visually striking public square and a top attraction in the city.

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

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.

Have a fantastic dining experience at Ristorante Oliviero 1962, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Di Poneta Novoli offers an enticing alternative with its varied menu. Additionally, Caffe San Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

After your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. Se·sto On Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Il Vinile offers an excellent atmosphere for those looking to amp up the evening.

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

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Day3

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 the city and use the provided itinerary to discover what to see in Florence.

One of the most well-known attractions included on the itinerary is Basilica Di Santa Maria Novella, Firenze (fi). This romantic church will help you start your sightseeing on top. Then, take a leisurely stroll to Central Market and learn what makes this eye-catching food market unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the top-rated Cathedral Of Santa Maria Del Fiore. After exploring the church, head to Galleria Dell'accademia. This interesting art gallery is a highlight in Florence. Lastly, don’t forget to check out the top-rated Piazzale Michelangelo. Enjoy exploring this incredible observation deck at your own pace.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine.

Make sure to reserve a table at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana, 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 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.

Head back to your accommodation in Florence and get some rest to prepare for another magical day of your road trip in Italy.

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Day4

Day 4

  • Florence
  • Siena
  • 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

On day 4 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Siena and San Gimignano are on today's agenda. In the evening, you’ll end up in San Gimignano, where you will stay for 1 night.

Set your GPS to Siena and hit the road. Expect a journey of approximately 1 hour 12 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Siena beckons with new experiences!

Savor the day by heading to Siena Cathedral, an interesting church that draws visitors from near and far. When you're done, continue to Piazza Del Campo, where you can soak in the enchanting surroundings.

Embrace the thrill of the open road as you wave goodbye to Siena and set your GPS to San Gimignano. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 46 min. Upon reaching San Gimignano, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

For a more meaningful self-guided tour of the city's best attractions, visit Porta San Giovanni, an increasingly popular monument that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Piazza Del Duomo and admire its visually striking features.

When you’re ready, continue to Palazzo Comunale, Pinacoteca, Torre Grossa, a worthwhile museum beloved by locals and tourists alike. Don't miss out on Chiesa Di Sant'agostino, another highlight of the area that promises a memorable visit.

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

Raise your glass to another unforgettable day in Italy!

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Day5

Day 5

  • San Gimignano
  • Pisa
  • Lucca
  • Monterosso al Mare
  • More

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

Dive into day 5 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Pisa and Lucca. At the end of the day, you’ll unwind at one of the finest accommodations in Monterosso al Mare, where you'll spend 2 nights.

After soaking in San Gimignano’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Pisa. Expect your car journey to take a minimum of 1 hour 18 min. When you arrive in Pisa, it's time to take a break from the road.

Set out on a self-guided sightseeing tour at Battistero Di San Giovanni and explore the majestic features. Next, make your way to Piazza Del Duomo, Pisa, another highlight in Pisa. When you’re done exploring the public square, continue to Pisa Cathedral, a stunning church.

Nearby, you will also find Leaning Tower Of Pisa. This wondrous monument is a top place to see in the area.

Fasten your seatbelt and make your way to your next stop — Lucca, home to many well-known sights in the region. Keep in mind that your travel time from Pisa to Lucca may take around 31 min without traffic disruptions. Upon arrival in Lucca, we highly recommend checking out some of the top attractions.

Spend your afternoon discovering Mura Di Lucca, an intriguing historical landmark known for its visually striking features. Next, continue your sightseeing at Porta San Pietro, an underrated monument.

At the end of the day, you will drive to Monterosso al Mare, 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 Monterosso al Mare's most popular restaurants, and connect with friendly locals for a true cultural experience.

Enjoy a delicious meal at Pizzeria La Smorfia, a highly-rated dining destination in Monterosso al Mare. If you're eager to try something different, consider La Taverna di Monterosso, another top spot with a tantalizing menu. You might also want to secure a reservation at Hotel Albergo Degli Amici. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Monterosso al Mare this evening.

After enjoying a fulfilling meal, continue your evening at Enoteca Da Eliseo, ideal for those looking to unwind with a drink in a comfortable setting.

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

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Day6

Day 6

  • Monterosso al Mare
  • Riomaggiore
  • Manarola
  • Corniglia
  • 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 get the chance to experience Riomaggiore, Manarola, and Corniglia. At the end of the day, you'll drive back to Monterosso al Mare, where you still have 1 night left to stay.

Riomaggiore’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Monterosso al Mare behind. This drive usually takes around 47 min. Riomaggiore welcomes you with a multitude of unique vacation experiences.

Savor the day by heading to Riomaggiore, an intriguing point of interest that draws visitors from near and far. When you're done, continue to Castle Of Riomaggiore, where you can soak in the stunning surroundings.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Corniglia. This drive usually takes around 15 min, without any stops or traffic disruptions.

Set out on a self-guided sightseeing tour at Presepe Di Manarola and explore the romantic features. Next, make your way to Manarola Overlook Viewpoint, another highlight in Manarola.

Embrace the thrill of the open road as you wave goodbye to Manarola and set your GPS to Corniglia. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 15 min. Upon reaching Corniglia, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Set out on a self-guided sightseeing tour at Cinque Terre National Park and explore the mesmerizing features.

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

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 Monterosso al Mare, it's often a good idea to reserve a table in advance.

Dine in style at Ristorante Pizzeria Da Ely, a top recommendation for dinner tonight. Or, for a change of pace, La Cantina Di Miky boasts a menu that's sure to impress. Also, be sure to check out Enoteca Internazionale. Known as a local hotspot, it’s a great choice for tonight in Monterosso al Mare.

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

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Day7

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

Your itinerary for day 7 of your road trip in Italy includes 1 stop and features some of the highlights of Rome. At the end of the day, enjoy the comforts of a top-rated hotel in Rome, where you'll spend 1 night.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Rome may take around 4 hours 59 min. Upon your arrival in Rome, you’ll be greeted with the opportunity to do some sightseeing and exploring.

When you're ready for some sights, head to Piazza Di Spagna, an iconic public square in Rome. Explore its culturally significant features at your own pace before you continue your journey to your next attraction, Trevi Fountain. This world-famous monument is a top recommendation in the area.

When you’re ready to explore more, Pantheon is an excellent choice. Spend some time discovering what some claim to be the most heritage-rich monument in the region. Next, continue your sightseeing at the globally renowned Piazza Navona and discover what makes this public square unique. If you’re up for one more stop in the city, head to Circus Maximus, a breathtaking archeological site many travelers find the visit worthwhile.

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

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

Enjoy a lovely meal at La Bottega Roma, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Pasta In Corso is another top choice with a popular menu. You could also check for a table at Trattoria Vecchia Roma. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Rome tonight.

Unwind after your meal by stepping into La Botticella Of Poggi Giovanni. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Almalu Trastevere offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Viminale Di Pepi Maurilio, another top-rated bar in the area.

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

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Day8

Day 8

  • Rome
  • Vatican City
  • Rimini
  • More

Drive 345 km, 4 hours 30 min

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

Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Vatican City. At the end of the day, you will retreat to the hotel of your choice in Rimini, where will spend 1 night.

Once you're ready to continue your road trip, it's time to buckle up and drive towards Vatican City, eagerly anticipating your arrival in Vatican City. This drive usually takes around 9 min, without any stops or traffic disruptions.

Next, continue your sightseeing at Obelisk Of St Peter's Square, a curiosity-inducing point of interest.

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

Rimini is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Rimini.

Make sure to reserve a table at Osteria Brodo di Giuggiole, an iconic dining spot in Rimini. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Hotel Touring, a popular restaurant in Rimini. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Lo Zodiaco Rimini, a hidden gem nestled in Rimini. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the evening going at Hobo's, a great choice for enjoying the after-dinner hours with a drink. You could also go to Sunflower City Backpacker, which offers a similarly pleasant setting and great drinks. Another option is Bar Capogiro, 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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Day9

Day 9

  • Rimini - Departure day
  • More
  • Malatestiano Temple
  • More

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, begin at Malatestiano Temple. This beloved church is a hotspot among locals.

Take some time to indulge in shopping at Rimini’s popular marketplace, Rimini Centro. Look for keepsakes or souvenirs to remind you of your trip. Browse boutiques to find unique and stylish fashion pieces.

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

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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Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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