One-Week Italy Self-Drive Road Trip With Itinerary from Rimini traveling south to Florence, San Gimignano, and Rome

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Description

Escape the ordinary with this exciting 8-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 3 nights in Rimini, 1 night in Florence, 1 night in San Gimignano, and 2 nights 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 Vatican Museums.

As you hit the open road and drive through Rimini, Florence, Siena, San Gimignano, Rome, and Santa Maria degli Angeli, 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
Saint AgostinoFontana Della PignaCavour SquareCastel Sismondo
The Boboli GardensPonte VecchioBasilica of Santa Croce in FlorenceUffizi Gallerypiazza della Signoria
Siena Cathedralpiazza del CampoTower of MangiaPorta San GiovanniTown Hall, Picture Gallery and Great TowerPiazza del Duomo, San Gimignano
Basilica di Santa Maria MaggioreVilla BorgheseSpanish StepsPiazza di SpagnaTrevi Fountain
Vatican MuseumsSt Peter's BasilicaSistine Chapelpiazza del PopoloPantheonPiazza Navona
Basilica of Santa Maria degli AngeliBasilica of San Francesco d'AssisiPiazza del ComuneRocca Maggiore
Malatestiano Temple

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Day 1

Day 1

  • Rimini - Arrival day
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  • Arco di Augusto
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Welcome to Rimini, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 2 nights immersing yourself in Rimini's charm before embarking on the next leg of your journey.

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.

Dine in style at Giusti, a top recommendation for dinner tonight. Or, for a change of pace, Bar Lento boasts a menu that's sure to impress. Also, be sure to check out Amorimini. Known as a local hotspot, it’s a great choice for tonight in Rimini.

After enjoying a fulfilling meal, continue your evening at Sunflower Beach Backpacker Hostels & Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Caffè Il Borgo offers a welcoming atmosphere for easing into the nightlife. Similarly, Primo Bacio Città Lounge Bar provides an excellent environment for a relaxed and enjoyable evening.

Raise a toast to the start of your 8-day road trip in Italy!

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Day 2

Day 2

  • Rimini
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Drive 1 km, 16 min

  • Saint Agostino
  • Fontana Della Pigna
  • Cavour Square
  • Castel Sismondo
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Day 2 offers a multitude of experiences. You will stay in Rimini for 1 night more, offering you enough time to explore at a relaxed pace.

Rimini is home to plenty of attractions that offer fun adventures, photo-friendly spots, and history-rich sites! Start at Saint Agostino, an intriguing church that is worthwhile a visit in the city. Nearby, you’ll find Fontana Della Pigna, enchanting visitors with its symbolic appeal. Continue your exploration at Piazza Cavour. This public square is one of the city’s most locally renowned spots.

Enjoy the freedom of exploring Rimini at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Castel Sismondo.

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.

Enjoy a lovely meal at Osteria Brodo di Giuggiole, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Hotel Touring is another top choice with a popular menu. You could also check for a table at Ristorante Lo Zodiaco Rimini. 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 Hobo's, which offers the perfect atmosphere for a night out. Moreover, Sunflower City Backpacker is another popular option for a drink or two. Likewise, Bar Capogiro also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day 3

Day 3

  • Rimini
  • Florence
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Drive 227 km, 3 hours 18 min

  • The Boboli Gardens
  • Ponte Vecchio
  • Basilica of Santa Croce in Florence
  • Uffizi Gallery
  • piazza della Signoria
  • More

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Florence. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 1 night.

Get ready for a day filled with family-friendly attractions, romantic experiences, and scenic views in the charming city of Rimini. Your adventure starts at The Boboli Gardens, a well-known local hot spot. Another notable attraction to explore is Ponte Vecchio. This iconic historical landmark is known for its romantic 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 Basilica Of Santa Croce In Florence. This standout church offers a fascinating experience that many visitors find memorable. Uffizi Gallery is also worth visiting, along with Piazza Della Signoria. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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.

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.

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 4

Day 4

  • Florence
  • San Gimignano
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Drive 120 km, 2 hours 12 min

  • Siena Cathedral
  • piazza del Campo
  • Tower of Mangia
  • Porta San Giovanni
  • Town Hall, Picture Gallery and Great Tower
  • Piazza del Duomo, San Gimignano
  • More

On day 4 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 Siena and San Gimignano. In the evening, you’ll end up in San Gimignano, where you will stay for 1 night.

Today’s route brings family-friendly attractions, romantic experiences, and scenic views. The first attraction of today is Siena Cathedral. This notable church is a history-steeped place to see in Florence. Continue your discovery at Piazza Del Campo, an UNESCO world heritage-designated public square with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Tower Of Mangia. This frequently visited monument offers a picture-perfect encounter with Florence. Porta San Giovanni is the last of our recommendations for today. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.

At the end of the day, you will drive to San Gimignano, 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 San Gimignano, 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.

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

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Day 5

Day 5

  • San Gimignano
  • Rome
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Drive 277 km, 4 hours 1 min

  • Basilica di Santa Maria Maggiore
  • Villa Borghese
  • Spanish Steps
  • Piazza di Spagna
  • Trevi Fountain
  • More

Dive into day 5 of your remarkable road trip in Italy. Today you will explore Rome, 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 Rome. You’ll stay here for 2 nights.

San Gimignano is home to plenty of attractions that offer fun adventures, photo-friendly spots, and history-rich sites! Start at Basilica Di Santa Maria Maggiore, a well-known church that is worthwhile a visit in the city. Nearby, you’ll find Villa Borghese, enchanting visitors with its standout appeal. Continue your exploration at Spanish Steps. This public square is one of the city’s most impressive spots.

Enjoy the freedom of exploring San Gimignano at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Piazza Di Spagna. After exploring the public square, head to the world-famous Trevi Fountain. This monument will wrap up today’s self-guided sightseeing tour in the city.

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.

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

Enjoy a lovely dining experience at La Bottega Roma, a popular restaurant in Rome. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rome at Pasta In Corso, 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 Trattoria Vecchia Roma. It’s yet another ideal choice to enhance your time in Rome tonight.

After enjoying a fulfilling meal, continue your evening at La Botticella Of Poggi Giovanni, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Almalu Trastevere offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Viminale Di Pepi Maurilio provides an excellent environment for a relaxed and enjoyable evening.

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

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Day 6

Day 6

  • Rome
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Drive 11 km, 1 hour 29 min

  • Vatican Museums
  • St Peter's Basilica
  • Sistine Chapel
  • piazza del Popolo
  • Pantheon
  • Piazza Navona
  • 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 Rome for your remaining 1 night 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 Vatican City and Rome.

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most iconic attractions included on the itinerary is Vatican Museums.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the impressive Sistine Chapel. After exploring the chapel, head to Piazza Del Popolo. This top-rated public square is a highlight in Rome. Lastly, don’t forget to check out the world-famous Pantheon. Enjoy exploring this incredible monument at your own pace.

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

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

Treat yourself to a delicious dinner at RomAntica, an excellent option for tonight's dining. Looking for something different? Coso Ristorante offers a tantalizing alternative with its diverse menu. And don’t miss DEROMA - Farine Romane. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

After savoring a delicious meal, step into the vibrant nightlife at Sant' Eustachio Caffè, where the evening is just getting started. In the same way, Yellowsquare Rome offers a unique charm perfect for experiencing the local bar scene in Rome. Caffè Portofino is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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Day 7

Day 7

  • Rome
  • Rimini
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Drive 365 km, 5 hours 23 min

  • Basilica of Santa Maria degli Angeli
  • Basilica of San Francesco d'Assisi
  • Piazza del Comune
  • Rocca Maggiore
  • More

Experience an unparalleled adventure on day 7 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Santa Maria degli Angeli. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rimini. You will spend 1 night here for some well-deserved relaxation.

Today’s agenda in Rome includes a church, a public square, and a castle. Basilica Of Santa Maria Degli Angeli is must-visit church and a great starting point for the day. Next, continue your journey to Basilica Of San Francesco D'assisi, a locally renowned church, located just a leisurely stroll away. Next, head to Piazza Del Comune, a historic public square, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Rome. If you’re looking for more, Rocca Maggiore is also a curiosity-inducing attraction that is worthwhile a visit.

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.

As dinnertime approaches, it's time to head out for a bite to eat in Rimini. 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 Amarina, 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 Primo Miglio di Conti Mirco, 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 Libeccio, a hidden gem nestled in Rimini. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Cap off your dinner by heading to Caffè Cavour, ideal for a leisurely evening with a drink in hand. Bar Ilde - Il Baretto Della Buona Piadina is another bar that offers an enjoyable setting. Similarly, Bar Malatesta is also a popular place to go on a night out, perfect for relaxing and socializing.

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

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Day 8

Day 8

  • Rimini - Departure day
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  • Malatestiano Temple
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Day 8 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 increasingly popular church is a popular place to see in the city.

Maximize your last day in Italy and go on a shopping spree in Rimini’s shopping center, the lively Rimini Centro. Browse for souvenirs to remind you of your wonderful journey in Italy. Discover boutiques with stylish fashion choices to upgrade your wardrobe.

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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