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

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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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Driver’s age is 30 - 65
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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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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.

Make sure to reserve a table at Giusti, 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 Bar Lento, 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 Amorimini, a hidden gem nestled in Rimini. 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 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 of your road trip will take you to the best attractions Rimini has to offer. Cherish the 1 night you have left in Rimini by discovering the best things there are to see and do in the city.

Get ready to discover some of the most iconic wonders in Rimini, including a church, a monument, a public square, a castle and much more! Start your day at Saint Agostino. This monumental church is an underrated place to see in Rimini. Then, wander over to Fontana Della Pigna. If heritage-rich sites excite you, this monument will be right up your alley. Nearby, you’ll also find Piazza Cavour. This standout public square is a favorite among visitors.

Rimini offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Castel Sismondo is a curiosity-inducing spot in the city that will captivate you with its unique charm.

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.

Experience shopping bliss at Rimini as you explore Rimini Centro. Take a leisurely stroll through unique boutiques and shops, where local treasures are waiting to be found. Don't miss the chance to discover artisan crafts that reflect the fascinating culture of Italy. Beyond shopping, Rimini Centro offers more options, including unique attractions, key services, and vibrant events.

As you explore more of Rimini, 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.

Savor the flavors at Osteria Brodo di Giuggiole, a top pick for dinner tonight. Alternatively, Hotel Touring beckons with its unique menu offerings. Also, consider Ristorante Lo Zodiaco Rimini. With its consistent customer satisfaction, it’s an excellent option for dining in Rimini tonight.

Round off your dining experience by visiting Hobo's, a prime location for a drink. Alternatively, explore the distinctive characteristics of Sunflower City Backpacker, a bar catering to every mood and preference. Bar Capogiro likewise offers a unique atmosphere, perfect for a memorable night out.

Raise your glass to another unforgettable day 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 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 1 night.

Today’s well-planned self-sightseeing route offers several fun adventures, romantic experiences, and scenic views. Whether you decide to explore Rimini on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. The Boboli Gardens is the first of them. Spend some time admiring this history-steeped botanical garden before continuing your journey. Ponte Vecchio is your next stop. This timeless historical landmark is one of the best-rated sights in Rimini.

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 Basilica Of Santa Croce In Florence. This culturally significant church is a sight to behold. To round off your sightseeing experience, visit Uffizi Gallery and Piazza Della Signoria.

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

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 and reflect on the day's adventures.

Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

If you’re not ready to end the night just yet, Manifattura offers a perfect venue to relax and savor a drink. Similarly, Se·sto On Arno Rooftop Bar is well-suited for those looking to unwind in a social setting. Il Vinile is another excellent spot to enjoy a nightcap after a delightful meal.

Say good night to Florence and look forward to another great day of your road trip 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
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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.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Siena Cathedral. This romantic church is a highlight of any visit in the city. Then, enjoy Piazza Del Campo, another history-steeped attraction that never fails to captivate visitors. Next, head over to Tower Of Mangia, one of the city’s most locally appreciated attractions, known for its breathtaking features.

If you’re looking for more, spend time soaking in the atmosphere of Porta San Giovanni. This breathtaking monument is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Palazzo Comunale, Pinacoteca, Torre Grossa, an often recommended museum, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Piazza Del Duomo before you head back to your hotel.

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.

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

Raise your glass and celebrate another amazing day of your road trip 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.

Set out on a day brimming with fun adventures, photo-friendly spots, and history-rich sites. Start at the notable Basilica Di Santa Maria Maggiore, a culturally significant church in San Gimignano. Next, go to Villa Borghese.

After visiting Basilica Di Santa Maria Maggiore and Villa Borghese, have a stroll along San Gimignano's streets and take in the local charm. Continue your sightseeing by heading to Spanish Steps. This enchanting public square offers a unique experience. Piazza Di Spagna is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Trevi Fountain, one of the most romantic places to visit in San Gimignano.

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

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.

Make sure to reserve a table at La Bottega Roma, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Pasta In Corso, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Trattoria Vecchia Roma, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, La Botticella Of Poggi Giovanni stands out as an excellent choice for a post-dinner cocktail. Alternatively, Almalu Trastevere offers an ideal atmosphere to enjoy the pleasures of the night. Bar Viminale Di Pepi Maurilio is also a great option that provides a perfect setting for a relaxing evening.

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

  • 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

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

Vatican Museums is must-visit art museum and a great starting point for the day. Next, continue your journey to St. Peter's Basilica, a globally renowned major basilica, located just a leisurely stroll away.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Rome. When you're ready, let your sightseeing route take you to the astonishing Piazza Del Popolo. If you’re looking for more, Pantheon is also a timeless attraction that is worthwhile a visit. Lastly, don’t miss Piazza Navona, a place of visually striking interest in the city.

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.

Savor the flavors at RomAntica, a top pick for dinner tonight. Alternatively, Coso Ristorante beckons with its unique menu offerings. Also, consider DEROMA - Farine Romane. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

Round off your dining experience by visiting Sant' Eustachio Caffè, a prime location for a drink. Alternatively, explore the distinctive characteristics of Yellowsquare Rome, a bar catering to every mood and preference. Caffè Portofino likewise offers a unique atmosphere, perfect for a memorable night out.

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 7

Day 7

  • Rome
  • Rimini
  • More

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

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

Get ready for a day filled with fun adventures, breathtaking views, and photo-friendly spots in the charming village of Rome. Your adventure starts at Basilica Of Santa Maria Degli Angeli, a popular local hot spot. Another notable attraction to explore is Basilica Of San Francesco D'assisi. This notable church is known for its picture-perfect appeal.

After soaking in the highlights of these sights, take some time to wander Rome's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piazza Del Comune. This romantic public square offers a fascinating experience that many visitors find memorable. Rocca Maggiore is also worth visiting.

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

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

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.

Unwind after your meal by stepping into Caffè Cavour. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar Ilde - Il Baretto Della Buona Piadina offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Malatesta, another top-rated bar in the area.

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, we recommend visiting Malatestiano Temple, a heritage-rich church before you head out.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Rimini's best shopping area, Rimini Factory Outlet. 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 delightful dinner at Ristorante Laura "Darsena Rimini", highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Amerigo? It's another excellent option with a diverse 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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