4-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling west to Siena

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Experience the freedom of the open road in Italy as you embark on an unforgettable 4-day road trip! This experience caters to every traveler, featuring destinations like Rimini, Siena, and Arezzo.

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 and 1 night in Siena. 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. Piazza Del Campo and Siena Cathedral are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Piazza Grande, learn more about the unique Arch Of Augustus, and immerse yourself in the vibrant atmosphere of Piazza Cavour.

As you hit the open road and drive through Rimini, Siena, and Arezzo, 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
Cavour Square
Malatestiano TempleArco di AugustoParco Federico FelliniLa Ruota PanoramicaSpiaggia libera
piazza del CampoSiena CathedralFortezza Mediceapiazza Grande
Parco XXV Aprile

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Day 1

Day 1

  • Rimini - Arrival day
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  • Cavour Square
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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 Piazza Cavour, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Rimini. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

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 delicious meal at Giusti, a top-rated dining destination in Rimini. If you're in the mood to try something new, consider Bar Lento, another top spot with a mouthwatering menu. You might also want to secure a reservation at Amorimini. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rimini this evening.

Following your dinner, dive into the local bar culture at Sunflower Beach Backpacker Hostels & Bar. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Caffè Il Borgo, the perfect place for those looking to experience the best of the nightlife. Similarly, Primo Bacio Città Lounge Bar provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Raise a toast to the start of your 4-day road trip in Italy!

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Day 2

Day 2

  • Rimini
  • Siena
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Drive 233 km, 3 hours 39 min

  • Malatestiano Temple
  • Arco di Augusto
  • Parco Federico Fellini
  • La Ruota Panoramica
  • Spiaggia libera
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Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Rimini. At the end of the day, you will enjoy the comforts of a top-rated hotel in Siena, which will be your home away from home for 1 night.

Bring your curiosity for today’s adventure around Rimini. Some of the city’s most loved attractions await. Malatestiano Temple is the perfect place to start. This church is one of the most locally appreciated places to visit in Rimini. Next, head to Arch Of Augustus, a popular monument, known for its heritage-rich 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 Parco Federico Fellini. This visually striking park offers a unique experience that is highly recommended. Meanwhile, La Ruota Panoramica adds its own distinct charm to your journey. Finish your day with a visit to Spiaggia Libera, a stunning beach in Rimini.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Siena. Siena 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 Siena, 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 Enoteca I Terzi, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante Tar-Tufo, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Antica Trattoria Papei, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

If you’re not ready to end the night just yet, Meet Life Cafè offers a perfect venue to relax and savor a drink. Similarly, Maudit Pub is well-suited for those looking to unwind in a social setting. Bar Impero Siena is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day 3

Day 3

  • Siena
  • Rimini
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Drive 243 km, 4 hours 2 min

  • piazza del Campo
  • Siena Cathedral
  • Fortezza Medicea
  • piazza Grande
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Dive into day 3 of your remarkable road trip in Italy. Today you will explore Siena and Arezzo, 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.

Enjoy the perfect balance of relaxation and exploration in Siena today. One of the most spectacular attractions included on the itinerary is Piazza Del Campo. This UNESCO world heritage-listed public square will help you start your sightseeing on top. Then, take a leisurely stroll to Siena Cathedral and learn what makes this visually striking church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the worthwhile Fortezza Medicea (siena). After exploring the monument, head to Piazza Grande. This interesting public square is a highlight in Siena.

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.

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

Have a memorable dining experience in Rimini by booking a table at Osteria de Börg, renowned as a Bib Gourmand restaurant presenting an exceptional from romagna and traditional menu. For a different culinary experience in Rimini, Guido shines as one of the top destinations, known for its delicious seafood and modern cuisine. This 1-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Abocar Due Cucine is known as a top local spot for its delicious creative and international cuisine in Rimini. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

After your meal, keep the night alive at a bar like Hobo's, known for its lively atmosphere. Sunflower City Backpacker is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Capogiro offers an excellent atmosphere for those looking to amp up the evening.

Savor another day of unforgettable experiences in Italy!

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Day 4

Day 4

  • Rimini - Departure day
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  • Parco XXV Aprile
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Day 4 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 Parco Xxv Aprile. This often recommended park is a popular place to see in the city.

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.

Have a fantastic dining experience at Amarina, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Primo Miglio di Conti Mirco offers an enticing alternative with its varied 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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