4-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling west to Siena
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Explore the best of Italy on a 4-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Rimini, Siena, and Arezzo. This road trip itinerary in Italy seamlessly combines exploration with relaxation.
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!
Itinerary summary
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Day 1
- Rimini - Arrival day
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- Cavour Square
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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 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 highly-rated dining destination in Rimini. If you're eager to try something different, consider Bar Lento, another top spot with a tantalizing menu. You might also want to secure a reservation at Amorimini. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rimini this evening.
After savoring a delicious meal, step into the vibrant nightlife at Sunflower Beach Backpacker Hostels & Bar, where the evening is just getting started. In the same way, Caffè Il Borgo offers a unique charm perfect for experiencing the local bar scene in Rimini. Primo Bacio Città Lounge Bar is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
Raise a toast to the start of your 4-day road trip in Italy!
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 worthwhile places to visit in Rimini. Next, head to Arch Of Augustus, an interesting monument, known for its respected 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 enchanting 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 majestic beach in Rimini.
When you’re done exploring for the day, you’ll drive to your hotel in Siena. Check in and spend some time relaxing before you head out to tour the city.
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.
Savor the flavors at Enoteca I Terzi, a top pick for dinner tonight. Alternatively, Ristorante Tar-Tufo beckons with its unique menu offerings. Also, consider Antica Trattoria Papei. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.
Unwind after your meal by stepping into Meet Life Cafè. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Maudit Pub offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Impero Siena, 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 in Italy.
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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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 Siena and Arezzo. In the evening, you’ll end up in Rimini, where you will stay for 1 night.
Today's adventure in Siena promises more breathtaking discoveries and enriching experiences! Begin at Piazza Del Campo. This romantic public square is a highlight of any visit in the city. Then, enjoy Siena Cathedral, another inviting attraction that never fails to captivate visitors. Next, head over to Fortezza Medicea (siena), one of the city’s most frequently visited attractions, known for its picture-perfect features.
If you’re looking for more, spend time soaking in the atmosphere of Piazza Grande. This enchanting public square is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.
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.
Indulge in a memorable dining experience at one of Rimini's most popular restaurants, and connect with friendly locals for an authentic adventure.
Dive into a culinary adventure like no other in Rimini by booking a table at Osteria de Börg. This popular restaurant holds a Bib Gourmand award and offers an exceptional menu of from romagna and traditional cuisine. For another culinary dining option, venture to Guido, celebrated for its delectable seafood and modern menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Abocar Due Cucine, a top local restaurant known for its tantalizing creative and international menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.
After your delicious meal, get a taste of the vibrant nightlife with a visit to Hobo's, known for its inviting atmosphere. Sunflower City Backpacker is another great option if you’re looking for a place to get the night started. Similarly, Bar Capogiro provides a great setting to enjoy the night away.
Get a good night's sleep and look forward to another great day on the road in Italy!
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, we recommend visiting Parco Xxv Aprile, an idyllic park before you head out.
On your last day in Italy, take time to indulge in shopping at Rimini’s popular marketplace, Le Befane Shopping Centre. Look for keepsakes or souvenirs to remind you of your trip.
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 Amarina, an excellent option for tonight's dining. Looking for something different? Primo Miglio di Conti Mirco offers a tantalizing alternative with its diverse menu. And don’t miss Libeccio.
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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