4-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling south 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.
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
- 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 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 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 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.
Continue your lively evening at Sunflower Beach Backpacker Hostels & Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Caffè Il Borgo is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Primo Bacio Città Lounge Bar ensures a night out tailored to your taste.
Raise a toast to the start of your 4-day road trip in Italy!
Day 2 – Rimini and Siena
- Rimini
- Siena
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Drive 233 km, 3 hours 39 min
- Malatestiano Temple
- Arco di Augusto
- Parco Federico Fellini
- Spiaggia libera
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Dive into day 2 of your remarkable road trip in Italy. Today you will explore Rimini, 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 Siena. You’ll stay here 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 increasingly popular places to visit in Rimini. Next, head to Arch Of Augustus, a well-known monument, known for its photogenic 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, an eye-catching beach in Rimini.
At the end of the day, you will drive to Siena, 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 Siena's most popular restaurants, and connect with friendly locals for an authentic adventure.
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.
Explore the vibrant nightlife at Meet Life Cafè after your meal, a hub for lively evenings and memorable moments. Or, head to Maudit Pub for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Impero Siena is perfect for those looking to extend their night with a touch of local flavor.
Raise your glass to another unforgettable day in Italy!
Day 3 – Siena, Arezzo, and Rimini
- Siena
- Arezzo
- 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.
Discover a day packed with a charming, an enchanting, a picture-perfect, a respected, an UNESCO world heritage-listed, an inviting, and a culturally significant in Siena. Begin your sightseeing with Piazza Del Campo. This top-rated public square is one of the top attractions in the city. Proceed to Siena Cathedral, another must-visit attraction that enhances the city’s allure.
As you wander through the inviting streets of Siena, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Fortezza Medicea (siena). This worthwhile monument is a traveler-favorite.
Set your GPS to Arezzo and hit the road. Expect a journey of approximately 1 hour 14 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Arezzo beckons with new experiences!
Begin your journey at Piazza Grande and explore the standout features.
After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Rimini. Rimini offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.
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.
Experience a harmony of flavors at Osteria de Börg in Rimini by securing a reservation in advance. Known for its Bib Gourmand status, Osteria de Börg offers a delightful variety of dishes highlighting its delicious from romagna and traditional menu. If you're seeking an alternative culinary experience, be sure to explore Guido, a highly recommended restaurant known for its enticing seafood and modern cuisine. This popular 1-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Abocar Due Cucine, a highly acclaimed restaurant celebrated for its exceptional creative and international menu.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Hobo's stands out as an excellent choice for a post-dinner cocktail. Alternatively, Sunflower City Backpacker offers an ideal atmosphere to enjoy the pleasures of the night. Bar Capogiro is also a great option that provides a perfect setting for a relaxing evening.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 4 – Rimini - departure day
- Rimini - Departure day
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- Parco XXV Aprile
- Arco di Augusto
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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.
Make the most of your final day in Italy by visiting Rimini’s iconic markets and shopping establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy.
Enjoy the perfect balance of relaxation and exploration in Rimini today. One of the most locally appreciated attractions included on the itinerary is Parco Xxv Aprile. This picturesque park will help you start your sightseeing on top.
Throughout the day, make sure to take breaks to appreciate the surroundings.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Rimini.
If you're in the mood to try something new, consider Primo Miglio di Conti Mirco, another top spot with a mouthwatering 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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