4-Day Italy Self-Drive Road Trip With Itinerary from Perugia 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 Perugia, Santa Maria degli Angeli, Spello, Siena, and Florence.
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 Perugia 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 Perugia, 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. Ponte Vecchio and Piazzale Michelangelo are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Piazza Del Campo, learn more about the unique Uffizi Gallery, and immerse yourself in the vibrant atmosphere of Basilica Of San Francesco D'assisi.
As you hit the open road and drive through Perugia, Santa Maria degli Angeli, Spello, Siena, and Florence, 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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Day 1
- Perugia - Arrival day
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- Piazza IV Novembre
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Your road trip adventure in Italy begins as soon as you reach Perugia and pick up your car. You’ll stay in Perugia 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.
Perugia 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 Iv Novembre, 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 Perugia. 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 Perugia, it's often a good idea to reserve a table in advance.
Enjoy a delicious meal at Ristorante Settimo Sigillo, a top-rated dining destination in Perugia. If you're in the mood to try something new, consider Caffè Baglioni, another top spot with a mouthwatering menu. You might also want to secure a reservation at Bar Pellas. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Perugia this evening.
Following your dinner, dive into the local bar culture at Tommi Bar. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Valentina, the perfect place for those looking to experience the best of the nightlife. Similarly, Caffe Dal Perugino 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!
Day 2
- Perugia
- Siena
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Drive 181 km, 2 hours 58 min
- Basilica of San Francesco d'Assisi
- Porta Consolare
- Fortezza Medicea
- Siena Cathedral
- Pubblico Palace
- piazza del Campo
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On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 3 destinations, Santa Maria degli Angeli, Spello, and Siena. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 1 night.
Today’s route brings fun adventures, scenic views, and picturesque spots. The first attraction of today is Basilica Of San Francesco D'assisi. This well-known church is a breathtaking place to see in Perugia. Continue your discovery at Porta Consolare, a symbolic monument with stories to tell.
As you stroll around Perugia, take in the distinct atmosphere and learn what makes this town so unique. Maximize your sightseeing with a visit to Fortezza Medicea (siena). This worthwhile monument offers a culturally significant encounter with Perugia. Next, make your way to Siena Cathedral to add another highlight to your day. After that, visit Pubblico Palace, a curiosity-inducing palace that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Piazza Del Campo, a famous public square in the town. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Perugia.
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.
Enjoy a lovely dining experience at Enoteca I Terzi, a popular restaurant in Siena. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Siena at Ristorante Tar-Tufo, 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 Antica Trattoria Papei. It’s yet another ideal choice to enhance your time in Siena tonight.
Let the evening flow smoothly from dinner to drinks at Meet Life Cafè, a top-rated bar in the area. For other recommendations, Maudit Pub provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Impero Siena offers a memorable night with diverse drink options and excellent service.
Savor another day of unforgettable experiences in Italy!
Day 3
- Siena
- Perugia
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Drive 253 km, 4 hours 5 min
- Villa Calcinaia - Conti Capponi
- piazzale Michelangelo
- Basilica of Santa Croce in Florence
- Uffizi Gallery
- Ponte Vecchio
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Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Greti and Florence. At the end of the day, you will enjoy the comforts of a top-rated hotel in Perugia, which will be your home away from home for 1 night.
Brace yourself for today’s incredible lineup of attractions in Siena, featuring family-friendly attractions, romantic experiences, and scenic views. Start at Villa Calcinaia - Conti Capponi, an increasingly popular winery in the hamlet. Then, head to Piazzale Michelangelo and soak in the ambiance of this romantic observation deck.
There are many interesting places to see in Siena, and when you are ready for more, go to Basilica Of Santa Croce In Florence. This is one of the hamlet’s most popular heritage-rich spots of interest. After exploring the church, visit the top-rated Uffizi Gallery. Not far away, you'll also find Ponte Vecchio. This historical landmark is a romantic highlight in Siena.
At the end of the day, you will drive to Perugia, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Perugia. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Treat yourself to a wonderful meal at La Taverna, a top-rated dining spot in Perugia. If you're in the mood for something new, try Ristorante del Sole, another premier location with a delectable menu. You might also want to book a table at Al Mangiar Bene. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Perugia.
If you’re not ready to end the night just yet, Caffè Fortebraccio offers a perfect venue to relax and savor a drink. Similarly, Caffe Del Banco is well-suited for those looking to unwind in a social setting. Dempsey's Perugia is another excellent spot to enjoy a nightcap after a delightful meal.
Relax and recharge in preparation for another adventurous day in Italy!
Day 4
- Perugia - Departure day
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- Rocca Paolina
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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 Perugia 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 Rocca Paolina, a heritage-rich historical landmark before you head out.
On your last day in Italy, take time to indulge in shopping at Perugia’s popular marketplace. 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 Perugia.
Treat yourself to a delicious dinner at Perugia Plaza Hotel, an excellent option for tonight's dining. Looking for something different? Elfo Pub Perugia offers a tantalizing alternative with its diverse menu. And don’t miss Sangallo Palace Hotel.
You’ll then say farewell to Perugia. 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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