One-Week Relaxed Italy Self-Drive Road Trip With Itinerary from Perugia to Florence

Your relaxed road trip in Italy continues on day 2 with more unforgettable memories to make. Today, you’ll get to know Italy better by exploring the top attractions of Perugia and beyond. With 2 nights left in Perugia, you’ll still have time to eat and unwind at popular restaurants and bars in the city.

Whether you decide to explore Santa Maria degli Angeli on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Whatever your travel style is, Frontone Gardens is an essential stop in Perugia. This often recommended park provides an insightful glimpse into the village's identity. Next, discover Convent Of San Domenico, a photogenic church, promising a delightful encounter.

Continue your sightseeing with a visit to National Archaeological Museum Of Umbria, an often recommended museum. When you’re done, don’t forget to make a stop at the underrated Rocca Paolina. Round off your day at Carducci Gardens, another gem in Perugia with stunning features to discover.

When you’re ready to jump back into the car and say goodbye to Perugia, you’ll hit the road in the direction of Santa Maria degli Angeli. This drive usually takes around 25 min.

For a more meaningful self-guided tour of the village's best attractions, visit Basilica Of Santa Maria Degli Angeli, a popular church that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Perugia.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Perugia, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

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.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Perugia. The bars in Perugia make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Caffè Fortebraccio stands out as an excellent choice for a post-dinner cocktail. Alternatively, Caffe Del Banco offers an ideal atmosphere to enjoy the pleasures of the night. Dempsey's Perugia is also a great option that provides a perfect setting for a relaxing evening.

Look back at an amazing day filled with adventure in Italy. And don’t forget to get some rest so you can continue your relaxed holiday in Italy tomorrow with new energy.

On day 3 of your relaxed road trip across Italy, you’ll explore the area around Perugia, where you’ll be staying for another 1 night. With so many fun and inspiring experiences to offer, a tour of Perugia will make you fall even more in love with the city and uniqueness of Italy.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Santa Maria degli Angeli may take around 32 min. Upon your arrival in Santa Maria degli Angeli, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Set out on a self-guided sightseeing tour at Basilica Of San Francesco D'assisi and explore the majestic features. Next, make your way to Piazza Del Comune, another highlight in Santa Maria degli Angeli. When you’re done exploring the public square, continue to Cathedral Of San Rufino, a picture-perfect church.

Nearby, you will also find Rocca Maggiore. This curiosity-inducing castle is a top place to see in the area.

Foligno’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Santa Maria degli Angeli behind. This drive usually takes around 24 min. Foligno welcomes you with a multitude of unique vacation experiences.

Spend your afternoon discovering Porta Romana, an underrated monument known for its photogenic features.

When you’re done exploring for the day, you’ll return to Perugia and your accommodation.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Enjoy a lovely meal at Perugia Plaza Hotel, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Elfo Pub Perugia is another top choice with a popular menu. You could also check for a table at Sangallo Palace Hotel. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Perugia tonight.

Before calling it a day, visit one of the best bars in Perugia. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

If you’re not ready to end the night just yet, Il Birrino offers a perfect venue to relax and savor a drink. Similarly, Quei Bravi Ragazzi is well-suited for those looking to unwind in a social setting. Lo Chalet - Lounge Bar is another excellent spot to enjoy a nightcap after a delightful meal.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!

On day 4 of your laid-back road trip adventure in Italy, you can visit several remarkable places. With the freedom and flexibility of a self-drive tour, you decide how much time to spend in each, making the most of these memorable destinations.

Throughout the day, make sure to take breaks to appreciate the surroundings.

Embrace the thrill of the open road as you wave goodbye to Perugia and set your GPS to Siena. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 21 min. Upon reaching Siena, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Pubblico Palace, a beloved palace that everyone visiting Siena should see. Next, head to Tower Of Mangia. This culturally significant monument is one of the most increasingly popular attractions in the region.

If you're keen to see more, don’t miss out on Piazza Del Campo, a visually striking public square popular among locals as well as travelers. Siena Cathedral is an excellent attraction to visit next. Spend some time learning more about this well-known church before you continue your journey. Lastly, visit Fortezza Medicea (siena), a picture-perfect monument and a top attraction in the city.

In Florence, you’ll find plenty of places to unwind after a day on the road. Our top recommendations go perfectly with your laid-back road trip in Italy.

Exploring the food culture in Florence offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Don’t miss out on dining at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

After dinner, it’s time to fall in love with the amazing nightlife in Florence and unwind at some of the best bars in the city.

Keep the excitement of the evening going by visiting a bar or two. Manifattura is an excellent place to start. You could also check out Se·sto On Arno Rooftop Bar, offering a different kind of charm. A last recommendation for the day is Il Vinile. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Cherish every minute of your relaxed road trip vacation across Italy.

Day 5 introduces you to many popular attractions and activities in Florence, further proving that leisurely self-drive tours in Italy are extraordinary.

One of the most astonishing attractions included on the itinerary is Cathedral Of Santa Maria Del Fiore. This history-steeped church will help you start your sightseeing on top. Then, take a leisurely stroll to Palazzo Vecchio and learn what makes this visually striking palace unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the globally renowned Ponte Vecchio. After exploring the historical landmark, head to Uffizi Gallery. This impressive art gallery is a highlight in Florence. As your day continues, stop by Basilica Of Santa Croce In Florence, known for its heritage-rich features. Lastly, don’t forget to check out the famous Piazzale Michelangelo. Enjoy exploring this incredible observation deck at your own pace.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Florence offers a wide selection of experiences for every traveler.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Florence, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Dine in style at Ditta Artigianale, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria Da Burde boasts a menu that's sure to impress. Also, be sure to check out Casa Toscana. Known as a local hotspot, it’s a great choice for tonight in Florence.

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

Round off your dining experience by visiting Bar 50 Rosso, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bitter Bar, a bar catering to every mood and preference. Archea Brewery likewise offers a unique atmosphere, perfect for a memorable night out.

Free your mind of worries as you enjoy the taste of freedom on your laid-back road trip adventure across Italy.

On day 6 of your relaxed road trip in Italy, you’ll start your self-paced adventure in Florence and visit amazing attractions in Pisa and Lucca, just outside the city. You still have 1 night left in Florence, so today is another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

Throughout the day, make sure to take breaks to appreciate the surroundings.

Pisa’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Florence behind. This drive usually takes around 1 hour 16 min. Pisa welcomes you with a multitude of unique vacation experiences.

When you're ready for some sights, head to Piazza Del Duomo, Pisa, a timeless public square in Pisa. Explore its historic features at your own pace before you continue your journey to your next attraction, Leaning Tower Of Pisa. This iconic monument is a top recommendation in the area.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Lucca. This drive usually takes around 32 min, without any stops or traffic disruptions.

For a more meaningful self-guided tour of the city's best attractions, visit Piazza Dell'anfiteatro, a locally renowned public square that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Guinigi Tower and admire its romantic features.

When you’re ready, continue to Mura Di Lucca, a locally appreciated historical landmark beloved by locals and tourists alike.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Florence.

Enjoy a delicious meal at Ristorante Buca Mario, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Agricola Toscana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Eataly Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

If you feel like it, head out to a bar to celebrate another fantastic day in Florence and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

Extend your evening after a delightful meal by visiting Gosh*, which offers the perfect atmosphere for a night out. Moreover, Antico Caffè Del Moro - Art Bar Firenze is another popular option for a drink or two. Likewise, Quelo Bar also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Italy!

Day 7 of your leisurely self-drive tour in Italy offers another chance for an in-depth travel experience. On this refreshing new day, you’ll travel from Castellina in Chianti and continue your relaxed road trip adventure in San Regolo and Perugia. You’ll stay in Perugia for 1 night.

Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Castellina in Chianti.

After soaking in Florence’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Castellina in Chianti. Expect your car journey to take a minimum of 54 min. When you arrive in Castellina in Chianti, it's time to take a break from the road.

When you're ready for some sights, head to Tumulo Di Montecalvario, a beloved archeological site in Castellina in Chianti. Explore its instagrammable features at your own pace before you continue your journey to your next attraction, Rocca Di Castellina In Chianti. This intriguing castle is a top recommendation in the area.

When you’re ready to jump back into the car and say goodbye to Castellina in Chianti, you’ll hit the road in the direction of San Regolo. This drive usually takes around 40 min.

Spend your afternoon discovering Castello Di Brolio, an up-and-coming castle known for its visually striking features.

After a day of exploration, relax at one of the top hotels or accommodations in Perugia. Staying in the city gives you a comfortable, welcoming place to recharge during your laid-back road trip in Italy.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Perugia, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Enjoy a lovely dining experience at Alphaville, a popular restaurant in Perugia. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Perugia at Osteria a Priori, 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 La Bottega di Perugia. It’s yet another ideal choice to enhance your time in Perugia tonight.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Perugia. The bars in Perugia make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

Unwind after your meal by stepping into Punto Di Vista. This venue is celebrated for its extensive drink selections and cozy vibes.

Raise your glass and relax after another big day of your leisurely paced road trip in Italy!