One-Week Italy Self-Drive Road Trip With Itinerary from Pisa to Florence, Siena, and Perugia

Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Pisa and Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 2 nights here for some well-deserved relaxation.

A blend of family-friendly attractions, scenic views, and picturesque spots await you in Pisa on today’s itinerary. First up is the iconic monument, Leaning Tower Of Pisa. Afterward, continue to Piazza Del Duomo, Pisa, a public square every traveler should visit.

As you explore Pisa’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Basilica Of Santa Croce In Florence. This captivating church is an essential stop. Following that, head to Uffizi Gallery, another must-visit site that will enhance your experience. Don’t forget to stop by Ponte Vecchio, a globally renowned historical landmark in the city. Finally, end your day with a visit to Piazza Della Signoria, a majestic public square that offers the perfect conclusion to your sightseeing of the day.

At the end of the day, you will drive to Florence, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

As you explore more of Florence, 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 Ristorante Oliviero 1962, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Di Poneta Novoli, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Caffe San Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

Day 3 of your road trip will take you to the best attractions Florence has to offer. Cherish the 1 night you have left in Florence by discovering the best things there are to see and do in the city.

One of the most iconic places you can visit today in Florence is Oltrarno. Allow yourself some time to explore this neighborhood and discover its unique quirks. You'll also find many of the best sightseeing spots nearby.

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a church, a food market, an art gallery, an observation deck and much more! Begin your adventure at Basilica Di Santa Maria Novella, Firenze (fi). This is a notable church you should not miss. Another must-see is Central Market, a captivating food market in Florence.

When you’re ready for the next sight, head to Galleria Dell'accademia. From there, take a leisurely stroll to Cathedral Of Santa Maria Del Fiore, another of the city’s widely recognized attractions. We recommend continuing your self-guided tour at Piazzale Michelangelo, an enchanting place of interest in the city.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.

Treat yourself to a wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

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.

Get a good night's sleep and look forward to another great day on the road in Italy!

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Siena and San Gimignano. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 2 nights.

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Siena Cathedral. This history-steeped church is sure to ignite your curiosity. Next, dive into the visually striking features of Piazza Del Campo, a must-visit public square in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Tower Of Mangia, a beloved monument. For a change of scene, check out Basilica Of San Domenico, known for its majestic features. We also recommend visiting Porta San Giovanni. This monument is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Piazza Del Duomo, yet another underrated attraction in Florence.

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.

After a day of adventure, treat yourself to an exquisite dinner at one of Siena's best restaurants.

Dine in style at Enoteca I Terzi, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante Tar-Tufo boasts a menu that's sure to impress. Also, be sure to check out Antica Trattoria Papei. Known as a local hotspot, it’s a great choice for tonight in Siena.

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

On day 5 of your road trip, you’ll start and end your day in Siena, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Castelnuovo Berardenga, San Regolo, Greve in Chianti, and Greti. You still have 1 night left in Siena.

Today's adventure in Siena promises more breathtaking discoveries and enriching experiences! Begin at Fèlsina S. P. A. This romantic winery is a highlight of any visit in the village. Then, enjoy Castello Di Brolio, another standout attraction that never fails to captivate visitors. Next, head over to Castle Of Verrazzano, one of the village’s most curiosity-inducing attractions, known for its romantic features.

If you’re looking for more, spend time soaking in the atmosphere of Villa Calcinaia - Conti Capponi. This instagrammable winery is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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

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

Savor the flavors at Osteria Quattro Venti, a top pick for dinner tonight. Alternatively, Fischi per Fiaschi beckons with its unique menu offerings. Also, consider Osteria da Divo. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.

After your meal, keep the night alive at a bar like Charlie Mixology Bar Di Aldinucci Riccardo, known for its lively atmosphere. Bar Pinacoteca is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, San Paolo Pub offers an excellent atmosphere for those looking to amp up the evening.

Raise your glass to another unforgettable day in Italy!

Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Santa Maria degli Angeli and Perugia. 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.

Today, you'll explore some of the most beautiful places in Siena, including a church, a public square, a castle, a monument and much more! Start your day with a visit to Basilica Of San Francesco D'assisi. This interesting church is a must-visit in the town. When you’re ready for your next discovery, continue to Piazza Del Comune, which may be one of the most history-steeped places you will experience today.

One of the best things about exploring Siena on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Rocca Maggiore, an underrated castle in the town. If you’re up for more discoveries, don’t forget to reserve some time for Perugia Cathedral and Piazza Iv Novembre. End your day with a visit to The Fontana Maggiore, an often recommended monument that’s sure to leave a lasting impression.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Perugia. Perugia offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Perugia. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Make sure to reserve a table at Ristorante Settimo Sigillo, an iconic dining spot in Perugia. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Caffè Baglioni, a popular restaurant in Perugia. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Bar Pellas, a hidden gem nestled in Perugia. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Tommi Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Valentina offers an ideal atmosphere to enjoy the pleasures of the night. Caffe Dal Perugino is also a great option that provides a perfect setting for a relaxing evening.

Raise your glass to another unforgettable day in Italy!

Dive into day 7 of your remarkable road trip in Italy. Today you will explore Orvieto and Lucca, 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 Pisa. You’ll stay here for 1 night.

Set out on a day brimming with family-friendly attractions, breathtaking views, and picturesque spots. Start at the notable Well Of St. Patrick, a culturally significant monument in Perugia. Next, go to Orvieto Cathedral.

After visiting Well Of St. Patrick and Orvieto Cathedral, have a stroll along Perugia's streets and take in the local charm. Continue your sightseeing by heading to Pozzo Della Cava. This photogenic cave offers a unique experience. Mura Di Lucca is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Piazza Dell'anfiteatro, one of the most visually striking places to visit in Perugia.

At the end of the day, you will drive to Pisa, 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 Pisa's most popular restaurants, and connect with friendly locals for an authentic adventure.

Savor the flavors at Ristorante Capodimonte Pisa, a top pick for dinner tonight. Alternatively, La Locanda Dei Pisani Doc Pisa beckons with its unique menu offerings. Also, consider Baribaldi Pisa. With its consistent customer satisfaction, it’s an excellent option for dining in Pisa tonight.

Keep the excitement of the evening going by visiting a bar or two. Bar Mocambo is an excellent place to start. You could also check out Tree, offering a different kind of charm. A last recommendation for the day is Chupiteria. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Take some time to reflect on your day and savor another beautiful night in Italy.