One-Week Italy Self-Drive Road Trip With Itinerary from Pisa to Florence, San Gimignano, Panzano in Chianti, and Monterosso al Mare and surrounding area

Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Pisa and Florence. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 2 nights.

Today, you'll explore some of the most beautiful places in Pisa, including a monument, a public square, a church, an art gallery, a museum and much more! Start your day with a visit to Leaning Tower Of Pisa. This timeless monument is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Del Duomo, Pisa, which may be one of the most breathtaking places you will experience today.

One of the best things about exploring Pisa 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 Pisa Cathedral, an often recommended church in the city. If you’re up for more discoveries, don’t forget to reserve some time for Galleria Dell'accademia and Museo Dell'opera Del Duomo. End your day with a visit to Cathedral Of Santa Maria Del Fiore, a widely recognized church that’s sure to leave a lasting impression.

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.

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 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.

Head back to your accommodation in Florence and get some rest in preparation for another magical day 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 a day filled with fun adventures, photo-friendly spots, and budget-friendly activities in the charming city of Florence. Your adventure starts at Central Market, a notable local hot spot. Another notable attraction to explore is Piazza Della Signoria. This famous public square is known for its eye-catching appeal.

After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Uffizi Gallery. This romantic art gallery offers a fascinating experience that many visitors find memorable. Ponte Vecchio is also worth visiting, along with Piazzale Michelangelo. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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.

Enjoy a lovely meal at Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar 50 Rosso stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bitter Bar offers an ideal atmosphere to enjoy the pleasures of the night. Archea Brewery is also a great option that provides a perfect setting for a relaxing evening.

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.

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Siena and San Gimignano, 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 San Gimignano. You’ll stay here for 1 night.

Today’s agenda in Florence includes a monument, a palace, a public square, a church and much more! Fortezza Medicea (siena) is must-visit monument and a great starting point for the day. Next, continue your journey to Palazzo Salimbeni, an up-and-coming palace, located just a leisurely stroll away. Next, head to Piazza Del Campo, a history-steeped public square, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Florence. When you're ready, let your sightseeing route take you to the notable Siena Cathedral. If you’re looking for more, Basilica Of San Domenico is also an up-and-coming attraction that is worthwhile a visit. Lastly, don’t miss Porta San Giovanni, a place of breathtaking interest in the city.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in San Gimignano. San Gimignano 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 San Gimignano's most popular restaurants, and connect with friendly locals for an authentic adventure.

Savor another day of unforgettable experiences in Italy!

On day 5 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 San Gimignano and San Donato in Poggio. In the evening, you’ll end up in Panzano in Chianti, where you will stay for 1 night.

Get ready to discover some of the most iconic wonders in San Gimignano, including a public square, a museum, a park, a church, an astronomical observatory and much more! Start your day at Piazza Del Duomo. This enchanting public square is a frequently visited place to see in San Gimignano. Then, wander over to Palazzo Comunale, Pinacoteca, Torre Grossa. If culturally significant sites excite you, this museum will be right up your alley. Nearby, you’ll also find Sangimignano1300. This respected museum is a favorite among visitors.

San Gimignano offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Parco Della Rocca is a curiosity-inducing spot in the village that will captivate you with its unique charm. When you’re done at the park, don’t forget to check out the culturally significant Chiesa Di Sant'agostino. Take a moment to appreciate the fascinating details of this beloved church. Wrap up your self-guided tour of San Gimignano's top attractions with a visit to Osservatorio Polifunzionale Del Chianti.

When you’re done exploring for the day, you’ll drive to your hotel in Panzano in Chianti. Check in and spend some time relaxing before you head out to tour the village.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Panzano in Chianti. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Say good night to Panzano in Chianti and look forward to another great day of your road trip in Italy!

On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Lucca and Vernazza. When you’re not sightseeing, take time to relax at your selected hotel in Monterosso al Mare, where you’ll be staying for 1 night.

Start by visiting Piazza Dell'anfiteatro, a prime spot to begin your journey. This romantic public square is sure to impress. Next on your list is Guinigi Tower, another must-visit landmark and curiosity-inducing monument renowned for its history-steeped features.

While exploring and sightseeing, take time to savor the culture of Panzano in Chianti by sampling some local delicacies. When you’re ready for more sightseeing, head to St Martin Cathedral. This picture-perfect church is an essential place to visit for anyone looking for the full Panzano in Chianti experience. We also recommend visiting Piazza Napoleone, a notable public square. Nearby, you'll also find Porta San Pietro, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Sentiero Monterosso - Vernazza and wrap up your day with its mesmerizing appeal.

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

As dinnertime approaches, it's time to head out for a bite to eat in Monterosso al Mare. If you are looking to dine at a popular restaurant in the village, it's often a good idea to reserve a table in advance.

Enjoy a lovely dining experience at Pizzeria La Smorfia, a popular restaurant in Monterosso al Mare. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Monterosso al Mare at La Taverna di Monterosso, 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 Hotel Albergo Degli Amici. It’s yet another ideal choice to enhance your time in Monterosso al Mare tonight.

Following your dinner, dive into the local bar culture at Enoteca Da Eliseo. Enjoy this evening's relaxed ambiance with delightful drinks.

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

Experience an unparalleled adventure on day 7 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 3 vibrant destinations - Monterosso al Mare, Vernazza, and Corniglia. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Pisa. You will spend 1 night here for some well-deserved relaxation.

Today's adventure in Monterosso al Mare promises more breathtaking discoveries and enriching experiences! Begin at Parrocchia Di S. Giovanni Battista. This heritage-rich church is a highlight of any visit in the village. Then, enjoy Church Of St. Margaret Of Antioch, another respected attraction that never fails to captivate visitors. Next, head over to Ruins Of Doria Tower, one of the village’s most worthwhile attractions, known for its majestic features.

If you’re looking for more, spend time soaking in the atmosphere of Cantina Cheo. This gorgeous winery is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Cinque Terre National Park, a notable national park, and 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 Pisa. Pisa offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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

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.

After your meal, keep the night alive at a bar like Bar Mocambo, known for its lively atmosphere. Tree is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Chupiteria offers an excellent atmosphere for those looking to amp up the evening.

Celebrate another amazing day of your road trip adventure in Italy!