7-Day Italy Self-Drive Road Trip With Itinerary from Bologna to Florence and San Gimignano

Day 2 of your road trip will take you to the best attractions Bologna has to offer. Cherish the 1 night you have left in Bologna by discovering the best things there are to see and do in the city.

A blend of family-friendly attractions, picturesque spots, and historic treasures await you in Bologna on today’s itinerary. First up is the up-and-coming art gallery, Pinacoteca Nazionale Di Bologna. Afterward, continue to Two Towers, a monument every traveler should visit.

As you explore Bologna’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Piazza Santo Stefano. This frequently visited public square is an essential stop. Following that, head to Piazza Maggiore, another must-visit site that will enhance your experience. Don’t forget to stop by Bologna Cathedral, an up-and-coming church in the city. Finally, end your day with a visit to Fountain Of Neptune, Bologna, a symbolic monument that offers the perfect conclusion to your sightseeing of the day.

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.

As you explore more of Bologna, 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.

Dine in style at Bononia Cafè, a top recommendation for dinner tonight. Or, for a change of pace, Via Con Me boasts a menu that's sure to impress. Also, be sure to check out Trattoria Pizzeria La Mela. Known as a local hotspot, it’s a great choice for tonight in Bologna.

To truly maximize your evening out, consider visiting Lime Bar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Macondo - Cocktail Bar, another bar with an inviting ambiance. Similarly, Bar Onda Marina By Night also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Savor another day of unforgettable experiences in Italy!

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

Today’s agenda in Bologna includes an observation deck, a church, an art gallery, a historical landmark, a palace and much more! Piazzale Michelangelo is must-visit observation deck and a great starting point for the day. Next, continue your journey to Basilica Of Santa Croce In Florence, a locally renowned church, located just a leisurely stroll away. Next, head to Uffizi Gallery, a romantic art gallery, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Bologna. When you're ready, let your sightseeing route take you to the wondrous Ponte Vecchio. If you’re looking for more, Palazzo Vecchio is also a locally renowned attraction that is worthwhile a visit. Lastly, don’t miss Cathedral Of Santa Maria Del Fiore, a place of history-steeped interest in the city.

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 dinnertime approaches, it's time to head out for a bite to eat in Florence. 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.

Enjoy a lovely meal at Ristorante Oliviero 1962, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Di Poneta Novoli is another top choice with a popular menu. You could also check for a table at Caffe San Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

Continue your evening by exploring the vibrant nightlife scene at Manifattura, a prime destination for a thrilling night out. Also, don’t forget to check out Se·sto On Arno Rooftop Bar, a bar that offers unique local touches. Likewise, Il Vinile provides an excellent alternative for a fun evening.

Savor another day of unforgettable experiences in Italy!

Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Siena and San Gimignano. At the end of the day, you will enjoy the comforts of a top-rated hotel in San Gimignano, which will be your home away from home for 1 night.

Start by visiting Fortezza Medicea (siena), a prime spot to begin your journey. This culturally significant monument is sure to impress. Next on your list is Basilica Of San Domenico, another must-visit landmark and up-and-coming church renowned for its picture-perfect features.

While exploring and sightseeing, take time to savor the culture of Florence by sampling some local delicacies. When you’re ready for more sightseeing, head to Tower Of Mangia. This UNESCO world heritage-designated monument is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Piazza Del Campo, an astonishing public square. Nearby, you'll also find Siena Cathedral, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Piazza Del Duomo and wrap up your day with its visually striking appeal.

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

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

Relax and recharge in preparation for another adventurous day 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 Pisa and Lucca. In the evening, you’ll end up in Florence, where you will stay for 1 night.

Savor the day by visiting some of the best places to see in San Gimignano, including a church, a public square, a monument, a historical landmark and much more! Start your adventure at Pisa Cathedral. This frequently visited church is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Del Duomo, Pisa located in San Gimignano for another exciting encounter.

Next, immerse yourself in the setting of Leaning Tower Of Pisa. Its historic features will captivate you. After the monument, continue your tour of the city with a visit to Mura Di Lucca. Visitors usually appreciate the enchanting features of this historical landmark. Next up is Piazza Dell'anfiteatro, a highly recommended public square.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Florence. Florence 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 Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Make sure to reserve a table at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Explore the vibrant nightlife at Bar 50 Rosso after your meal, a hub for lively evenings and memorable moments. Or, head to Bitter Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery is perfect for those looking to extend their night with a touch of local flavor.

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