One-Week Italy Self-Drive Road Trip With Itinerary from Bologna traveling west to Florence, San Gimignano, and Monterosso al Mare

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 1 vibrant destinations - Bologna. 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.

Set out on a day brimming with family-friendly attractions, romantic experiences, and breathtaking views. Start at the impressive Piazza Maggiore, a respected public square in Bologna. Next, go to Fountain Of Neptune, Bologna.

After visiting Piazza Maggiore and Fountain Of Neptune, Bologna, have a stroll along Bologna's streets and take in the local charm. Continue your sightseeing by heading to Bologna Cathedral. This breathtaking church offers a unique experience. Two Towers is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Piazza Santo Stefano, one of the most romantic places to visit in Bologna. If you still have some time left for sightseeing, we also recommend stopping by Pinacoteca Nazionale Di Bologna.

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

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

Treat yourself to a wonderful meal at Ristorante Oliviero 1962, a top-rated dining spot in Florence. If you're in the mood for something new, try Di Poneta Novoli, another premier location with a delectable menu. You might also want to book a table at Caffe San Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

Continue the enjoyment post-dinner at Manifattura, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Se·sto On Arno Rooftop Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Il Vinile. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Raise your glass to another unforgettable day in Italy!

On day 3 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 1 night and discover all the best things to see and do in the area.

Today, you'll explore some of the most beautiful places in Florence, including a botanical garden, a historical landmark, an art gallery, a church, an observation deck and much more! Start your day with a visit to The Boboli Gardens. This locally renowned botanical garden is a must-visit in the city. When you’re ready for your next discovery, continue to Ponte Vecchio, which may be one of the most visually striking places you will experience today.

One of the best things about exploring Florence 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 Uffizi Gallery, a widely recognized art gallery in the city. If you’re up for more discoveries, don’t forget to reserve some time for Cathedral Of Santa Maria Del Fiore and Basilica Of Santa Croce In Florence. End your day with a visit to Piazzale Michelangelo, an impressive observation deck that’s sure to leave a lasting impression.

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 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.

Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Cap off your dinner by heading to Bar 50 Rosso, ideal for a leisurely evening with a drink in hand. Bitter Bar is another bar that offers an enjoyable setting. Similarly, Archea Brewery is also a popular place to go on a night out, perfect for relaxing and socializing.

Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip 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 San Gimignano, where you’ll be staying for 1 night.

A blend of family-friendly attractions, romantic experiences, and scenic views await you in Florence on today’s itinerary. First up is the notable church, Siena Cathedral. Afterward, continue to Piazza Del Campo, a public square every traveler should visit.

As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Tower Of Mangia. This locally appreciated monument is an essential stop. Following that, head to Pubblico Palace, another must-visit site that will enhance your experience. Don’t forget to stop by Porta San Giovanni, a locally appreciated monument in the city. Finally, end your day with a visit to Piazza Del Duomo, an UNESCO world heritage-listed public square that offers the perfect conclusion to your sightseeing of the day.

At the end of the day, you will drive to San Gimignano, 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 San Gimignano. 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.

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

Dive into day 5 of your remarkable road trip in Italy. Today you will explore Pisa 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 Monterosso al Mare. You’ll stay here for 2 nights.

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 Santa Maria Della Spina. This locally appreciated 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 respected 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 Monterosso al Mare. Monterosso al Mare 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 Monterosso al Mare's best restaurants.

Make sure to reserve a table at Pizzeria La Smorfia, an iconic dining spot in Monterosso al Mare. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Taverna di Monterosso, a popular restaurant in Monterosso al Mare. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Hotel Albergo Degli Amici, a hidden gem nestled in Monterosso al Mare. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Round off your dining experience by visiting Enoteca Da Eliseo, a prime location for a drink.

Say good night to Monterosso al Mare and look forward to another great day of your road trip in Italy!

At the end of the day, you'll drive back to Monterosso al Mare, where you'll stay for 1 night more.

Today's adventure in Monterosso al Mare promises more breathtaking discoveries and enriching experiences! Begin at Riomaggiore. Then, enjoy Castle Of Riomaggiore, another romantic attraction that never fails to captivate visitors. Next, head over to Presepe Di Manarola, one of the village’s most underrated attractions, known for its romantic features.

If you’re looking for more, spend time soaking in the atmosphere of Manarola Overlook Viewpoint. This romantic observation deck is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Cinque Terre National Park, a captivating national park, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Ruins Of Doria Tower before you head back to your hotel.

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

As you explore more of Monterosso al Mare, 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 Pizzeria Da Ely, an iconic dining spot in Monterosso al Mare. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Cantina Di Miky, a popular restaurant in Monterosso al Mare. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Enoteca Internazionale, a hidden gem nestled in Monterosso al Mare. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

On day 7 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 Parma. In the evening, you’ll end up in Bologna, where you will stay for 1 night.

Monterosso al Mare is brimming with adventures. Today’s wonderful stops include a palace, an opera house, and a church. Begin your sightseeing adventure at the underrated Palazzo Ducale Di Parma and allow yourself time to explore. Just a short distance away you'll find your next stop, Palazzo Della Pilotta, a standout palace that draws visitors from far and near.

Continue your journey to Teatro Regio, one of the city’s most often recommended spots that you shouldn’t miss. Another great site to visit is the increasingly popular Sanctuary Of Santa Maria Della Steccata. When you're finished at the church, Parma Cathedral awaits your visit. This church is an inviting highlight on today's itinerary.

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

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

Treat yourself to a delightful dinner at Bononia Cafè, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Via Con Me? It's another excellent option with a diverse menu. Consider reserving a table at Trattoria Pizzeria La Mela as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Bologna.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Lime Bar, known for its inviting atmosphere. Macondo - Cocktail Bar is another great option if you’re looking for a place to get the night started. Similarly, Bar Onda Marina By Night provides a great setting to enjoy the night away.

Savor another day of unforgettable experiences in Italy!