9-Day Italy Self-Drive Road Trip With Itinerary from Rimini to Florence, San Gimignano, Monterosso al Mare, and Rome

On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Florence. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 2 nights.

Get ready for an exciting day in Rimini. Today’s sightseeing agenda includes a historical landmark, an art gallery, a church, a palace, a public square and much more! Begin your adventure at Ponte Vecchio. This is a world-famous historical landmark you should not miss. Another must-see is Uffizi Gallery, an extraordinary art gallery in Rimini.

When you’re ready for the next sight, head to Basilica Of Santa Croce In Florence. From there, take a leisurely stroll to Palazzo Vecchio, another of the city’s popular attractions. We recommend continuing your self-guided tour at Piazza Della Signoria, a grand place of 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 you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Dine in style at Ristorante Oliviero 1962, a top recommendation for dinner tonight. Or, for a change of pace, Di Poneta Novoli boasts a menu that's sure to impress. Also, be sure to check out Caffe San Firenze. Known as a local hotspot, it’s a great choice for tonight in Florence.

Unwind after your meal by stepping into Manifattura. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Se·sto On Arno Rooftop Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Il Vinile, another top-rated bar in the area.

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

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Basilica Di Santa Maria Novella, Firenze (fi). This visually striking church is sure to ignite your curiosity. Next, dive into the instagrammable features of Central Market, a must-visit food market 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 Cathedral Of Santa Maria Del Fiore, an impressive church. For a change of scene, check out Galleria Dell'accademia, known for its instagrammable features. We also recommend visiting David. This statue is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Piazzale Michelangelo, yet another widely recognized attraction in Florence.

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.

Extend your evening after a delightful meal by visiting Bar 50 Rosso, which offers the perfect atmosphere for a night out. Moreover, Bitter Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Celebrate another amazing day of your road trip adventure 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.

Discover a day packed with fun adventures, romantic experiences, and scenic views in Florence. Begin your sightseeing with Siena Cathedral. This interesting church is one of the top attractions in the city. Proceed to Piazza Del Campo, another must-visit attraction.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Porta San Giovanni. This up-and-coming monument is a traveler-favorite. Not far away, you’ll find Piazza Del Duomo, another key site on your sightseeing itinerary. Palazzo Comunale, Pinacoteca, Torre Grossa is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Chiesa Di Sant'agostino and uncover why it's recognized as one of the city's most increasingly popular attractions.

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.

Head back to your accommodation in San Gimignano and get some rest in preparation for another magical day of your road trip in Italy!

Embark on another extraordinary experience on day 5 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Pisa and Lucca. At the end of the day, you will enjoy the comforts of a top-rated hotel in Monterosso al Mare, which will be your home away from home 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 Battistero Di San Giovanni. This intriguing 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 Pisa Cathedral. Its culturally significant features will captivate you. After the church, continue your tour of the city with a visit to Leaning Tower Of Pisa. Visitors usually appreciate the culturally significant features of this monument. Next up is Mura Di Lucca, a highly recommended historical landmark. For a change of pace, head to Porta San Pietro. As one of the most often recommended attractions in San Gimignano, this monument is the perfect place to end your self-guided sightseeing tour.

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.

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.

Savor the flavors at Pizzeria La Smorfia, a top pick for dinner tonight. Alternatively, La Taverna di Monterosso beckons with its unique menu offerings. Also, consider Hotel Albergo Degli Amici. With its consistent customer satisfaction, it’s an excellent option for dining in Monterosso al Mare tonight.

Explore the vibrant nightlife at Enoteca Da Eliseo after your meal, a hub for lively evenings and memorable moments.

Savor another day of unforgettable experiences in Italy!

On day 6 of your road trip, you’ll start and end your day in Monterosso al Mare, where you'll stay for 1 night more.

Bring your curiosity for today’s adventure around Monterosso al Mare. Some of the village’s most loved attractions await! Riomaggiore is the perfect place to start. This point of interest is one of the most intriguing places to visit in Monterosso al Mare. Next, head to Castle Of Riomaggiore, an up-and-coming castle, known for its romantic features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Presepe Di Manarola. This visually striking art installation is a highly recommended experience. Nearby, you'll also find Manarola Overlook Viewpoint and Cinque Terre National Park. Visit these for an interesting touch to your journey.

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

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

Don’t miss out on dining at Ristorante Pizzeria Da Ely, a top-rated dining destination in Monterosso al Mare. If you're in the mood to try something new, consider La Cantina Di Miky, another top spot with a mouthwatering menu. You might also want to secure a reservation at Enoteca Internazionale. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Monterosso al Mare this evening.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip 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 1 vibrant destinations - Rome. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 1 night here for some well-deserved relaxation.

Bring your curiosity for today’s adventure around Monterosso al Mare. Some of the city’s most loved attractions await! Piazza Di Spagna is the perfect place to start. This public square is one of the most wondrous places to visit in Monterosso al Mare. Next, head to Trevi Fountain, a wondrous monument, known for its history-steeped features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Pantheon. This culturally significant monument is a highly recommended experience. Nearby, you'll also find Piazza Navona and Circus Maximus. Visit these for an interesting touch to your journey.

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

Make sure to reserve a table at La Bottega Roma, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Pasta In Corso, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Trattoria Vecchia Roma, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Following your dinner, dive into the local bar culture at La Botticella Of Poggi Giovanni. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Almalu Trastevere, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Viminale Di Pepi Maurilio provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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