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

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 - 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.

Continue your road trip and head to your next destination, Florence. This car ride takes around 2 hours 29 min.

Begin your journey at Pitti Palace and explore the awe-inspiring features. Next, make your way to Ponte Vecchio, another highlight in the city. When you’re done exploring the historical landmark, continue to Uffizi Gallery, a historic art gallery. Nearby, you will also find Piazza Della Signoria. This spectacular public square is a top place to see in the area.

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.

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.

Treat yourself to a delightful dinner at Ristorante Oliviero 1962, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Di Poneta Novoli? It's another excellent option with a diverse menu. Consider reserving a table at Caffe San Firenze as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

Keep the evening going at Manifattura, a great choice for enjoying the after-dinner hours with a drink. You could also go to Se·sto On Arno Rooftop Bar, which offers a similarly pleasant setting and great drinks. Another option is Il Vinile, which provides an inviting environment for unwinding after a busy day out.

Savor another day of unforgettable experiences in Italy!

Day 3 offers a multitude of experiences. You will stay in Florence for 1 night more, offering you enough time to explore at a relaxed pace.

Florence is home to plenty of attractions that offer family-friendly attractions, photo-friendly spots, and wallet-friendly activities! Start at Central Market, a captivating food market that is worthwhile a visit in the city. Nearby, you’ll find Cathedral Of Santa Maria Del Fiore, enchanting visitors with its history-steeped appeal. Continue your exploration at Galleria Dell'accademia. This art gallery is one of the city’s most locally renowned spots.

Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit David. After exploring the statue, head to the extraordinary Piazzale Michelangelo. This observation deck will wrap up today’s self-guided sightseeing tour 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.

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

Enjoy a delicious meal at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

If you’re not ready to end the night just yet, Bar 50 Rosso offers a perfect venue to relax and savor a drink. Similarly, Bitter Bar is well-suited for those looking to unwind in a social setting. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

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.

Embrace the thrill of the open road as you wave goodbye to Florence and set your GPS to Siena. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 10 min. Upon reaching Siena, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Your self-guided tour starts at Fortezza Medicea (siena), an up-and-coming monument that is sure to impress. Take in the surroundings and enjoy the freedom of exploring before you continue your journey. Next, head to Piazza Del Campo and admire its romantic features. When you’re ready, continue to Siena Cathedral, a popular church beloved by locals and tourists alike.

When you’re ready to jump back into the car and say goodbye to Siena, you’ll hit the road in the direction of San Gimignano. This drive usually takes around 42 min. When you arrive, enjoy some sightseeing.

Savor the rest of your day by heading to Porta San Giovanni, an intriguing monument that draws visitors from near and far. When you're done, continue on to Piazza Del Duomo, where you can soak in the history-steeped surroundings.

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.

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

Raise your glass to another unforgettable day in Italy!

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Pisa and Lucca. When you’re not sightseeing, take time to relax at your selected hotel in Monterosso al Mare, where you’ll be staying for 2 nights.

As you’ve unraveled the marvels of San Gimignano, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Pisa may take around 1 hour 18 min. Upon your arrival in Pisa, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Head to Pisa Cathedral, an intriguing church in Pisa. Explore its historic features at your own pace before you continue your journey to your next sight, Piazza Del Duomo, Pisa. This world-famous public square is a top recommendation in the area. When you’re ready to explore more, Leaning Tower Of Pisa is an excellent choice. Spend some time discovering what some claim to be the most breathtaking monument in the region.

Continue your road trip and head to your next destination, Lucca. This car ride takes around 32 min.

Make your way to Guinigi Tower, an increasingly popular monument that draws attention for its history-steeped features. Spend some time soaking in the atmosphere before continuing to Piazza Dell'anfiteatro, an enchanting public square that stands out in the city.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Monterosso al Mare. Monterosso al Mare offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

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 delicious meal at Pizzeria La Smorfia, a highly-rated dining destination in Monterosso al Mare. If you're eager to try something different, consider La Taverna di Monterosso, another top spot with a tantalizing menu. You might also want to secure a reservation at Hotel Albergo Degli Amici. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Monterosso al Mare this evening.

Let the evening flow smoothly from dinner to drinks at Enoteca Da Eliseo, a top-rated bar in the area.

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

Wake up to day 6 of your extraordinary road trip in Italy. With 1 night left in Monterosso al Mare, we encourage you to seize the day and discover the unexplored beauty of the village’s surroundings!

Bring your curiosity for today’s adventure around Vernazza. Some of the village’s most loved attractions await.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Corniglia. This drive usually takes around 14 min, without any stops or traffic disruptions.

Your self-guided tour starts at Sentiero Monterosso - Vernazza, an underrated hiking area that is sure to impress. Take in the surroundings and enjoy the freedom of exploring before you continue your journey. Next, head to Ruins Of Doria Tower and admire its romantic features.

When you’ve had your share of Vernazza, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Corniglia. Your travel time is around 14 min.

Your self-guided tour starts at Sentiero Azzurro, a locally appreciated hiking area that is sure to impress. Take in the surroundings and enjoy the freedom of exploring before you continue your journey. Next, head to Cinque Terre National Park and admire its mesmerizing features.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Riomaggiore. This drive usually takes around 20 min, without any stops or traffic disruptions.

One of our top recommendations for your sightseeing is Castle Of Riomaggiore. Spend some time admiring the enchanting features of the castle before you continue to your next stop.

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

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.

Savor the flavors at Ristorante Pizzeria Da Ely, a top pick for dinner tonight. Alternatively, La Cantina Di Miky beckons with its unique menu offerings. Also, consider Enoteca Internazionale. With its consistent customer satisfaction, it’s an excellent option for dining in Monterosso al Mare tonight.

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

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

Enjoy the perfect balance of relaxation and exploration in Rome today.

Throughout the day, make sure to take breaks to appreciate the surroundings.

Set your GPS to Rome and hit the road. Expect a journey of approximately 4 hours 59 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Rome beckons with new experiences!

Make your way to Piazza Di Spagna, a globally renowned public square that draws attention for its enchanting features. Spend some time soaking in the atmosphere before continuing to Trevi Fountain, a culturally significant monument that stands out in the city. Next, visit Piazza Navona, a globally renowned public square that offers a unique experience. Be sure to also explore Pantheon, a nearby monument, which is highly recommended by other travelers.

When you’re done exploring for the day, you’ll drive to your hotel in Rome. 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 Rome's best restaurants.

Savor the flavors at La Bottega Roma, a top pick for dinner tonight. Alternatively, Pasta In Corso beckons with its unique menu offerings. Also, consider Trattoria Vecchia Roma. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

Unwind after your meal by stepping into La Botticella Of Poggi Giovanni. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Almalu Trastevere offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Viminale Di Pepi Maurilio, another top-rated bar in the area.

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