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

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Photo of panoramic view of Bologna,Italy.
Photo of Channel river in Bologna Italy.
Photo of Fontana di Nettuno or Neptune fountain on Piazza Maggiore square at the morning dusk designed by Tommaso Laureti (1565).
Photo of Bologna main square aerial view from Asinelli tower.
Photo of ancient sanctuary of the Madonna di San Luca, old church on the hill.
Photo of quirky castle in the Emilian Apennines, Bologna, Italy.
Photo of Basilica of SantApolinare in Classe.
Photo of View of Basilica di San Petronio on sunrise.
Photo of Sunset view of a small lake located in a park in the center of Bologna, Italy.
Bologna, Italy. View of Basilica di San Petronio on sunrise
Palazzo Re Enzo. Splendid cityscape of Bologna, Italy.
photo of view of Bologna, Italy.
Aerial view of the Cattedrale di Santa Maria del Fiore in Florence, Italy, overlooking the city
Photo of Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, Italy.
Photo of Woman enjoys beautiful view on famous Duomo cathedral in Florence, standing on empty cathedral square during morning time.
Photo of Summer street cafe on Piazza della Repubblica in Florence, Toscana province, Italy.
Photo of Giotto's Campanile - An aerial dusk view of Giotto's Campanile and the historical Old Town of Florence, as seen from the top of Brunelleschi's Dome of the Florence Cathedral. Florence, Tuscany, Italy.
Photo of Ponte Vecchio, old bridge over Arno River, Florence, Tuscany, Italy.
Photo of The Colossus of the Apennines, majestic stone sculpture by Giambologna located in the park of Villa Demidoff in Florence, Italy.
Photo of Fountain of Neptune in Florence in early morning.
Photo of Sunset view of Florence, Ponte Vecchio, Palazzo Vecchio and Florence Duomo, Italy. Architecture and landmark of Florence. Cityscape of Florence.
Vintage carousel and tourists in Piazza della Repubblica (Republic Square) and the arch in honor of the first king of united Italy on background in Florence, Italy.
Photo of Arches of the Vasari Corridor (Corridoio Vasariano) in Florence, Tuscany, Italy. View of the Lungarno degli Archibusieri.
cheerful senior woman cycling with her electric mountain bike above downtown of Florence with stunning view over the old city, Tuscany, Italy
Facade of Palazzo Pitti palace with Gallery of Modern Art large building on Piazza dei Pitti square in historical centre of Florence city, blue sky white clouds, Tuscany, Italy
photo of view of Florence,Italy.
photo of view of Florence,Italy.
Photo of Historic center in San Gimignano in Italy by Makalu
Monterosso al Mare, a coastal village and resort in Cinque Terre, Italy
Picturesque coastal village of Monterosso al Mare, Cinque Terre, Italy.
Monterosso al Mare, Liguria, Italy: The largest of the five centuries-old seaside villages of the Cinque Terre in the province of La Spezia, on the Italian Riviera of the Ligurian Sea, Tyrrhenian Sea.
View to the village Monterosso al Mare on shore of the Mediterranean Sea in Italy.
Monterosso al mare with great beaches, Cinque Terre national park in Liguria, Italy
Colorful view at Monterosso Al Mare, Cinque Terre, Italy
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Experience the freedom of the open road in Italy as you embark on an unforgettable 8-day road trip! This experience caters to every traveler, featuring destinations like Bologna, Florence, Siena, San Gimignano, Pisa, Lucca, Monterosso al Mare, Riomaggiore, Manarola, Corniglia, Vernazza, and Parma.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 nights in Bologna, 2 nights in Florence, 1 night in San Gimignano, and 2 nights in Monterosso al Mare. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.

Upon arriving in Bologna, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Ponte Vecchio and Leaning Tower Of Pisa are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Piazza Del Duomo, Pisa, learn more about the unique Piazzale Michelangelo, and immerse yourself in the vibrant atmosphere of Cathedral Of Santa Maria Del Fiore.

As you hit the open road and drive through Bologna, Florence, Siena, San Gimignano, Pisa, Lucca, Monterosso al Mare, Riomaggiore, Manarola, Corniglia, Vernazza, and Parma, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.

Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!

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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
arco del Meloncello
Piazza MaggioreFountain of Neptune, BolognaBologna CathedralTwo TowersPiazza Santo StefanoPinacoteca Nazionale di Bologna
The Boboli GardensPonte VecchioUffizi GalleryCathedral of Santa Maria del FioreBasilica of Santa Croce in Florencepiazzale Michelangelo
Siena Cathedralpiazza del CampoTower of MangiaPubblico PalacePorta San GiovanniPiazza del Duomo, San Gimignano
Santa Maria della SpinaPiazza del Duomo, PisaLeaning Tower of PisaWalls of LuccaPiazza dell'Anfiteatro
RiomaggioreCastle of RiomaggiorePresepe di ManarolaManarola Overlook ViewpointCinque Terre National ParkRuins of Doria Tower
Palazzo Ducale di ParmaPalazzo della PilottaTeatro RegioSanctuary of Santa Maria della SteccataParma Cathedral
Basilica of San Domenico

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Day 1

Day 1

  • Bologna - Arrival day
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  • arco del Meloncello
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Welcome to Bologna, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 1 night immersing yourself in Bologna's charm before embarking on the next leg of your journey.

Bologna is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Arco Del Meloncello, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

As afternoon approaches, head to your chosen hotel in Bologna. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

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

Enjoy a lovely dining experience at Ristorante Ciacco, a popular restaurant in Bologna. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Bologna at Ristorante Ballarini, 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 Sfoglia Rina. It’s yet another ideal choice to enhance your time in Bologna tonight.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar Al Bricco D'oro stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bar Freud E Squisito offers an ideal atmosphere to enjoy the pleasures of the night. Osteria Del Sole is also a great option that provides a perfect setting for a relaxing evening.

Raise a toast to the start of your 8-day road trip in Italy!

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Day 2

Day 2

  • Bologna
  • Florence
  • More

Drive 120 km, 2 hours 7 min

  • Piazza Maggiore
  • Fountain of Neptune, Bologna
  • Bologna Cathedral
  • Two Towers
  • Piazza Santo Stefano
  • Pinacoteca Nazionale di Bologna
  • More

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

Today’s agenda in Bologna includes a public square, a monument, a church, an art gallery and much more! Piazza Maggiore is must-visit public square and a great starting point for the day. Next, continue your journey to Fountain Of Neptune, Bologna, an often recommended monument, located just a leisurely stroll away. Next, head to Bologna Cathedral, a picture-perfect church, 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 notable Two Towers. If you’re looking for more, Piazza Santo Stefano is also an increasingly popular attraction that is worthwhile a visit. Lastly, don’t miss Pinacoteca Nazionale Di Bologna, a place of photogenic 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 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 Ristorante Oliviero 1962, 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 Di Poneta Novoli, 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 Caffe San Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

Relax and recharge in preparation for another adventurous day in Italy!

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Day 3

Day 3

  • Florence
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Drive 10 km, 1 hour 47 min

  • The Boboli Gardens
  • Ponte Vecchio
  • Uffizi Gallery
  • Cathedral of Santa Maria del Fiore
  • Basilica of Santa Croce in Florence
  • piazzale Michelangelo
  • More

Day 3 of your road trip across Italy promises a magnificent time exploring Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Today’s well-planned self-sightseeing route offers several fun adventures, romantic experiences, and scenic views. Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. The Boboli Gardens is the first of them. Spend some time admiring this noteworthy botanical garden before continuing your journey. Ponte Vecchio is your next stop. This world-famous historical landmark is one of the best-rated sights in Florence.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Uffizi Gallery. This romantic art gallery is a sight to behold. To round off your sightseeing experience, visit Cathedral Of Santa Maria Del Fiore and Basilica Of Santa Croce In Florence. If time allows, end your day with Piazzale Michelangelo, an awe-inspiring observation deck that offers a memorable conclusion to your exploration.

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 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.

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.

After enjoying a fulfilling meal, continue your evening at Bar 50 Rosso, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bitter Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Archea Brewery provides an excellent environment for a relaxed and enjoyable evening.

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

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Day 4

Day 4

  • Florence
  • San Gimignano
  • More

Drive 122 km, 2 hours 10 min

  • Siena Cathedral
  • piazza del Campo
  • Tower of Mangia
  • Pubblico Palace
  • Porta San Giovanni
  • Piazza del Duomo, San Gimignano
  • More

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.

Florence is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and breathtaking views! Start at Siena Cathedral, a well-known church that is worthwhile a visit in the city. Nearby, you’ll find Piazza Del Campo, enchanting visitors with its history-steeped appeal. Continue your exploration at Tower Of Mangia. This monument is one of the city’s most intriguing 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 Pubblico Palace. After exploring the palace, head to the increasingly popular Porta San Giovanni. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Piazza Del Duomo, a place of history-steeped interest in Florence.

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 you explore more of San Gimignano, 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.

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

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Day 5

Day 5

  • San Gimignano
  • Monterosso al Mare
  • More

Drive 209 km, 3 hours 55 min

  • Santa Maria della Spina
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • Walls of Lucca
  • Piazza dell'Anfiteatro
  • More

Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Pisa and Lucca. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Monterosso al Mare. You will spend 2 nights here for some well-deserved relaxation.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and scenic views. Whether you decide to explore San Gimignano on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Santa Maria Della Spina is the first of them. Spend some time admiring this romantic church before continuing your journey. Piazza Del Duomo, Pisa is your next stop. This globally renowned public square is one of the best-rated sights in San Gimignano.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Leaning Tower Of Pisa. This picture-perfect monument is a sight to behold. To round off your sightseeing experience, visit Mura Di Lucca and Piazza Dell'anfiteatro.

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

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.

Treat yourself to a wonderful meal at Pizzeria La Smorfia, a top-rated dining spot in Monterosso al Mare. If you're in the mood for something new, try La Taverna di Monterosso, another premier location with a delectable menu. You might also want to book a table at Hotel Albergo Degli Amici. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Monterosso al Mare.

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.

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Day 6

Day 6

  • Monterosso al Mare
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Drive 62 km, 2 hours 40 min

  • Riomaggiore
  • Castle of Riomaggiore
  • Presepe di Manarola
  • Manarola Overlook Viewpoint
  • Cinque Terre National Park
  • Ruins of Doria Tower
  • More

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!

Get ready for a day filled with fun adventures, romantic experiences, and scenic views in the charming village of Monterosso al Mare. Your adventure starts at Riomaggiore, an intriguing local hot spot. Another notable attraction to explore is Castle Of Riomaggiore.

After soaking in the highlights of these sights, take some time to wander Monterosso al Mare's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Presepe Di Manarola. This stunning art installation offers a fascinating experience that many visitors find memorable. Manarola Overlook Viewpoint is also worth visiting, along with Cinque Terre National Park. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Ruins Of Doria Tower. This underrated monument provides a fitting finale to your sightseeing.

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

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

Have a fantastic dining experience at Ristorante Pizzeria Da Ely, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La Cantina Di Miky offers an enticing alternative with its varied menu. Additionally, Enoteca Internazionale is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Monterosso al Mare.

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

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Day 7

Day 7

  • Monterosso al Mare
  • Bologna
  • More

Drive 256 km, 3 hours 39 min

  • Palazzo Ducale di Parma
  • Palazzo della Pilotta
  • Teatro Regio
  • Sanctuary of Santa Maria della Steccata
  • Parma Cathedral
  • More

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.

Savor the day by visiting some of the best places to see in Monterosso al Mare, including a palace, an opera house, and a church. Start your adventure at Palazzo Ducale Di Parma. This worthwhile palace is a must-visit for travelers looking for a unique holiday experience. Make your way to Palazzo Della Pilotta located in Monterosso al Mare for another exciting encounter.

Next, immerse yourself in the setting of Teatro Regio. Its romantic features will captivate you. After the opera house, continue your tour of the city with a visit to Sanctuary Of Santa Maria Della Steccata. Visitors usually appreciate the heritage-rich features of this church. Next up is Parma Cathedral, a highly recommended church.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Bologna. Bologna 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 Bologna's best restaurants.

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.

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.

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

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Day 8

Day 8

  • Bologna - Departure day
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  • Basilica of San Domenico
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Day 8 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Bologna before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

If you're up for some more sightseeing, we recommend visiting Basilica Of San Domenico, a photogenic church before you head out.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones. Discover boutiques offering an array of stylish fashion choices. For those seeking luxury items, check out the area’s high-end stores.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Bologna.

Savor the flavors at Va Mo Là, a top pick for dinner tonight. Alternatively, Trattoria dal Biassanot beckons with its unique menu offerings.

You’ll then say farewell to Bologna. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!

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