Two-Week Italy Self-Drive Road Trip With Itinerary from Bologna to Florence, Siena, Pisa, La Spezia, Lucca, Rome, and Santa Maria degli Angeli

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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 Siena in Italy by SimonRei
Photo of Siena cathedral against a bright blue sky in Italy.
Photo of Siena, Italy. Aerial view of Piazza del Campo with Palazzo Pubblico and Torre del Mangia.
photo of view of Siena, Italy. Charming medieval city in Tuscany known for its stunning cathedral, Torre del Mangia, beautiful piazzas, and the famous Palio horse race.
photo of view of Siena, medieval town in Tuscany, with view of the Dome Bell Tower of Siena Cathedral, Mangia Tower and Basilica of San Domenico, Italy
photo of view of Stylish woman walks on background of cityscape of Siena old town. Concept of travel famous cities in Tosacny region of Italy
photo of view of  Aerial view of Montepulciano, a medieval and Renaissance hill town in the Italian province of Siena in southern Tuscany, Italy
photo of view of Facade decoration of the cathedral of Siena, Italy.
photo of view of historic buildings and landmarks in magnificent medieval Siena,Tuscany, Italy.
photo of view of Aerial view of famous medieval San Gimignano hill town with its skyline of medieval towers, including the stone Torre Grossa. Province of Siena, Tuscany, Italy.
photo of view of Cathedral of the City of Siena in Tuscany region of Italy at sunset.
photo of view of Beautiful traveler girl exploring the historic city of Siena in Tuscany. Young tourist woman smiling at camera in Siena Cathedral square, Tuscany, Italy.
photo of view ofYoung woman having lunch with pizza and wine, sitting with dog at outdoor restaurant with beautiful view on the old town of Siena. Concept of italian cuisine and travel
photo of view of Medieval San Gimignano hill town with skyline of medieval towers, including the stone Torre Grossa. Province of Siena, Tuscany, Italy.
photo of view ofBeautiful view of campanile of Siena Cathedral, Duomo di Siena, and Old Town of medieval city of Siena in the sunny day, Tuscany, Siena province, Italy
Aerial view at tower of Pisa in Italy on a sunny day.
Tourist female in Pisa, Arno river, lamp and buildings reflection. Lungarno view.santa maria della spina
Blue hour twilight with Duomo and world famous Leaning Tower travel background in Tuscany.
Landscape with Pisa old town and Arno river, Tuscany, Italy.
 Tourists and locals enjoy a sunny day on the Corso Italia, the main shopping and dining street through the Tuscan city of Pisa, Italy.
Gothic church of Santa Maria della Spina, built around 1230 in the Pisan Gothic style.
Building in botanical garden of Pisa (Orto botanico di Pisa) in Italy
Photo of Tourists at the Primatial Metropolitan Cathedral of the Assumption of Mary in Pisa.
Carriage with horse in front of the leaning tower of Pisa
San Miniato, Pisa, Tuscany, Italy: the ancient catholic theological seminary in the picturesque old town.
Piazza Vittorio Emanuele square in the centre of Pisa city in Tuscany, Italy
Beautiful building of University on Piazza dei Cavalieri (Palazzo della Carovana) decorated with sgraffiti and sculptures of Grand Dukes of Tuscany. The statue depicts Cosimo I de' Medici. Pisa, Italy
The Cittadella Nuova now called the Giardino di Scotto or Giardino Scotto is an old fortress in Pisa, Italy
Piazza dei Cavalieri, Palazzo della Carovana, Palazzo dell'Orologio in Pisa, Italy. Architecture and landmark of Pisa. Cityscape of Pisa
Pisa, Italy. Leaning Tower of Pisa. Panoramic view in the evening. Aerial view
Monterosso al Mare is located in the center of a small natural bay, protected by a small artificial reef, in the east part of Punta Masco, in the Riviera of La Spezia
Beautiful look of Riomaggiore, a village in province of La Spezia, Liguria, Italy. It's one of the lands of Cinque Terre, UNESCO World Heritage Site
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.
La Spezia, Italy. Castle of San Giorgio. View from above, Aerial View
Riomaggiore at sunset, Cinque Terre National Park, Liguria, La Spezia, Italy
La Spezia, Italy. Cathedral of Christ the King. City view, Aerial View
Boats of Lerici docked in Lerici port and famous Italian Gulf of Poets. San Giorgio castle on the background at sunset. La Spezia province, Ligurian Coast of Italy.
San Pietro in Porto Venere, a town at a coastal area in the province of La Spezia in Liguria, located in the northwest of Italy
Magnific sunrise in Portovenere town. Picturesque spring seascape of Mediterranean sea, Liguria, province of La Spezia, Italy, Europe. Traveling concept background.
Ancient little church in the old town of Telllaro, a typical village in the Gulf of La Spezia, Italy
Canon at the port of La Spezia, Italy.
Ancient castle of the Bonassola village (XVI century), La Spezia, Liguria, Italy, Europe. The function of this castle was to defend against pirate attacks from the Ligurian sea (Mediterranean sea).
 La Spezia province, Ligurian Coast of Italy.
Beautiful aerial view of Gulf of Poets with sailing and motorboats in Lerici medieval town from San Giorgio castlet, La Spezia province, Ligurian Coast, Italy.
A view northward across the Piazza Giuseppe Verdi in La Spezia, Italy in summer
photo of Landmarks of Italy - beautiful medieval town Lucca in Tuscany. City view from Guinigi tower.
aerial view of city and medieval Guinigi tower and its trees. Tuscany, Italy, Europe.
Porta San Pietro in Lucca - Tuscany,Italy
photo of view of  Panoramic view of Lucca medieval town with typical terracotta tiled roofs and narrow streets, Tuscany, Italy
photo of view of Amazing aerial view of Lucca medieval town in Tuscany, Italy.
photo of view of Lucca, Italy - View of Piazza San Giovanni and famous St Martin Cathedral tower in background, postcard of Tuscany.
photo of view of Detail exterior view of Lucca Cathedral (Duomo di Lucca, Cattedrale di San Martino) is a Roman Catholic cathedral dedicated to Saint Martin in Lucca, Italy. It is the seat of the Archbishop of Lucca.
photo of view of Italy, province of Lucca. Fancy Medieval Bridge - Devil's Bridge crosses the Serchio River. The green emerald cold water of the river reflects the ancient asymmetrical arches of the bridge
photo of view of Panorama of trees on the historic surrounding city wall of Lucca, Italy
photo of view of Lucca, Tuscany, Italy. San Michele in Foro church.
photo of view of Lucca, Italy. Façade and bell tower of Lucca Cathedral.
photo of view of   Old cozy street in Lucca, Italy. Lucca is a city and comune in Tuscany. It is the capital of the Province of Lucca
photo of view of Lucca, Italy - View of Piazza dell'Anfiteatro square through the arch, ancient Roman Empire amphitheater, famous Tuscany.
photo of  view of Lucca, Italy. Aerial view of the town.
photo of view of Lucca, Italy. Aerial view of the town.
Colosseum, Rome, Italy.
Photo of piazza de spagna in Rome, Italy.
Photo of Fountain di Trevi in Rome, Italy.
Bridge Il Tevere a Ponte Vittorio Emanuele II in Rome, Italy.
Hadrian Mausoleum, Rome, Italy.
 Vatican dome of San Pietro and Sant Angelo Bridge, over Tiber river in Rome, Italy.
panoramic view of Rome and St. Peter's Basilica, Italy.
View of Pantheon in the morning, Rome, Italy.
Rome, Italy. Stunning twilight view of Forum ancient ruins, seen from Capitoline hill with Colosseum in background.
Aerial view of forum romanum and surrounding areas of historical centre of italian capital rome.
Cozy old street in Trastevere in Rome, Italy. Trastevere is rione of Rome, on the west bank of the Tiber in Rome, Lazio, Italy. Architecture and landmark of Rome.
Aerial panorama of St. Peter's Square in Vatican with Rome in the background. Italy.
photo of view of Illuminated Fontana Di Trevi, Trevi Fountain at Dusk, Rome, Italy.
photo of view of Spanish Step, Rome, Italy.
photo of view of Museum Luasanne, Rome, Italy.
photo of view Roma Wall of Lugo, Rome, Italy.
photo of view of Roman Bridge Cordoba, Rome, Italy.
photo of view of Roman ruins in Rome, Forum, Rome, Italy.
photo of view of Roman Bridge of Cordoba, Rome, Italy.
photo of view of The Iconic, the legendary Coliseum of Rome, Italy.
photo of view of Rome, Italy: The Roman Forum, Latin: Forum Romanum, Italian: Foro Romano, Rome, Italy.
photo of view of Trevi Fountain (Fontana di Trevi) in Rome, Italy. Trevi is most famous fountain of Rome. Architecture and landmark of Rome, Postcard of Rome, Italy.
View at the Basilica of Santa Maria degli Angeli near Assisi in Italy
Photo of iIluminated facade of the Papal Basilica of Saint Mary of the Angels in Santa Maria degli Angeli, Assisi, region of Umbria, Italy.
Aerial view on Santa Maria degli Angeli a Pizzofalcone in Napoli, Italy.
Photo of Fontana delle Naiadi and Santa Maria degli Angeli e dei Martiri Basilica in Rome, Italy
Photo of Basilica of Santa Maria delia  in Italy.
Photo of Santa Maria degli Angeli on the path of San Francesco.Italy
Photo of Murano islands water canal with Santa Maria degli Angeli church in Italy.
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Experience the freedom of the open road in Italy as you embark on an unforgettable 15-day road trip! This experience caters to every traveler, featuring destinations like Bologna, Florence, Siena, San Gimignano, Pisa, Riomaggiore, La Spezia, Corniglia, Manarola, Lucca, Rome, Santa Maria degli Angeli, and Perugia.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 3 nights in Bologna, 2 nights in Florence, 2 nights in Siena, 1 night in Pisa, 2 nights in La Spezia, 1 night in Lucca, 2 nights in Rome, and 1 night in Santa Maria degli Angeli. 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. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Pantheon, learn more about the unique Piazza Navona, and immerse yourself in the vibrant atmosphere of St. Peter's Basilica.

As you hit the open road and drive through Bologna, Florence, Siena, San Gimignano, Pisa, Riomaggiore, La Spezia, Corniglia, Manarola, Lucca, Rome, Santa Maria degli Angeli, and Perugia, 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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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Church of the Holy Savior
Bologna CathedralBiblioteca SalaborsaPiazza Maggiore
Ponte VecchioBargello National MuseumUffizi GalleryPalazzo Vecchiopiazza della Signoria
DavidGalleria dell'AccademiaCathedral of Santa Maria del FioreBasilica of Santa Croce in Florence
Basilica of San DomenicoSiena CathedralPubblico Palacepiazza del CampoTower of Mangia
SanGimignano1300Town Hall, Picture Gallery and Great TowerPiazza del Duomo, San Gimignano

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Day 1

Day 1

  • Bologna - Arrival day
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  • Church of the Holy Savior
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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 2 nights 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 Chiesa Del Santissimo Salvatore, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Bologna. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

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.

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

Extend your evening after a delightful meal by visiting Bar Al Bricco D'oro, which offers the perfect atmosphere for a night out. Moreover, Bar Freud E Squisito is another popular option for a drink or two. Likewise, Osteria Del Sole also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Raise a toast to the start of your 15-day road trip in Italy!

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Day 2

Day 2

  • Bologna
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Drive 0.5 km, 6 min

  • Bologna Cathedral
  • Biblioteca Salaborsa
  • Piazza Maggiore
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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.

Start by visiting Bologna Cathedral, a prime spot to begin your journey. This breathtaking church is sure to impress. Next on your list is Biblioteca Salaborsa, another must-visit landmark and worthwhile library renowned for its standout features.

While exploring and sightseeing, take time to savor the culture of Bologna by sampling some local delicacies. When you’re ready for more sightseeing, head to Piazza Maggiore. This enchanting public square is an essential place to visit for anyone looking for the full Bologna experience.

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 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.

Enjoy a delicious meal at Bononia Cafè, a highly-rated dining destination in Bologna. If you're eager to try something different, consider Via Con Me, another top spot with a tantalizing menu. You might also want to secure a reservation at Trattoria Pizzeria La Mela. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Bologna this evening.

Extend your evening after a delightful meal by visiting Lime Bar, which offers the perfect atmosphere for a night out. Moreover, Macondo - Cocktail Bar is another popular option for a drink or two. Likewise, Bar Onda Marina By Night also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day 3

Day 3

  • Bologna
  • Florence
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Drive 108 km, 1 hour 48 min

  • Ponte Vecchio
  • Bargello National Museum
  • Uffizi Gallery
  • Palazzo Vecchio
  • piazza della Signoria
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On day 3 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 Florence. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

Today’s well-planned self-sightseeing route offers several fun adventures, romantic experiences, and breathtaking views. Whether you decide to explore Bologna on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Ponte Vecchio is the first of them. Spend some time admiring this romantic historical landmark before continuing your journey. Bargello National Museum is your next stop. This curiosity-inducing museum is one of the best-rated sights in Bologna.

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 historic art gallery is a sight to behold. To round off your sightseeing experience, visit Palazzo Vecchio and Piazza Della Signoria.

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.

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.

Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

Continue your lively evening at Manifattura, a perfect place for winding down or revving up the night, depending on which mood you’re in. Se·sto On Arno Rooftop Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Il Vinile ensures a night out tailored to your taste.

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
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Drive 3 km, 44 min

  • David
  • Galleria dell'Accademia
  • Cathedral of Santa Maria del Fiore
  • Basilica of Santa Croce in Florence
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On day 4 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.

Get ready for a day filled with family-friendly attractions, picturesque spots, and history-rich sites in the charming city of Florence. Your adventure starts at David, a captivating local hot spot. Another notable attraction to explore is Galleria Dell'accademia.

After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Cathedral Of Santa Maria Del Fiore. This enchanting church offers a fascinating experience that many visitors find memorable. Basilica Of Santa Croce In Florence is also worth visiting.

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.

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 Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

To truly maximize your evening out, consider visiting Bar 50 Rosso after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bitter Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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 5

Day 5

  • Florence
  • Siena
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Drive 79 km, 1 hour 28 min

  • Basilica of San Domenico
  • Siena Cathedral
  • Pubblico Palace
  • piazza del Campo
  • Tower of Mangia
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On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Siena. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 2 nights.

Today, you'll explore some of the most beautiful places in Florence, including a church, a palace, a public square, a monument and much more! Start your day with a visit to Basilica Of San Domenico. This frequently visited church is a must-visit in the city. When you’re ready for your next discovery, continue to Siena Cathedral, which may be one of the most history-steeped 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 Pubblico Palace, an up-and-coming palace in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Del Campo and Tower Of Mangia.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Siena. Siena offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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

Enjoy a delicious meal at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

Keep the evening going at Meet Life Cafè, a great choice for enjoying the after-dinner hours with a drink. You could also go to Maudit Pub, which offers a similarly pleasant setting and great drinks. Another option is Bar Impero Siena, which provides an inviting environment for unwinding after a busy day out.

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

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Day 6

Day 6

  • Siena
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Drive 82 km, 1 hour 40 min

  • SanGimignano1300
  • Town Hall, Picture Gallery and Great Tower
  • Piazza del Duomo, San Gimignano
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Wake up to day 6 of your extraordinary road trip in Italy. With 1 night left in Siena, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Get ready for a day filled with fun adventures, photo-friendly spots, and history-rich sites in the charming village of Siena. Your adventure starts at Sangimignano1300, an increasingly popular local hot spot. Another notable attraction to explore is Palazzo Comunale, Pinacoteca, Torre Grossa. This worthwhile museum is known for its history-steeped appeal.

After soaking in the highlights of these sights, take some time to wander Siena's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piazza Del Duomo. This UNESCO world heritage-designated public square offers a fascinating experience that many visitors find memorable.

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

As you explore more of Siena, 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.

Don’t miss out on dining at Osteria Quattro Venti, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Fischi per Fiaschi, another top spot with a mouthwatering menu. You might also want to secure a reservation at Osteria da Divo. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

Continue your lively evening at Charlie Mixology Bar Di Aldinucci Riccardo, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bar Pinacoteca is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, San Paolo Pub ensures a night out tailored to your taste.

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

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Day 7

Day 7

  • Siena
  • Pisa
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Drive 127 km, 2 hours 6 min

  • Campo santo
  • Piazza del Duomo, Pisa
  • Pisa Cathedral
  • Angelo Caduto
  • Leaning Tower of Pisa
  • Knights' Square
  • More

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

Get ready for a day filled with fun adventures, scenic views, and photo-friendly spots in the charming city of Siena. Your adventure starts at Campo Santo, a locally appreciated local hot spot. Another notable attraction to explore is Piazza Del Duomo, Pisa. This globally renowned public square is known for its breathtaking appeal.

After soaking in the highlights of these sights, take some time to wander Siena's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Pisa Cathedral. This breathtaking church offers a fascinating experience that many visitors find memorable. Angelo Caduto is also worth visiting, along with Leaning Tower Of Pisa. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Knights' Square. This worthwhile public square provides a fitting finale to your sightseeing.

At the end of the day, you will drive to Pisa, 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 Pisa. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Make sure to reserve a table at Anima di Grano Pizzeria Napoletana Pisa Italy, an iconic dining spot in Pisa. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of il Mercante, a popular restaurant in Pisa. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of La Ghiotteria, a hidden gem nestled in Pisa. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Jeffer Cocktails & Friends stands out as an excellent choice for a post-dinner cocktail. Alternatively, Le Parisien Wine Bar offers an ideal atmosphere to enjoy the pleasures of the night. Las Volta Cocktailbar is also a great option that provides a perfect setting for a relaxing evening.

Savor another day of unforgettable experiences in Italy!

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Day 8

Day 8

  • Pisa
  • La Spezia
  • More

Drive 112 km, 2 hours 27 min

  • Santuario di Nostra Signora di Montenero
  • Riomaggiore
  • Castle of Riomaggiore
  • More

Embark on another extraordinary experience on day 8 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Riomaggiore. At the end of the day, you will enjoy the comforts of a top-rated hotel in La Spezia, which will be your home away from home for 2 nights.

Start your adventure at Nostra Signora Di Montenero. This often recommended church is a place that is appreciated by travelers and locals alike.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Castle Of Riomaggiore. This underrated castle offers an enriching experience. These sights offer a fulfilling end to a perfect day.

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

As you explore more of La Spezia, 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 dining experience at The Colombaio Park, a popular restaurant in La Spezia. This acclaimed establishment has earned the admiration of countless food lovers in the city.

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

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Day 9

Day 9

  • La Spezia
  • More

Drive 55 km, 1 hour 49 min

  • Sentiero Azzurro
  • Presepe di Manarola
  • Manarola Overlook Viewpoint
  • More

On day 9 of your road trip in Italy, you’ll start and end your day in La Spezia, but spend the day exploring what’s beyond the city. Since you will return to La Spezia for 1 night more, there’s no need to rush. Experience Corniglia and Manarola to the fullest today with this curated day itinerary!

Today's adventure in La Spezia promises more breathtaking discoveries and enriching experiences! Begin at Sentiero Azzurro. This eye-catching hiking area is a highlight of any visit in the village. Then, enjoy Presepe Di Manarola, another masterful attraction that never fails to captivate visitors. Next, head over to Manarola Overlook Viewpoint, one of the village’s most underrated attractions, known for its awe-inspiring features.

When you’re done exploring for the day, you’ll return to La Spezia and your accommodation.

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

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

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Day 10

Day 10

  • La Spezia
  • Lucca
  • More

Drive 79 km, 1 hour 26 min

  • Walls of Lucca
  • St Martin Cathedral
  • Guinigi Tower
  • Piazza dell'Anfiteatro
  • Clock Tower
  • More

Experience an unparalleled adventure on day 10 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Lucca. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Lucca. You will spend 1 night here for some well-deserved relaxation.

Set out on a day brimming with fun adventures, romantic experiences, and breathtaking views. Start at the locally appreciated Mura Di Lucca, a romantic historical landmark in La Spezia. Next, go to St Martin Cathedral.

After visiting Mura Di Lucca and St Martin Cathedral, have a stroll along La Spezia's streets and take in the local charm. Continue your sightseeing by heading to Guinigi Tower. This history-steeped monument offers a unique experience. Piazza Dell'anfiteatro is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Clock Tower, one of the most breathtaking places to visit in La Spezia.

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

Treat yourself to a delicious dinner at Gli Orti di Via Elisa, an excellent option for tonight's dining. Looking for something different? Bar Caffè Ristretto offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Schiaffino. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Lucca.

Keep the excitement of the evening going by visiting a bar or two. Lebowski - Cocktail Bar is an excellent place to start. You could also check out Blend, offering a different kind of charm. A last recommendation for the day is Franklin'33. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.

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Day 11

Day 11

  • Lucca
  • Rome
  • More

Drive 355 km, 4 hours 41 min

  • Castel Sant'Angelo
  • Piazza di Spagna
  • Trevi Fountain
  • Pantheon
  • Piazza Navona
  • More

On day 11 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 Rome. In the evening, you’ll end up in Rome, where you will stay for 2 nights.

Start by visiting Castel Sant'angelo, a prime spot to begin your journey. This romantic castle is sure to impress. Next on your list is Piazza Di Spagna, another must-visit landmark and globally renowned public square renowned for its enchanting features.

While exploring and sightseeing, take time to savor the culture of Lucca by sampling some local delicacies. When you’re ready for more sightseeing, head to Trevi Fountain. This masterful monument is an essential place to visit for anyone looking for the full Lucca experience. We also recommend visiting Pantheon, an iconic monument. Nearby, you'll also find Piazza Navona, ready to add charm 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.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.

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.

After enjoying a fulfilling meal, continue your evening at La Botticella Of Poggi Giovanni, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Almalu Trastevere offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Viminale Di Pepi Maurilio provides an excellent environment for a relaxed and enjoyable evening.

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

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Day 12

Day 12

  • Rome
  • More

Drive 8 km, 45 min

  • St Peter's Basilica
  • Roman Forum
  • Colosseum
  • Trastevere
  • Monti
  • More

Day 12 of your road trip across Italy promises a magnificent time exploring Vatican City. You have 1 night left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

Set aside time today to explore Trastevere, a standout neighborhood that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day. You might also want to visit Monti, a neighborhood offering another perspective on the city.

Immerse yourself in Rome’s rich culture with today's sightseeing itinerary. Start your journey at St. Peter's Basilica. Next, dive into the culturally significant features of Roman Forum, a must-visit archeological site 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 Colosseum, a wondrous archeological site.

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 Rome's most popular restaurants, and connect with friendly locals for an authentic adventure.

Have a fantastic dining experience at RomAntica, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Coso Ristorante offers an enticing alternative with its varied menu. Additionally, DEROMA - Farine Romane is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Sant' Eustachio Caffè, a well-loved spot among locals and tourists. Or, head to Yellowsquare Rome. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Caffè Portofino, another top-rated place in the area.

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

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Day 13

Day 13

  • Rome
  • Assisi
  • More

Drive 188 km, 3 hours 8 min

  • Basilica of Santa Maria degli Angeli
  • Basilica of San Francesco d'Assisi
  • Rocca Maggiore
  • Piazza del Comune
  • More

On day 13 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Santa Maria degli Angeli. When you’re not sightseeing, take time to relax at your selected hotel in Santa Maria degli Angeli, where you’ll be staying for 1 night.

Rome is home to plenty of attractions that offer family-friendly attractions, breathtaking views, and photo-friendly spots! Start at Basilica Of Santa Maria Degli Angeli, a locally renowned church that is worthwhile a visit in the village. Nearby, you’ll find Basilica Of San Francesco D'assisi, enchanting visitors with its stunning appeal. Continue your exploration at Rocca Maggiore. This castle is one of the village’s most beloved spots.

Enjoy the freedom of exploring Rome at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Piazza Del Comune.

When you’re done exploring for the day, you’ll drive to your hotel in Santa Maria degli Angeli. Check in and spend some time relaxing before you head out to tour the town.

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

To truly maximize your evening out, consider visiting Bibenda Assisi Wine Tasting & Gourmet Food, Olive Oil And Chocolate Tastings after dinner. This bar is known for offering some of the best drinks and vibes in the city.

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

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Day 14

Day 14

  • Assisi
  • Bologna
  • More

Drive 282 km, 3 hours 44 min

  • National Archaeological Museum of Umbria
  • Rocca Paolina
  • Piazza IV Novembre
  • The Fontana Maggiore
  • Perugia Sotterranea Accesso
  • Perugia Cathedral
  • More

Dive into day 14 of your remarkable road trip in Italy. Today you will explore Perugia, 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 Bologna. You’ll stay here for 1 night.

Prepare for a day full of family-friendly attractions, photo-friendly spots, and historic treasures. When you’re ready, kick off your sightseeing adventure at National Archaeological Museum Of Umbria. This curiosity-inducing museum is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Rocca Paolina, one of the city’s best highlights.

Next, check out Piazza Iv Novembre, one of the most curiosity-inducing places to see in Santa Maria degli Angeli. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, The Fontana Maggiore. Wander around and soak in the picture-perfect atmosphere this monument offers. Then, head to Perugia Sotterranea Accesso, a top-rated cave system that adds another dimension to your day. Finally, visit the often recommended Perugia Cathedral, the last of our attraction recommendations for today.

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.

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

Dine in style at Va Mo Là, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria dal Biassanot boasts a menu that's sure to impress. Also, be sure to check out Ristorante Enoteca da Lucia. Known as a local hotspot, it’s a great choice for tonight in Bologna.

After savoring a delicious meal, step into the vibrant nightlife at Aurum, where the evening is just getting started. In the same way, Bar Senza Nome offers a unique charm perfect for experiencing the local bar scene in Bologna. Caffè Ristretto is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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Day 15

Day 15

  • Bologna - Departure day
  • More
  • Two Towers
  • More

Day 15 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, begin at Two Towers. This well-known monument is a popular place to see in the city.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones. 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.

If you're in the mood to try something new, consider Mister Coffee Bistrò, another top spot with a mouthwatering menu.

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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