12-Day Italy Self-Drive Road Trip With Itinerary from Ancona to Florence, Lucca, Siena, Rome, and Santa Maria degli Angeli

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Photo of the long staircase in the downtown of the beautiful ancient italian village.
Photo of San Vittore alle Chiuse. Roman Catholic abbey and church. The edifice is known from the year 1011. Ponte Romano. Roman bridge over a small river. Italy. Marche. Ancona.
Photo of Loreto, sacred place in the city of Ancona in the Marche, Italy where the basilica sanctuary of the Holy House is located
Photo of Wonderful view of Arch of Trajan and Cattedrale di San Ciriaco church on background. Sunny summer cityscape of Ancona town, Italy, Europe. Traveling concept background.
Photo of Panorama view of the port of Ancona, Italy.
San Rocco Temple inside the pentagonal 18th century building called Mole Vanvitelliana at dusk. Ancona, Marche Region, Italy.
Photo of Urbani Beach - Sirolo, Ancona, Marche, Italy, Europe.
Photo of Ancona beach, Italy.
Photo of The harbor of Ancona with the rows of the boats docked and city view.
Photo of Panoramic view of old town and port in Ancona.
photo of view of Tourism in Ancona, Italy. Back view of traveler woman enjoying view of Ancona city and seaport from terrace, Marche, Italy.
photo of view of Night view of cathedral of San Ciriaco behind Arco di Traiano in Ancona, Italy.
photo of view of Mole Vanvitelliana also known as the lazaretto of Ancona.
photo of view of  Mole Vanvitelliana also known as the lazaretto of Ancona
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 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.
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
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 12-day road trip! This experience caters to every traveler, featuring destinations like Ancona, Florence, Pisa, Lucca, Siena, 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 2 nights in Ancona, 2 nights in Florence, 2 nights in Lucca, 2 nights in Siena, 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 Ancona, 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 Ancona, Florence, Pisa, Lucca, Siena, 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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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Piazza del Plebiscito
Ponte VecchioUffizi GalleryPalazzo VecchioLoggia dei Lanzipiazza della Signoria
DavidGalleria dell'AccademiaCathedral of Santa Maria del FioreOpera del Duomo MuseumBasilica of Santa Croce in Florencepiazzale Michelangelo
Leaning Tower of PisaAngelo CadutoPisa CathedralPiazza del Duomo, PisaCittadella Nuova
Piazza dell'AnfiteatroGuinigi TowerSt Martin CathedralPalazzo Ducale di LuccaWalls of LuccaParrocchia di San Concordio
Siena Cathedralpiazza del CampoTower of Mangia

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Day 1

Day 1

  • Ancona - Arrival day
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  • Piazza del Plebiscito
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Welcome to Ancona, 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 Ancona's charm before embarking on the next leg of your journey.

Ancona 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 Piazza Del Plebiscito, 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 Ancona. 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 Ancona, it's often a good idea to reserve a table in advance.

Make sure to reserve a table at Playa Solero, an iconic dining spot in Ancona. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Zucchero a Velò, a popular restaurant in Ancona. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Il Giardino, a hidden gem nestled in Ancona. 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 Posa Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Four Roses offers a welcoming atmosphere for easing into the nightlife. Similarly, Amarillo Beer Bar Ancona provides an excellent environment for a relaxed and enjoyable evening.

Raise a toast to the start of your 12-day road trip in Italy!

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Day 2

Day 2

  • Ancona
  • Florence
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Drive 285 km, 3 hours 35 min

  • Ponte Vecchio
  • Uffizi Gallery
  • Palazzo Vecchio
  • Loggia dei Lanzi
  • piazza della Signoria
  • More

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.

Today’s route brings family-friendly attractions, romantic experiences, and breathtaking views. The first attraction of today is Ponte Vecchio. This timeless historical landmark is a visually striking place to see in Ancona. Continue your discovery at Uffizi Gallery, a historic art gallery with stories to tell.

As you stroll around Ancona, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Palazzo Vecchio. This notable palace offers a history-steeped encounter with Ancona. Next, make your way to Loggia Dei Lanzi to add another highlight to your day. After that, visit Piazza Della Signoria, a spectacular public square that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Ancona.

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.

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.

Enjoy a delicious meal at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

After your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. Se·sto On Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Il Vinile offers an excellent atmosphere for those looking to amp up the evening.

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

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Day 3

Day 3

  • Florence
  • More

Drive 8 km, 1 hour 12 min

  • David
  • Galleria dell'Accademia
  • Cathedral of Santa Maria del Fiore
  • Opera del Duomo Museum
  • Basilica of Santa Croce in Florence
  • piazzale Michelangelo
  • More

Day 3 of your road trip will take you to the best attractions Florence has to offer. Cherish the 1 night you have left in Florence by discovering the best things there are to see and do in the city.

Start your adventure at David. This captivating statue is a must-visit for travelers looking for a unique holiday experience. Make your way to Galleria Dell'accademia located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Cathedral Of Santa Maria Del Fiore. Its inviting features will captivate you. After the church, continue your tour of the city with a visit to Museo Dell'opera Del Duomo. Visitors usually appreciate the heritage-rich features of this museum. Next up is Basilica Of Santa Croce In Florence, a highly recommended church. For a change of pace, head to Piazzale Michelangelo. As one of the most famous attractions in Florence, this observation deck is the perfect place to end your self-guided sightseeing tour.

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 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.

After your meal, keep the night alive at a bar like Bar 50 Rosso, known for its lively atmosphere. Bitter Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Archea Brewery offers an excellent atmosphere for those looking to amp up the evening.

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

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Day 4

Day 4

  • Florence
  • Lucca
  • More

Drive 111 km, 2 hours 7 min

  • Leaning Tower of Pisa
  • Angelo Caduto
  • Pisa Cathedral
  • Piazza del Duomo, Pisa
  • Cittadella Nuova
  • More

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Pisa. When you’re not sightseeing, take time to relax at your selected hotel in Lucca, where you’ll be staying for 2 nights.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Leaning Tower Of Pisa. This breathtaking monument is a highlight of any visit in the city. Next, head over to Pisa Cathedral, one of the city’s most up-and-coming attractions, known for its historic features.

If you’re looking for more, spend time soaking in the atmosphere of Piazza Del Duomo, Pisa. This UNESCO world heritage-designated public square is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Cittadella Nuova, a locally appreciated park, and take a stroll around the area.

At the end of the day, you will drive to Lucca, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

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

Treat yourself to a wonderful meal at Gli Orti di Via Elisa, a top-rated dining spot in Lucca. If you're in the mood for something new, try Bar Caffè Ristretto, another premier location with a delectable menu. You might also want to book a table at Ristorante Schiaffino. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Lucca.

Continue the enjoyment post-dinner at Lebowski - Cocktail Bar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Blend offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Franklin'33. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Raise your glass to another unforgettable day in Italy!

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Day 5

Day 5

  • Lucca
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Drive 3 km, 44 min

  • Piazza dell'Anfiteatro
  • Guinigi Tower
  • St Martin Cathedral
  • Palazzo Ducale di Lucca
  • Walls of Lucca
  • Parrocchia di San Concordio
  • More

Day 5 of your road trip across Italy promises a magnificent time exploring Lucca. You have 1 night left in Lucca. Take the opportunity to experience more of the best attractions and activities in the city.

Get ready to discover some of the most iconic wonders in Lucca, including a public square, a monument, a church, a palace, a historical landmark and much more! Start your day at Piazza Dell'anfiteatro. This romantic public square is a well-known place to see in Lucca. Then, wander over to Guinigi Tower. If romantic sites excite you, this monument will be right up your alley. Nearby, you’ll also find St Martin Cathedral. This picture-perfect church is a favorite among visitors.

Lucca offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Palazzo Ducale Di Lucca is an often recommended spot in the city that will captivate you with its unique charm. When you’re done at the palace, don’t forget to check out the visually striking Mura Di Lucca. Take a moment to appreciate the fascinating details of this curiosity-inducing historical landmark. Wrap up your self-guided tour of Lucca's top attractions with a visit to Parrocchia Di San Concordio.

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

Make sure to reserve a table at Osteria Nova, an iconic dining spot in Lucca. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Bottega di Anna e Leo, a popular restaurant in Lucca. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Per 21, a hidden gem nestled in Lucca. 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 Tana Del Boia. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Vinarkia Della Pavona - Cocktail Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Magellano provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

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Day 6

Day 6

  • Lucca
  • Siena
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Drive 144 km, 1 hour 51 min

  • Siena Cathedral
  • piazza del Campo
  • Tower of Mangia
  • More

Dive into day 6 of your remarkable road trip in Italy. Today you will explore Siena, 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 Siena. You’ll stay here for 2 nights.

Immerse yourself in Lucca’s rich culture with today's sightseeing itinerary. Start your journey at Siena Cathedral. This majestic church is sure to ignite your curiosity. Next, dive into the visually striking features of Piazza Del Campo, a must-visit public square 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 Tower Of Mangia, an increasingly popular monument.

When you’re done exploring for the day, you’ll drive to your hotel in Siena. 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 Siena. Enjoy a satisfying meal that will recharge you for tonight's adventures.

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

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Meet Life Cafè, a well-loved spot among locals and tourists. Or, head to Maudit Pub. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Impero Siena, another top-rated place in the area.

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

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Day 7

Day 7

  • Siena
  • More

Drive 1 km, 27 min

  • Pinacoteca Nazionale
  • Musei dell’Accademia dei Fisiocritici
  • Porta Tufi
  • More

Day 7 offers a multitude of experiences. You will stay in Siena for 1 night more, offering you enough time to explore at a relaxed pace.

Immerse yourself in Siena’s rich culture with today's sightseeing itinerary. Start your journey at Pinacoteca Nazionale. This historic art gallery is sure to ignite your curiosity. Next, dive into the visually striking features of Musei Dell’accademia Dei Fisiocritici, a must-visit museum 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 Porta Tufi, an often recommended historical landmark.

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 Siena. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

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

Let the evening flow smoothly from dinner to drinks at Charlie Mixology Bar Di Aldinucci Riccardo, a top-rated bar in the area. For other recommendations, Bar Pinacoteca provides a perfect setting for rounding out your night with style and great drinks. Likewise, San Paolo Pub offers a memorable night with diverse drink options and excellent service.

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 8

Day 8

  • Siena
  • Rome
  • More

Drive 242 km, 3 hours 37 min

  • Colosseum
  • Roman Forum
  • Trevi Fountain
  • Pantheon
  • Piazza Navona
  • More

On day 8 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.

Brace yourself for today’s incredible lineup of attractions in Siena, featuring family-friendly attractions, breathtaking views, and picturesque spots. Start at Colosseum, a world-famous archeological site in the city. Then, head to Roman Forum and soak in the ambiance of this historic archeological site.

There are many interesting places to see in Siena, and when you are ready for more, go to Trevi Fountain. This is one of the city’s most timeless detailed spots of interest. After exploring the monument, visit the iconic Pantheon. Not far away, you'll also find Piazza Navona. This public square is a history-steeped highlight in Siena.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Rome. Rome 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 Rome's most popular restaurants, and connect with friendly locals for an authentic adventure.

Enjoy a lovely meal at La Bottega Roma, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Pasta In Corso is another top choice with a popular menu. You could also check for a table at Trattoria Vecchia Roma. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.

Round off your dining experience by visiting La Botticella Of Poggi Giovanni, a prime location for a drink. Alternatively, explore the distinctive characteristics of Almalu Trastevere, a bar catering to every mood and preference. Bar Viminale Di Pepi Maurilio likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 9

Day 9

  • Rome
  • More

Drive 9 km, 41 min

  • Vatican Museums
  • Sistine Chapel
  • St Peter's Basilica
  • Trastevere
  • Monti
  • Via dei Condotti
  • More

Wake up to day 9 of your extraordinary road trip in Italy. With 1 night left in Rome, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

A visit to Trastevere in Vatican City is a must on the agenda today. This neighborhood is full of hidden gems and character, perfect for a leisurely stroll. Plus, you’ll be close to some of the city’s most famous sights. Don’t forget to check out Monti as well, a neighborhood that adds another layer to your exploration.

Your adventure starts at Vatican Museums, a world-famous local hot spot. Another notable attraction to explore is Sistine Chapel.

After soaking in the highlights of these sights, take some time to wander Rome's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to St. Peter's Basilica.

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

As dinnertime approaches, it's time to head out for a bite to eat in Rome. 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.

Enjoy a lovely meal at RomAntica, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Coso Ristorante is another top choice with a popular menu. You could also check for a table at DEROMA - Farine Romane. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.

Keep the evening going at Sant' Eustachio Caffè, a great choice for enjoying the after-dinner hours with a drink. You could also go to Yellowsquare Rome, which offers a similarly pleasant setting and great drinks. Another option is Caffè Portofino, which provides an inviting environment for unwinding after a busy day out.

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

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Day 10

Day 10

  • Rome
  • Assisi
  • More

Drive 185 km, 3 hours 4 min

  • Basilica of San Francesco d'Assisi
  • Rocca Maggiore
  • Piazza del Comune
  • Church of Santa Maria sopra Minerva in Assisi
  • More

Embark on another extraordinary experience on day 10 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Santa Maria degli Angeli. At the end of the day, you will enjoy the comforts of a top-rated hotel in Santa Maria degli Angeli, which will be your home away from home for 1 night.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, scenic views, and picturesque spots. Whether you decide to explore Rome on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Basilica Of San Francesco D'assisi is the first of them. Spend some time admiring this UNESCO world heritage-listed church before continuing your journey. Rocca Maggiore is your next stop. This up-and-coming castle is one of the best-rated sights in Rome.

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 Piazza Del Comune. This enchanting public square is a sight to behold. To round off your sightseeing experience, visit Church Of Santa Maria Sopra Minerva In Assisi.

At the end of the day, you will drive to Santa Maria degli Angeli, 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 Santa Maria degli Angeli, 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.

Extend your evening after a delightful meal by visiting Bibenda Assisi Wine Tasting & Gourmet Food, Olive Oil And Chocolate Tastings, which offers the perfect atmosphere for a night out.

Savor another day of unforgettable experiences in Italy!

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Day 11

Day 11

  • Assisi
  • Ancona
  • More

Drive 162 km, 2 hours 34 min

  • The Fontana Maggiore
  • Carducci Gardens
  • Rocca Paolina
  • More

Experience an unparalleled adventure on day 11 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Perugia. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Ancona. You will spend 1 night here for some well-deserved relaxation.

Santa Maria degli Angeli is brimming with adventures. Today’s wonderful stops include a monument, a park, and a historical landmark. Begin your sightseeing adventure at the worthwhile The Fontana Maggiore and allow yourself time to explore. Just a short distance away you'll find your next stop, Carducci Gardens, an enchanting park that draws visitors from far and near.

Continue your journey to Rocca Paolina, one of the city’s most frequently visited spots that you shouldn’t miss.

When you’re done exploring for the day, you’ll drive to your hotel in Ancona. 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 Ancona. 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.

Enjoy a delicious meal at Amarcord, a highly-rated dining destination in Ancona. If you're eager to try something different, consider Bontà delle Marche, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante Pizzeria Da Romano. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Ancona this evening.

To truly maximize your evening out, consider visiting Alla Tazza D'oro after dinner. This bar is known for offering some of the best drinks and vibes in the city.

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

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Day 12

Day 12

  • Ancona - Departure day
  • More
  • Parco Della Cittadella di Ancona
  • More

Day 12 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Ancona 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 Parco Della Cittadella Di Ancona, a stunning park before you head out.

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

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

Treat yourself to a delightful dinner at Pizzeria Pulcinella, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Donegal Irish Pub? It's another excellent option with a diverse menu.

You’ll then say farewell to Ancona. 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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