10-Day Italy Self-Drive Road Trip With Itinerary from Ancona to Florence, Siena, and Rome
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Escape the ordinary with this exciting 10-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!
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 Ancona, 2 nights in Florence, 2 nights in Siena, and 2 nights in Rome. 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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Day 1
- Ancona - Arrival day
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- Passetto
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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 2 nights 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 Passetto, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.
Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Ancona. Make yourself at home and enjoy some downtime before heading out again.
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.
Cap off your dinner by heading to Posa Bar, ideal for a leisurely evening with a drink in hand. Bar Four Roses is another bar that offers an enjoyable setting. Similarly, Amarillo Beer Bar Ancona is also a popular place to go on a night out, perfect for relaxing and socializing.
Raise a toast to the start of your 10-day road trip in Italy!
Day 2
- Ancona
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Drive 6 km, 51 min
- Arch of Trajan
- Porta Pia
- Lazzaretto of Ancona
- State Tactile Museum Omero
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On day 2 of your road trip, you will have an entire day to explore Ancona. You’ll stay in Ancona for 1 night and discover all the best things to see and do in the area.
Today’s route brings fun adventures, breathtaking views, and picturesque spots. The first attraction of today is Arch Of Trajan. This underrated monument is a culturally significant place to see in Ancona. Continue your discovery at Porta Pia, a picture-perfect monument 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 Lazzaretto Of Ancona. This underrated museum offers a culturally significant encounter with Ancona. Next, make your way to State Tactile Museum Omero to add another highlight to your day. 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.
Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.
As dinnertime approaches, it's time to head out for a bite to eat in 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.
Treat yourself to a delicious dinner at Amarcord, an excellent option for tonight's dining. Looking for something different? Bontà delle Marche offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Pizzeria Da Romano. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Ancona.
After your meal, keep the night alive at a bar like Alla Tazza D'oro, known for its lively atmosphere.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 3
- Ancona
- Florence
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Drive 277 km, 3 hours 40 min
- Basilica of Santa Croce in Florence
- Uffizi Gallery
- Ponte Vecchio
- Palazzo Vecchio
- piazza della Signoria
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Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Florence. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 2 nights.
A blend of family-friendly attractions, picturesque spots, and history-rich sites await you in Ancona on today’s itinerary. First up is the popular church, Basilica Of Santa Croce In Florence. Afterward, continue to Uffizi Gallery, an art gallery every traveler should visit.
As you explore Ancona’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Ponte Vecchio. This iconic historical landmark is an essential stop. Following that, head to Palazzo Vecchio, another must-visit site that will enhance your experience. Don’t forget to stop by Piazza Della Signoria, a top-rated public square in the city.
At the end of the day, you will drive to Florence, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
As you 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.
Treat yourself to a delicious dinner at Ristorante Oliviero 1962, an excellent option for tonight's dining. Looking for something different? Di Poneta Novoli offers a tantalizing alternative with its diverse menu. And don’t miss Caffe San Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.
Keep the excitement of the evening going by visiting a bar or two. Manifattura is an excellent place to start. You could also check out Se·sto On Arno Rooftop Bar, offering a different kind of charm. A last recommendation for the day is Il Vinile. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
Say good night to Florence and look forward to another great day of your road trip in Italy!
Day 4
- Florence
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Drive 9 km, 1 hour 21 min
- David
- Galleria dell'Accademia
- Cathedral of Santa Maria del Fiore
- Palazzo Pitti
- piazzale Michelangelo
- Oltrarno
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Day 4 offers a multitude of experiences. You will stay in Florence for 1 night more, offering you enough time to explore at a relaxed pace.
At the top of the list of things to do today is to explore Oltrarno, a neighborhood that captures the true essence of Florence. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.
Get ready for a day filled with family-friendly attractions, picturesque spots, and historic treasures 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 visually striking church offers a fascinating experience that many visitors find memorable. Pitti Palace is also worth visiting, along with Piazzale Michelangelo. These standout landmarks offer unique experiences that add to the day’s enjoyment.
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.
Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.
Keep the evening going at Bar 50 Rosso, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bitter Bar, which offers a similarly pleasant setting and great drinks. Another option is Archea Brewery, which provides an inviting environment for unwinding after a busy day out.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 5
- Florence
- Siena
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Drive 249 km, 3 hours 42 min
- Porta Nuova
- Piazza del Duomo, Pisa
- Leaning Tower of Pisa
- Piazza dell'Anfiteatro
- Basilica of San Domenico
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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 3 vibrant destinations - Pisa, Lucca, and Siena. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Siena. You will spend 2 nights here for some well-deserved relaxation.
Today’s well-planned self-sightseeing route offers several family-friendly attractions, picturesque spots, and history-rich sites. 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. Porta Nuova is the first of them. Spend some time admiring this culturally significant monument before continuing your journey. Piazza Del Duomo, Pisa is your next stop. This world-famous public square 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 Leaning Tower Of Pisa. This noteworthy monument is a sight to behold. To round off your sightseeing experience, visit Piazza Dell'anfiteatro and Basilica Of San Domenico.
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.
Treat yourself to a wonderful meal at Enoteca I Terzi, a top-rated dining spot in Siena. If you're in the mood for something new, try Ristorante Tar-Tufo, another premier location with a delectable menu. You might also want to book a table at Antica Trattoria Papei. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Siena.
Explore the vibrant nightlife at Meet Life Cafè after your meal, a hub for lively evenings and memorable moments. Or, head to Maudit Pub for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Impero Siena is perfect for those looking to extend their night with a touch of local flavor.
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.
Day 6
- Siena
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Drive 1.0 km, 16 min
- Siena Cathedral
- piazza del Campo
- Tower of Mangia
- Pubblico Palace
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Day 6 of your road trip across Italy promises a magnificent time exploring Siena. You have 1 night left in Siena. Take the opportunity to experience more of the best attractions and activities in the city.
Enjoy the perfect balance of relaxation and exploration in Siena today. One of the most locally renowned attractions included on the itinerary is Siena Cathedral. This visually striking church will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Del Campo and learn what makes this history-steeped public square unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the underrated Tower Of Mangia. After exploring the monument, head to Pubblico Palace. This often recommended palace is a highlight in Siena.
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.
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.
Round off your dining experience by visiting Charlie Mixology Bar Di Aldinucci Riccardo, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Pinacoteca, a bar catering to every mood and preference. San Paolo Pub likewise offers a unique atmosphere, perfect for a memorable night out.
Raise your glass to another unforgettable day in Italy!
Day 7
- Siena
- Rome
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Drive 242 km, 3 hours 37 min
- Colosseum
- Roman Forum
- Trevi Fountain
- Pantheon
- Piazza Navona
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Dive into day 7 of your remarkable road trip in Italy. Today you will explore Rome, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Rome. You’ll stay here for 2 nights.
Today, you'll explore some of the most beautiful places in Siena, including an archeological site, a monument, and a public square. Start your day with a visit to Colosseum. This globally renowned archeological site is a must-visit in the city. When you’re ready for your next discovery, continue to Roman Forum, which may be one of the most culturally significant places you will experience today.
One of the best things about exploring Siena 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 Trevi Fountain, an iconic monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Pantheon and Piazza Navona.
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.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Enjoy a delicious meal at La Bottega Roma, a highly-rated dining destination in Rome. If you're eager to try something different, consider Pasta In Corso, another top spot with a tantalizing menu. You might also want to secure a reservation at Trattoria Vecchia Roma. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.
Extend your evening after a delightful meal by visiting La Botticella Of Poggi Giovanni, which offers the perfect atmosphere for a night out. Moreover, Almalu Trastevere is another popular option for a drink or two. Likewise, Bar Viminale Di Pepi Maurilio also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
Celebrate another amazing day of your road trip adventure in Italy!
Day 8
- Rome
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Drive 16 km, 1 hour 34 min
- Vatican Museums
- Sistine Chapel
- St Peter's Basilica
- Castel Sant'Angelo
- Piazza di Spagna
- Spanish Steps
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On day 8 of your road trip, you’ll start and end your day in Rome, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Vatican City and Rome. You still have 1 night left in Rome.
Immerse yourself in Rome’s rich culture with today's sightseeing itinerary. Start your journey at Vatican Museums.
In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to St. Peter's Basilica, a world-famous major basilica. For a change of scene, check out Castel Sant'angelo, known for its visually striking features. We also recommend visiting Piazza Di Spagna. This public square is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Spanish Steps, yet another spectacular attraction in Rome.
When you’re done exploring for the day, you’ll return to Rome and your accommodation.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Make sure to reserve a table at RomAntica, 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 Coso Ristorante, 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 DEROMA - Farine Romane, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Keep the excitement of the evening going by visiting a bar or two. Sant' Eustachio Caffè is an excellent place to start. You could also check out Yellowsquare Rome, offering a different kind of charm. A last recommendation for the day is Caffè Portofino. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
Celebrate another amazing day of your road trip adventure in Italy!
Day 9
- Rome
- Ancona
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Drive 339 km, 5 hours
- Basilica of San Francesco d'Assisi
- National Archaeological Museum of Umbria
- The Fontana Maggiore
- Piazza IV Novembre
- Perugia Cathedral
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On day 9 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 Santa Maria degli Angeli and Perugia. In the evening, you’ll end up in Ancona, where you will stay for 1 night.
Immerse yourself in Rome’s rich culture with today's sightseeing itinerary. Start your journey at Basilica Of San Francesco D'assisi. This culturally significant church is sure to ignite your curiosity. Next, dive into the eye-catching features of National Archaeological Museum Of Umbria, a must-visit museum in the town.
In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to The Fontana Maggiore, a frequently visited monument. For a change of scene, check out Piazza Iv Novembre, known for its history-steeped features. We also recommend visiting Perugia Cathedral. This church is a must for anyone looking to experience the town to the fullest.
At the end of the day, you will drive to Ancona, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
Indulge in a memorable dining experience at one of Ancona's most popular restaurants, and connect with friendly locals for an authentic adventure.
Make sure to reserve a table at Pizzeria Pulcinella, 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 Donegal Irish Pub, 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 Vino E Cucina Miscia, a hidden gem nestled in Ancona. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 10
- Ancona - Departure day
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- Piazza del Plebiscito
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Day 10 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 Piazza Del Plebiscito, a respected public square before you head out.
Maximize your last day in Italy and go on a shopping spree in Ancona’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Ancona.
If you're in the mood for something new, try Osteria La Bottega Di Pinocchio, another premier location with a delectable 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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