10-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling south to Pescara, Rome, Florence, and Siena
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Description
Explore the best of Italy on a 10-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Ancona, Loreto, Pescara, Rome, Florence, Pisa, Siena, and Santa Maria degli Angeli. This road trip itinerary in Italy seamlessly combines exploration with relaxation.
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, 1 night in Pescara, 3 nights in Rome, 2 nights in Florence, and 1 night in Siena. 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, Loreto, Pescara, Rome, Florence, Pisa, Siena, and Santa Maria degli Angeli, 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!
Itinerary summary
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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.
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.
Dine in style at Playa Solero, a top recommendation for dinner tonight. Or, for a change of pace, Zucchero a Velò boasts a menu that's sure to impress. Also, be sure to check out Ristorante Il Giardino. Known as a local hotspot, it’s a great choice for tonight in Ancona.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Posa Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bar Four Roses offers an ideal atmosphere to enjoy the pleasures of the night. Amarillo Beer Bar Ancona is also a great option that provides a perfect setting for a relaxing evening.
Raise a toast to the start of your 10-day road trip in Italy!
Day 2
- Ancona
- Pescara
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Drive 275 km, 3 hours 42 min
- Frasassi Caves
- San Vittore alle Chiuse
- Sanctuary of the Holy House of Loreto
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Dive into day 2 of your remarkable road trip in Italy. Today you will explore San Vittore and Loreto, 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 Pescara. You’ll stay here for 1 night.
Get ready for a day filled with fun adventures, natural wonders, and scenic views in the charming hamlet of Ancona. Your adventure starts at Frasassi Caves, a captivating local hot spot. Another notable attraction to explore is San Vittore Alle Chiuse. This increasingly popular church is known for its stunning appeal.
After soaking in the highlights of these sights, take some time to wander Ancona's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Sanctuary Of The Holy House Of Loreto. This grand church offers a fascinating experience that many visitors find memorable.
At the end of the day, you will drive to Pescara, 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 Pescara's best restaurants.
Have a memorable dining experience in Pescara by booking a table at Nole, renowned as a Bib Gourmand restaurant presenting an exceptional italian contemporary and italian menu. For a different culinary experience in Pescara, Estrò shines as one of the top destinations, known for its delicious contemporary and country cooking cuisine. This Bib Gourmand-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Taverna 58 is known as a top local spot for its delicious from abruzzo and traditional cuisine in Pescara. This Bib Gourmand awardee is a highly recommended choice for an unforgettable meal.
Extend your evening after a delightful meal by visiting Posa Caffè Pescara, which offers the perfect atmosphere for a night out. Moreover, Bar Mixer is another popular option for a drink or two. Likewise, Temple Bar Irish Pub also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
Raise your glass to another unforgettable day in Italy!
Day 3
- Pescara
- Rome
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Drive 226 km, 3 hours 7 min
- Vatican Museums
- Saint Peter's Square
- Sistine Chapel
- St Peter's Basilica
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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 Vatican City. In the evening, you’ll end up in Rome, where you will stay for 3 nights.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Pescara allows for both. Start by heading to Vatican Museums. This wondrous art museum provides an insightful glimpse into the city's identity.
Continue your sightseeing with a visit to Sistine Chapel, an extraordinary chapel. When you’re done, don’t forget to make a stop at the wondrous St. Peter's Basilica.
When you’re done exploring for the day, you’ll drive to your hotel in Rome. Check in and spend some time relaxing before you head out to tour the city.
Indulge in a memorable dining experience at one of Rome's most popular restaurants, and connect with friendly locals for an authentic adventure.
Set out on a gastronomic journey in Rome by reserving a table at La Pergola. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of mediterranean and contemporary cuisine. For a different taste, head over to Il Pagliaccio, renowned for its delectable creative and innovative dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Enoteca La Torre, a highly rated local gem known for its exquisite mediterranean and creative menu. With a 2-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.
Keep the evening going at La Botticella Of Poggi Giovanni, a great choice for enjoying the after-dinner hours with a drink. You could also go to Almalu Trastevere, which offers a similarly pleasant setting and great drinks. Another option is Bar Viminale Di Pepi Maurilio, which provides an inviting environment for unwinding after a busy day out.
Relax and recharge in preparation for another adventurous day in Italy!
Day 4
- Rome
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Drive 11 km, 1 hour 19 min
- Castel Sant'Angelo
- Piazza Navona
- Pantheon
- Trevi Fountain
- Villa Borghese
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Day 4 of your road trip across Italy promises a magnificent time exploring Rome. You have 2 nights left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.
Brace yourself for today’s incredible lineup of attractions in Rome, featuring fun adventures, romantic experiences, and breathtaking views. Start at Castel Sant'angelo, an astonishing castle in the city. Then, head to Piazza Navona and soak in the ambiance of this romantic public square.
There are many interesting places to see in Rome, and when you are ready for more, go to Pantheon. This is one of the city’s most globally renowned heritage-rich spots of interest. After exploring the monument, visit the globally renowned Trevi Fountain. Not far away, you'll also find Villa Borghese. This park is a serene highlight in Rome.
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 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.
Treat yourself to a wonderful meal at RomAntica, a top-rated dining spot in Rome. If you're in the mood for something new, try Coso Ristorante, another premier location with a delectable menu. You might also want to book a table at DEROMA - Farine Romane. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Sant' Eustachio Caffè stands out as an excellent choice for a post-dinner cocktail. Alternatively, Yellowsquare Rome offers an ideal atmosphere to enjoy the pleasures of the night. Caffè Portofino is also a great option that provides a perfect setting for a relaxing evening.
Say good night to Rome and look forward to another great day of your road trip in Italy!
Day 5
- Rome
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Drive 3 km, 41 min
- Altare della Patria
- Roman Forum
- Colosseum
- Trastevere
- Monti
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On day 5 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 1 night and discover all the best things to see and do in the area.
Trastevere is a fantastic place you can explore today in Rome. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Rome-way-of-life and visit all the nearby sights. You should also check out Monti, a neighborhood offering more opportunities to enjoy the city’s vibrant atmosphere and landmarks.
Today’s itinerary in Rome covers several incredible sights, including a monument and an archeological site. Start your adventure at Altare Della Patria. This interesting monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the awe-inspiring wonders of Roman Forum, a must-see archeological site in the city.
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 Colosseum. This world-famous archeological site offers an enriching experience. These sights offer a fulfilling end to a perfect day.
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 Rome, 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.
Dine in style at Hotel de Russie, a top recommendation for dinner tonight. Or, for a change of pace, La Taverna Italiana boasts a menu that's sure to impress. Also, be sure to check out The Parrot Bar. Known as a local hotspot, it’s a great choice 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 The Apartment Bar Roma, a well-loved spot among locals and tourists. Or, head to Hotel Hassler Roma. This bar boasts a welcoming environment that is perfect for winding down.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 6
- Rome
- Florence
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Drive 278 km, 3 hours 35 min
- Piazza di Spagna
- Spanish Steps
- piazza del Popolo
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On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Rome. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 2 nights.
Rome is home to plenty of attractions that offer fun adventures, romantic experiences, and breathtaking views! Start at Piazza Di Spagna, a world-famous public square that is worthwhile a visit in the city. Nearby, you’ll find Spanish Steps, enchanting visitors with its history-steeped appeal. Continue your exploration at Piazza Del Popolo. This public square is one of the city’s most famous spots.
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 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.
Discover the culinary delights of Florence by securing a reservation at Enoteca Pinchiorri. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of italian contemporary cuisine. For an alternative dining experience, try Santa Elisabetta, renowned for its delicious creative and mediterranean dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Gucci Osteria da Massimo Bottura, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.
Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to Se·sto On Arno Rooftop Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Il Vinile is perfect for those looking to extend their night with a touch of local flavor.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 7
- Florence
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Drive 4 km, 59 min
- piazzale Michelangelo
- Uffizi Gallery
- piazza della Signoria
- Ponte Vecchio
- Oltrarno
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Day 7 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.
Florence is brimming with adventures. Today’s wonderful stops include an observation deck, an art gallery, a public square, a historical landmark and much more! Begin your sightseeing adventure at the astonishing Piazzale Michelangelo and allow yourself time to explore. Just a short distance away you'll find your next stop, Uffizi Gallery, a romantic art gallery that draws visitors from far and near.
Continue your journey to Piazza Della Signoria, one of the city’s most extraordinary spots that you shouldn’t miss. Another great site to visit is the wondrous Ponte Vecchio.
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 Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Don’t miss out on dining 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.
Explore the vibrant nightlife at Bar 50 Rosso after your meal, a hub for lively evenings and memorable moments. Or, head to Bitter Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery is perfect for those looking to extend their night with a touch of local flavor.
Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip in Italy!
Day 8
- Florence
- Siena
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Drive 210 km, 3 hours 24 min
- Cathedral of Santa Maria del Fiore
- Central Market
- Leaning Tower of Pisa
- Piazza del Duomo, Pisa
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Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Florence and Pisa. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Siena. You will spend 1 night here for some well-deserved relaxation.
Discover a day packed with family-friendly attractions, romantic experiences, and breathtaking views in Florence. Begin your sightseeing with Cathedral Of Santa Maria Del Fiore. This widely recognized church is one of the top attractions in the city. Proceed to Central Market, another must-visit attraction.
As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Leaning Tower Of Pisa. This globally renowned monument is a traveler-favorite. Not far away, you’ll find Piazza Del Duomo, Pisa, another key site on your sightseeing itinerary.
At the end of the day, you will drive to Siena, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
As dinnertime approaches, it's time to head out for a bite to eat in Siena. 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.
Don’t miss out on dining 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.
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.
Celebrate another amazing day of your road trip adventure in Italy!
Day 9
- Siena
- Ancona
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Drive 257 km, 4 hours
- piazza del Campo
- Siena Cathedral
- Fortezza Medicea
- Basilica of San Francesco d'Assisi
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Embark on another extraordinary experience on day 9 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Siena and Santa Maria degli Angeli. At the end of the day, you will enjoy the comforts of a top-rated hotel in Ancona, which will be your home away from home for 1 night.
Today's adventure in Siena promises more breathtaking discoveries and enriching experiences! Begin at Piazza Del Campo. This UNESCO world heritage-listed public square is a highlight of any visit in the city. Then, enjoy Siena Cathedral, another romantic attraction that never fails to captivate visitors. Next, head over to Fortezza Medicea (siena), one of the city’s most beloved attractions, known for its breathtaking features.
If you’re looking for more, spend time soaking in the atmosphere of Basilica Of San Francesco D'assisi. This historic church is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.
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.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Ancona. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Experience a taste of local culinary excellence while in Ancona by securing a table at Sot'Ajarchi. An esteemed Bib Gourmand restaurant, it features an exceptional seafood and from the marches menu. If you're in the mood for something new, try Bontà delle Marche, another premier location with a delectable menu.
Continue your lively evening at Alla Tazza D'oro, a perfect place for winding down or revving up the night, depending on which mood you’re in.
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 10
- Ancona - Departure day
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- Parco Della Cittadella di Ancona
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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 Parco Della Cittadella Di Ancona, an awe-inspiring park before you head out.
As your final day in Italy unfolds, enjoy a last-minute shopping spree in Ancona's best shopping area. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Ancona.
Savor the flavors at Pizzeria Pulcinella, a top pick for dinner tonight. Alternatively, Donegal Irish Pub beckons with its unique menu offerings.
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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