10-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling south to Pescara, Rome, Florence, and Siena
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Experience the freedom of the open road in Italy as you embark on an unforgettable 10-day road trip! This experience caters to every traveler, featuring destinations like Ancona, Loreto, Pescara, Rome, Florence, Pisa, Siena, and Santa Maria degli Angeli.
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!
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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.
Enjoy a lovely dining experience at Playa Solero, a popular restaurant in Ancona. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Ancona at Zucchero a Velò, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Ristorante Il Giardino. It’s yet another ideal choice to enhance your time in Ancona tonight.
Continue your evening by exploring the vibrant nightlife scene at Posa Bar, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Four Roses, a bar that offers unique local touches. Likewise, Amarillo Beer Bar Ancona provides an excellent alternative for a fun 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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On day 2 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 San Vittore and Loreto. In the evening, you’ll end up in Pescara, where you will stay for 1 night.
Today’s well-planned self-sightseeing route offers several family-friendly attractions, natural wonders, and scenic views. Whether you decide to explore Ancona on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Frasassi Caves is the first of them. Spend some time admiring this enchanting cave system before continuing your journey. San Vittore Alle Chiuse is your next stop. This up-and-coming church is one of the best-rated sights in Ancona.
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 Sanctuary Of The Holy House Of Loreto. This stunning church is a sight to behold.
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.
Set out on a gastronomic journey in Pescara by reserving a table at Nole. Renowned for its Bib Gourmand award, this restaurant presents an outstanding menu of italian contemporary and italian cuisine. For a different taste, head over to Estrò, renowned for its delectable contemporary and country cooking dishes. This distinguished Bib Gourmand-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Taverna 58, a highly rated local gem known for its exquisite from abruzzo and traditional menu. With a Bib Gourmand 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 Pescara.
Let the evening flow smoothly from dinner to drinks at Posa Caffè Pescara, a top-rated bar in the area. For other recommendations, Bar Mixer provides a perfect setting for rounding out your night with style and great drinks. Likewise, Temple Bar Irish Pub offers a memorable night with diverse drink options and excellent service.
Savor another day of unforgettable experiences 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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Dive into day 3 of your remarkable road trip in Italy. Today you will explore Vatican City, 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 3 nights.
Begin your adventure at Vatican Museums. This is a world-famous art museum you should not miss. Another must-see is Saint Peter's Square, a locally renowned square in Pescara.
When you’re ready for the next sight, head to Sistine Chapel. From there, take a leisurely stroll to St. Peter's Basilica, another of the city’s timeless attractions.
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 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.
Experience a harmony of flavors at La Pergola in Rome by securing a reservation in advance. Known for its 3-star Michelin status, La Pergola offers a delightful variety of dishes highlighting its delicious mediterranean and contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Il Pagliaccio, a highly recommended restaurant known for its enticing creative and innovative cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Enoteca La Torre, a highly acclaimed restaurant celebrated for its exceptional mediterranean and creative menu.
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.
Raise your glass to another unforgettable 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 will take you to the best attractions Rome has to offer. Cherish the 2 nights you have left in Rome by discovering the best things there are to see and do in the city.
Today, you'll explore some of the most beautiful places in Rome, including a castle, a public square, a monument, a park and much more! Start your day with a visit to Castel Sant'angelo. This spectacular castle is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Navona, which may be one of the most history-steeped places you will experience today.
One of the best things about exploring Rome 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 Pantheon, an iconic monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Trevi Fountain and Villa Borghese.
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 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.
To truly maximize your evening out, consider visiting Sant' Eustachio Caffè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Yellowsquare Rome, another bar with an inviting ambiance. Similarly, Caffè Portofino 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.
Day 5
- Rome
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Drive 3 km, 41 min
- Altare della Patria
- Roman Forum
- Colosseum
- Trastevere
- Monti
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Day 5 of your road trip across Italy promises a magnificent time exploring Rome. You have 1 night left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.
Don’t miss Trastevere in Rome today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time to explore its best features, and enjoy the convenience of nearby top-rated landmarks. While you’re in the area, consider visiting Monti, another neighborhood that adds to the charm of Rome.
A blend of fun adventures, breathtaking views, and photo-friendly spots await you in Rome on today’s itinerary. First up is the locally renowned monument, Altare Della Patria. Afterward, continue to Roman Forum, an archeological site every traveler should visit.
As you explore Rome’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Colosseum. This timeless archeological site is an essential stop.
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.
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.
Extend your evening after a delightful meal by visiting The Apartment Bar Roma, which offers the perfect atmosphere for a night out. Moreover, Hotel Hassler Roma is another popular option for a drink or two.
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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Experience an unparalleled adventure on day 6 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Rome. 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 adventure in Rome promises more breathtaking discoveries and enriching experiences! Begin at Piazza Di Spagna. This history-steeped public square is a highlight of any visit in the city. Then, enjoy Spanish Steps, another history-steeped attraction that never fails to captivate visitors. Next, head over to Piazza Del Popolo, one of the city’s most famous attractions, known for its romantic features.
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 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.
Begin your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.
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 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 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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On day 7 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.
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.
Prepare for a day full of fun adventures, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Piazzale Michelangelo. This extraordinary observation deck is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Uffizi Gallery, one of the city’s best highlights.
Next, check out Piazza Della Signoria, one of the most spectacular places to see in Florence. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Ponte Vecchio. Wander around and soak in the history-steeped atmosphere this historical landmark offers.
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 Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.
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.
Keep the excitement of the evening going by visiting a bar or two. Bar 50 Rosso is an excellent place to start. You could also check out Bitter Bar, offering a different kind of charm. A last recommendation for the day is Archea Brewery. 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 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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Embark on another extraordinary experience on day 8 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Florence and Pisa. At the end of the day, you will enjoy the comforts of a top-rated hotel in Siena, which will be your home away from home for 1 night.
Prepare for a day full of fun adventures, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Cathedral Of Santa Maria Del Fiore. This extraordinary church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Central Market, one of the city’s best highlights.
Next, check out Leaning Tower Of Pisa, one of the most globally renowned places to see in Florence. This monument is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazza Del Duomo, Pisa. Wander around and soak in the historic atmosphere this public square offers.
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.
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.
Round off your dining experience by visiting Meet Life Cafè, a prime location for a drink. Alternatively, explore the distinctive characteristics of Maudit Pub, a bar catering to every mood and preference. Bar Impero Siena likewise offers a unique atmosphere, perfect for a memorable night out.
Relax and recharge in preparation for another adventurous day 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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On day 9 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Siena and Santa Maria degli Angeli. When you’re not sightseeing, take time to relax at your selected hotel in Ancona, where you’ll be staying for 1 night.
Start by visiting Piazza Del Campo, a prime spot to begin your journey. This romantic public square is sure to impress. Next on your list is Siena Cathedral, another must-visit landmark and well-known church renowned for its romantic features.
While exploring and sightseeing, take time to savor the culture of Siena by sampling some local delicacies. When you’re ready for more sightseeing, head to Fortezza Medicea (siena). This culturally significant monument is an essential place to visit for anyone looking for the full Siena experience. We also recommend visiting Basilica Of San Francesco D'assisi, a locally renowned church.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Ancona. Ancona 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 Ancona, 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.
Dive into a culinary adventure like no other in Ancona by booking a table at Sot'Ajarchi. This popular restaurant holds a Bib Gourmand award and offers an exceptional menu of seafood and from the marches cuisine. If you're in the mood to try something new, consider Bontà delle Marche, another top spot with a mouthwatering menu.
Continue your evening by exploring the vibrant nightlife scene at Alla Tazza D'oro, a prime destination for a thrilling night out.
Say good night to Ancona and look forward to another great day of your road trip 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 enchanting park before you head out.
Make the most of your final day in Italy by visiting Ancona’s iconic markets and shopping establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience 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.
Have a fantastic dining experience at Pizzeria Pulcinella, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Donegal Irish Pub offers an enticing alternative with its varied 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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