7-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling west to Florence
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Description
Explore the best of Italy on a 7-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Ancona, Florence, Siena, Santa Maria degli Angeli, San Gimignano, and Perugia. 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 and 4 nights in Florence. 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. Ponte Vecchio and Piazzale Michelangelo are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Cathedral Of Santa Maria Del Fiore, learn more about the unique Piazza Della Signoria, and immerse yourself in the vibrant atmosphere of Piazza Del Campo.
As you hit the open road and drive through Ancona, Florence, Siena, Santa Maria degli Angeli, San Gimignano, 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!
Itinerary summary
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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 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 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.
As afternoon approaches, head to your chosen hotel in Ancona. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.
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 delicious meal at Playa Solero, a top-rated dining destination in Ancona. If you're in the mood to try something new, consider Zucchero a Velò, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Il Giardino. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Ancona this evening.
After your delicious meal, get a taste of the vibrant nightlife with a visit to Posa Bar, known for its inviting atmosphere. Bar Four Roses is another great option if you’re looking for a place to get the night started. Similarly, Amarillo Beer Bar Ancona provides a great setting to enjoy the night away.
Raise a toast to the start of your 7-day road trip in Italy!
Day 2
- Ancona
- Florence
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Drive 282 km, 4 hours 24 min
- Cattedrale di San Ciriaco
- Arch of Trajan
- Porta Pia
- Lazzaretto of Ancona
- State Tactile Museum Omero
- Parco Belvedere Posatora
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Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Ancona. 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 4 nights.
Discover a day packed with family-friendly attractions, breathtaking views, and photo-friendly spots in Ancona. Begin your sightseeing with Cathedral Basilica Of St. Cyriacus. This curiosity-inducing church is one of the top attractions in the city. Proceed to Arch Of Trajan, another must-visit attraction that enhances the city’s allure.
As you wander through the inviting streets of Ancona, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Porta Pia. This frequently visited monument is a traveler-favorite. Not far away, you’ll find Lazzaretto Of Ancona, another key site on your sightseeing itinerary. Conclude your day at State Tactile Museum Omero and uncover why it's recognized as one of the city's most locally appreciated attractions.
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.
Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.
Enjoy a lovely meal at Ristorante Oliviero 1962, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Di Poneta Novoli is another top choice with a popular menu. You could also check for a table at Caffe San Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.
Keep the evening going at Manifattura, a great choice for enjoying the after-dinner hours with a drink. You could also go to Se·sto On Arno Rooftop Bar, which offers a similarly pleasant setting and great drinks. Another option is Il Vinile, which provides an inviting environment for unwinding after a busy day out.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 3
- Florence
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Drive 8 km, 1 hour 2 min
- Cathedral of Santa Maria del Fiore
- piazza della Signoria
- Ponte Vecchio
- Uffizi Gallery
- Basilica of Santa Croce in Florence
- piazzale Michelangelo
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Day 3 of your road trip will take you to the best attractions Florence has to offer. Cherish the 3 nights you have left in Florence by discovering the best things there are to see and do in the city.
Set out on a day brimming with fun adventures, romantic experiences, and breathtaking views. Start at the extraordinary Cathedral Of Santa Maria Del Fiore, a visually striking church in Florence. Next, go to Piazza Della Signoria.
After visiting Cathedral Of Santa Maria Del Fiore and Piazza Della Signoria, take time to explore Florence's streets and absorb its charm. Continue your sightseeing by heading to Ponte Vecchio. This enchanting historical landmark offers a unique experience. Uffizi Gallery is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Basilica Of Santa Croce In Florence, one of the most heritage-rich places to visit in Florence.
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 Florence. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.
Savor the flavors at Ditta Artigianale, a top pick for dinner tonight. Alternatively, Trattoria Da Burde beckons with its unique menu offerings. Also, consider Casa Toscana. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.
After savoring a delicious meal, step into the vibrant nightlife at Bar 50 Rosso, where the evening is just getting started. In the same way, Bitter Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Archea Brewery is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
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 154 km, 2 hours 53 min
- Fortezza Medicea
- Basilica of San Domenico
- Siena Cathedral
- piazza del Campo
- Tower of Mangia
- Pubblico Palace
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On day 4 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you will return to Florence for 2 nights more, there’s no need to rush. Experience Siena to the fullest today with this curated day itinerary!
Today’s route brings family-friendly attractions, breathtaking views, and photo-friendly spots. The first attraction of today is Fortezza Medicea (siena). This underrated monument is an awe-inspiring place to see in Florence. Continue your discovery at Basilica Of San Domenico, a breathtaking church with stories to tell.
As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Siena Cathedral. This captivating church offers an inviting encounter with Florence. Next, make your way to Piazza Del Campo to add another highlight to your day. After that, visit Tower Of Mangia, a worthwhile monument that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Pubblico Palace, a beloved palace in the city. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.
When you’re done exploring for the day, you’ll return to Florence and your accommodation.
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.
Savor the flavors at Ristorante Buca Mario, a top pick for dinner tonight. Alternatively, Agricola Toscana beckons with its unique menu offerings. Also, consider Eataly Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.
Cap off your dinner by heading to Gosh*, ideal for a leisurely evening with a drink in hand. Antico Caffè Del Moro - Art Bar Firenze is another bar that offers an enjoyable setting. Similarly, Quelo Bar is also a popular place to go on a night out, perfect for relaxing and socializing.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 5
- Florence
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Drive 345 km, 4 hours 52 min
- Basilica of Santa Maria degli Angeli
- Basilica of San Francesco d'Assisi
- Portico of Monte Frumentario
- Piazza del Comune
- Rocca Maggiore
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Greet day 5 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Santa Maria degli Angeli.
Brace yourself for today’s incredible lineup of attractions in Florence, featuring family-friendly attractions, scenic views, and photo-friendly spots. Start at Basilica Of Santa Maria Degli Angeli, a captivating church in the village. Then, head to Basilica Of San Francesco D'assisi and soak in the ambiance of this historic church.
There are many interesting places to see in Florence and when you are ready for more, go to Portico Of Monte Frumentario. This is one of the village’s most beloved spots. After exploring the historical landmark, visit the beloved Piazza Del Comune. Before wrapping up your self-guided sightseeing tour, head to the beloved Rocca Maggiore, a beloved castle in the village.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.
Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.
Treat yourself to a delightful dinner at Tijuana, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Djària - American Bar? It's another excellent option with a diverse menu. Consider reserving a table at The Florence Irish Pub as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 6
- Florence
- Ancona
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Drive 341 km, 5 hours 11 min
- Porta San Giovanni
- Piazza del Duomo, San Gimignano
- Etruscan Arch
- Perugia Cathedral
- Piazza IV Novembre
- Rocca Paolina
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On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, San Gimignano and Perugia. When you’re not sightseeing, take time to relax at your selected hotel in Ancona, where you’ll be staying for 1 night.
Set out on a day brimming with family-friendly attractions, scenic views, and picturesque spots. Start at the curiosity-inducing Porta San Giovanni, an UNESCO world heritage-designated monument in Florence. Next, go to Piazza Del Duomo.
After visiting Porta San Giovanni and Piazza Del Duomo, take time to explore Florence's streets and absorb its charm. Continue your sightseeing by heading to Etruscan Arch. This breathtaking historical landmark offers a unique experience. Perugia Cathedral is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Piazza Iv Novembre, one of the most visually striking places to visit in Florence.
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 day of adventure, treat yourself to an exquisite dinner at one of Ancona's best restaurants.
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 savoring a delicious meal, step into the vibrant nightlife at Alla Tazza D'oro, where the evening is just getting started.
Celebrate another amazing day of your road trip adventure in Italy!
Day 7
- Ancona - Departure day
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- Piazza del Plebiscito
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Day 7 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, begin at Piazza Del Plebiscito. This increasingly popular public square is a popular place to see in the city.
On your last day in Italy, take time to indulge in shopping at Ancona’s popular marketplace. Look for keepsakes or souvenirs to remind you of your trip.
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 to try something new, consider Donegal Irish Pub, another top spot with a mouthwatering 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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