7-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling west to Florence and Rimini
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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, Pisa, Rimini, and Urbino. 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, 3 nights in Florence, and 1 night in Rimini. 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 Leaning Tower Of Pisa are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Piazza Del Duomo, Pisa, learn more about the unique Cathedral Of Santa Maria Del Fiore, and immerse yourself in the vibrant atmosphere of Piazza Della Signoria.
As you hit the open road and drive through Ancona, Florence, Siena, Pisa, Rimini, and Urbino, 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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- Lazzaretto of Ancona
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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 Lazzaretto Of Ancona, 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 lovely meal at Playa Solero, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Zucchero a Velò is another top choice with a popular menu. You could also check for a table at Ristorante Il Giardino. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Ancona tonight.
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 7-day road trip in Italy!
Day 2
- Ancona
- Florence
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Drive 287 km, 3 hours 50 min
- Cathedral of Santa Maria del Fiore
- Ponte Vecchio
- Uffizi Gallery
- Palazzo Vecchio
- piazza della Signoria
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Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 3 nights here for some well-deserved relaxation.
Today’s itinerary in Ancona covers several incredible sights, including a church, a historical landmark, an art gallery, a palace, a public square and much more! Start your adventure at Cathedral Of Santa Maria Del Fiore. This widely recognized church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the visually striking wonders of Ponte Vecchio, a must-see historical landmark 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 Uffizi Gallery. This extraordinary art gallery offers an enriching experience. For a change of pace, head to Palazzo Vecchio, where you can take in awe-inspiring features. Conclude your self-guided sightseeing tour with a visit to Piazza Della Signoria. These sights offer a fulfilling end to a perfect day.
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 delicious meal at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.
After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 3
- Florence
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Drive 156 km, 3 hours 2 min
- Pubblico Palace
- Tower of Mangia
- piazza del Campo
- Siena Cathedral
- Basilica of San Domenico
- Fortezza Medicea
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At the end of the day, you'll drive back to Florence, where you'll stay for 2 nights more.
Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Pubblico Palace. This culturally significant palace is sure to ignite your curiosity. Next, dive into the UNESCO world heritage-listed features of Tower Of Mangia, a must-visit monument in the city.
In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Piazza Del Campo, a widely recognized public square. For a change of scene, check out Siena Cathedral, known for its inviting features. We also recommend visiting Basilica Of San Domenico. This church is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Fortezza Medicea (siena), yet another up-and-coming attraction in Florence.
When you’re done exploring for the day, you’ll return to Florence and your accommodation.
After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.
Make sure to reserve a table at Ditta Artigianale, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Trattoria Da Burde, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar 50 Rosso stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bitter Bar offers an ideal atmosphere to enjoy the pleasures of the night. Archea Brewery is also a great option that provides a perfect setting for a relaxing evening.
Celebrate another amazing day of your road trip adventure in Italy!
Day 4
- Florence
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Drive 196 km, 3 hours 7 min
- Santa Maria della Spina
- Knights' Square
- Leaning Tower of Pisa
- Pisa Cathedral
- Campo santo
- Piazza del Duomo, Pisa
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Greet day 4 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 Pisa.
Prepare for a day full of family-friendly attractions, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Santa Maria Della Spina. This worthwhile church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Knights' Square, one of the city’s best highlights.
Next, check out Leaning Tower Of Pisa, one of the most timeless 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, Pisa Cathedral. Wander around and soak in the breathtaking atmosphere this church offers. Then, head to Campo Santo, a top-rated cemetery that adds another dimension to your day. Finally, visit the iconic Piazza Del Duomo, Pisa, the last of our attraction recommendations for today.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.
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 Ristorante Buca Mario, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Agricola Toscana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Eataly Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.
Continue your lively evening at Gosh*, a perfect place for winding down or revving up the night, depending on which mood you’re in. Antico Caffè Del Moro - Art Bar Firenze is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Quelo Bar ensures a night out tailored to your taste.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 5
- Florence
- Rimini
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Drive 230 km, 3 hours 6 min
- Parco Federico Fellini
- Fountain of the four horses
- Castel Sismondo
- Cavour Square
- Arco di Augusto
- Malatestiano Temple
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Dive into day 5 of your remarkable road trip in Italy. Today you will explore Rimini, 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 Rimini. You’ll stay here for 1 night.
A blend of family-friendly attractions, romantic experiences, and scenic views await you in Florence on today’s itinerary. First up is the locally renowned park, Parco Federico Fellini. Afterward, continue to Fountain Of The Four Horses, a monument every traveler should visit.
As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Castel Sismondo. This intriguing castle is an essential stop. Following that, head to Piazza Cavour, another must-visit site that will enhance your experience. Don’t forget to stop by Arch Of Augustus, an interesting monument in the city. Finally, end your day with a visit to Malatestiano Temple, a heritage-rich church that offers the perfect conclusion to your sightseeing of the day.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Rimini. Rimini 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 Rimini, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.
Enjoy a lovely dining experience at Giusti, a popular restaurant in Rimini. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rimini at Bar Lento, 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 Amorimini. It’s yet another ideal choice to enhance your time in Rimini tonight.
After savoring a delicious meal, step into the vibrant nightlife at Sunflower Beach Backpacker Hostels & Bar, where the evening is just getting started. In the same way, Caffè Il Borgo offers a unique charm perfect for experiencing the local bar scene in Rimini. Primo Bacio Città Lounge Bar is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 6
- Rimini
- Ancona
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Drive 180 km, 2 hours 42 min
- Palazzo Ducale
- National Gallery of the Marche - Ducal Palace of Urbino
- Casa Natale di Raffaello
- Parco della Resistenza
- Fortezza Albornoz
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Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Urbino. 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 well-planned self-sightseeing route offers several family-friendly attractions, scenic views, and photo-friendly spots. Whether you decide to explore Rimini on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Palazzo Ducale is the first of them. Spend some time admiring this historic palace before continuing your journey. Galleria Nazionale Delle Marche is your next stop. This often recommended museum is one of the best-rated sights in Rimini.
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 Casa Santi. This historic museum is a sight to behold. To round off your sightseeing experience, visit Parco Della Resistenza and Fortezza Albornoz.
When you’re done exploring for the day, you’ll drive to your hotel in Ancona. Check in and spend some time relaxing before you head out to tour the city.
As dinnertime approaches, it's time to head out for a bite to eat in Ancona. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.
Don’t miss out on dining at Amarcord, a top-rated dining destination in Ancona. If you're in the mood to try something new, consider Bontà delle Marche, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Pizzeria Da Romano. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Ancona this evening.
To truly maximize your evening out, consider visiting Alla Tazza D'oro after dinner. This bar is known for offering some of the best drinks and vibes in the city.
Raise your glass to another unforgettable day 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, we recommend visiting Piazza Del Plebiscito, a visually striking public square before you head out.
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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