7-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling west to Florence and Rimini
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Experience the freedom of the open road in Italy as you embark on an unforgettable 7-day road trip! This experience caters to every traveler, featuring destinations like Ancona, Florence, Siena, Pisa, Rimini, and Urbino.
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.
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 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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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 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 3 nights.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Ancona allows for both. Start by heading to Cathedral Of Santa Maria Del Fiore. This spectacular church provides an insightful glimpse into the city's identity. Next, discover Ponte Vecchio, an enchanting historical landmark, promising a delightful encounter.
Continue your sightseeing with a visit to Uffizi Gallery, a top-rated art gallery. When you’re done, don’t forget to make a stop at the well-known Palazzo Vecchio. Round off your day at Piazza Della Signoria, another gem in Ancona with enchanting features to discover.
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.
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.
Enjoy a lovely dining experience at Ristorante Oliviero 1962, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Di Poneta Novoli, 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 Caffe San Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, Se·sto On Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Il Vinile is also a great option that provides a perfect setting for a relaxing evening.
Relax and recharge in preparation for another adventurous day 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.
Today’s well-planned self-sightseeing route offers several family-friendly attractions, breathtaking views, and photo-friendly spots. 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. Pubblico Palace is the first of them. Spend some time admiring this UNESCO world heritage-designated palace before continuing your journey. Tower Of Mangia is your next stop. This increasingly popular monument 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 Piazza Del Campo. This romantic public square is a sight to behold. To round off your sightseeing experience, visit Siena Cathedral and Basilica Of San Domenico. If time allows, end your day with Fortezza Medicea (siena), a historic monument that offers a memorable conclusion to your exploration.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.
After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.
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.
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.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
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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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 1 night more, there’s no need to rush. Experience Pisa to the fullest today with this curated day itinerary!
Florence is brimming with adventures. Today’s wonderful stops include a church, a public square, a monument, a cemetery and much more! Begin your sightseeing adventure at the curiosity-inducing Santa Maria Della Spina and allow yourself time to explore. Just a short distance away you'll find your next stop, Knights' Square, a historic public square that draws visitors from far and near.
Continue your journey to Leaning Tower Of Pisa, one of the city’s most globally renowned spots that you shouldn’t miss. Another great site to visit is the underrated Pisa Cathedral. When you're finished at the church, Campo Santo awaits your visit. This cemetery is a breathtaking highlight on today's itinerary. Last up is a public square - the globally renowned Piazza Del Duomo, Pisa.
When you’re done exploring for the day, you’ll return to Florence and your accommodation.
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 Buca Mario, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Agricola Toscana is another top choice with a popular menu. You could also check for a table at Eataly Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice 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.
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.
Today, you'll explore some of the most beautiful places in Florence, including a park, a monument, a castle, a public square, a church and much more! Start your day with a visit to Parco Federico Fellini. This popular park is a must-visit in the city. When you’re ready for your next discovery, continue to Fountain Of The Four Horses, which may be one of the most photogenic places you will experience today.
One of the best things about exploring Florence 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 Castel Sismondo, a beloved castle in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Cavour and Arch Of Augustus. End your day with a visit to Malatestiano Temple, an increasingly popular church that’s sure to leave a lasting impression.
When you’re done exploring for the day, you’ll drive to your hotel in Rimini. 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 Rimini's best restaurants.
Treat yourself to a delightful dinner at Giusti, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Bar Lento? It's another excellent option with a diverse menu. Consider reserving a table at Amorimini as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rimini.
After enjoying a fulfilling meal, continue your evening at Sunflower Beach Backpacker Hostels & Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Caffè Il Borgo offers a welcoming atmosphere for easing into the nightlife. Similarly, Primo Bacio Città Lounge Bar provides an excellent environment for a relaxed and enjoyable evening.
Say good night to Rimini and look forward to another great day 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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On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Urbino. When you’re not sightseeing, take time to relax at your selected hotel in Ancona, where you’ll be staying for 1 night.
Get ready for a day filled with fun adventures, scenic views, and picturesque spots in the charming town of Rimini. Your adventure starts at Palazzo Ducale, an interesting local hot spot. Another notable attraction to explore is Galleria Nazionale Delle Marche. This up-and-coming museum is known for its picture-perfect appeal.
After soaking in the highlights of these sights, take some time to wander Rimini's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Casa Santi. This photogenic museum offers a fascinating experience that many visitors find memorable. Parco Della Resistenza is also worth visiting, along with Fortezza Albornoz. These standout landmarks offer unique experiences that add to the day’s enjoyment.
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 are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Ancona. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Dine in style at Amarcord, a top recommendation for dinner tonight. Or, for a change of pace, Bontà delle Marche boasts a menu that's sure to impress. Also, be sure to check out Ristorante Pizzeria Da Romano. Known as a local hotspot, it’s a great choice for tonight in Ancona.
Cap off your dinner by heading to Alla Tazza D'oro, ideal for a leisurely evening with a drink in hand.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
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 romantic 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.
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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