7-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling west to Florence and Rimini

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Photo of Bright summer view from flying drone of Cattedrale di San Ciriaco church and San Gregorio Illuminatore - Catholic church. Stunning morning cityscape of Ancona town, Italy, Europe.
Photo of the long staircase in the downtown of the beautiful ancient italian village.
7-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling west to Florence and Rimini
7-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling west to Florence and Rimini
7-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling west to Florence and Rimini
7-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling west to Florence and Rimini
7-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling west to Florence and Rimini
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Escape the ordinary with this exciting 7-day road trip through Italy. Explore diverse landscapes, discover lively cities, and prepare for an unforgettable journey!

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. 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 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.

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, accommodations, 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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Driver’s age is 30 - 65
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Day1

Day 1

  • Ancona - Arrival day
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  • Lazzaretto of Ancona
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Say hello to Ancona! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Ancona for 1 night before you continue your adventure!

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. Taking a stroll in the city center is a great alternative. 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 central location for easy access to key areas 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.

Treat yourself to a delicious dinner at Playa Solero, an excellent option for tonight's dining. Looking for something different? Zucchero a Velò offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Il Giardino. Known for great service, it’s a fantastic choice for tonight in Ancona.

After your meal, keep the night alive at a bar like Posa Bar, known for its lively atmosphere. Bar Four Roses is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Amarillo Beer Bar Ancona offers an excellent atmosphere for those looking to amp up the evening.

Raise a toast to the start of your 7-day road trip in Italy!

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Day2

Day 2

  • Ancona
  • Florence
  • More

Drive 287 km, 3 hours 50 min

  • Cathedral of Santa Maria del Fiore
  • Ponte Vecchio
  • Uffizi Gallery
  • Palazzo Vecchio
  • piazza della Signoria
  • More

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 place, which are Florence. At the end of the day, you will retreat to the hotel of your choice in Florence, where will spend 3 nights.

When you’re ready to jump back into the car and say goodbye to Ancona, you’ll hit the road in the direction of Florence. This drive usually takes around 3 hours 33 min.

Spend your afternoon discovering Cathedral Of Santa Maria Del Fiore, an impressive church known for its majestic features. Next, continue your sightseeing at Ponte Vecchio, a globally renowned historical landmark.

If you're starting to feel hungry, this is a great time for a break at a nearby restaurant or cafe. When you're ready for more, stop by Uffizi Gallery and uncover the details of this romantic art gallery. Make sure to also explore Palazzo Vecchio, a locally renowned palace. For your last stop, consider Piazza Della Signoria, a visually striking public square that many travelers find worth the detour.

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.

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.

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 consistently gains high praises from customers, it’s an ideal choice in Florence tonight.

After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Il Vinile provides an excellent environment for a relaxed and enjoyable evening.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in Italy.

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Day3

Day 3

  • Florence
  • Siena
  • More

Drive 156 km, 3 hours 2 min

  • Pubblico Palace
  • Tower of Mangia
  • piazza del Campo
  • Siena Cathedral
  • Basilica of San Domenico
  • Fortezza Medicea
  • More

Greet day 3 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 2 nights to stay in Florence, so get ready to make the most of your time in the region. On the agenda for this day, you’ll find only the best things to see and do in Siena.

Set your GPS to Siena and hit the road. Expect a journey of approximately 1 hour 15 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Siena beckons with new experiences!

For a more meaningful self-guided tour of the city's best attractions, visit Pubblico Palace, a curiosity-inducing palace that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Tower Of Mangia and admire its breathtaking features.

When you’re ready, continue to Piazza Del Campo, an astonishing public square beloved by locals and tourists alike. Don't miss out on Siena Cathedral, another highlight of the area that promises a memorable visit. Not far away, you’ll also find Basilica Of San Domenico, a breathtaking place to see that you won’t regret spending some extra time discovering.

When you’re done exploring for the day, you’ll return to Florence and your accommodation.

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.

Enjoy a lovely dining experience at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.

Continue the enjoyment post-dinner at Bar 50 Rosso, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bitter Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Archea Brewery. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Savor another day of unforgettable experiences in Italy!

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Day4

Day 4

  • Florence
  • Pisa
  • More

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
  • More

On day 4 of your road trip, you’ll start and end your day in Florence, where you have 1 night left to stay.

Whether you decide to explore Pisa on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

After soaking in Florence’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Pisa. Expect your car journey to take a minimum of 1 hour 14 min. When you arrive in Pisa, it's time to take a break from the road.

When you're ready for some sights, head to Santa Maria Della Spina, an increasingly popular church in Pisa. Explore its history-steeped features at your own pace before you continue your journey to your next attraction, Knights' Square. This curiosity-inducing public square is a top recommendation in the area.

When you’re ready to explore more, Leaning Tower Of Pisa is an excellent choice. Spend some time discovering what some claim to be the most historic monument in the region. Next, continue your sightseeing at the increasingly popular Pisa Cathedral and discover what makes this church unique. If you’re up for one more stop in the city, head to Campo Santo, a picture-perfect cemetery many travelers find the visit worthwhile.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.

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.

Treat yourself to a delightful dinner at Ristorante Buca Mario, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Agricola Toscana? It's another excellent option with a diverse menu. Consider reserving a table at Eataly Firenze as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

After enjoying a fulfilling meal, continue your evening at Gosh*, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers a welcoming atmosphere for easing into the nightlife. Similarly, Quelo Bar provides an excellent environment for a relaxed and enjoyable evening.

As the sun sets, rest up and recharge for the next leg of your road trip in Italy.

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Day5

Day 5

  • Florence
  • Rimini
  • More

Drive 230 km, 3 hours 6 min

  • Parco Federico Fellini
  • Fountain of the four horses
  • Castel Sismondo
  • Cavour Square
  • Arco di Augusto
  • Malatestiano Temple
  • More

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Rimini. When you’re not sightseeing, take time to relax at your chosen hotel in Rimini, where you’ll be staying for 1 night.

Continue your road trip and head to your next destination, Rimini. This car ride takes around 2 hours 36 min.

Savor the day by heading to Parco Federico Fellini, an interesting park that draws visitors from near and far. When you're done, continue to Fountain Of The Four Horses, where you can soak in the instagrammable surroundings.

Next, explore Castel Sismondo, yet another locally appreciated place to see in the area. After the castle, make time to go to Piazza Cavour. This history-steeped public square is well worth the visit. Lastly, head to Arch Of Augustus, a popular monument you won’t want to miss.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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.

Rimini is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Rimini.

Make sure to reserve a table at Giusti, an iconic dining spot in Rimini. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Bar Lento, a popular restaurant in Rimini. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Amorimini, a hidden gem nestled in Rimini. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Sunflower Beach Backpacker Hostels & Bar, a well-loved spot among locals and tourists. Or, head to Caffè Il Borgo. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Primo Bacio Città Lounge Bar, another top-rated place in the area.

Relax and recharge in preparation for another adventurous day in Italy!

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Day6

Day 6

  • Rimini
  • Urbino
  • Ancona
  • More

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
  • More

On day 6 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Urbino are on today's agenda. In the evening, you’ll end up in Ancona, where you will stay for 1 night.

When you’ve had your share of Rimini, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Urbino. Your travel time is around 1 hour 4 min.

One of our top recommendations for your sightseeing is Palazzo Ducale. Spend some time admiring the standout features of the palace before you continue to your next stop. Then, head to Galleria Nazionale Delle Marche. This underrated museum is a traveler-favorite in the town.

If you're keen to see more, continue to Casa Santi. Feed your curiosity by learning something new about the museum. Next, take your journey to Parco Della Resistenza, a locally appreciated park. Conclude your sightseeing at Fortezza Albornoz, known for its picture-perfect features.

When you’re done exploring for the day, you’ll drive to your hotel in Ancona. Check in and relax 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.

Enjoy a lovely dining experience at Amarcord, 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 Bontà delle Marche, 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 Pizzeria Da Romano. It’s yet another ideal choice to enhance your time in Ancona tonight.

Unwind after your meal by stepping into Alla Tazza D'oro. This venue is celebrated for its extensive drink selections and cozy vibes.

Say good night to Ancona and look forward to another great day of your road trip in Italy!

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Day7

Day 7

  • Ancona - Departure day
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  • Piazza del Plebiscito
  • More

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 culturally significant public square before you head out.

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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Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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