6-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling south to Arezzo, Rome, and Siena

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6-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling south to Arezzo, Rome, and Siena
6-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling south to Arezzo, Rome, and Siena
6-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling south to Arezzo, Rome, and Siena
6-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling south to Arezzo, Rome, and Siena
6-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling south to Arezzo, Rome, and Siena
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Explore the best of Italy on a remarkable 6-day road trip! Combine exploration with relaxation on a self-drive tour featuring Rimini, Viserbella, Arezzo, Rome, Siena, and Bologna.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. You will spend 2 nights in Rimini, 1 night in Arezzo, 1 night in Rome, 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 you covered.

Upon arriving in Rimini, 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.

As you hit the open road and drive through Rimini, Viserbella, Arezzo, Rome, Siena, and Bologna, 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

  • Rimini - Arrival day
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  • Arco di Augusto
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Say hello to Rimini! 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 Rimini for 1 night before you continue your adventure!

Rimini 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 Arch Of Augustus. 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.

When you're ready for some downtime, make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Rimini. Make yourself at home and unwind 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 Rimini, it's often a good idea to reserve a table in advance.

Enjoy a delicious meal at Giusti, a highly-rated dining destination in Rimini. If you're eager to try something different, consider Bar Lento, another top spot with a tantalizing menu. You might also want to secure a reservation at Amorimini. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rimini this evening.

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.

Raise a toast to the start of your 6-day road trip in Italy!

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Day2

Day 2

  • Rimini
  • Viserbella
  • Arezzo
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Drive 166 km, 2 hours 37 min

  • Parco Federico Fellini
  • Spiaggia libera
  • Italia in miniatura
  • More

On day 2 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Rimini and Viserbella are on today's agenda. In the evening, you’ll end up in Arezzo, where you will stay for 1 night.

Catch Parco Federico Fellini before the crowds roll in. This instagrammable park is sure to ignite your curiosity. Next, dive into the romantic features of Spiaggia Libera, a must-visit beach in the city.

When you’re ready to jump back into the car and say goodbye to Rimini, you’ll hit the road in the direction of Viserbella. This drive usually takes around 13 min.

One of our top recommendations for your sightseeing is Italia In Miniatura. Spend some time admiring the picture-perfect features of the amusement park before you continue to your next stop.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Arezzo. Arezzo offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

Arezzo 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 Arezzo.

Treat yourself to an extraordinary dining experience at Octavin, a 1-star Michelin restaurant offering an incredible creative menu. Alternatively, if your taste buds call for something different, La Clandestina is another top choice with a popular menu.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Liquid Bar, a well-loved spot among locals and tourists.

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

  • Arezzo
  • Vatican City
  • Rome
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Drive 228 km, 3 hours 15 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'll explore 1 destination, including Vatican City. At the end of the day, you’ll unwind at one of the finest accommodations in Rome, where you'll spend 1 night.

Vatican City’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Arezzo behind. This drive usually takes around 2 hours 32 min. Vatican City welcomes you with a multitude of unique vacation experiences.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Sistine Chapel, a widely recognized chapel that offers a unique experience. Be sure to also explore St. Peter's Basilica, a nearby major basilica, highly recommended by other travelers.

When you’re done exploring for the day, you’ll drive to your hotel in Rome. 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 Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Set out on a gastronomic journey in Rome by reserving a table at La Pergola. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of mediterranean and contemporary cuisine. For a different taste, head over to Il Pagliaccio, renowned for its delectable creative and innovative dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Enoteca La Torre, a highly rated local gem known for its exquisite mediterranean and creative menu. With a 2-star Michelin acclaim, it promises a dining experience you won't want to miss.

Cap off your dinner by heading to La Botticella Of Poggi Giovanni, ideal for a leisurely evening with a drink in hand. Almalu Trastevere is another bar that offers an enjoyable setting. Similarly, Bar Viminale Di Pepi Maurilio is also a popular place to go on a night out, perfect for relaxing and socializing.

Relax and look forward to more memorable moments to come!

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Day4

Day 4

  • Rome
  • Siena
  • More

Drive 243 km, 3 hours 31 min

  • Roman Forum
  • Colosseum
  • Piazza Navona
  • Pantheon
  • Trevi Fountain
  • More

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Rome. When you’re not sightseeing, take time to relax at your chosen hotel in Siena, where you’ll be staying for 1 night.

Enjoy all that Roman Forum has to offer. This is a timeless archeological site you should not miss. Another must-see is Colosseum, a timeless archeological site in Rome.

When you’re ready for the next sight, head to Piazza Navona. From there, take a leisurely stroll to Pantheon, another of the city’s iconic attractions. We recommend continuing your self-guided tour at Trevi Fountain, an enchanting place of interest in the city.

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.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Siena. Enjoy a relaxing evening as you savor delicious local cuisine.

Savor the flavors at Enoteca I Terzi, a top pick for dinner tonight. Alternatively, Ristorante Tar-Tufo beckons with its unique menu offerings. Also, consider Antica Trattoria Papei. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Meet Life Cafè stands out as an excellent choice for a post-dinner cocktail. Alternatively, Maudit Pub offers an ideal atmosphere to enjoy the pleasures of the night. Bar Impero Siena is also a great option that provides a perfect setting for a relaxing evening.

Head back to your accommodation in Siena and get some rest to prepare for another magical day of your road trip in Italy.

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Day5

Day 5

  • Siena
  • Bologna
  • Rimini
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Drive 286 km, 3 hours 43 min

  • piazza del Campo
  • Siena Cathedral
  • Piazza Maggiore
  • Two Towers
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Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 places, which are Siena and Bologna. At the end of the day, you will retreat to the hotel of your choice in Rimini, where will spend 1 night.

Piazza Del Campo leaves a lasting impression. This public square is one of the most astonishing places to visit in Siena. Next, head to Siena Cathedral, a notable church, known for its history-steeped features.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Bologna may take around 2 hours 6 min. Upon your arrival in Bologna, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Savor the day by heading to Piazza Maggiore, a spectacular public square that draws visitors from near and far. When you're done, continue to Two Towers, where you can soak in the culturally significant surroundings.

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.

Indulge in a memorable dining experience at one of Rimini's most popular restaurants, and connect with friendly locals for a true cultural experience.

Experience a harmony of flavors at Osteria de Börg in Rimini by securing a reservation in advance. Known for its Bib Gourmand status, Osteria de Börg offers a delightful variety of dishes highlighting its delicious from romagna and traditional menu. If you're seeking an alternative culinary experience, be sure to explore Guido, a highly recommended restaurant known for its enticing seafood and modern cuisine. This popular 1-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Abocar Due Cucine, a highly acclaimed restaurant celebrated for its exceptional creative and international menu.

Continue your lively evening at Hobo's, a perfect place for winding down or revving up the night, depending on which mood you’re in. Sunflower City Backpacker is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar Capogiro ensures a night out tailored to your taste.

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

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Day6

Day 6

  • Rimini - Departure day
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  • Cavour Square
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Day 6 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Rimini 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 Cavour, an enchanting public square before you head out.

For a shopping spree in Rimini, we recommend the lively Le Befane Shopping Centre. Here, you'll find a range of shops you can browse for some souvenir shopping.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Rimini.

Dine in style at Amarina, a top recommendation for dinner tonight. Or, for a change of pace, Primo Miglio di Conti Mirco boasts a menu that's sure to impress.

You’ll then say farewell to Rimini. 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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Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
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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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Your trip is protected, personalized, and priced right. No surprises, no stress.

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