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

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Photo of Aerial view on Rimini. Italian cityscape from above. Lighthouse on water sea canal. Rimini city. Summer vacation.
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Experience the freedom of the open road in Italy as you embark on an unforgettable 6-day road trip! This experience caters to every traveler, featuring destinations like Rimini, Viserbella, Arezzo, Rome, Siena, and Bologna.

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 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 got 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. Marvel at the remarkable Pantheon, learn more about the unique Piazza Navona, and immerse yourself in the vibrant atmosphere of St. Peter's Basilica.

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, 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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Driver’s age is 30 - 65
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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Arco di Augusto
Parco Federico FelliniSpiaggia liberaItalia in miniatura
Vatican MuseumsSaint Peter's SquareSistine ChapelSt Peter's Basilica
Roman ForumColosseumPiazza NavonaPantheonTrevi Fountain
piazza del CampoSiena CathedralPiazza MaggioreTwo Towers
Cavour Square

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Day 1

Day 1

  • Rimini - Arrival day
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  • Arco di Augusto
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Welcome to Rimini, 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 Rimini's charm before embarking on the next leg of your journey.

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, 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 Rimini. 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 Rimini, it's often a good idea to reserve a table in advance.

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 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.

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

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Day 2

Day 2

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

  • Parco Federico Fellini
  • Spiaggia libera
  • Italia in miniatura
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Dive into day 2 of your remarkable road trip in Italy. Today you will explore Rimini and Viserbella, 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 Arezzo. You’ll stay here for 1 night.

Rimini is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and breathtaking views! Start at Parco Federico Fellini, a locally renowned park that is worthwhile a visit in the city. Nearby, you’ll find Spiaggia Libera, enchanting visitors with its serene appeal. Continue your exploration at Italia In Miniatura. This amusement park is one of the city’s most locally renowned spots.

At the end of the day, you will drive to Arezzo, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

As you explore more of Arezzo, 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.

Discover the culinary delights of Arezzo by securing a reservation at Octavin. Esteemed for its 1-star Guide Michelin recognition, this restaurant offers a remarkable selection of creative cuisine. Alternatively, La Clandestina beckons with its unique menu offerings.

Explore the vibrant nightlife at Liquid Bar after your meal, a hub for lively evenings and memorable moments.

Take some time to reflect on your day and savor another beautiful night in Italy.

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Day 3

Day 3

  • Arezzo
  • 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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Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Vatican City. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 1 night here for some well-deserved relaxation.

Today's adventure in Arezzo promises more breathtaking discoveries and enriching experiences! Begin at Vatican Museums.

When you’re done exploring for the day, you’ll drive to your hotel in Rome. Check in and spend some time relaxing before you head out to tour the city.

Indulge in a memorable dining experience at one of Rome's most popular restaurants, and connect with friendly locals for an authentic adventure.

Prepare for an extraordinary culinary adventure in Rome by booking a table at La Pergola, a 3-star Michelin restaurant that boasts an exceptional mediterranean and contemporary menu. For a different flavor experience, head to Il Pagliaccio, renowned for its delectable creative and innovative dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Enoteca La Torre, a local gem known for its delightful mediterranean and creative cuisine in Rome. Nestled in the city's heart, this 2-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at La Botticella Of Poggi Giovanni, a well-loved spot among locals and tourists. Or, head to Almalu Trastevere. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Viminale Di Pepi Maurilio, another top-rated place in the area.

Savor another day of unforgettable experiences in Italy!

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Day 4

Day 4

  • Rome
  • Siena
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Drive 243 km, 3 hours 31 min

  • Roman Forum
  • Colosseum
  • Piazza Navona
  • Pantheon
  • Trevi Fountain
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On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Rome. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 1 night.

Get ready for a day filled with family-friendly attractions, scenic views, and picturesque spots in the charming city of Rome. Your adventure starts at Roman Forum, a globally renowned local hot spot. Another notable attraction to explore is Colosseum. This iconic archeological site is known for its picture-perfect appeal.

After soaking in the highlights of these sights, take some time to wander Rome's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piazza Navona. This culturally significant public square offers a fascinating experience that many visitors find memorable. Pantheon is also worth visiting, along with Trevi Fountain. 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 Siena. Siena offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As dinnertime approaches, it's time to head out for a bite to eat in Siena. 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.

Dine in style at Enoteca I Terzi, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante Tar-Tufo boasts a menu that's sure to impress. Also, be sure to check out Antica Trattoria Papei. Known as a local hotspot, it’s a great choice for tonight in Siena.

To truly maximize your evening out, consider visiting Meet Life Cafè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Maudit Pub, another bar with an inviting ambiance. Similarly, Bar Impero Siena also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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Day 5

Day 5

  • Siena
  • 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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Embark on another extraordinary experience on day 5 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Siena and Bologna. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rimini, which will be your home away from home for 1 night.

Enjoy the perfect balance of relaxation and exploration in Siena today. One of the most top-rated attractions included on the itinerary is Piazza Del Campo. This visually striking public square will help you start your sightseeing on top. Then, take a leisurely stroll to Siena Cathedral and learn what makes this inviting church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the astonishing Piazza Maggiore. After exploring the public square, head to Two Towers. This interesting monument is a highlight in Siena.

At the end of the day, you will drive to Rimini, 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 Rimini. Enjoy a satisfying meal that will recharge you for tonight's adventures.

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.

If you’re not ready to end the night just yet, Hobo's offers a perfect venue to relax and savor a drink. Similarly, Sunflower City Backpacker is well-suited for those looking to unwind in a social setting. Bar Capogiro is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day 6

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.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

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

Treat yourself to a delightful dinner at Amarina, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Primo Miglio di Conti Mirco? It's another excellent option with a diverse menu.

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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