5-Day Italy Self-Drive Road Trip With Itinerary from Rimini to City of San Marino and surrounding area

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Explore the best of Italy on a 5-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Rimini, Viserbella, Gradara, Pesaro, Urbino, City of San Marino, Cattolica, and Riccione. 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 3 nights in Rimini and 1 night in City of San Marino. 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. Gradara Castle and Italia In Miniatura are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Oltremare, learn more about the unique Parco Naturale Monte San Bartolo, and immerse yourself in the vibrant atmosphere of Arch Of Augustus.

As you hit the open road and drive through Rimini, Viserbella, Gradara, Pesaro, Urbino, City of San Marino, Cattolica, and Riccione, 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
Spiaggia liberaParco Federico FelliniItalia in miniatura
Gradara CastleParco Naturale Monte San BartoloBig Sphere A PomodoroPalazzo DucaleNational Gallery of the Marche - Ducal Palace of Urbino
Guaita TowerFontana delle SireneOltremare
Cavour Square

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Day 1

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 2 nights 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, 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.

Treat yourself to a wonderful meal at Giusti, a top-rated dining spot in Rimini. If you're in the mood for something new, try Bar Lento, another premier location with a delectable menu. You might also want to book a table at Amorimini. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rimini.

After your meal, keep the night alive at a bar like Sunflower Beach Backpacker Hostels & Bar, known for its lively atmosphere. Caffè Il Borgo is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Primo Bacio Città Lounge Bar offers an excellent atmosphere for those looking to amp up the evening.

Raise a toast to the start of your 5-day road trip in Italy!

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Day 2

Day 2

  • Rimini
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Drive 18 km, 49 min

  • Spiaggia libera
  • Parco Federico Fellini
  • Italia in miniatura
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On day 2 of your road trip, you’ll start and end your day in Rimini, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Rimini and Viserbella. You still have 1 night left in Rimini.

Rimini is brimming with adventures. Today’s wonderful stops include a beach, a park, and an amusement park. Begin your sightseeing adventure at the worthwhile Spiaggia Libera and allow yourself time to explore. Just a short distance away you'll find your next stop, Parco Federico Fellini, an eye-catching park that draws visitors from far and near.

Continue your journey to Italia In Miniatura, one of the city’s most interesting spots that you shouldn’t miss.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Rimini. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Experience a taste of local culinary excellence while in Rimini by securing a table at Osteria de Börg. An esteemed Bib Gourmand restaurant, it features an exceptional from romagna and traditional menu. For an alternative taste experience, visit Guido, famous for its scrumptious seafood and modern dishes. This 1-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Abocar Due Cucine, a local favorite celebrated for its exquisite creative and international cuisine in Rimini. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for creative and international cuisine lovers seeking top-notch culinary experiences.

After savoring a delicious meal, step into the vibrant nightlife at Hobo's, where the evening is just getting started. In the same way, Sunflower City Backpacker offers a unique charm perfect for experiencing the local bar scene in Rimini. Bar Capogiro is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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Day 3

Day 3

  • Rimini
  • San Marino
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Drive 127 km, 2 hours 55 min

  • Gradara Castle
  • Parco Naturale Monte San Bartolo
  • Big Sphere A Pomodoro
  • Palazzo Ducale
  • National Gallery of the Marche - Ducal Palace of Urbino
  • More

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 3 vibrant destinations - Gradara, Pesaro, and Urbino. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in City of San Marino. You will spend 1 night here for some well-deserved relaxation.

Today's adventure in Rimini promises more breathtaking discoveries and enriching experiences! Begin at Gradara Castle. This history-steeped castle is a highlight of any visit in the village. Then, enjoy Parco Naturale Monte San Bartolo, another mesmerizing attraction that never fails to captivate visitors. Next, head over to Big Sphere A. Pomodoro, one of the village’s most intriguing attractions, known for its instagrammable features.

If you’re looking for more, spend time soaking in the atmosphere of Palazzo Ducale. This historic palace is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Galleria Nazionale Delle Marche, a locally appreciated museum, and take a stroll around the area.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in City of San Marino. City of San Marino 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 City of San Marino. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Enjoy a delicious meal at La Terrazza, a top-rated dining destination in City of San Marino. If you're in the mood to try something new, consider Ristorante Il Beccafico, another top spot with a mouthwatering menu. You might also want to secure a reservation at Cantina di Bacco. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in City of San Marino this evening.

Unwind after your meal by stepping into La Cantinetta Dello Stradone. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, London Pub offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Caffetteria Gelateria Janice, another top-rated bar in the area.

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 4

Day 4

  • San Marino
  • Rimini
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Drive 70 km, 1 hour 31 min

  • Guaita Tower
  • Fontana delle Sirene
  • Oltremare
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On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 3 destinations, City of San Marino, Cattolica, and Riccione. When you’re not sightseeing, take time to relax at your selected hotel in Rimini, where you’ll be staying for 1 night.

Prepare for a day full of family-friendly attractions, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Guaita Tower. This interesting sightseeing destination is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Fontana Delle Sirene, one of the city’s best highlights.

Next, check out Oltremare, one of the most captivating places to see in City of San Marino. This amusement park is a favorite among locals and travelers alike.

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.

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

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. Also, be sure to check out Libeccio. Known as a local hotspot, it’s a great choice for tonight in Rimini.

Extend your evening after a delightful meal by visiting Caffè Cavour, which offers the perfect atmosphere for a night out. Moreover, Bar Ilde - Il Baretto Della Buona Piadina is another popular option for a drink or two. Likewise, Bar Malatesta also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day 5

Day 5

  • Rimini - Departure day
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  • Cavour Square
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Day 5 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, begin at Piazza Cavour. This notable public square is a popular place to see in the city.

On your last day in Italy, take time to indulge in shopping at Rimini’s popular marketplace, Rimini Factory Outlet. 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 Rimini.

If you're in the mood to try something new, consider Amerigo, another top spot with a mouthwatering 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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