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

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5-Day Italy Self-Drive Road Trip With Itinerary from Rimini to City of San Marino and surrounding area
5-Day Italy Self-Drive Road Trip With Itinerary from Rimini to City of San Marino and surrounding area
5-Day Italy Self-Drive Road Trip With Itinerary from Rimini to City of San Marino and surrounding area
5-Day Italy Self-Drive Road Trip With Itinerary from Rimini to City of San Marino and surrounding area
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 remarkable 5-day road trip! Combine exploration with relaxation on a self-drive tour featuring Rimini, Viserbella, Gradara, Pesaro, Urbino, City of San Marino, Cattolica, and Riccione.

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

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, 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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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 2 nights discovering what to see in Rimini 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. 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 Rimini. 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 Rimini, it's often a good idea to reserve a table in advance.

Don’t miss out on dining at Giusti, a top-rated dining destination in Rimini. If you're in the mood to try something new, consider Bar Lento, another top spot with a mouthwatering menu. You might also want to secure a reservation at Amorimini. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rimini this evening.

Extend your evening after a delightful meal by visiting Sunflower Beach Backpacker Hostels & Bar, which offers the perfect atmosphere for a night out. Moreover, Caffè Il Borgo is another popular option for a drink or two. Likewise, Primo Bacio Città Lounge Bar also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day2

Day 2

  • Rimini
  • Viserbella
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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, where you still have 1 night left. You'll spend part of the day exploring places of interest outside the immediate city, including Rimini and Viserbella.

No visit to Rimini is complete without Spiaggia Libera. This frequently visited beach is one of the top attractions in the city. Proceed to Parco Federico Fellini, another must-visit attraction.

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

For a more meaningful self-guided tour of the city's best attractions, visit Italia In Miniatura, a captivating amusement park that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

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

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.

Dive into a culinary adventure like no other in Rimini by booking a table at Osteria de Börg. This popular restaurant holds a Bib Gourmand award and offers an exceptional menu of from romagna and traditional cuisine. For another dining option, venture to Guido, celebrated for its delectable seafood and modern menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Abocar Due Cucine, a top local restaurant known for its tantalizing creative and international menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Let the evening flow smoothly from dinner to drinks at Hobo's, a top-rated bar in the area. For other recommendations, Sunflower City Backpacker provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Capogiro offers a memorable night with diverse drink options and excellent service.

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

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Day3

Day 3

  • Rimini
  • Gradara
  • Pesaro
  • Urbino
  • 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

On day 3 of your road trip in Italy, your travel plans include 3 stops at the most scenic, wondrous, and interesting places in the region. Gradara, Pesaro, and Urbino are on today's agenda. In the evening, you’ll end up in City of San Marino, 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 Gradara. Your travel time is around 35 min.

Set out on a self-guided sightseeing tour at Gradara Castle and explore the history-steeped features.

After soaking in Gradara’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Pesaro. Expect your car journey to take a minimum of 8 min. When you arrive in Pesaro, it's time to take a break from the road.

Our first attraction recommendation in Pesaro is Parco Naturale Monte San Bartolo, an interesting nature reserve that draws attention for its peaceful features. Spend some time soaking in the atmosphere before continuing to Big Sphere A. Pomodoro, a detailed art installation that stands out in the village.

When you’re ready to jump back into the car and say goodbye to Pesaro, you’ll hit the road in the direction of Urbino. This drive usually takes around 45 min.

When you're ready for some sights, head to Palazzo Ducale, a locally renowned palace in Urbino. Explore its historic features at your own pace before you continue your journey to your next attraction, Galleria Nazionale Delle Marche. This often recommended museum is a top recommendation in the area.

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

After a day of adventure, treat yourself to an exquisite dinner at one of City of San Marino's best restaurants.

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.

Keep the excitement of the evening going by visiting a bar or two. La Cantinetta Dello Stradone is an excellent place to start. You could also check out London Pub, offering a different kind of charm. A last recommendation for the day is Caffetteria Gelateria Janice. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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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Day4

Day 4

  • San Marino
  • Cattolica
  • Riccione
  • Rimini
  • More

Drive 70 km, 1 hour 31 min

  • Guaita Tower
  • Fontana delle Sirene
  • Oltremare
  • More

Dive into day 4 of your remarkable road trip in Italy. Today you'll explore 3 destinations, including City of San Marino, Cattolica, and Riccione. At the end of the day, you’ll unwind at one of the finest accommodations in Rimini, where you'll spend 1 night.

Guaita Tower is perfect for a self-paced visit during the day.

When you’ve had your share of City of San Marino, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Cattolica, Italy. Your travel time is around 51 min.

Fontana Delle Sirene is a curiosity-inducing public square we recommend visiting today. Discover its romantic features before continuing your self-guided tour.

When you’ve had your share of Cattolica, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Riccione. Your travel time is around 17 min.

Spend your afternoon discovering Oltremare, a locally renowned amusement park known for its visually striking features.

When you’re done exploring for the day, you’ll drive to your hotel in Rimini. Check in and relax before you head out to tour 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 Rimini, it's often a good idea to reserve a table in advance.

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

Following your dinner, dive into the local bar culture at Caffè Cavour. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bar Ilde - Il Baretto Della Buona Piadina, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Malatesta provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Get a good night's sleep and look forward to another great day on the road in Italy!

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Day5

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 locally renowned public square is a hotspot among locals.

For a shopping spree in Rimini, we recommend the lively Rimini Factory Outlet. 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 Ristorante Laura "Darsena Rimini", a top recommendation for dinner tonight. Or, for a change of pace, Amerigo 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.
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.
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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