Luxury 5-Day Italy Road Trip from Rimini to City of San Marino and surrounding area

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Description

Set off on the ultimate travel extravagance with this 5-day luxury road trip across Italy. Every aspect of your journey is crafted to provide a sophisticated and comfortable experience. Enjoy a holiday where luxury unfolds at every turn in each stop of your adventure in Italy.

Italy offers the ultimate luxury holiday experience for anyone up for an unforgettable adventure, including couples, families, solo travelers, and friends.

Your exclusive luxury holiday package will bring you to the country's most popular attractions and restaurants in the best destinations in Italy. With this perfectly planned vacation itinerary, you will stay 3 nights in Rimini, and 1 night in City of San Marino, experiencing the ultimate luxury vacation in Italy.

Finding the perfect luxury lodging is going to make your vacation in Italy feel truly special. The home for your 5-day luxury holiday will be only the most exclusive 5-star hotels in Italy. You will choose from the best selection of luxury hotels and places to stay, all conveniently located along your carefully planned self-drive route.

Upon arriving in Italy, you will collect the luxury rental vehicle of your choice. We will provide you with the best car rental for the entirety of your 5-day luxury self-drive holiday, including CDW insurance. From there, you will drive off at a relaxed pace to discover some of the best travel destinations in Italy.

Throughout your exclusive vacation in Italy, you will get to experience some of the best attractions and activities offered in the country. Each moment promises to be filled with unforgettable memories and unique experiences.

Between attractions and activities, you will have plenty of time to stroll along the best shopping streets and markets in Italy. Here you can find unique souvenirs to preserve the memory of your luxury holiday in Italy.

This exclusive travel plan is designed to include everything you need to have the best vacation in Italy. By booking this luxury holiday package, you can avoid spending hours researching and planning your 5-day road trip in Italy. Let the experts figure out the details, so you can focus on enjoying.

To deliver the best experience possible, we make it easy for you to customize each day of your luxury holiday in Italy before and after booking. Our flexible trip planning means you will be able to explore Rimini, Viserbella, Gradara, Pesaro, Urbino, City of San Marino, Cattolica, and Riccione at your own pace.

Book with us to get access to 24/7 personal travel support throughout your entire journey. Enjoy a step-by-step guide in our easy-to-use mobile app, including all travel documents for your exclusive getaway to Italy.

The best flights, activities, tours, and hotels in Italy fill up quickly, so book your luxury vacation package in advance. Select a date and start planning your luxury holiday in Italy today!

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Day 1

Day 1 – Rimini - arrival day

  • Rimini - Arrival day
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  • Cavour Square
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Your luxury holiday in Italy begins as soon as you reach the city of Rimini, where you'll be staying for 2 nights. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Start your sightseeing with a visit to Piazza Cavour. This point of interest is a popular stop on travelers’ itineraries in Rimini, with an average rating of 4.5 out of 5 stars by 11,447 visitors.

Tonight, you will be treated to a stay at one of the best luxury hotels in Rimini. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.

After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Rimini. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.

Enjoy a lovely meal at Bar Lento, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante Lo Zodiaco Rimini is another top choice with a popular menu. You could also check for a table at Amarina. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rimini tonight.

Round off your dining experience by visiting Caffè Il Borgo, a prime location for a drink. Alternatively, explore the distinctive characteristics of Primo Bacio Città Lounge Bar, a bar catering to every mood and preference. Hobo's likewise offers a unique atmosphere, perfect for a memorable night out.

Raise a toast to the start of your 5-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Rimini, and Viserbella

  • 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 luxurious vacation in Italy, you’ll start and end your day in Rimini, but spend most of the day exploring attractions outside of the city. After a long day of sightseeing, you'll drive back to Rimini, where you'll stay for 1 night more.

Start your sightseeing with a visit to Spiaggia Libera. This sightseeing destination is rated an average of 4.3 out of 5 stars from 4,793 visitors.

Parco Federico Fellini is another popular attraction you could visit today. This park has a rating of 4.5 out of 5 stars from 11,076 visitors.

After soaking in Rimini’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Viserbella. Expect your car journey to take a minimum of 15 min. When you arrive in Viserbella, it's time to take a break from the road.

Be one of the day’s first visitors at Italia In Miniatura. This miniature park is rated an average of 4.4 out of 5 stars by 20,510 visitors.

When you’ve completed everything you want to see and do, you will drive back to your luxury accommodation in Rimini.

After a day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Rimini. Savor the local cuisine and relax as you recount the day's experiences.

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

Keep the evening going at Bar Capogiro, a great choice for enjoying the after-dinner hours with a drink. You could also go to Caffè Cavour, which offers a similarly pleasant setting and great drinks. Another option is Bar Ilde - Il Baretto Della Buona Piadina, which provides an inviting environment for unwinding after a busy day out.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Italy has plenty more in store for you.

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Day 3

Day 3 – Rimini, Gradara, Pesaro, Urbino, and City of San Marino

  • San Marino
  • Gradara
  • Pesaro
  • Urbino
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Drive 127 km, 2 hours 55 min

  • Castello di Gradara
  • Parco Naturale Monte San Bartolo
  • Big Sphere A Pomodoro
  • Palazzo Ducale di Urbino
  • National Gallery of the Marche - Ducal Palace of Urbino
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Wake up to day 3 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Gradara, Pesaro, and Urbino. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Gradara. This drive usually takes around 35 min, without any stops or traffic disruptions.

Drop by the renowned Gradara Castle. This popular castle has been rated an average of 4.6 out of 5 stars by 22,114 visitors.

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.

Make Parco Naturale Monte San Bartolo your first stop of the day. Previous visitors have rated this park an average of 4.6 out of 5 stars in 12,733 reviews.

Next up, make a stop at Big Sphere A. Pomodoro. With an average rating of 4.5 out of 5 stars by 5,652 visitors, it's easy to understand why so many people visit this sightseeing destination every year.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Urbino. This drive usually takes around 45 min, without any stops or traffic disruptions.

Be one of the day’s first visitors at Palazzo Ducale. This palace is rated an average of 4.6 out of 5 stars by 10,806 visitors.

When you’re finished at Palazzo Ducale, head to Galleria Nazionale Delle Marche. This one-of-a-kind art museum is rated an average of 4.6 out of 5 stars in 3,010 reviews. Every year, approximately 106,001 travelers come here to experience the art museum for themselves.

Relax and unwind in style as you spend the night at one of the top luxury hotels in City of San Marino. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

Discover a world of culinary delights in City of San Marino, where top-notch dining experiences await at every corner. Consider whether you need to make a reservation in advance to secure a table at your preferred restaurant.

Savor the flavors at La Terrazza, a top pick for dinner tonight. Alternatively, Ristorante Il Beccafico beckons with its unique menu offerings. Also, consider Cantina di Bacco. With its consistent customer satisfaction, it’s an excellent option for dining in City of San Marino tonight.

Continue the enjoyment post-dinner at La Cantinetta Dello Stradone, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, London Pub offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Caffetteria Gelateria Janice. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Raise a toast to another amazing day of your luxury holiday in Gradara, Italy and seize the opportunity to celebrate.

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Day 4

Day 4 – City of San Marino, Cattolica, Riccione, and Rimini

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

  • Guaita Tower
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Wake up to day 4 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Rimini, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in City of San Marino, Cattolica, and Riccione.

Make Guaita Tower your first stop of the day. Previous visitors have rated this sightseeing destination an average of 4.7 out of 5 stars in 10,242 reviews.

Once you're ready to continue your road trip, it's time to buckle up and drive towards Italy, eagerly anticipating your arrival in Cattolica. This drive usually takes around 51 min, without any stops or traffic disruptions.

Seize the day by visiting some of the best attractions in the area, like Fontana Delle Sirene. This extraordinary point of interest has an average rating of 4.4 out of 5 stars from 8,758 visitors.

Set your GPS to Riccione and hit the road. Expect a journey of approximately 17 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Riccione beckons with new experiences!

Start your sightseeing with a visit to Oltremare. This amusement park is rated an average of 4.4 out of 5 stars from 15,003 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Rimini. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Rimini.

Make sure to reserve a table at Sabbioni Pizza & Restaurant, 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 In The Courtyard Center Gourmet Pizza, 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 Lilliput Cafe', 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 fulfilling meal, continue your evening at 127 Long Street Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Le Rose Suite Hotel offers a welcoming atmosphere for easing into the nightlife.

Raise your glass and relax after another big day of your luxury holiday in Italy!

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Day 5

Day 5 – Rimini - departure day

  • Rimini - Departure day
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  • Arco di Augusto
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Today is the last day of your 5-day luxury holiday in Italy and it’s soon time to start your journey home. This is your chance to get one last glimpse of Rimini before saying goodbye.

Maximize your last day in Italy and go on a shopping spree in Rimini’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.

Make the most of what's left of your luxury vacation and head out to the stunning Arch Of Augustus. This extraordinary triumphal arch and attraction is rated an average of 4.6 out of 5 stars in 12,375 reviews, and is an excellent choice for your last sightseeing in Rimini.

Treat yourself to a final feast. Savor the unique flavors of Rimini one last time before you head to the airport.

If you're in the mood to try something new, consider Tiresia Restaurant, another top spot with a mouthwatering menu.

You will then say farewell to Rimini and begin your journey home. We wish you safe travels and a warm welcome home, with unforgettable memories and incredible photos from your luxury holiday in Italy in your luggage!

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