Luxury 4-Day Italy Road Trip from Rimini traveling east to Ancona

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Experience travel that redefines comfort and elegance with this 4-day luxury road trip in Italy. Witness Italy's awe-inspiring scenery, delight in the finest culinary offerings, and enjoy the ultimate comfort in top-tier accommodations.

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 2 nights in Rimini, and 1 night in Ancona, 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 4-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 4-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 4-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, Ancona, Loreto, Pesaro, and Gradara 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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  • Arco di Augusto
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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 1 night. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

A top pick for your self-guided sightseeing tour today is Arch Of Augustus. Previous visitors have rated this triumphal arch an average of 4.6 out of 5 stars in 12,375 reviews.

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.

Discover a world of culinary delights in Rimini, 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.

Treat yourself to a delightful dinner at Bar Lento, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante Lo Zodiaco Rimini? It's another excellent option with a diverse menu. Consider reserving a table at Amarina as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rimini.

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

Raise a toast to the start of your 4-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Rimini, Viserbella, and Ancona

  • Ancona
  • Rimini
  • Viserbella
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Drive 133 km, 1 hour 52 min

  • Parco Federico Fellini
  • Spiaggia libera
  • Italia in Miniatura
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Wake up to day 2 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Rimini, and Viserbella. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Begin your sightseeing with a visit to Parco Federico Fellini. This park is rated an average of 4.5 out of 5 stars in 11,076 reviews.

Next up, make your way to Spiaggia Libera. This sightseeing destination has an average rating of 4.3 out of 5 stars from 4,793 reviews.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Viserbella. This drive usually takes around 13 min, without any stops or traffic disruptions.

When you’re ready for some sightseeing, make your way to Italia In Miniatura. This much-appreciated miniature park is rated 4.4 out of 5 stars in 20,510 reviews.

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

After exploring the unique sights of Italy, savor a delicious meal or get refreshed with a drink. We’ve gathered the most recommended restaurants and bars in the city of Ancona for you so you can browse their menus in advance and make a reservation.

Have a memorable dining experience in Ancona by booking a table at Sot'Ajarchi, renowned as a Bib Gourmand restaurant presenting an exceptional seafood, and from the marches menu. Immerse yourself in the culinary delights of Zucchero a Velò, a popular restaurant in Ancona. With a menu designed to delight, it ensures a dining experience that transcends the ordinary.

If you’re not ready to end the night just yet, Posa Bar offers a perfect venue to relax and savor a drink. Similarly, Bar Four Roses is well-suited for those looking to unwind in a social setting. Amarillo Beer Bar Ancona is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day 3

Day 3 – Ancona, Loreto, San Vittore, Pesaro, Gradara, and Rimini

  • Rimini
  • Loreto
  • Pesaro
  • Gradara
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Drive 261 km, 3 hours 32 min

  • Sanctuary of the Holy House of Loreto
  • Frasassi Caves
  • Parco Naturale Monte San Bartolo
  • Castello di Gradara
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Wake up to day 3 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 Loreto, San Vittore, Pesaro, and Gradara.

When you’ve had your share of Ancona, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Loreto. Your travel time is around 31 min.

An excellent attraction to start your day with is Sanctuary Of The Holy House Of Loreto. This church is rated an average of 4.8 out of 5 stars in 19,100 reviews.

After soaking in Loreto’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: San Vittore. Expect your car journey to take a minimum of 55 min. When you arrive in San Vittore, it's time to take a break from the road.

A top pick for your self-guided sightseeing tour today is Frasassi Caves. Previous visitors have rated this show cave an average of 4.8 out of 5 stars in 20,728 reviews.

Set your GPS to Pesaro and hit the road. Expect a journey of approximately 1 hour 21 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Pesaro beckons with new experiences!

Take the opportunity to see Parco Naturale Monte San Bartolo. This attraction has an average rating of 4.6 out of 5 stars from 12,733 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.

Set out on a gastronomic journey in Rimini by reserving a table at Guido. Renowned for its 1-star Michelin recognition, this restaurant presents an outstanding menu of seafood, and modern cuisine. For a different taste, head over to Abocar Due Cucine, renowned for its delectable creative, and international dishes. This distinguished 1-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Osteria de Börg, a highly rated local gem known for its exquisite from romagna, and traditional menu. With a Bib Gourmand acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rimini.

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

Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

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Day 4

Day 4 – Rimini - departure day

  • Rimini - Departure day
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  • Cavour Square
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Today is the last day of your 4-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.

On your last day in Italy, take time to indulge in shopping at Rimini’s popular marketplace. Look for keepsakes or souvenirs to remind you of your trip.

Make the most of what's left of your luxury vacation and head out to the stunning Piazza Cavour. This extraordinary point of interest and attraction is rated an average of 4.5 out of 5 stars in 11,447 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.

Enjoy a lovely meal at Sabbioni Pizza & Restaurant, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, In The Courtyard Center Gourmet Pizza is another top choice with a popular 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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