Luxury 6-Day Italy Road Trip from Rimini to Venice, Ancona, and Rome and surrounding area

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Set off on the ultimate travel extravagance with this 6-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 2 nights in Rimini, 1 night in Venice, 1 night in Ancona, and 1 night in Rome, 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 6-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 6-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 6-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, Venice, Ancona, Loreto, Rome, and Fano 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. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Start your sightseeing with a visit to Arch Of Augustus. This triumphal arch is rated an average of 4.6 out of 5 stars from 12,375 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 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.

Have a fantastic dining experience at Bar Lento, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante Lo Zodiaco Rimini offers an enticing alternative with its varied menu. Additionally, Amarina is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rimini.

Unwind after your meal by stepping into Caffè Il Borgo. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Primo Bacio Città Lounge Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Hobo's, another top-rated bar in the area.

Raise a toast to the start of your 6-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 Venice

  • Venice
  • Rimini
  • Viserbella
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Drive 267 km, 3 hours 9 min

  • Parco Federico Fellini
  • Spiaggia libera
  • Italia in Miniatura
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On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Rimini, and Viserbella. The day's journey will conclude in Venice, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Take the opportunity to see Parco Federico Fellini. This attraction has an average rating of 4.5 out of 5 stars from 11,076 visitors.

Spiaggia Libera is another sightseeing hotspot in the area. This point of interest has been rated an average of 4.3 out of 5 stars by 4,793 travelers.

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 15 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 Venice. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

In Venice, delicious dining experiences are never far from reach. Take your pick and consider whether you need to book a table in advance.

Get ready for an unforgettable culinary journey in Venice by reserving a table at Local. Renowned as a 1-star Michelin restaurant, it offers an exceptional contemporary menu. For a different taste experience, head to Wistèria, recognized for its delicious contemporary, and venetian dishes. This 1-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Quadri, a local favorite known for its delightful modern cuisine in Venice. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning modern foodies seeking culinary excellence.

Round off your dining experience by visiting Al Parlamento, a prime location for a drink. Alternatively, explore the distinctive characteristics of Adagio, a bar catering to every mood and preference. Il Mercante likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 3

Day 3 – Venice, and Ancona

  • Ancona
  • Venice
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Drive 365 km, 3 hours 55 min

  • Rialto Bridge
  • Doge's Palace
  • St. Mark's Square
  • Saint Mark's Basilica
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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 Ancona, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Venice.

A top pick for your self-guided sightseeing tour today is Rialto Bridge. Previous visitors have rated this stone bridge an average of 4.7 out of 5 stars in 141,666 reviews.

Doge's Palace is a local recommendation that you also can pay a visit today. This palace is rated an average of 4.7 out of 5 stars in 24,775 reviews. The attraction welcomes 318,104 visitors every year.

Another attraction you won't want to miss is Piazza San Marco. This square is rated an average of 4.7 out of 5 stars in 152,982 reviews.

St Mark's Basilica is another outstanding experience in Venice. Around 18,439 travelers have rated this cathedral an average of 4.7 out of 5 stars.

The attraction gets an estimated 318,104 visitors every year.

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.

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Ancona.

Experience a harmony of flavors at Sot'Ajarchi in Ancona by securing a reservation in advance. Known for its Bib Gourmand status, Sot'Ajarchi offers a delightful variety of dishes highlighting its delicious seafood, and from the marches menu. If you're looking to mix things up, Zucchero a Velò offers an enticing alternative with its varied menu.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Posa Bar, a well-loved spot among locals and tourists. Or, head to Bar Four Roses. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Amarillo Beer Bar Ancona, another top-rated place in the area.

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 – Ancona, Loreto, San Vittore, and Rome

  • Rome
  • Ancona
  • Loreto
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Drive 364 km, 4 hours 44 min

  • Mole Vanvitelliana
  • Sanctuary of the Holy House of Loreto
  • Frasassi Caves
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Wake up to day 4 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Ancona, Loreto, and San Vittore. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Kick off the day at Lazzaretto Of Ancona, a top pick for today’s sightseeing. This building is rated an average of 4.4 out of 5 stars in 4,023 reviews.

Continue your road trip and head to your next destination, Loreto. This car ride takes around 33 min.

Begin your sightseeing with a visit to Sanctuary Of The Holy House Of Loreto. This extraordinary church is rated an average of 4.8 out of 5 stars by 19,100 visitors.

Continue your road trip and head to your next destination, San Vittore. This car ride takes around 56 min.

Seize the day by visiting some of the best attractions in the area, like Frasassi Caves. This extraordinary show cave has an average rating of 4.8 out of 5 stars from 20,728 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Rome. 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 Rome for you so you can browse their menus in advance and make a reservation.

Discover the culinary delights of Rome by securing a reservation at La Pergola. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of mediterranean, and contemporary cuisine. For an alternative dining experience, try Il Pagliaccio, renowned for its delicious creative, and innovative dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Enoteca La Torre, a highly recommended local eatery celebrated for its mouthwatering mediterranean, and creative menu. With its 2-star Michelin recognition, it offers an unforgettable dining adventure.

After your meal, keep the night alive at a bar like La Botticella Of Poggi Giovanni, known for its lively atmosphere. Sant' Eustachio Caffè is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Caffè Portofino offers an excellent atmosphere for those looking to amp up the evening.

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

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Day 5

Day 5 – Rome, Vatican City, Fano, and Rimini

  • Rimini
  • Fano
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Drive 354 km, 4 hours 53 min

  • St Peter's Basilica
  • Vatican Museums
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On day 5 of your luxury holiday in Italy, your road trip route will take you exploring the best of Vatican City, and Fano. The day's journey will conclude in Rimini, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Once you're ready to continue your road trip, it's time to buckle up and drive towards Vatican City, eagerly anticipating your arrival in Vatican City. This drive usually takes around 11 min, without any stops or traffic disruptions.

Your sightseeing of the day begins at St. Peter's Basilica, a remarkable major basilica where it’s easy to get lost in exploration. This top attraction is rated an average of 4.8 out of 5 stars in 131,043 reviews. Each year, this popular place of interest welcomes approximately 11,000,000 visitors.

Next, satisfy your wanderlust at Vatican Museums. This art museum has an average rating of 4.6 out of 5 stars from 133,310 travelers. Given the site's popularity, it’s easy to understand why more than 1,612,530 people visit it every year.

Fano’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Vatican City behind. This drive usually takes around 3 hours 50 min. Fano welcomes you with a multitude of unique vacation experiences.

Be one of the day’s first visitors at Fano Historical Center. This point of interest is rated an average of 4.6 out of 5 stars by 3,764 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.

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.

Prepare for an extraordinary culinary adventure in Rimini by booking a table at Guido, a 1-star Michelin restaurant that boasts an exceptional seafood, and modern menu. For a different flavor experience, head to Abocar Due Cucine, renowned for its delectable creative, and international dishes. This 1-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Osteria de Börg, a local gem known for its delightful from romagna, and traditional cuisine in Rimini. Nestled in the city's heart, this Bib Gourmand-awardee is a perfect choice for discerning restaurant-goers seeking a new experience.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar Capogiro stands out as an excellent choice for a post-dinner cocktail. Alternatively, Caffè Cavour offers an ideal atmosphere to enjoy the pleasures of the night. Bar Ilde - Il Baretto Della Buona Piadina is also a great option that provides a perfect setting for a relaxing evening.

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 6

Day 6 – Rimini - departure day

  • Rimini - Departure day
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  • Cavour Square
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Today is the last day of your 6-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.

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

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.

If you're in the mood to try something new, consider In The Courtyard Center Gourmet Pizza, 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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