Luxury 4-Day Italy Road Trip from Rimini to Arezzo and surrounding area

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!

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 or in between exploring, treat yourself to a delicious meal at a nice restaurant in the city. Unwind and enjoy the local flavors and culinary delights while reflecting on the day's adventures.

Elevate your stay in Rimini by dining at this restaurant. Renowned for its prestigious 1 Michelin-star rating and a variety of mouthwatering dishes, Guido consistently impresses foreign and local diners, garnering praise for its exceptional seafood and modern cuisine.

Another popular dining spot in Rimini is Abocar Due Cucine, which holds a rating of 1 Michelin stars. This establishment’s inviting atmosphere and menu leave a lasting impression on everyone who dines here. Its creative and international menu, characterized by its exquisite flavors, is a true testament to Abocar Due Cucine’s culinary excellence.

If you’re in the mood to try something different, consider reserving a table at Osteria de Börg. This celebrated dining spot in Rimini is renowned for its creative meals and from romagna and traditional menu. Countless guests have praised this luxury restaurant.

As your first day in Rimini is coming to an end, retreat to a bar for some celebration. Immerse yourself in the local culture by sampling a signature cocktail or regional specialty.

Cap off the evening at Hobo's. This bar has an average rating of 4.4 out of 5 stars from 1,269 customers and is one of the best bars in Rimini.

Another popular place to go for refreshing drinks and delicious bites is Bar Capogiro. Rated an average of 4.4 out of 5 stars by 649 customers, this spot offers customers an unforgettable bar experience.

Vicolo is a great bar with a rating of 4.7 out of 5 stars from 409 customers. With this impressive average rating, Vicolo is certainly a great place to indulge in an exquisite glass of a cold, bubbly drink.

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

On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Rimini, Viserbella, and Arezzo. The day's journey will conclude in Arezzo, 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.

Be one of the day’s first visitors at Parco Federico Fellini. This park is rated an average of 4.5 out of 5 stars by 11,076 visitors.

When you’re finished at Parco Federico Fellini, head to Spiaggia libera. This one-of-a-kind sightseeing destination is rated an average of 4.3 out of 5 stars in 4,793 reviews.

Arezzo’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Rimini behind. This drive usually takes around 2 hours 5 min. Arezzo welcomes you with a multitude of unique vacation experiences.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Arezzo.

After a long day of discovering the unique quirks of Italy, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in the city so you can check out the menus and make advance reservations.

Check out Il Covo dei Briganti. This restaurant offers a fantastic menu and impeccable service, deserving of its average rating of 4.7 out of 5 stars from 509 reviews.

Locals also recommend Trattoria Il Saraceno as one of the best restaurants to have dinner at in Arezzo. Trattoria Il Saraceno is rated an average of 4.3 out of 5 stars by 1,759 customers, including locals as well as travelers.

Alternatively, for another culinary experience you will remember, book a table at Antica Fonte. This popular restaurant has an average rating of 4.6 out of 5 stars by 1,306 customers.

Arezzo also has many fantastic bars that cater to all travel budgets.

To have one of the best bar experiences in Arezzo, we recommend going to the wonderful La Clandestina. This bar offers a variety of phenomenal dishes and drinks and has been rated an average of 4.6 out of 5 stars by 277 customers.

If you would rather go somewhere else, check out Emilio. This is a favorite place to hang out among locals, and an excellent place to visit if you wish to make new acquaintances while enjoying a refreshing drink. Emilio has an average rating of 4.6 out of 5 stars from 263 customers.

Yet another excellent option is the popular La Nuova Tagliatella. This bar is rated an average of 4.4 out of 5 stars by 275 customers, so be sure to check out whether this is the place to celebrate tonight.

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

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 Arezzo, Gradara, Pesaro, Urbino, and Rimini.

Take the opportunity to see piazza Grande. This attraction has an average rating of 4.6 out of 5 stars from 14,465 visitors.

Embrace the thrill of the open road as you wave goodbye to Arezzo and set your GPS to Urbino. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 2 hours 3 min. Upon reaching Urbino, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

After soaking in Urbino’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 48 min. When you arrive in Pesaro, it's time to take a break from the road.

When you’re ready to jump back into the car and say goodbye to Pesaro, you’ll hit the road in the direction of Gradara. This drive usually takes around 8 min. When you arrive, enjoy some sightseeing.

Relax and unwind in style as you spend the night at one of the top luxury hotels in 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.

Locals enjoy eating at Sabbioni Pizza & Restaurant, one of the most recommended restaurants in Rimini. This city restaurant has an average rating of 4.4 out of 5 stars from 2,324 customers.

If you have an appetite for something else, check out Amerigo. Around 2,124 customers have given this fantastic restaurant an average of 4.4 out of 5 stars.

With an average rating of 4.6 out of 5 stars from 1,383 customers, La Brasserie is another excellent alternative that serves a whole menu of delectable dishes. Many patrons praise its unique ambiance and attentive service, making it a must-visit for both locals and tourists alike.

Rimini also has several great bars that will fit every travel budget.

One of the top bars in Rimini is Circus Paninificio Caffè. This claim is supported by 578 customers who have rated it an average of 4.3 out of 5 stars.

Another great bar with an extensive drink menu is Primo Miglio di Conti Mirco. If you ask the 1,998 customers who have rated it an average of 4.2 out of 5 stars, Primo Miglio di Conti Mirco is the perfect place for a unique drinking experience.

Locals also enjoy Bar Ilde - Il Baretto della Buona Piadina, a great place to experience the local scene and unwind during your visit. This bar has an average rating of 4.5 out of 5 stars by 1,485 customers.

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

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. Thanks to your accommodation’s strategic location, city’s bustling commercial district is only a stone’s throw away, giving you ample time to leisurely explore the area, filled with local shops.

Take time to find the perfect present, reminding you of the charms of Italy. Each store here is brimming with unique finds.

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

One of the top restaurants in the area is Ristorante Pizzeria Amico. This amazing restaurant offers great food meticulously prepared with the freshest ingredients. Over 1,667 diners have left the restaurant with an average rating of 4.3 out of 5 stars.

Another restaurant that many travelers recommend is Osteria io e Simone. Rated an average of 4.6 out of 5 stars by 1,171 customers, this restaurant is praised for its variety of dishes, warm ambiance, and amazing service.

You can also try the delicious food served at Osteria de Borg for a unique dining experience. This restaurant has received approval from 1,384 tourists and locals alike, earning an average rating of 4.4 out of 5 stars in reviews.

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!